
Sarasota Area Rentals

- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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)VRBO
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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
- 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