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  •  Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.
    From $279 per night (USD)

    HomeAway

    Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A perfect relaxation destination for two! This location has everything. Five minutes walk to the beautiful Lido Beach an ...

    From $279 per night (USD)

    HomeAway

    Details
  • Tropical Pool Paradise - 4 min walk to beach, 3 bedroom remodeled house
    From $450 per night (USD)

    VRBO

    Tropical Pool Paradise - 4 min walk to beach, 3 bedroom remodeled house

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come enjoy this private house with your own secluded heated swimming pool, in beautiful Siesta Key. Rent for a stay of ...

    From $450 per night (USD)

    VRBO

    Details
  • Updated Safety Guidelines: Newly Renovated* Townhouse With Private Beach Access!
    From $160 per night (USD)

    HomeAway

    Updated Safety Guidelines: Newly Renovated* Townhouse With Private Beach Access!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    During these difficult times of Covid-19, we are doing the best we can to ensure a clean and safe environment to enjoy y ...

    From $160 per night (USD)

    HomeAway

    Details
  • Lives like a modern hotel suite in the heart of historic Gillespie Park
    From $60 per night (USD)

    VRBO

    Lives like a modern hotel suite in the heart of historic Gillespie Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This new construction 1,350 SF apartment is part of an architect's own modern property at the heart of Gillespie Park. ...

    From $60 per night (USD)

    VRBO

    Details
  • Beachcomber unit 204
    From $125 per night (USD)

    HomeAway

    Beachcomber unit 204

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a great location directly on the beach with a spectacular view of the Gulf of Mexico. This Gulf front unit ...

    From $125 per night (USD)

    HomeAway

    Details
  • Relaxing Tommy Bahama Home on Canal
    From $250 per night (USD)

    VRBO

    Relaxing Tommy Bahama Home on Canal

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Tucked away in the corner of a very quiet serene neighborhood on canal. Our bright quaint home away from home has everyt ...

    From $250 per night (USD)

    VRBO

    Details
  • Beachcomber unit 202
    From $125 per night (USD)

    HomeAway

    Beachcomber unit 202

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Staying on Longboat Key means you get to experience what Heaven on Earth feels like. A place where you can walk on prist ...

    From $125 per night (USD)

    HomeAway

    Details
  • We need your reviews - New property!
    From $134 per night (USD)

    VRBO

    We need your reviews - New property!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This new property is perfect for anyone looking to spend time in beautiful Sarasota. This one bedroom one bathroom duple ...

    From $134 per night (USD)

    VRBO

    Details
  • Beachcomber unit 303
    From $110 per night (USD)

    HomeAway

    Beachcomber unit 303

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elegant Beac ...

    From $110 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 501
    From $170 per night (USD)

    VRBO

    Beachcomber unit 501

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longboat Key ...

    From $170 per night (USD)

    VRBO

    Details
  • Private, quiet retreat!. Near famous beaches and easy drive to Disney.
    From $25 per night (USD)

    HomeAway

    Private, quiet retreat!. Near famous beaches and easy drive to Disney.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    7

    Enjoy our 38ft spacious motorhome all to yourself on our 6 n 1/2 acre property This park like setting is located in sunn ...

    From $25 per night (USD)

    HomeAway

    Details
  • CaseyKey: Exquisite Private Estate with Spectacular Views of Both Sparkling...
    From $599 per night (USD)

    VRBO

    CaseyKey: Exquisite Private Estate with Spectacular Views of Both Sparkling...

    Bedrooms:
    6.5
    Bathrooms:
    5
    Sleeps:
    12

    Exquisite Private Estate with Spectacular Views of Both Sparkling Gulf and Tranquil Bay Waters! *50% downpayment d ...

    From $599 per night (USD)

    VRBO

    Details
  • Immaculate, Ground Floor, Pool View Condo In The Meadows
    From $725 per night (USD)

    HomeAway

    Immaculate, Ground Floor, Pool View Condo In The Meadows

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in the desirable Wedgewood Lake section of the Meadows in Sarasota, this 2-Bedroom, 2-Bath Condo has everything ...

    From $725 per night (USD)

    HomeAway

    Details
  • Great Location, 2 Bdrm, 2bath, Private backyard.
    From $184 per night (USD)

    VRBO

    Great Location, 2 Bdrm, 2bath, Private backyard.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a wonderful 2 bed and 2 bath house, that has just been newly furnished. Its located in the flower streets area ...

    From $184 per night (USD)

    VRBO

    Details
  • Idyllic Casey Key Beach House
    From $400 per night (USD)

    HomeAway

    Idyllic Casey Key Beach House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Idyllic beachfront home located on exclusive, unique Casey Key in Sarasota, Florida. Set in lush tropical greenery incl ...

    From $400 per night (USD)

    HomeAway

    Details
  •  Florida home near beaches golf boating and   Dearborn St .
    From $125 per night (USD)

    VRBO

    Florida home near beaches golf boating and Dearborn St .

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Local Beach IS OPEN Enjoy those Florida breezes in your 3 bedroom 2 bath home with a huge lanai off kitchen dining are ...

    From $125 per night (USD)

    VRBO

    Details
  • Cozy Home In Indian Beach/Sapphire Shores
    From $159 per night (USD)

    HomeAway

    Cozy Home In Indian Beach/Sapphire Shores

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    We welcome you to our modest two bedroom (plus bonus room) one bath home in one of the most sought after neighborhoods s ...

    From $159 per night (USD)

    HomeAway

    Details
  • Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
    From $175 per night (USD)

    VRBO

    Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...

    From $175 per night (USD)

    VRBO

    Details
  • SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
    From $685 per night (USD)

    HomeAway

    SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    You are encouraged to verify property ownership. SarasotaCottageRentals Nestled away among the palms, bamboo and jaca ...

    From $685 per night (USD)

    HomeAway

    Details
  • Beachfront Condo! Shown on HGTV! Renovated in 2020. Sleeps 4
    From $85 per night (USD)

    VRBO

    Beachfront Condo! Shown on HGTV! Renovated in 2020. Sleeps 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    -Be one of the lucky few to call this your home for the week! This unit was shown on HGTV in April of 2019. We have incl ...

    From $85 per night (USD)

    VRBO

    Details
  • Beach View from outside condo walkway/Spectacular sunsets!
    From $50 per night (USD)

    HomeAway

    Beach View from outside condo walkway/Spectacular sunsets!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    LOCATION, LOCATION! 1 bedroom, 1 bath condo on sunny Lido Key with beach views from condo walkway outside your door. Wal ...

    From $50 per night (USD)

    HomeAway

    Details
  • Luxury home with private ferry to the beach!
    From $700 per night (USD)

    VRBO

    Luxury home with private ferry to the beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous South Venice home in great neighborhood. The house was completely remodeled and decorated. 2 car garage, large ...

    From $700 per night (USD)

    VRBO

    Details
  • Beachcomber unit 403
    From $170 per night (USD)

    HomeAway

    Beachcomber unit 403

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $170 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 205
    From $170 per night (USD)

    VRBO

    Beachcomber unit 205

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beautifully renovated 1 bedroom, 1 bathroom co ...

    From $170 per night (USD)

    VRBO

    Details
  • Gem Of Venice Island... Steps To The Beach And Jetty
    From $110 per night (USD)

    HomeAway

    Gem Of Venice Island... Steps To The Beach And Jetty

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a studio apartment that has been completely updated with a queen sized Murphy bed. Bahia Vista Gulf sits on the ...

    From $110 per night (USD)

    HomeAway

    Details
  • Inn on the Beach 2207
    From $85 per night (USD)

    VRBO

    Inn on the Beach 2207

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. ...

    From $85 per night (USD)

    VRBO

    Details
  • Manasota Key Beach House with pool, spa, dock
    From $200 per night (USD)

    HomeAway

    Manasota Key Beach House with pool, spa, dock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Great beach house with boat dock and stunning bay views. Hard to find rentals on Manasota Key so book early to avoid di ...

    From $200 per night (USD)

    HomeAway

    Details
  • 2nd floor 3BDR Condo In Farmington Vistas on Plantation Golf and CC
    From $85 per night (USD)

    VRBO

    2nd floor 3BDR Condo In Farmington Vistas on Plantation Golf and CC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The 2nd floor unit has everything you need for a comfortable stay. It features a split floor plan, laminate floors, and ...

    From $85 per night (USD)

    VRBO

    Details
  • 2 bed, 2 bath, 1365 sqft, remodeled condo with Gulf view (walk to beach 1 min)
    From $225 per night (USD)

    HomeAway

    2 bed, 2 bath, 1365 sqft, remodeled condo with Gulf view (walk to beach 1 min)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    1,365 sqft (about 1650 sqft counting enclosed lanai area) condo (minimum 1 month). KIng in Master Bed, 2-twin in guest ...

    From $225 per night (USD)

    HomeAway

    Details
  • Beachfront 2 Bedroom Condo on Casey Key
    From $100 per night (USD)

    VRBO

    Beachfront 2 Bedroom Condo on Casey Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Spacious 2 bedroom 2 bath condo with a great view of the gulf. Watch amazing sunsets right from your sofa. Nice private ...

    From $100 per night (USD)

    VRBO

    Details
  • Beachcomber unit 405
    From $110 per night (USD)

    HomeAway

    Beachcomber unit 405

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $110 per night (USD)

    HomeAway

    Details
  • Spotless, Close to everything Beaches are Open (Read Our Reviews)
    From $50 per night (USD)

    VRBO

    Spotless, Close to everything Beaches are Open (Read Our Reviews)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A Paradise hideaway "THE SARASOTA NEST", West Of Tamiami Trail. This very private vacation getaway is an immaculate, 2 ...

    From $50 per night (USD)

    VRBO

    Details
  • Lido Beach 1/4 Block / St Armand's Circle / Pool At Beach, Aptartment Building
    From $350 per night (USD)

    HomeAway

    Lido Beach 1/4 Block / St Armand's Circle / Pool At Beach, Aptartment Building

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The apartment is a 2B/2B located 1/4 block to Lido Beach. Approximately 5-7 min walk to St. Armand's Circle. Olympic si ...

    From $350 per night (USD)

    HomeAway

    Details
  • PLAYALIDO UNIT #4, LIDO BEACH
    From $60 per night (USD)

    VRBO

    PLAYALIDO UNIT #4, LIDO BEACH

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    PlayaLido Unit 4 Is a 1bedroom unit with queen size bed, living room with queen size sleep-sofa, full kitchen, WiFi and ...

    From $60 per night (USD)

    VRBO

    Details
  • Beachcomber unit 604
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 604

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Newly Renovated 2015: 2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico Beach front units are ava ...

    From $240 per night (USD)

    HomeAway

    Details
  • Beautiful Meadows Condominium Picturesque Water and Golf View
    From $100 per night (USD)

    VRBO

    Beautiful Meadows Condominium Picturesque Water and Golf View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax on the Lanai and take in the lovely lake and golf course setting. Step outside the front door and in 1 minute you ...

    From $100 per night (USD)

    VRBO

    Details
  • Beachcomber unit 301
    From $170 per night (USD)

    HomeAway

    Beachcomber unit 301

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. You'll love the quiet and privacy that a small ...

    From $170 per night (USD)

    HomeAway

    Details
  • Beautiful Guest room with swimming pool!
    From $11 per night (USD)

    VRBO

    Beautiful Guest room with swimming pool!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This premium guest room has been upgraded since these pictures were taken. Room has a private entrance with private bath ...

    From $11 per night (USD)

    VRBO

    Details
  • Fabulous newer home with huge pool, minutes to Manasota Beach
    From $150 per night (USD)

    HomeAway

    Fabulous newer home with huge pool, minutes to Manasota Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful spacious home completed in summer of 2016. Minutes to Manasota Beach and house has park like setting in the ba ...

    From $150 per night (USD)

    HomeAway

    Details
  • 2nd FL 2 BR End Unit condo with Vaulted Ceilings in Plantation Golf Club
    From $85 per night (USD)

    VRBO

    2nd FL 2 BR End Unit condo with Vaulted Ceilings in Plantation Golf Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This Venice vacation rental 2nd floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate lanais ...

    From $85 per night (USD)

    VRBO

    Details
  • Beachcomber unit 305
    From $170 per night (USD)

    HomeAway

    Beachcomber unit 305

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Pack your bags, invite your family and friends ...

    From $170 per night (USD)

    HomeAway

    Details
  • Dolphin - Nice home overlooking lake, minutes to shops, restaurants, beaches.
    From $110 per night (USD)

    VRBO

    Dolphin - Nice home overlooking lake, minutes to shops, restaurants, beaches.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lovely home situated overlooking lake in S Venice. Short drive to Manasota beach and also to shops and restaurants. Livi ...

    From $110 per night (USD)

    VRBO

    Details
  • Beachcomber unit 207
    From $190 per night (USD)

    HomeAway

    Beachcomber unit 207

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach and this unit has a partial beach view. The Beachcomber has a relaxed, upscal ...

    From $190 per night (USD)

    HomeAway

    Details
  • Siesta Key  - Fantastic Location - Walk To Beach And Village
    From $100 per night (USD)

    VRBO

    Siesta Key - Fantastic Location - Walk To Beach And Village

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming home has everything you need to make your stay comfortable and relaxing. It only takes a few minutes to b ...

    From $100 per night (USD)

    VRBO

    Details
  • Tranquil Getaway In A Tropical Paradise
    From $220 per night (USD)

    HomeAway

    Tranquil Getaway In A Tropical Paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    • Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment. • Very private first ...

    From $220 per night (USD)

    HomeAway

    Details
  • Playalido Unit #6 127 Cleveland Dr
    From $60 per night (USD)

    VRBO

    Playalido Unit #6 127 Cleveland Dr

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Playa Lido Unit #6 is a 2 bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...

    From $60 per night (USD)

    VRBO

    Details
  • Super cute fully renovated luxury beach cottage, walk to beach
    From $100 per night (USD)

    HomeAway

    Super cute fully renovated luxury beach cottage, walk to beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautiful fully renovated beach cottage. Enjoy the new furnishings, kitchen with stainless appliances, quartz countertop ...

    From $100 per night (USD)

    HomeAway

    Details
  • Immaculate 2 Bedroom 2 Bath Condo in Gated Fun Filled Community
    From $50 per night (USD)

    VRBO

    Immaculate 2 Bedroom 2 Bath Condo in Gated Fun Filled Community

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Clean and spacious furnished property over looking wild life area. Beautiful pool and patio area. Close to shopping an ...

    From $50 per night (USD)

    VRBO

    Details
  • Location, Location, Location! Mid island Longboat Key, Florida
    From $275 per night (USD)

    HomeAway

    Location, Location, Location! Mid island Longboat Key, Florida

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Tastefully furnished, first floor, two bedroom, two bath, 1,200 square foot condo in the Bayport Beach and Tennis Club. ...

    From $275 per night (USD)

    HomeAway

    Details
  • SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
    From $435 per night (USD)

    VRBO

    SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the Coral Cottage in Laurel Park, Sarasota FL Historic Sarasota Cottages Meets Key West Cool ~ Meets Shabby ...

    From $435 per night (USD)

    VRBO

    Details
  • Periwinkle House - Your home away from home - close to locals beach
    From $300 per night (USD)

    HomeAway

    Periwinkle House - Your home away from home - close to locals beach

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    Only three blocks from Siesta Village and another two blocks lies this luxurious new single family home with with 4 bedr ...

    From $300 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 208
    From $240 per night (USD)

    VRBO

    Beachcomber unit 208

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Beachcomber, a Longboat Key beach resort located right on the Gulf of Mexico. Just a few steps from your ...

    From $240 per night (USD)

    VRBO

    Details
  • Villagio Villa d'Este Sarasota central locale 2B/2B condo Furnished $1800 per mo
    From $309 per night (USD)

    HomeAway

    Villagio Villa d'Este Sarasota central locale 2B/2B condo Furnished $1800 per mo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful, quiet 2B/2B condo near downtown Sarasota with lake views and many amenities. Short drive to Ringling School o ...

    From $309 per night (USD)

    HomeAway

    Details
  • Beautiful condo with communal pool - minutes to beaches, shopping restaurants
    From $125 per night (USD)

    VRBO

    Beautiful condo with communal pool - minutes to beaches, shopping restaurants

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    3 MONTH MINIMUM. Great Venice condo minutes to beaches, shopping and restaurants. Upstairs corner unit with views from f ...

    From $125 per night (USD)

    VRBO

    Details
  • Great Siesta Beach View! End unit, See the sunset here for your vacation.
    From $144 per night (USD)

    HomeAway

    Great Siesta Beach View! End unit, See the sunset here for your vacation.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Now with private WiFi. Your perfect vacation awaits in this Two Bedroom / Two Bath Condo right next to famous Siesta Key ...

    From $144 per night (USD)

    HomeAway

    Details
  • Remodeled Ocean View Condo
    From $200 per night (USD)

    VRBO

    Remodeled Ocean View Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautifully appointed condo overlooking the pool with a wonderful ocean view. Located steps away from quiet turtle beach ...

    From $200 per night (USD)

    VRBO

    Details
  • Beachcomber unit 605
    From $170 per night (USD)

    HomeAway

    Beachcomber unit 605

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $170 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 503
    From $170 per night (USD)

    VRBO

    Beachcomber unit 503

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $170 per night (USD)

    VRBO

    Details
  • Beachcomber unit 502
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 502

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Newly Renovated 2016! Beach front units are available to reserve online up to ten (10) months in advance, however ...

    From $240 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 507
    From $190 per night (USD)

    VRBO

    Beachcomber unit 507

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach and this unit has a partial beach view. Beach front units are available to re ...

    From $190 per night (USD)

    VRBO

    Details
  • Beachcomber unit 302
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 302

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This beautiful third floor corner condo has a direct beach front view from the living area and master bedroom. The 34 fo ...

    From $240 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 506
    From $240 per night (USD)

    VRBO

    Beachcomber unit 506

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Please note: We do not allow Sunday or holiday arrivals. Beach front units are available to reserve online up to t ...

    From $240 per night (USD)

    VRBO

    Details
  • #1 Beach in the USA -Siesta Key-  - 2BR 2BA.  Sleeps 6
    From $200 per night (USD)

    HomeAway

    #1 Beach in the USA -Siesta Key- - 2BR 2BA. Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key Gulf Condo with 2 BR 2BA, complete kitchen with all utensils. The April unit is a second floor front unit w ...

    From $200 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 201
    From $110 per night (USD)

    VRBO

    Beachcomber unit 201

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Updated 01/2021: Added a new 43" UHD smart TV to the bedroom. Updated 12/2020: Added a new leather sleeper sofa wi ...

    From $110 per night (USD)

    VRBO

    Details
  • Beachcomber unit 408
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 408

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Please note: We do not allow Sunday or holiday arrivals. Beach front units are available to reserve online up to t ...

    From $240 per night (USD)

    HomeAway

    Details
  • Playalido Unit #7 127 Cleveland Dr
    From $60 per night (USD)

    VRBO

    Playalido Unit #7 127 Cleveland Dr

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Playa Lido Unit #7 is a 1bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...

    From $60 per night (USD)

    VRBO

    Details
  • Laurel Pines - Nice home in quiet cul-de-sac situated close to Casey Key
    From $120 per night (USD)

    HomeAway

    Laurel Pines - Nice home in quiet cul-de-sac situated close to Casey Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    As you enter this pretty home you come directly into the living room which features a comfortable sofa, love seat and ch ...

    From $120 per night (USD)

    HomeAway

    Details
  • Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach
    From $650 per night (USD)

    VRBO

    Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    * DISCOUNTED RATE AVAILABLE FOR MORE THAN 90 DAYS. CONTACT OWNER FOR DETAILS* Life is good at Beach Harbor Club in Longb ...

    From $650 per night (USD)

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    Details
  • Lovely 2 Bedroom in Bayport Beach and Tennis Club
    From $175 per night (USD)

    HomeAway

    Lovely 2 Bedroom in Bayport Beach and Tennis Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The lush grounds are flawlessly maintained with a wide variety of native trees and shrubs. Amenities include four immacu ...

    From $175 per night (USD)

    HomeAway

    Details
  • Full Bay Front Condo, South Longboat Key/Sarasota
    From $150 per night (USD)

    VRBO

    Full Bay Front Condo, South Longboat Key/Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully remodeled 2 bedroom, 2 bathroom bay front condo in much sought after Fairway Bay on Longboat Key. Fairway B ...

    From $150 per night (USD)

    VRBO

    Details
  • Serene Sarasota Florida Getaway
    From $200 per night (USD)

    HomeAway

    Serene Sarasota Florida Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Renovated 3 bedroom/2bath cottage home in a quiet 55+community. Two of the bedrooms have a queen bed and the third bed ...

    From $200 per night (USD)

    HomeAway

    Details
  • LBK Paradise Awaits - Stunning Bay Views, Amenities; Rare 3BR
    From $150 per night (USD)

    VRBO

    LBK Paradise Awaits - Stunning Bay Views, Amenities; Rare 3BR

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Located at the Tangerine Bay Club on Longboat Key, this wonderful 3 bedroom, 2 and a 1/2 bath unit is located just minut ...

    From $150 per night (USD)

    VRBO

    Details
  • Relax in this renovated 2 bedroom condo with Gulf Views. Great for families
    From $138 per night (USD)

    HomeAway

    Relax in this renovated 2 bedroom condo with Gulf Views. Great for families

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Now with private WiFi. Your perfect vacation awaits in this Two Bedroom / Two Bath Condo right next to famous Siesta Key ...

    From $138 per night (USD)

    HomeAway

    Details
  • Steps From Heated Pool And Ocean. 2 Bedroom Two Bath. Ground Floor
    From $93 per night (USD)

    VRBO

    Steps From Heated Pool And Ocean. 2 Bedroom Two Bath. Ground Floor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Large Beachside Heated Pool - Situated ocean side our two bedroom, two bath condominiums are turnkey furnished and in ...

    From $93 per night (USD)

    VRBO

    Details
  • Paradise!  Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
    From $100 per night (USD)

    HomeAway

    Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn ...

    From $100 per night (USD)

    HomeAway

    Details
  • Enjoy Golf, Tennis, Swimming, Beach--sun and fun in lovely Sarasota
    From $184 per night (USD)

    VRBO

    Enjoy Golf, Tennis, Swimming, Beach--sun and fun in lovely Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Lovely club home, private, 2BR with Den (sleeper sofa) in Heritage Oaks a premier golf and tennis community located a sh ...

    From $184 per night (USD)

    VRBO

    Details
  • Lovely Sarasota Getaway: Palmer Ranch Gated Community, 2 bdrms, 2 baths
    From $59 per night (USD)

    HomeAway

    Lovely Sarasota Getaway: Palmer Ranch Gated Community, 2 bdrms, 2 baths

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This apartment complex is beautifully landscaped, with (2) Pools and a Full Fitness and Community Center. Short drive t ...

    From $59 per night (USD)

    HomeAway

    Details
  • APARTMENT IN SARASOTA DOWNTOWN(2 Br/1 Bth) CLOSE TO LIDO BEACH (6 people).
    From $38 per night (USD)

    VRBO

    APARTMENT IN SARASOTA DOWNTOWN(2 Br/1 Bth) CLOSE TO LIDO BEACH (6 people).

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Private Apartment(2 floor) located in Sarasota-Downtown-Area(2 mins), 2 bedrooms(1 king, 2 twins), 1 sofa-bed, 1 bath w ...

    From $38 per night (USD)

    VRBO

    Details
  • Siesta Key!  Best Beach in the Usa ! One Week Rental - AUG 28TH-SEPT 4TH
    From $200 per night (USD)

    HomeAway

    Siesta Key! Best Beach in the Usa ! One Week Rental - AUG 28TH-SEPT 4TH

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We are renting a week at a Gold Crown Resort on fabulous Siesta Key. Available only for the week of Aug 28TH-SEPT 4TH . ...

    From $200 per night (USD)

    HomeAway

    Details
  • Siesta Key Anchorage Resort Condo with Private Beach Access, docks, Tennis, Pool
    From $147 per night (USD)

    VRBO

    Siesta Key Anchorage Resort Condo with Private Beach Access, docks, Tennis, Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sitting along the Siesta Key waterways lies this gorgeous 2 bedroom 2 bathroom home. A gem amongst others, this vacation ...

    From $147 per night (USD)

    VRBO

    Details
  • 252 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    252 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    With its nautical colors, this studio is the ideal beachy getaway for your vacation on the Gulf. The comfortable furnit ...

    From $152 per night (USD)

    HomeAway

    Details
  • 230 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    230 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape to paradise! Brand new furnishings! After shelling, sightseeing or doing "nothing" at all, enjoy your home-away- ...

    From $179 per night (USD)

    VRBO

    Details
  • 218 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    218 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Beachfront studio unit with amazing ocean views. Completely remodeled with new furniture, cabinets, appliances, counter ...

    From $152 per night (USD)

    HomeAway

    Details
  • 253 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    253 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Beachfront studio unit with amazing ocean views. Completely remodeled with new furniture, cabinets, appliances, counter ...

    From $152 per night (USD)

    VRBO

    Details
  • 250 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    250 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Beachfront studio unit with amazing ocean views. Completely remodeled with new furniture, cabinets, appliances, counter ...

    From $152 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    VRBO

    Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your dream vacation awaits you inside this gorgeous condominium located in beautiful Siesta Key. Enter this condo and yo ...

    From $140 per night (USD)

    VRBO

    Details
  • Beachcomber unit 603
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 603

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $240 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 402
    From $240 per night (USD)

    VRBO

    Beachcomber unit 402

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Please note: We do not allow Sunday or holiday arrivals. Beach front units are available to reserve online up to t ...

    From $240 per night (USD)

    VRBO

    Details
  • Beachcomber unit 404
    From $240 per night (USD)

    HomeAway

    Beachcomber unit 404

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Please note: We do not allow Sunday or holiday arrivals. Beach front units are available to reserve online up to t ...

    From $240 per night (USD)

    HomeAway

    Details
  • Beachcomber unit 602
    From $235 per night (USD)

    VRBO

    Beachcomber unit 602

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Please note: We do not allow Sunday or holiday arrivals. Beach front units are available to reserve online up to t ...

    From $235 per night (USD)

    VRBO

    Details
  • 247-249 TWO-BEDROOM - Diplomat Beach Resort
    From $251 per night (USD)

    HomeAway

    247-249 TWO-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sunny and bright this spacious and comfy two bedroom condo is a vacationers delight. Tile and carpet throughout add to ...

    From $251 per night (USD)

    HomeAway

    Details
  • 226 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    226 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Totally remodeled studio with a Tommy Bahama flair. Completely tiled throughout with earth tones for that warm, homey fe ...

    From $152 per night (USD)

    VRBO

    Details
  • 256 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    256 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Second floor one bedroom condo with light rattan and wicker makes this space most enjoyable. The comfy condo two full s ...

    From $179 per night (USD)

    HomeAway

    Details
  • 248 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    248 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Welcome to Unit 248 where your stay is sure to be relaxing and comfortable ! This second floor studio has been remo ...

    From $152 per night (USD)

    VRBO

    Details
  • 225 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    225 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Floral designs in soft pastels greet you as you enter this comfortably tiled studio. Gulf views and beach decor make yo ...

    From $152 per night (USD)

    HomeAway

    Details
  • 223 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    223 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Gulf facing unit nautically decorated with king size bed makes this studio a comfortable stay. Light wood furniture and ...

    From $152 per night (USD)

    VRBO

    Details
  • 269 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    269 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Light wicker furniture give this one bedroom end unit a spacious feel as soft seashell accents and wicker furniture make ...

    From $179 per night (USD)

    HomeAway

    Details
  • 254 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    254 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Brand new kitchen with granite counter tops and dishwasher. The same granite countertop and a new sink were also instal ...

    From $152 per night (USD)

    VRBO

    Details
  • Florida Chic Bungalow Block From Downtown Sarasota
    From $135 per night (USD)

    HomeAway

    Florida Chic Bungalow Block From Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Home The Urban Cottage is a newly restored 950 square foot historic cottage just blocks away from downtown Sarasota ...

    From $135 per night (USD)

    HomeAway

    Details
  • 244 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    244 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Amazing view of the Gulf from this upper floor unit. Decorated in hues of taupe, aqua and grey. New tile flooring throug ...

    From $152 per night (USD)

    VRBO

    Details
  • 235 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    235 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Very attractively decorated condo with rainbow colors on white wicker furniture make this not only relaxing but fun in t ...

    From $179 per night (USD)

    HomeAway

    Details
  • 265 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    265 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sit on the balcony and enjoy beautiful views of the Gulf of Mexico from this second floor contemporary one-bedroom condo ...

    From $179 per night (USD)

    VRBO

    Details
  • 229 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    229 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Step out onto the beautiful gulf beach from this newly decorated, ground floor studio. Unit has ceramic tiled floors, t ...

    From $152 per night (USD)

    HomeAway

    Details
  • 228 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    228 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Luscious shades of dark green and coordinating floral comfy sleeper sofa and love seat make unwinding at the Gulf such a ...

    From $179 per night (USD)

    VRBO

    Details
  • 243 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    243 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This spacious one bedroom suite offers all the amenities of home with the excitement of a beachfront vacation on the Gul ...

    From $179 per night (USD)

    HomeAway

    Details
  • 245 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    245 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Florida in this beautifully and tropically decorated one bedroom unit. Terra Cotta tile throughout and two f ...

    From $179 per night (USD)

    VRBO

    Details
  • 227 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    227 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    You will be only steps from the beautiful 500' of beachfront and from the pool. This remodeled/redecorated 1st floor stu ...

    From $152 per night (USD)

    HomeAway

    Details
  • 236 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    236 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spacious fully tiled end unit with two full size beds and beige leather furnishings make your vacation even more enjoyab ...

    From $179 per night (USD)

    VRBO

    Details
  • 212 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    212 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to unit 212! Conveniently located on the first floor of the south building, this apartment offers not only magn ...

    From $179 per night (USD)

    HomeAway

    Details
  • 239 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    239 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Modern comfort & convenience meet hi-tech & sophistication to make this a home away from home that wants for nothing. So ...

    From $179 per night (USD)

    VRBO

    Details
  • 261 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    261 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Enjoy watching the dolphins play and gorgeous sunsets are best observed from this second-floor studio. New king-size ma ...

    From $152 per night (USD)

    HomeAway

    Details
  • 224 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    VRBO

    224 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Completely remodeled studio condo with soft blues and greens to match our beautiful Gulf of Mexico. Brand new kitchen w ...

    From $152 per night (USD)

    VRBO

    Details
  • 217 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    217 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Comfy and cozy ground floor one bedroom condo with great lighting, footsteps away from pool and beach. Updated terrazzo ...

    From $179 per night (USD)

    HomeAway

    Details
  • 221 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    221 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to paradise! Beautifully decorated with designer's touches. This 1 bedroom unit is completely updated and furn ...

    From $179 per night (USD)

    VRBO

    Details
  • 240 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    HomeAway

    240 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both ...

    From $179 per night (USD)

    HomeAway

    Details
  • 216 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    216 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The living area of this unit that overlooks the beach level is in Floral shades of blue with blue carpeting that make th ...

    From $179 per night (USD)

    VRBO

    Details
  • 255 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    255 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Second floor gulf front studio with a modern style neutral tones. Comfortable and cozy with a king bed, swivel recliner, ...

    From $152 per night (USD)

    HomeAway

    Details
  • 215 ONE BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    215 ONE BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Comfy and cozy ground floor one bedroom condo with a king bed . Seashells, books and oversized soft furniture, with slee ...

    From $179 per night (USD)

    VRBO

    Details
  • 246 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    246 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Welcome to this direct beachfront condominium unit #246 with spectacular ocean, beach and sunset views. This condominium ...

    From $152 per night (USD)

    HomeAway

    Details
  • 210 ONE-BEDROOM - Diplomat Beach Resort
    From $179 per night (USD)

    VRBO

    210 ONE-BEDROOM - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Spacious ground floor, end unit with lots of natural light. Good location , low traffic area, convenient tiki situated ...

    From $179 per night (USD)

    VRBO

    Details
  • 220 STUDIO - Diplomat Beach Resort
    From $152 per night (USD)

    HomeAway

    220 STUDIO - Diplomat Beach Resort

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    2

    Nicely updated with tiled flooring, a modern kitchen and the totally updated bathroom features a walk-in shower. The un ...

    From $152 per night (USD)

    HomeAway

    Details
  • Eight Steps to path of #1 Beach on Siesta Key! - Old Man and the Sea Inn 8BR
    From $699 per night (USD)

    VRBO

    Eight Steps to path of #1 Beach on Siesta Key! - Old Man and the Sea Inn 8BR

    Bedrooms:
    6
    Bathrooms:
    8
    Sleeps:
    32

    A Gertrude Rentals property. In Siesta Key’s best beach neighborhood, just 8 steps to the sand of the beach path! The ...

    From $699 per night (USD)

    VRBO

    Details
  • Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    HomeAway

    Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Palm tree lined views and gorgeous sunsets are all what this vacation home is about! Located just minutes from the beach ...

    From $140 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    VRBO

    Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    With breathtaking views in this vacation home, you have suddenly stepped out of reality and into a postcard. Welcome to ...

    From $147 per night (USD)

    VRBO

    Details
  • Siesta Key Anchorage Resort Condo with Private Beach Access, docks, Tennis, Pool
    From $147 per night (USD)

    HomeAway

    Siesta Key Anchorage Resort Condo with Private Beach Access, docks, Tennis, Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Step out of reality and into a dream at this Siesta Key oasis. Wood floors and neutral tones give this vacation home the ...

    From $147 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $254 per night (USD)

    VRBO

    Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Your dreams of a luxurious vacation have suddenly become true when you stay in this 3 bedroom 2.5 bathroom vacation home ...

    From $254 per night (USD)

    VRBO

    Details
  • Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!
    From $133 per night (USD)

    HomeAway

    Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    They always say the best views are at the top and we can confirm this is absolutely true! Stay in this 2 bedroom 2 bathr ...

    From $133 per night (USD)

    HomeAway

    Details
  • Beautiful Siesta Key Villa - Find Your Home
    From $125 per night (USD)

    VRBO

    Beautiful Siesta Key Villa - Find Your Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Covid-19 Altez Vacations is committed to the safety and well-being of its guests.  As such we have adopted additional c ...

    From $125 per night (USD)

    VRBO

    Details
  • Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your vacation begins as soon as you step into this gorgeous vacation home located in Siesta Key! With 2 bedrooms and 2 b ...

    From $147 per night (USD)

    HomeAway

    Details
  • Beachfront, Updated, 3RD Floor - Family Perfect!
    From $214 per night (USD)

    VRBO

    Beachfront, Updated, 3RD Floor - Family Perfect!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come and enjoy the sun and moon light on the Gulf and feel the powder white sands of Siesta Key between your toes, where ...

    From $214 per night (USD)

    VRBO

    Details
  • 2-bedroom 2- full bath end unit, walk out access to Siesta Beach
    From $144 per night (USD)

    HomeAway

    2-bedroom 2- full bath end unit, walk out access to Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to La Siesta Unit 112! This quiet 2-bedroom 2- full bath end unit is located on the ground floor of the complex ...

    From $144 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
    From $254 per night (USD)

    VRBO

    Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    Make Siesta Key your summer destination and stay in this gorgeous vacation home! This spacious home is outlined with 3 b ...

    From $254 per night (USD)

    VRBO

    Details
  • Golfer's Paradise on the Sun Coast!
    From $145 per night (USD)

    HomeAway

    Golfer's Paradise on the Sun Coast!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in beautiful Sarasota National with golf course and lake views. This 3 bedroom, office, 2 bath stunner has it a ...

    From $145 per night (USD)

    HomeAway

    Details
  • OCEANVIEW Condo in Venice  - FL
    From $72 per night (USD)

    VRBO

    OCEANVIEW Condo in Venice - FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful beachfront condo provides views of the beach and gulf. This unit has been recently remodeled with tile floorin ...

    From $72 per night (USD)

    VRBO

    Details
  • Ground floor 2BDR Condo In Farmington Vistas on Plantation Golf and CC
    From $85 per night (USD)

    HomeAway

    Ground floor 2BDR Condo In Farmington Vistas on Plantation Golf and CC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 6 guests It features 2 separate lan ...

    From $85 per night (USD)

    HomeAway

    Details
  • 9th fairway condo, 2 bedrooms, 2 baths, (sleeps 4)
    From $135 per night (USD)

    VRBO

    9th fairway condo, 2 bedrooms, 2 baths, (sleeps 4)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The exclusive Plantation Golf and Country Club is just 10 minutes from some of Florida's best beaches on the Gulf of Mex ...

    From $135 per night (USD)

    VRBO

    Details
  • Lovely Florida Retreat with Private Pool
    From $80 per night (USD)

    HomeAway

    Lovely Florida Retreat with Private Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Sun worshipers, swimmers, golfers or just anyone wanting to sip a cool drink overlooking a peaceful pond and golf course ...

    From $80 per night (USD)

    HomeAway

    Details
  • Beautiful Condo For Rent
    From $224 per night (USD)

    VRBO

    Beautiful Condo For Rent

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful Sunsets!! 2 BDRM fully furnished, nicely decorated condo includes washer/dryer and all amenities. Located o ...

    From $224 per night (USD)

    VRBO

    Details
  • Vacation Special - Remodeled in 2017 - Crescent/Siesta Beach
    From $171 per night (USD)

    HomeAway

    Vacation Special - Remodeled in 2017 - Crescent/Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This open-concept villa was completely redecorated in February 2017. All rooms have lots of natural light and are furnis ...

    From $171 per night (USD)

    HomeAway

    Details
  • Vacation Rental Minutes From the World Famous Gulf Coast
    From $300 per night (USD)

    VRBO

    Vacation Rental Minutes From the World Famous Gulf Coast

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Get away to a resort style condo nestled in a quiet-Tuscan style gated community minutes away from Florida's gleaming wh ...

    From $300 per night (USD)

    VRBO

    Details
  • Heated Pool w/ 3 Bedroom, 2 and a Half Bath Home
    From $250 per night (USD)

    HomeAway

    Heated Pool w/ 3 Bedroom, 2 and a Half Bath Home

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Check out our new summer rate, only $100 per night! This home has everything you will need to make your trip to North ...

    From $250 per night (USD)

    HomeAway

    Details
  • Gulf Front Luxury 3Br + Den Condo (Sleeps 8) in Siesta Key (#1 Beach in America)
    From $900 per night (USD)

    VRBO

    Gulf Front Luxury 3Br + Den Condo (Sleeps 8) in Siesta Key (#1 Beach in America)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    A BEACHFRONT OASIS ON FLORIDA'S GULF COAST. Siesta Key Hotel – Residential-Style Accommodations. Enjoy sweeping gulf- ...

    From $900 per night (USD)

    VRBO

    Details
  • Hyatt Siesta Key Most sought after property on the Key!
    From $309 per night (USD)

    HomeAway

    Hyatt Siesta Key Most sought after property on the Key!

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    This magnificent gulf-front condo on Siesta Key Beach offers luxury living with resort style amenities. Watch beautiful ...

    From $309 per night (USD)

    HomeAway

    Details
  • Waterfront Home able to walk to Beach-Wifi-Private Road, 5 Homes
    From $459 per night (USD)

    VRBO

    Waterfront Home able to walk to Beach-Wifi-Private Road, 5 Homes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Waterfront home situated on a peaceful canal looking across to a retirement community. The view from the lanai is of ma ...

    From $459 per night (USD)

    VRBO

    Details
  • 5th Floor Siesta Key Luxury Condo -, Heated Pool - Views Of Beach and Gulf
    From $324 per night (USD)

    HomeAway

    5th Floor Siesta Key Luxury Condo -, Heated Pool - Views Of Beach and Gulf

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Breathtaking Bay and Gulf views from this stunning fifth floor, end residence. Located in sought-after Siesta Key, close ...

    From $324 per night (USD)

    HomeAway

    Details
  • BEST OF BEACH WORLD, 5 MINUTES TO BEACH FROM MAINLAND RATES
    From $50 per night (USD)

    VRBO

    BEST OF BEACH WORLD, 5 MINUTES TO BEACH FROM MAINLAND RATES

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located 5 minutes from Florida's Beautiful Siesta Key Beach. Two minute drive to Gulf Gate shopping with everything you ...

    From $50 per night (USD)

    VRBO

    Details
  • Central Cocoanut, Downtown, SRQ, Lido, Ringling
    From $120 per night (USD)

    HomeAway

    Central Cocoanut, Downtown, SRQ, Lido, Ringling

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Our urban getaway is near Lido beach, St. Armands circle, downtown and Main Street, close to all the wonderful culture t ...

    From $120 per night (USD)

    HomeAway

    Details
  • The Inlet at Siesta Key
    From $100 per night (USD)

    VRBO

    The Inlet at Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block fro ...

    From $100 per night (USD)

    VRBO

    Details
  • Pinecraft Cottage - In the heart of Sarasota
    From $25 per night (USD)

    HomeAway

    Pinecraft Cottage - In the heart of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...

    From $25 per night (USD)

    HomeAway

    Details
  • Kon-Tiki in Sarasota, FL
    From $536 per night (USD)

    VRBO

    Kon-Tiki in Sarasota, FL

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Everything you want for your perfect vacation is right here, and it begins once you cross over the John Ringling Causewa ...

    From $536 per night (USD)

    VRBO

    Details
  • UPSCALE OASIS IN SARASOTA! - NEW CONSTRUCTION
    From $90 per night (USD)

    HomeAway

    UPSCALE OASIS IN SARASOTA! - NEW CONSTRUCTION

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Modern design and central location close to Downtown and the Beaches. This house is at the center of everything Saraso ...

    From $90 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    VRBO

    Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This sun-filled oasis is sure to please on your next vacation to Siesta Key! Outlined with 2 bedrooms and 2 bathrooms, t ...

    From $140 per night (USD)

    VRBO

    Details
  • Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    HomeAway

    Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to this pristine 2 bedroom, 2 bathroom home located in gorgeous Siesta Key! Just minutes from the beach, this va ...

    From $140 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
    From $133 per night (USD)

    VRBO

    Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just steps from the water and minutes from the beach you will find this amazing 2 bedroom 2 bathroom vacation home locat ...

    From $133 per night (USD)

    VRBO

    Details
  • Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This striking 8th floor vacation home is sure to change how you vacation forever! With 2 bedrooms and 2 bathrooms, you a ...

    From $147 per night (USD)

    HomeAway

    Details
  • Enjoy your next vacation with sweeping views of the best beach in America!
    From $214 per night (USD)

    VRBO

    Enjoy your next vacation with sweeping views of the best beach in America!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...

    From $214 per night (USD)

    VRBO

    Details
  • Island condo in Paradise!!!
    From $159 per night (USD)

    HomeAway

    Island condo in Paradise!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Newly updated light and tasteful 1st fl. end unit on the island of Venice! 1 block from the beach and 4 blocks from hist ...

    From $159 per night (USD)

    HomeAway

    Details
  • Full Gulf Views Across from Siesta Key Beach
    From $150 per night (USD)

    VRBO

    Full Gulf Views Across from Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beautiful Panoramic View of the Gulf of Mexico and unobstructed city views from this spacious 2 bedroom, 2 bath non-smok ...

    From $150 per night (USD)

    VRBO

    Details
  • WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi,  BookNow!!!!!
    From $245 per night (USD)

    HomeAway

    WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! The compl ...

    From $245 per night (USD)

    HomeAway

    Details
  • Cozy Corner Home near Warm Mineral Springs and Beaches !
    From $120 per night (USD)

    VRBO

    Cozy Corner Home near Warm Mineral Springs and Beaches !

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cozy, yet spacious with wood and tile floors and carpeted bedrooms. Master bedroom has queen size bed and bathroom with ...

    From $120 per night (USD)

    VRBO

    Details
  • Waterfront Warm Mineral Springs One bedroom
    From $50 per night (USD)

    HomeAway

    Waterfront Warm Mineral Springs One bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Description This charming and cozy waterfront apartment is in the heart of Warm Mineral Springs. It has its p ...

    From $50 per night (USD)

    HomeAway

    Details
  • Comfortable Resort Home within mimutes to Beach
    From $79 per night (USD)

    VRBO

    Comfortable Resort Home within mimutes to Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Comfortable 2 bedroom, 2 bath home with screened in patio with outdoor dining area. Resort living within 5 minutes from ...

    From $79 per night (USD)

    VRBO

    Details
  • Splendid Vacation Home: 6 Miles to Siesta Key Beach
    From $125 per night (USD)

    HomeAway

    Splendid Vacation Home: 6 Miles to Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Updated FULLY FURNISHED, 3 bedroom, 2 bath home with an office space. Located just minutes from the world-renowned SIEST ...

    From $125 per night (USD)

    HomeAway

    Details
  • NOW 25% FEB SPECIAL: 5* Luxury Vacation Home, Private Heated Pool, next to Beach
    From $449 per night (USD)

    VRBO

    NOW 25% FEB SPECIAL: 5* Luxury Vacation Home, Private Heated Pool, next to Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Absolute top location! Joliehus is a magnificent, exclusive and luxuriously equipped stunning Beach Vacation Home in pre ...

    From $449 per night (USD)

    VRBO

    Details
  • WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi,  BookNow!!!!!
    From $325 per night (USD)

    HomeAway

    WINTER SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! The compl ...

    From $325 per night (USD)

    HomeAway

    Details
  • Waterfront Pool Home with Gulf Access!
    From $350 per night (USD)

    VRBO

    Waterfront Pool Home with Gulf Access!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful relaxing quiet neighborhood on a dead end street. Relax by the saltwater pool or fish off the dock for Snook, ...

    From $350 per night (USD)

    VRBO

    Details
  • Little Lido Beach House
    From $271 per night (USD)

    HomeAway

    Little Lido Beach House

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    <strong>AT A GLANCE</strong> <li type="circle"> Cozy beach house on stunning Lido Key</li> <li type="circle">3 Bedroom ...

    From $271 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    VRBO

    Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Home away from home is exactly how this gorgeous vacation home has been described. Filled with lush furnishings, warm co ...

    From $140 per night (USD)

    VRBO

    Details
  • Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Warm natural light fills this home making it the vacation oasis you have always dreamed about! With 2 bedrooms and 2 bat ...

    From $147 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    VRBO

    Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to this 2 bedroom 2 bathroom vacation home located in the heart of Siesta Key. Bright whites, tropical splashes ...

    From $147 per night (USD)

    VRBO

    Details
  • Perfect Waterfront- Second Floor Canal-side Condo- NEWLY RENOVATED! Boat dock!
    From $105 per night (USD)

    HomeAway

    Perfect Waterfront- Second Floor Canal-side Condo- NEWLY RENOVATED! Boat dock!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    BRING YOUR BOAT!! Begin your tropical vacation by staying in this gorgeous waterfront condo located minutes from Boca Gr ...

    From $105 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    VRBO

    Anchorage Resort 7th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    In quaint Siesta Key you'll find gorgeous beaches, beautiful views and this amazing vacation home! Boasting 2 bedrooms a ...

    From $147 per night (USD)

    VRBO

    Details
  • Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    HomeAway

    Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Minutes from the beach and steps from the pool lies this gorgeous vacation home ready for you and your family. Located i ...

    From $140 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!
    From $254 per night (USD)

    VRBO

    Anchorage Resort 2nd floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Anchorage and this stunning 3 bedroom, 2.5 Bathroom, 2,350 sq. ft. rental located near the beautiful Sies ...

    From $254 per night (USD)

    VRBO

    Details
  • Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort PENTHOUSE condo in Siesta Key with private beach access, Pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Forget about all your worries when you stay at this gorgeous penthouse located in Siesta Key. A perfect 2 bedrooms and 2 ...

    From $147 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!
    From $133 per night (USD)

    VRBO

    Anchorage Resort 3rd floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Bright colors and warm neutrals fill this gorgeous home to create an atmosphere like no other. Just a few minutes from t ...

    From $133 per night (USD)

    VRBO

    Details
  • Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort 8th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Your stay in this immaculate vacation home will be nothing short of incredible! 2 bedroom and 2 bathrooms outline this h ...

    From $147 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    VRBO

    Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your dream vacation awaits you here in this gorgeous Siesta Key 2 bedroom 2 bathroom home! Filled with the luxuries of v ...

    From $147 per night (USD)

    VRBO

    Details
  • Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $147 per night (USD)

    HomeAway

    Anchorage Resort 5th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    White sandy beaches, warm sun, and a vacation of a lifetime are just a few short clicks away when you book this vacation ...

    From $147 per night (USD)

    HomeAway

    Details
  • Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    VRBO

    Anchorage Resort 4th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your tropical paradise awaits you in this gorgeous 2 bedroom 2 bathroom home located in gorgeous Siesta Key. Just a shor ...

    From $140 per night (USD)

    VRBO

    Details
  • Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!
    From $140 per night (USD)

    HomeAway

    Anchorage Resort 6th floor condo in Siesta Key with private beach access, pool, boat dock!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A stone's throw from the Siesta Key beaches lies this gorgeous 2 bedroom 2 bathroom condo! Perfectly furnished and very ...

    From $140 per night (USD)

    HomeAway

    Details
  • NEW! Venice-Eden Lagoon House A  Salt Water Pool, Spa Oasis in S. Venice
    From $175 per night (USD)

    VRBO

    NEW! "Venice-Eden Lagoon House" A Salt Water Pool, Spa Oasis in S. Venice

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    New to the Market! Introducing Venice-Eden Lagoon House, a newly remodeled and decorated private home in South Venice, ...

    From $175 per night (USD)

    VRBO

    Details
  • Unbelievable Beach Views - Just Walk Downstairs to Your White Sand Paradise
    From $214 per night (USD)

    HomeAway

    Unbelievable Beach Views - Just Walk Downstairs to Your White Sand Paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Unbelievable Beach Views - Just Walk Downstairs to Your White Sand Paradise Enjoy a view of world famous Siesta Key th ...

    From $214 per night (USD)

    HomeAway

    Details
  • Sunset Villa -Close to Beach and Shamrock Park - Ferry Pass Included - Fenced
    From $349 per night (USD)

    VRBO

    Sunset Villa -Close to Beach and Shamrock Park - Ferry Pass Included - Fenced

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sunset Villa is a single family home located only minutes away from the brand new Atlanta Braves Spring Training CoolTod ...

    From $349 per night (USD)

    VRBO

    Details