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  • Accross the street from Siesta Key Beach #307
    From $144 per night (USD)

    VRBO

    Accross the street from Siesta Key Beach #307

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    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)

    VRBO

    Details
  • Sapphire Cottage, Sarasota FL
    From $685 per night (USD)

    VRBO

    Sapphire Cottage, Sarasota FL

    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)

    VRBO

    Details
  • CASA DEL SOL 1L
    From $350 per night (USD)

    VRBO

    CASA DEL SOL 1L

    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)

    VRBO

    Details
  • Condo 308 Accross the street from Siesta Key Beach
    From $138 per night (USD)

    VRBO

    Condo 308 Accross the street from Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

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

    From $138 per night (USD)

    VRBO

    Details
  • Overbrook
    From $150 per night (USD)

    VRBO

    Overbrook

    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)

    VRBO

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

    VRBO

    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)

    VRBO

    Details
  • Wonderful House with a Pool next to Beaches and Shamrock Park
    From $100 per night (USD)

    VRBO

    Wonderful House with a Pool next to Beaches and Shamrock Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This charming house is a perfect place a family vacation. As well as an inclusion of bunch of different opportunities ...

    From $100 per night (USD)

    VRBO

    Details
  • Fishermans Cove FC Unit 311B
    From $150 per night (USD)

    VRBO

    Fishermans Cove FC Unit 311B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of S ...

    From $150 per night (USD)

    VRBO

    Details
  • Chinaberry 414 at Midnight Cove Siesta Key, FL.
    From $227 per night (USD)

    VRBO

    Chinaberry 414 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    BEAUTIFUL & NEWLY RE-DECORATED 2 BED/2BATH; over 1400 s.f. located on the first floor. Ceramic tile floors in living are ...

    From $227 per night (USD)

    VRBO

    Details
  • Siesta Bungalow
    From $115 per night (USD)

    VRBO

    Siesta Bungalow

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA asks that you enjoy your Florida getaway in this lovely vacation home, just one block from both the world-famous Sie ...

    From $115 per night (USD)

    VRBO

    Details
  • La Siesta Beach 2 Bedroom/2 Bath Condo #101
    From $144 per night (USD)

    VRBO

    La Siesta Beach 2 Bedroom/2 Bath Condo #101

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    PLATS! PLATS! PLATS! Din semester väntar dig i denna perfekta två sovrum, två badrum lägenhet direkt från den världsber ...

    From $144 per night (USD)

    VRBO

    Details
  • Beach View 1 bedroom 103
    From $205 per night (USD)

    VRBO

    Beach View 1 bedroom 103

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 103 has been pro ...

    From $205 per night (USD)

    VRBO

    Details
  • Island House Beach Resort 3N
    From $226 per night (USD)

    VRBO

    Island House Beach Resort 3N

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort !! Crescent Beach, Siesta Key Florida! Frente al golfo directa - Vistas panorámicas. Este comp ...

    From $226 per night (USD)

    VRBO

    Details
  • Olson's Paradise
    From $100 per night (USD)

    VRBO

    Olson's Paradise

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    RVA features Olson's Paradise, located in the community of Country Club Shores. Tommy Bahama furnishings, modern decor, ...

    From $100 per night (USD)

    VRBO

    Details
  • Beach View 1 bedroom 111
    From $205 per night (USD)

    VRBO

    Beach View 1 bedroom 111

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Unit 111 is an oversized 1 bedroom hi-rise, beachfront unit in Horizon West, Siesta Key Florida. Recently updated open- ...

    From $205 per night (USD)

    VRBO

    Details
  • The Old Man and the Sea Inn Unit D
    From $131 per night (USD)

    VRBO

    The Old Man and the Sea Inn Unit D

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    This is the Old Man and the Sea, a Gertrude Rentals property! This Key-West-style Victorian is just 8 steps to the sand ...

    From $131 per night (USD)

    VRBO

    Details
  • Executive Retreat Beach House
    From $300 per night (USD)

    VRBO

    Executive Retreat Beach House

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    10

    Gorgeous luxurious beach house 6 bedrooms, 5 bath right on the beach. Private, exclusive and serene. The bay is also acc ...

    From $300 per night (USD)

    VRBO

    Details
  • Accross the street from Siesta Key Beach Condo#417
    From $131 per night (USD)

    VRBO

    Accross the street from Siesta Key Beach Condo#417

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Whether you're looking for a romantic beach getaway or a fun-filled family vacation, look no further. This newly renovat ...

    From $131 per night (USD)

    VRBO

    Details
  • The Beach Club At Siesta #104B
    From $150 per night (USD)

    VRBO

    The Beach Club At Siesta #104B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...

    From $150 per night (USD)

    VRBO

    Details
  • Chinaberry 473 at Midnight Cove Siesta Key, FL.
    From $227 per night (USD)

    VRBO

    Chinaberry 473 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    UNIT COMPLETELY REMODELED AND SPECTACULAR! ALL BRAND NEW UPGRADES AND DECOR! NEW VIRTUAL TOUR! Full and fantasic Gulf o ...

    From $227 per night (USD)

    VRBO

    Details
  • The Palms Cottage - 325
    From $214 per night (USD)

    VRBO

    The Palms Cottage - 325

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $214 per night (USD)

    VRBO

    Details
  • Firethorn 510 at Midnight Cove Siesta Key
    From $129 per night (USD)

    VRBO

    Firethorn 510 at Midnight Cove Siesta Key

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    NEWLY REFURBISHED 2 BR, 1.5 BA !! New floors, paint, furniture, decor & appliances in 2012. This light and bright ground ...

    From $129 per night (USD)

    VRBO

    Details
  • The Piedmont House
    From $175 per night (USD)

    VRBO

    The Piedmont House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Looking to practice your "social distancing" with your own private heated pool near a park and close to the beaches wher ...

    From $175 per night (USD)

    VRBO

    Details
  • Accross the street from Siesta Key Beach #402
    From $138 per night (USD)

    VRBO

    Accross the street from Siesta Key Beach #402

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This condo has been updated with new furniture and is now with private WiFi. Your perfect vacation awaits in this Two B ...

    From $138 per night (USD)

    VRBO

    Details
  • Doveplum 121 at Midnight Cove Siesta Key
    From $263 per night (USD)

    VRBO

    Doveplum 121 at Midnight Cove Siesta Key

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    !!! NEW PHOTOS COMING SOON !!! Currently under construction while being remodeled, scheduled to be completed on Jan. 30 ...

    From $263 per night (USD)

    VRBO

    Details
  • Island House Beach Resort V10B
    From $148 per night (USD)

    VRBO

    Island House Beach Resort V10B

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort - Siesta Key Florida - Crescent Beach. This 2 bedroom, 1 bath villa duplex is 1000 sq. ft. liv ...

    From $148 per night (USD)

    VRBO

    Details
  • The Siesta Key Poor-Boy
    From $105 per night (USD)

    VRBO

    The Siesta Key Poor-Boy

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    This is the Poor Boy, a Gertrude Rentals property! This budget accommodation is just 8 steps to the sand path of Siesta ...

    From $105 per night (USD)

    VRBO

    Details
  • Sea Winds
    From $95 per night (USD)

    VRBO

    Sea Winds

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location! Location! Location! Walk out the door, across the street and onto the # 1 ranked beaches in America! This beau ...

    From $95 per night (USD)

    VRBO

    Details
  • Lemon 3 - 2455 Lemon Ave
    From $190 per night (USD)

    VRBO

    Lemon 3 - 2455 Lemon Ave

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    On entering the pillared foyer of this luxury home you come into the living room with ivory colored leather sofas and st ...

    From $190 per night (USD)

    VRBO

    Details
  • Coastal Reflections
    From $93 per night (USD)

    VRBO

    Coastal Reflections

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 b ...

    From $93 per night (USD)

    VRBO

    Details
  • Tropical decor that overlooks the pool #220
    From $138 per night (USD)

    VRBO

    Tropical decor that overlooks the pool #220

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This Two Bedroom, One Bath Family Unit is right next to famous Siesta Key Beach, always included in the world's top ten ...

    From $138 per night (USD)

    VRBO

    Details
  • Bay Oaks - E01
    From $95 per night (USD)

    VRBO

    Bay Oaks - E01

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This 2 bedroom 2 bath unit is located on the intercostal and just 1 mile south of Siesta Key public beach. There are no ...

    From $95 per night (USD)

    VRBO

    Details
  • Island House Beach Resort 1N
    From $226 per night (USD)

    VRBO

    Island House Beach Resort 1N

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    GOLF FRONT - UNIDAD DE PLANTA BAJA !! Esta espectacular unidad de 2 dormitorios y 2 baños mide 1300 pies cuadrados y se ...

    From $226 per night (USD)

    VRBO

    Details
  • 3/3 Winding Way Pool Home - monthly
    From $121 per night (USD)

    VRBO

    3/3 Winding Way Pool Home - monthly

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    In the middle of Siesta Key, tucked away on a shaded and quiet canopy lane is this bright and open air 3 bedroom 3 bath ...

    From $121 per night (USD)

    VRBO

    Details
  • Firethorn 321 at Midnight Cove Siesta Key, FL.
    From $225 per night (USD)

    VRBO

    Firethorn 321 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a fabulous direct beach front view from this 2nd story walk up. Sip your favorite tropical drink while gazing into ...

    From $225 per night (USD)

    VRBO

    Details
  • Island House Beach Resort 18S
    From $206 per night (USD)

    VRBO

    Island House Beach Resort 18S

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Island House Beach Resort, Siesta Key Florida! This is a newly fully renovated one-bedroom, two-bath top floor apartment ...

    From $206 per night (USD)

    VRBO

    Details
  • Fishermans Cove FC Unit 212B
    From $150 per night (USD)

    VRBO

    Fishermans Cove FC Unit 212B

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of S ...

    From $150 per night (USD)

    VRBO

    Details
  • The Beach Club At Siesta #108D
    From $130 per night (USD)

    VRBO

    The Beach Club At Siesta #108D

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...

    From $130 per night (USD)

    VRBO

    Details
  • Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
    From $249 per night (USD)

    VRBO

    Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Home owned by 2 artists with a classic contemporary interior. Furnished with custom designed furniture by the designer A ...

    From $249 per night (USD)

    VRBO

    Details
  • Sandy Seahorse Cottage
    From $386 per night (USD)

    VRBO

    Sandy Seahorse Cottage

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    16

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $386 per night (USD)

    VRBO

    Details
  • The Old Man and the Sea Inn Unit A
    From $131 per night (USD)

    VRBO

    The Old Man and the Sea Inn Unit A

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    This is the Old Man and the Sea, a Gertrude Rentals property! This Key-West-style Victorian is just 8 steps to the sand ...

    From $131 per night (USD)

    VRBO

    Details
  • Penthouse Condo on Siesta Key
    From $150 per night (USD)

    VRBO

    Penthouse Condo on Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Penthouse Condo on Siesta Key with Water Views available for stays during July to November. Enjoy a beautiful Sunrise sh ...

    From $150 per night (USD)

    VRBO

    Details
  • Unit 111 Accross the street from Siesta Key Beach!
    From $138 per night (USD)

    VRBO

    Unit 111 Accross the street from Siesta Key Beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    NOW WITH PRIVATE WiFi. Our condo is beautifully decorated with elegant touch & taste. It was recently renovated with st ...

    From $138 per night (USD)

    VRBO

    Details
  • Beach View 1 bedroom 109
    From $205 per night (USD)

    VRBO

    Beach View 1 bedroom 109

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    WELCOME TO HORIZONS WEST APT. 109! This completely remodeled gulf-front unit offers the beauty of blue water, white san ...

    From $205 per night (USD)

    VRBO

    Details
  • Island House Beach Resort 15N
    From $226 per night (USD)

    VRBO

    Island House Beach Resort 15N

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Island House Beach Resort! Crescent Beach, Siesta Key Florida. Este 1300 sq. Ft. Apt. se encuentra en una de las mejores ...

    From $226 per night (USD)

    VRBO

    Details
  • N13 - Monterey st 2527
    From $250 per night (USD)

    VRBO

    N13 - Monterey st 2527

    Bedrooms:
    3.5
    Bathrooms:
    4
    Sleeps:
    8

    This is spacious house, located on Monterey Street, close to downtown and beaches. With 4 bedrooms, 2.5 bathrooms, a pri ...

    From $250 per night (USD)

    VRBO

    Details
  • Doveplum 524 at Midnight Cove Siesta Key, FL.
    From $151 per night (USD)

    VRBO

    Doveplum 524 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    6

    Very comfortable 2 bed/2.5 bath second floor townhouse overlooks the tranquil waters of the canal and boat docks. Enjoy ...

    From $151 per night (USD)

    VRBO

    Details
  • House Of The Sun #211GS
    From $173 per night (USD)

    VRBO

    House Of The Sun #211GS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcoming neutral tones lend comfort and warmth to this Gulf Side unit boasting much-requested tile floors throughout. E ...

    From $173 per night (USD)

    VRBO

    Details
  • Condo #309
    From $131 per night (USD)

    VRBO

    Condo #309

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Recently updated this sunny one bedroom one bath condominium has beach views and is just a two minute walk to the famous ...

    From $131 per night (USD)

    VRBO

    Details
  • Chinaberry 953 at Midnight Cove Siesta Key, FL.
    From $156 per night (USD)

    VRBO

    Chinaberry 953 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    New to the Rental Program! Condo has 2 bedrooms/2 full baths. It is on the (top) 5th floor with an elevator in the build ...

    From $156 per night (USD)

    VRBO

    Details
  • The Chipping Lane Home
    From $130 per night (USD)

    VRBO

    The Chipping Lane Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to The Chipping Lane Home by RVA. This spacious, bronze-rated vacation home is located in popular Country Club S ...

    From $130 per night (USD)

    VRBO

    Details
  • Bay Tree Waterfront Retreat!
    From $309 per night (USD)

    VRBO

    Bay Tree Waterfront Retreat!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our 2nd floor, end unit condo has been completely renovated. The floor plan was opened up to provide a nice airy feel a ...

    From $309 per night (USD)

    VRBO

    Details
  • Edgemere
    From $125 per night (USD)

    VRBO

    Edgemere

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or e ...

    From $125 per night (USD)

    VRBO

    Details
  • Accross the street from Siesta Key Beach #316
    From $138 per night (USD)

    VRBO

    Accross the street from Siesta Key Beach #316

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This Two Bedroom, One Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condom ...

    From $138 per night (USD)

    VRBO

    Details
  • Historic Herald Square #1
    From $218 per night (USD)

    VRBO

    Historic Herald Square #1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...

    From $218 per night (USD)

    VRBO

    Details
  • Chinaberry 415 at Midnight Cove Siesta Key, FL.
    From $227 per night (USD)

    VRBO

    Chinaberry 415 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Great ground floor gulf front 2 bed/2 bath unit. Step out back door of spacious screened lanai that is only steps to poo ...

    From $227 per night (USD)

    VRBO

    Details
  • Stoneybrook Golf & CC 1st Fl
    From $150 per night (USD)

    VRBO

    Stoneybrook Golf & CC 1st Fl

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stoneybrook Golf & Country Club is a gated community on Palmer Ranch with a fully renovated clubhouse with fine and casu ...

    From $150 per night (USD)

    VRBO

    Details
  • Casa Ohana - 5237L
    From $326 per night (USD)

    VRBO

    Casa Ohana - 5237L

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $326 per night (USD)

    VRBO

    Details
  • Casa Antilles - 1036L
    From $326 per night (USD)

    VRBO

    Casa Antilles - 1036L

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $326 per night (USD)

    VRBO

    Details
  • One Ocean - A
    From $87 per night (USD)

    VRBO

    One Ocean - A

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stai ...

    From $87 per night (USD)

    VRBO

    Details
  • Villa Maria
    From $300 per night (USD)

    VRBO

    Villa Maria

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Looking for a tropical winter get-away or an affordable luxury summer vacation? Imagine taking a short 1/2 mile leisurel ...

    From $300 per night (USD)

    VRBO

    Details
  • Firethorn 613 at Midnight Cove Siesta Key, FL.
    From $129 per night (USD)

    VRBO

    Firethorn 613 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    6

    Cute ground floor 2 bed / 1.5 bath unit just steps to pool and boat docks from back door of unit. Extended living room m ...

    From $129 per night (USD)

    VRBO

    Details
  • Hibiscus Villa - 1129
    From $146 per night (USD)

    VRBO

    Hibiscus Villa - 1129

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $146 per night (USD)

    VRBO

    Details
  • The Beach Club At Siesta #104A
    From $135 per night (USD)

    VRBO

    The Beach Club At Siesta #104A

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...

    From $135 per night (USD)

    VRBO

    Details
  • Firethorn 612 at Midnight Cove Siesta Key, FL.
    From $129 per night (USD)

    VRBO

    Firethorn 612 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Just finished a FULL remodel! 2BR/2BA Canal-Front unit that sleeps 4. Spacious living area with brand new 60" Flat Scree ...

    From $129 per night (USD)

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  • Buttonwood 950 at Midnight Cove Siesta Key, FL.
    From $184 per night (USD)

    VRBO

    Buttonwood 950 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of ...

    From $184 per night (USD)

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  • Beach Road - Tropea
    From $89 per night (USD)

    VRBO

    Beach Road - Tropea

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located ...

    From $89 per night (USD)

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  • Island House Beach Resort V8
    From $166 per night (USD)

    VRBO

    Island House Beach Resort V8

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort - Siesta Key Florida, Crescent Beach. Esta espaciosa villa brillante es aprox. 1000 sq. Ft, si ...

    From $166 per night (USD)

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    Details
  • 349 Avenida Madera, Siesta Key
    From $150 per night (USD)

    VRBO

    349 Avenida Madera, Siesta Key

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Kid-friendly, single family home, 4 bedrooms with 2 sofa sleeper beds, 2 baths, heated outside pool(set to 82 degrees) T ...

    From $150 per night (USD)

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  • Unit 171
    From $100 per night (USD)

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    Unit 171

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This Venice vacation rental condo has 2 bedrooms, 2 baths and room for 6 guests, and features views of the fairway on Pl ...

    From $100 per night (USD)

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  • BeachWalk BW Unit A
    From $188 per night (USD)

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    BeachWalk BW Unit A

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    8

    BeachWalk Siesta Key Townhouses Across from Crescent Beach Three Bedrooms - Heated Pool - Private Elevator Located acros ...

    From $188 per night (USD)

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  • 6-203
    From $1311 per night (USD)

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    6-203

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come and enjoy the tranquility of this spacious two bedroom unit (sleeps four), a second floor condo located in the Gard ...

    From $1311 per night (USD)

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  • Holiday House 1
    From $100 per night (USD)

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    Holiday House 1

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Walk the soft sandy shores of Siesta Key beach from this 1 bedroom 1 bath vacation rental on Siesta Key. The unit offers ...

    From $100 per night (USD)

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  • Island House Beach Resort V6
    From $174 per night (USD)

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    Island House Beach Resort V6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort - Siesta Key Florida, Crescent Beach - Los grandes 2 dormitorios, 2 baños villa es de aprox. 1 ...

    From $174 per night (USD)

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  • 1-306
    From $1248 per night (USD)

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    1-306

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Tastefully furnished and fully equipped two-bedroom, third floor unit with screened lanai offering a lovely partial view ...

    From $1248 per night (USD)

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  • Bayside Villa 2 Bedroom E- 9
    From $178 per night (USD)

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    Bayside Villa 2 Bedroom E- 9

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    99

    Villa E- 9 is a lovely 2 bedroom, 2 bath bayside villa. There is a king bed in the master bedroom, 2 twin beds in the g ...

    From $178 per night (USD)

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    Details
  • Chinaberry 413 at Midnight Cove Siesta Key, FL.
    From $227 per night (USD)

    VRBO

    Chinaberry 413 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Take a look at this beautiful newly remodeled and redecorated unit! Ground floor 2/2 1400+ sq. ft. with slider glass enc ...

    From $227 per night (USD)

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    Details
  • LIDO SANDS  #101
    From $275 per night (USD)

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    LIDO SANDS #101

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Property is an eight (8) unit building furnished with high quality furniture, King and Queen size beds, reclining sofa i ...

    From $275 per night (USD)

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    Details
  • CocoBayou Cottage
    From $206 per night (USD)

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    CocoBayou Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...

    From $206 per night (USD)

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    Details
  • Venice Island, Heated 40' Pool, Walk to Private Beach
    From $120 per night (USD)

    VRBO

    Venice Island, Heated 40' Pool, Walk to Private Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Venice is a historic town in old Florida, an essential part of a vibrant network of culture, arts, and recreation. This ...

    From $120 per night (USD)

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  • Across the street from Siesta Key Beach #221
    From $144 per night (USD)

    VRBO

    Across the street from Siesta Key Beach #221

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Your perfect vacation awaits in this Two Bedroom, Two Baths Condo right next to famous Siesta Key Beach, always included ...

    From $144 per night (USD)

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    Details
  • Buttonwood 462 at Midnight Cove Siesta Key, FL.
    From $243 per night (USD)

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    Buttonwood 462 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Magnificent 6th floor, quiet, end/corner unit with over 1600 sq. ft. of spacious living space. The unit is a 3 bedroom 2 ...

    From $243 per night (USD)

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  • Beach Way South
    From $104 per night (USD)

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    Beach Way South

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Gorgeous updated condo located across the street from famous #1 Rated Siesta Key Public Beach & Pavilion!! Peek-a-boo v ...

    From $104 per night (USD)

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    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)

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    Details
  • Fisherman's Cove  B102 - The Kingston - Private Gulf Front Beach is Open!
    From $100 per night (USD)

    VRBO

    Fisherman's Cove B102 - The Kingston - Private Gulf Front Beach is Open!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Fisherman's Cove Condominium B102 is a wonderful beach-front, beach-level 2-bedroom, 2-bath condo at Turtle Beach on Si ...

    From $100 per night (USD)

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  • Beachplace 3-102
    From $85 per night (USD)

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    Beachplace 3-102

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA offers this two-bedroom, two-bath unit featuring partial Gulf views with a private walkway that leads directly to th ...

    From $85 per night (USD)

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    Details
  • Siesta Key Retreat
    From $275 per night (USD)

    VRBO

    Siesta Key Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We offer a boutique style property with just 4 units. Less than a mile to Siesta Key Beach. Close enough to the beach w ...

    From $275 per night (USD)

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    Details
  • Firethorn 722 at Midnight Cove Siesta Key, FL.
    From $129 per night (USD)

    VRBO

    Firethorn 722 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    6

    Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and co ...

    From $129 per night (USD)

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    Details
  • Alvarado
    From $79 per night (USD)

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    Alvarado

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This three bedroom two bath home is centrally located within Sarasota. Placing it just 5 minutes from Siesta Key, 5 minu ...

    From $79 per night (USD)

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    Details
  • Island House Beach Resort 4N
    From $226 per night (USD)

    VRBO

    Island House Beach Resort 4N

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort - Siesta Key Florida - Crescent Beach. Este complejo muy bien cuidado y se encuentra en la par ...

    From $226 per night (USD)

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    Details
  • Firethorn 330 at Midnight Cove Siesta Key, FL.
    From $225 per night (USD)

    VRBO

    Firethorn 330 at Midnight Cove Siesta Key, FL.

    Bedrooms:
    2.5
    Bathrooms:
    2
    Sleeps:
    4

    FABULOUS DIRECT BEACHFRONT THIRD FLOOR WALK UP! 180 DEGREE PANORAMIC VIEW! Completely remodeled in Nov. 2010! Granite co ...

    From $225 per night (USD)

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    Details
  • Tropical Waterfront Oasis - 52
    From $150 per night (USD)

    VRBO

    Tropical Waterfront Oasis - 52

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Stunning waterfront home available for rental. Situated overlooking Gottfried Creek where you can enjoy Florida wildlife ...

    From $150 per night (USD)

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    Details
  • Island House Beach Resort 6S
    From $226 per night (USD)

    VRBO

    Island House Beach Resort 6S

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Island House Beach Resort - Siesta Key Florida - Edificio suroeste, 3er piso, 2 habitaciones, 2 baños, King, 2 gemelos. ...

    From $226 per night (USD)

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    Details
  • LUXURIOUS PLANTATION OASIS
    From $269 per night (USD)

    VRBO

    LUXURIOUS PLANTATION OASIS

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    You should have everything you need at our house to enjoy a peaceful vacation. We have a washer and separate dryer, Air ...

    From $269 per night (USD)

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    Details
  • Beautiful tranquil pool home near America's No 1 Beach
    From $120 per night (GBP)

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    Beautiful tranquil pool home near America's No 1 Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Se även mitt andra hem på referensnummer 1071348 *** Vårt eleganta hem på 2 200 kvm har dekorerats i strandstuga-sti ...

    From $120 per night (GBP)

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    Details
  • Palm's House
    From $235 per night (USD)

    VRBO

    Palm's House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Ideally locatedVery peacefulAll mod consTastefully decoratedDiscount for long stayLarge terrace

    From $235 per night (USD)

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    Details
  • Lemon Avenue, nr. Manasota Key
    From $100 per night (GBP)

    VRBO

    Lemon Avenue, nr. Manasota Key

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Detta är den perfekta platsen för att koppla av och erbjuder en idealisk kontrast till Orlando. Fastigheten byggdes 2000 ...

    From $100 per night (GBP)

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    Details
  • Manasota Manor
    From $215 per night (USD)

    VRBO

    Manasota Manor

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    This luxurious villa, built on a very private 3/4 acre lot, sits well back from the road. Mature oak and palm trees line ...

    From $215 per night (USD)

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    Details
  • F1315
    From $57 per night (GBP)

    VRBO

    F1315

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This is a beautiful air-conditioned home, ideal for couples and families. There is plenty of space for 6 people due to t ...

    From $57 per night (GBP)

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    Details
  • Hirsch's Landing
    From $179 per night (USD)

    VRBO

    Hirsch's Landing

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This is an exclusive location. On a canal, steps from the beach, within steps of exclusive St. Armand's Circle with its ...

    From $179 per night (USD)

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    Details