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  • Anchorage 305 - Siesta Chillin
    From $343 per night (USD)

    VRBO

    Anchorage 305 - Siesta Chillin

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Prog ...

    From $343 per night (USD)

    VRBO

    Details
  • Anchorage 504 in Siesta Key
    From $461 per night (USD)

    Expedia

    Anchorage 504 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $461 per night (USD)

    Expedia

    Details
  • Anchorage 204 in Siesta Key
    From $361 per night (USD)

    VRBO

    Anchorage 204 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $361 per night (USD)

    VRBO

    Details
  • Anchorage 905 in Siesta Key
    From $380 per night (USD)

    Expedia

    Anchorage 905 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $380 per night (USD)

    Expedia

    Details
  • Anchorage 406 in Siesta Key
    From $280 per night (USD)

    VRBO

    Anchorage 406 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $280 per night (USD)

    VRBO

    Details
  • Anchorage 507 in Siesta Key
    From $337 per night (USD)

    Expedia

    Anchorage 507 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $337 per night (USD)

    Expedia

    Details
  • Anchorage 405 in Siesta Key
    From $350 per night (USD)

    VRBO

    Anchorage 405 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $350 per night (USD)

    VRBO

    Details
  • Anchorage 704 in Siesta Key
    From $401 per night (USD)

    Expedia

    Anchorage 704 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $401 per night (USD)

    Expedia

    Details
  • Anchorage 403 in Siesta Key
    From $342 per night (USD)

    VRBO

    Anchorage 403 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in be ...

    From $342 per night (USD)

    VRBO

    Details
  • Anchorage 807 in Siesta Key
    From $352 per night (USD)

    Expedia

    Anchorage 807 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to The Anchorage unit 807 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 squ ...

    From $352 per night (USD)

    Expedia

    Details
  • Anchorage 711 in Siesta Key
    From $574 per night (USD)

    VRBO

    Anchorage 711 in Siesta Key

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    We invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and Te ...

    From $574 per night (USD)

    VRBO

    Details
  • Anchorage PH-6 in Siesta Key
    From $369 per night (USD)

    Expedia

    Anchorage PH-6 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Penthouse Unit with Sweeping Views of the Gulf of Mexico and the Inter-Coastal Waterway We invite you to st ...

    From $369 per night (USD)

    Expedia

    Details
  • Crystal Sands Tower Unit 706 - Beachfront
    From $586 per night (USD)

    VRBO

    Crystal Sands Tower Unit 706 - Beachfront

    Bedrooms:
    2
    Bathrooms:
    3
    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 $586 per night (USD)

    VRBO

    Details
  • Modern & Cozy Home, close to beach & Dearborn St!
    From $235 per night (USD)

    VRBO

    Modern & Cozy Home, close to beach & Dearborn St!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful, cozy, modern and recently renovated home!! Only 7 min drive to Manasota Key beach, 1 mile from Dearborn Stre ...

    From $235 per night (USD)

    VRBO

    Details
  • Corner unit, water views, boat access, remodeled, elevator building, no pets
    From $326 per night (USD)

    VRBO

    Corner unit, water views, boat access, remodeled, elevator building, no pets

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Breathtaking, panoramic views await you at this luxurious condo on the 7th floor of an elevator building overlooking the ...

    From $326 per night (USD)

    VRBO

    Details
  • Steps to Gulf of Mexico
    Click For Pricing

    Expedia

    Steps to Gulf of Mexico

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Walk to the Gulf of Mexico which is just a half block away. Three blocks to downtown Venice where you will find shopping ...

    Click For Pricing

    Expedia

    Details
  • Siesta Breeze Beach House: 3bed\/3bath - Pool-stroll To Beach Or Village!
    From $399 per night (USD)

    VRBO

    Siesta Breeze Beach House: 3bed\/3bath - Pool-stroll To Beach Or Village!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Located on a quiet cul de sac street in a tropical setting, with only a half block to wonderful dining, and another bloc ...

    From $399 per night (USD)

    VRBO

    Details
  • Blue Beach House
    From $180 per night (USD)

    Expedia

    Blue Beach House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    10 minutes from Siesta Key Beach. 2 bedrooms 2 bathrooms. With a lot of space. Patio for BBQ with your family. Quite dea ...

    From $180 per night (USD)

    Expedia

    Details
  • Perfect location!<br>Beautiful!<br>Clean!<br>Heated swimming pool!<br>
    From $161 per night (USD)

    VRBO

    Perfect location!<br>Beautiful!<br>Clean!<br>Heated swimming pool!<br>

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new t ...

    From $161 per night (USD)

    VRBO

    Details
  • Tastefully remodeled pool  home 7 minutes from the Siesta Key Beach
    From $549 per night (USD)

    Expedia

    Tastefully remodeled pool home 7 minutes from the Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...

    From $549 per night (USD)

    Expedia

    Details
  • New Pineapple house with a huge backyard 2 miles from Siesta Beach.
    From $296 per night (USD)

    VRBO

    New Pineapple house with a huge backyard 2 miles from Siesta Beach.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    The Pineapple House is a great place to spend a happy time at a huge backyard where you can eat dinner, lay on the hammo ...

    From $296 per night (USD)

    VRBO

    Details
  • Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
    From $670 per night (USD)

    Expedia

    Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...

    From $670 per night (USD)

    Expedia

    Details
  • Enjoy Rooftop Views, Pool Fun, & Bikes 5 Mins from Lido Beach - Smooth Sailing
    From $2601 per night (USD)

    VRBO

    Enjoy Rooftop Views, Pool Fun, & Bikes 5 Mins from Lido Beach - Smooth Sailing

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    14

    Smooth Sailing by Lido Key Vacations Home in Lido Key, FL 34236 VR23-00022 Minimum stay duration of 7 days/nights Welco ...

    From $2601 per night (USD)

    VRBO

    Details
  • 7 Minute Walk to Lido beach, beautiful condo
    From $505 per night (USD)

    Expedia

    7 Minute Walk to Lido beach, beautiful condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location Location Location….You have heard it but we have got it! This Villa is located on Lido Key across street from ...

    From $505 per night (USD)

    Expedia

    Details
  • (#4)Tropical Paradise with Saltwater Heated Pool 10 min to Siesta Key Beach
    Click For Pricing

    VRBO

    (#4)Tropical Paradise with Saltwater Heated Pool 10 min to Siesta Key Beach

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    Beautiful, luxury brand new construction modern energy efficient home located 10 minutes from Siesta Key Beach in a quie ...

    Click For Pricing

    VRBO

    Details
  • Beach front paradise located in a Condo Building Beach front Penthouse!
    From $631 per night (USD)

    Expedia

    Beach front paradise located in a Condo Building Beach front Penthouse!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. ...

    From $631 per night (USD)

    Expedia

    Details
  • Pool Home, Steps to Secluded Beach Access
    From $365 per night (USD)

    VRBO

    Pool Home, Steps to Secluded Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...

    From $365 per night (USD)

    VRBO

    Details
  • A Bayside Treasure - Outstanding Waterfront Views!!
    From $244 per night (USD)

    Expedia

    A Bayside Treasure - Outstanding Waterfront Views!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...

    From $244 per night (USD)

    Expedia

    Details
  • Charming Private Garden Cottage hide away in the heart of Sarasota
    From $125 per night (USD)

    VRBO

    Charming Private Garden Cottage hide away in the heart of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...

    From $125 per night (USD)

    VRBO

    Details
  • Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
    From $2439 per night (USD)

    Expedia

    Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook

    Bedrooms:
    10
    Bathrooms:
    8
    Sleeps:
    18

    Ocean Overlook by Siesta Key Luxury Rental Properties Home in Sarasota, Florida Your dream vacation awaits at Ocean O ...

    From $2439 per night (USD)

    Expedia

    Details
  • Spacious & Quiet at Fishermans Haven on Siesta Key. Private Beach, Heated Pool, Fish on the Bay. FH6
    From $170 per night (USD)

    VRBO

    Spacious & Quiet at Fishermans Haven on Siesta Key. Private Beach, Heated Pool, Fish on the Bay. FH6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Beautiful, Spacious & Quiet at Fisherman's Haven on Siesta Key. Private Beach, Fish on the Bay, Gated. Beautifully appo ...

    From $170 per night (USD)

    VRBO

    Details
  • Beautiful one bedroom condo on Siesta Key.  minutes from Siesta key Beach!
    From $254 per night (USD)

    Expedia

    Beautiful one bedroom condo on Siesta Key. minutes from Siesta key Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, coo ...

    From $254 per night (USD)

    Expedia

    Details
  • Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi
    From $366 per night (USD)

    VRBO

    Beachfront Cottage, Best location on Manasota Key, Sleeps 4, Kayaks and Wi-Fi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Updated and charming cottage RIGHT ON THE BEACH where you can sunbathe, swim, snorkel, collect shells and sharks' teeth, ...

    From $366 per night (USD)

    VRBO

    Details
  • WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
    From $332 per night (USD)

    Expedia

    WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Siesta Key is situated on what is known as a barrier island. It measures 7 miles long, lies just offshore from Sarasota, ...

    From $332 per night (USD)

    Expedia

    Details
  • Upscale Hidden Jewel 2 miles to Nokomis Beach!
    From $304 per night (USD)

    VRBO

    Upscale Hidden Jewel 2 miles to Nokomis Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This is the place for you if you like tranquility, but close to the beach and walking distance to restaurants. Our place ...

    From $304 per night (USD)

    VRBO

    Details
  • Condo Close To The Beach
    From $95 per night (USD)

    Expedia

    Condo Close To The Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Wow! Come check out this beautifully remodeled condo in the heart of Venice. This luxury condo boasts 2 bedrooms and 2 b ...

    From $95 per night (USD)

    Expedia

    Details
  • Anchorage 208 in Siesta Key
    From $366 per night (USD)

    VRBO

    Anchorage 208 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $366 per night (USD)

    VRBO

    Details
  • Anchorage 207 in Siesta Key
    From $348 per night (USD)

    Expedia

    Anchorage 207 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...

    From $348 per night (USD)

    Expedia

    Details
  • A Cozy Coastal Home Minutes Away from Sandy Beaches.
    From $224 per night (USD)

    VRBO

    A Cozy Coastal Home Minutes Away from Sandy Beaches.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A cozy home nestled in a quiet area and close to sandy beaches, restaurants, and Venice Historic downtown. 4 miles to V ...

    From $224 per night (USD)

    VRBO

    Details
  • Penthouse Condo On Siesta Key
    From $229 per night (USD)

    Expedia

    Penthouse Condo On Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy Gulf of Mexico views from our recently renovated penthouse apartment on Siesta Key. You will have access to the #1 ...

    From $229 per night (USD)

    Expedia

    Details
  • Family friendly, Siesta Key.
    From $194 per night (USD)

    VRBO

    Family friendly, Siesta Key.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Our home is 1/2 mile from Siesta Key Beach access. It is ideal for an extended getaway, or a family who needs a place wh ...

    From $194 per night (USD)

    VRBO

    Details
  • Pool Home on Gulf Gate 5min away from Siesta Key
    From $382 per night (USD)

    Expedia

    Pool Home on Gulf Gate 5min away from Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to paradise near Siesta Key in this 3-bedroom, 2-bathroom gem that comfortably sleeps up to 8. Relax out back in ...

    From $382 per night (USD)

    Expedia

    Details
  • Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space
    From $633 per night (USD)

    VRBO

    Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Discover the essence of luxury and relaxation at Ventana Rosa, an exquisite Sarasota rental home perfect for families or ...

    From $633 per night (USD)

    VRBO

    Details
  •  amazing apartment on the beach. With  warm pool .
    From $163 per night (USD)

    Expedia

    amazing apartment on the beach. With warm pool .

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    On the landscaped side of the complex, you will hear a calming waterfall right from your tropical patio! The apartment ...

    From $163 per night (USD)

    Expedia

    Details
  • Casa Concord 3BR \/2B  w\/ private Salt Water Pool 2 Miles to Siesta Key
    From $278 per night (USD)

    VRBO

    Casa Concord 3BR \/2B w\/ private Salt Water Pool 2 Miles to Siesta Key

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    2 MILES to # 1 Beach in the America/ the world “Siesta Key Beach” & (Crescent Beach). Your own personal salt water po ...

    From $278 per night (USD)

    VRBO

    Details
  • Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
    From $268 per night (USD)

    Expedia

    Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located ...

    From $268 per night (USD)

    Expedia

    Details
  • Relax`n - Beautiful newer South Venice home with pool and spa
    From $286 per night (USD)

    VRBO

    Relax`n - Beautiful newer South Venice home with pool and spa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful newer South Venice pool home in immaculate condition. Open plan with gleaming tiled floors throughout, high ce ...

    From $286 per night (USD)

    VRBO

    Details
  • Beautiful 2022 renovated - 550 Sq Ft  Patio - across street from beach
    From $414 per night (USD)

    Expedia

    Beautiful 2022 renovated - 550 Sq Ft Patio - across street from beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Long term rental available from May 1 - Dec 15th - please contact for details UV OZONE Sanitized between each guest. ...

    From $414 per night (USD)

    Expedia

    Details
  • Beachplace 5-301 Condo by RVA
    From $234 per night (USD)

    VRBO

    Beachplace 5-301 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf ...

    From $234 per night (USD)

    VRBO

    Details
  • Venice Pool Home- Breezy Inn
    From $391 per night (USD)

    Expedia

    Venice Pool Home- Breezy Inn

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Indulge in the coastal beauty of endless beaches at this newly remodeled, 3-bedroom, 2-bath heated pool home. Embrace th ...

    From $391 per night (USD)

    Expedia

    Details
  • BH ยท 2\/2 Beach House Apt on Siesta Key
    From $605 per night (USD)

    VRBO

    BH · 2\/2 Beach House Apt on Siesta Key

    Bedrooms:
    1
    Bathrooms:
    17
    Sleeps:
    6

    Summary: Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitch ...

    From $605 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa A11
    From $427 per night (USD)

    VRBO

    Casa Blanca Villa A11

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Non smoking villa and lanai. Enjoy your beach vacation in this beautiful large 2 bedroom, 2 bathroom private villa. Lo ...

    From $427 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa A02
    From $377 per night (USD)

    VRBO

    Casa Blanca Villa A02

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...

    From $377 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa C18
    From $427 per night (USD)

    VRBO

    Casa Blanca Villa C18

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to one of the largest 2 Bedroom/2 Bath Villas in Casa Blanca -- and the only one with a glimpse of the gulf! En ...

    From $427 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa C07
    From $344 per night (USD)

    VRBO

    Casa Blanca Villa C07

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...

    From $344 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa A15
    From $360 per night (USD)

    VRBO

    Casa Blanca Villa A15

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 bdrm. 2 bath/Sleeps 6 A-15 Property Information: Large 2 bedroom 2 bath villa located a few steps from our private bea ...

    From $360 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa B18
    From $427 per night (USD)

    VRBO

    Casa Blanca Villa B18

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This villa is one of the large villas and closest to the beach area. It has a 55 inch Samsung plasma TV and a blue ray ...

    From $427 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa C13
    From $389 per night (USD)

    VRBO

    Casa Blanca Villa C13

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Welcome! Villa C13 is a beautiful 2 bedroom, 2 bath beach accommodation located in the exclusive Casa Blanca beachside c ...

    From $389 per night (USD)

    VRBO

    Details
  • Casa Blanca Villa C08
    From $343 per night (USD)

    VRBO

    Casa Blanca Villa C08

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...

    From $343 per night (USD)

    VRBO

    Details
  • 103 Gulf Front Apartment
    From $436 per night (USD)

    VRBO

    103 Gulf Front Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach from the 1st floor of this tastefu ...

    From $436 per night (USD)

    VRBO

    Details
  • Stay Safe During These Times With Your Own Private Entrance! Minimum Contact with Other Guest!
    From $248 per night (USD)

    VRBO

    Stay Safe During These Times With Your Own Private Entrance! Minimum Contact with Other Guest!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Resort-style Siesta Key living is finally within your reach! Beautiful turnkey furnished, this 2 bedroom, 2 bath condo ...

    From $248 per night (USD)

    VRBO

    Details
  • 3\/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club
    From $484 per night (USD)

    Expedia

    3\/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    You are in the heart of Siesta Key - one of the most popular destinations in America due to its powdery white quartz-cry ...

    From $484 per night (USD)

    Expedia

    Details
  • Hotel Studio (Ground Level) - Unit C
    From $261 per night (USD)

    VRBO

    Hotel Studio (Ground Level) - Unit C

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $261 per night (USD)

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    Details
  • Hotel Studio (Ground Level) - Unit B
    From $261 per night (USD)

    Expedia

    Hotel Studio (Ground Level) - Unit B

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $261 per night (USD)

    Expedia

    Details
  • Escape Casey Key Hotel & Marina - 1 Bed 1 Bath  K Bed Villa 4b
    From $312 per night (USD)

    VRBO

    Escape Casey Key Hotel & Marina - 1 Bed 1 Bath K Bed Villa 4b

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $312 per night (USD)

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    Details
  • 2 Bedroom\/1 Bath Villa (Ground Level) - Unit 5
    From $414 per night (USD)

    Expedia

    2 Bedroom\/1 Bath Villa (Ground Level) - Unit 5

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $414 per night (USD)

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    Details
  • 2 Bedroom\/2 Bath Villa (Ground Level) - Unit 4\/A
    From $414 per night (USD)

    VRBO

    2 Bedroom\/2 Bath Villa (Ground Level) - Unit 4\/A

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $414 per night (USD)

    VRBO

    Details
  • 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 9
    From $312 per night (USD)

    Expedia

    1 Bedroom\/1 Bath Villa (Ground Level) - Unit 9

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $312 per night (USD)

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    Details
  • Emerald Palms Unit A
    From $129 per night (USD)

    VRBO

    Emerald Palms Unit A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This beautiful, updated 1 bedroom 1 bath cottage is located right in the heart of Englewood, Fl. on Lemon Bay. Fully equ ...

    From $129 per night (USD)

    VRBO

    Details
  • 3 Bedroom\/3 Bath Townhouse - Unit 2
    From $540 per night (USD)

    Expedia

    3 Bedroom\/3 Bath Townhouse - Unit 2

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $540 per night (USD)

    Expedia

    Details
  • Hotel Studio (Ground Level) - Unit A
    From $261 per night (USD)

    VRBO

    Hotel Studio (Ground Level) - Unit A

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $261 per night (USD)

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    Details
  • 3 Bedroom\/3 Bath Townhouse - Unit 3
    From $540 per night (USD)

    Expedia

    3 Bedroom\/3 Bath Townhouse - Unit 3

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $540 per night (USD)

    Expedia

    Details
  • 2 Bedroom\/2 Bath Villa (Ground Level) - Unit 7
    From $414 per night (USD)

    VRBO

    2 Bedroom\/2 Bath Villa (Ground Level) - Unit 7

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $414 per night (USD)

    VRBO

    Details
  • 2 Bedroom\/1 Bath Villa (Ground Level) - Unit 13
    From $410 per night (USD)

    Expedia

    2 Bedroom\/1 Bath Villa (Ground Level) - Unit 13

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $410 per night (USD)

    Expedia

    Details
  • 2 Bedroom\/2 Bath Villa (Second Level) - Unit 6
    From $414 per night (USD)

    VRBO

    2 Bedroom\/2 Bath Villa (Second Level) - Unit 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $414 per night (USD)

    VRBO

    Details
  • ADA Compliance - 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 8
    From $312 per night (USD)

    Expedia

    ADA Compliance - 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 8

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $312 per night (USD)

    Expedia

    Details
  • 2 Bedroom\/2 Bath Villa (Second Level) - Unit 10
    From $410 per night (USD)

    VRBO

    2 Bedroom\/2 Bath Villa (Second Level) - Unit 10

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $410 per night (USD)

    VRBO

    Details
  • 2 Bedroom\/1 Bath Villa (Ground Level) - Unit 12
    From $414 per night (USD)

    Expedia

    2 Bedroom\/1 Bath Villa (Ground Level) - Unit 12

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $414 per night (USD)

    Expedia

    Details
  • 2 Bedroom\/2 Bath Villa (Ground Level) - Unit 9\/C
    From $413 per night (USD)

    VRBO

    2 Bedroom\/2 Bath Villa (Ground Level) - Unit 9\/C

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $413 per night (USD)

    VRBO

    Details
  • 3 Bedroom\/2 Bath Villa (Ground Level) - Unit 5\/B
    From $536 per night (USD)

    Expedia

    3 Bedroom\/2 Bath Villa (Ground Level) - Unit 5\/B

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $536 per night (USD)

    Expedia

    Details
  • Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!
    From $1086 per night (USD)

    VRBO

    Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Casa Bella Vita, a stunning modern vacation rental duplex located on the southern end of Siesta Key, offerin ...

    From $1086 per night (USD)

    VRBO

    Details
  • Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q  1
    From $540 per night (USD)

    Expedia

    Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...

    From $540 per night (USD)

    Expedia

    Details
  • Tropical oasis with romantic pool and waterfall, walk to Sarasota Bay waterfront
    From $428 per night (USD)

    VRBO

    Tropical oasis with romantic pool and waterfall, walk to Sarasota Bay waterfront

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Casa Boheme is a private vacation home and haven for South Florida living. A barefoot retreat in the bayfront neighborho ...

    From $428 per night (USD)

    VRBO

    Details
  • Lil' Nauti Beach Villa *Pool & Dock* on Siesta Key
    From $457 per night (USD)

    Expedia

    Lil' Nauti Beach Villa *Pool & Dock* on Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your own private Siesta Key villa that's a little bit tropical, a little bit salty, with just a little bit tongue in che ...

    From $457 per night (USD)

    Expedia

    Details
  • Siesta Key Beach Condo #1 Beach
    From $266 per night (USD)

    VRBO

    Siesta Key Beach Condo #1 Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This super cute 1 bed, 1 bath condo directly opposite one of the most beautiful beaches in the world is available and re ...

    From $266 per night (USD)

    VRBO

    Details
  • Beautiful Venice Beach Condo
    From $304 per night (USD)

    Expedia

    Beautiful Venice Beach Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Prime location one block from the beach with a marina, dining, and lounge nearby. Two minute walk to three different bea ...

    From $304 per night (USD)

    Expedia

    Details
  • Heated Pool, Beach and Amenities, 2-3 min walk
    From $307 per night (USD)

    VRBO

    Heated Pool, Beach and Amenities, 2-3 min walk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. ((A ...

    From $307 per night (USD)

    VRBO

    Details
  • Siesta Key 3rd Flr 2b\/2b unit; Open kitchen; newly renovated master shower
    From $400 per night (USD)

    Expedia

    Siesta Key 3rd Flr 2b\/2b unit; Open kitchen; newly renovated master shower

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

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

    From $400 per night (USD)

    Expedia

    Details
  • Heated Pool, Beach and Amenities, 2-3 min walk.
    From $307 per night (USD)

    VRBO

    Heated Pool, Beach and Amenities, 2-3 min walk.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. (Al ...

    From $307 per night (USD)

    VRBO

    Details
  • Paradise!  Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
    From $144 per night (USD)

    Expedia

    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 $144 per night (USD)

    Expedia

    Details
  • Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
    From $643 per night (USD)

    VRBO

    Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...

    From $643 per night (USD)

    VRBO

    Details
  • Beachplace 11-303 Condo by RVA
    From $251 per night (USD)

    Expedia

    Beachplace 11-303 Condo by RVA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    RVA offers this comfortably appointed two-bedroom, two-bathroom condominium in the desirable gated community of Beachpla ...

    From $251 per night (USD)

    Expedia

    Details
  • Beautiful heated pool & spa villa-near beach, park, bikes & game room
    From $344 per night (USD)

    VRBO

    Beautiful heated pool & spa villa-near beach, park, bikes & game room

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our beautiful 3-bedroom vacation home in the heart of South Venice. Nestled just minutes from the stunning sh ...

    From $344 per night (USD)

    VRBO

    Details
  • Large Siesta Key Home On Water With Pool\/Spa
    From $934 per night (USD)

    Expedia

    Large Siesta Key Home On Water With Pool\/Spa

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private p ...

    From $934 per night (USD)

    Expedia

    Details
  • MOST DESIRABLE COMPLEX ON SIESTA KEY!!! Palm Bay Club!!! Bay to Beach!!!
    From $492 per night (USD)

    VRBO

    MOST DESIRABLE COMPLEX ON SIESTA KEY!!! Palm Bay Club!!! Bay to Beach!!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Walk onto the Famous Siesta Key beach, voted #1 beach in the US, with the worlds whitest and softest sand. This complex ...

    From $492 per night (USD)

    VRBO

    Details
  • Wonderful Home with Heated Pool near Beaches and Shamrock Park free wifi
    From $220 per night (USD)

    Expedia

    Wonderful Home with Heated Pool near Beaches and Shamrock Park free wifi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Located a block from Shamrock Park and close to 4 different beaches, you'll enjoy this completely updated 2/2/1 heated p ...

    From $220 per night (USD)

    Expedia

    Details
  • Private 2 Bedroom 1 bathroom house. It has a private pool and SPA
    From $228 per night (USD)

    VRBO

    Private 2 Bedroom 1 bathroom house. It has a private pool and SPA

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Located just 10 minutes away from Nokomis beach at Casey Key, and 5 minutes to the Oscar Scherer State Park. You have e ...

    From $228 per night (USD)

    VRBO

    Details
  • Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
    From $163 per night (USD)

    VRBO

    Lovely Condo with View of Lido beach and walking distance to St Armand's Circle

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...

    From $163 per night (USD)

    VRBO

    Details
  • Sarasota Show House Executive Luxury Suite
    From $257 per night (USD)

    VRBO

    Sarasota Show House Executive Luxury Suite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...

    From $257 per night (USD)

    VRBO

    Details
  • View Siesta Key Beach from balcony! LOCATION!
    From $285 per night (USD)

    Expedia

    View Siesta Key Beach from balcony! LOCATION!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy the beach for the 4th!...Week ending July 6th 20% off rental rate. LOCATION, LOCATION, LOCATION! Spacious, updat ...

    From $285 per night (USD)

    Expedia

    Details