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17 Holiday homes in Siesta Key

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17 Results  |  
24 Photos

House | 3 Bedrooms | sleeps 6

14 Nights min stay

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from £100 /night

£699 - £889 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Famiily home, Siesta Key, pool with a screen lanai ,, garden, close beach white sand gulf of mexico, Sarasota, Sorry but the minimum stay is two weeks ,NO EXCEPTION  …see more

24 Photos

Condo | 2 Bedrooms | sleeps 4

Excellent 5/5 

14 Nights min stay

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from £73 /night

£509 - £569 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel or fish from our kayak. Our condo offers bay view and is designed in European style.It's a perfect spot for a tropical vacation  …see more

23 Photos

Condo | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £172 /night

£1198 - £1498 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Spectacular Gulf Sunsets!! Fantastic beach, pool, shuffleboard, boating, walking, restaurants, shopping and golf. Ideal for families seeking relaxation.  …see more

Featured properties

20 Photos

Condo | 2 Bedrooms | sleeps 4

Excellent 5/5 

14 Nights min stay

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from £69 /night

£480 - £539 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
Private sandy gulf beach, 2 heated pools, private boating/fishing dock. Beach chairs, beach towels, golf clubs, BBQ grills, picnic areas. Free maid service provided once a week. Free WiFi. Walk to restaurants. Island paradise beach to bay! Combines the features of a luxury hotel with a cozy private home.  …see more

21 Photos

Condo | 2 Bedrooms | sleeps 5

14 Nights min stay

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from £48 /night

£330 - £629 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Pull into the shade of our covered parking while you unload your suitcases, and get ready for a wonderful stay. Our beautiful landscaping, with gorgeous palm trees & hibiscus, you will be in a tropical oasis. Welcome to paradise!  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida  …see more

8 Photos

Condo | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £77 /night

£539 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This condo is on the top floor with an excellent view, the master bedroom has a queen size bed and a full bathroom, second bedroom has twin beds, there is a queen size pullout couch in the livingroom along with a large sectional sofa, there is a loft that can sl  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £472 /night

£3304 - £4130 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stay on beautiful Crescent Beach at Siesta Key where the lush, white sand, azure waters, and stunning sunsets, but it is relatively secluded and quiet, as it has only one public access road  …see more

6 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £371 /night

£2596 - £2950 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas  …see more

10 Photos

Condo | 3 Bedrooms | sleeps 6

30 Nights min stay

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from £150 /night

£1050 - £1520 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful Siesta Key Condo at Peppertree Bay  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £144 /night

£1003 - £1711 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Our SF Villa has been completed remodeled in the Fall of 2013 and includes custom Italian Kitchen Cabinetry, Travertine Tile, Glass Backsplash with under mount lighting, quartz countertops, and state of the art stainless steel Samsung Applicances and large kitchen island peninsula  …see more

19 Photos

Condo | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £90 /night

£629 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
House of Sun, a desired beach front vacation spot located in Siesta Key, FL, is very family-friendly, newly renovated and has breathtaking gulf and sunset views!This condo is located directly on Siesta Beach, rated by the Travel Channel as the “Best Sand Beach” in the c  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Enjoy the view from the Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida  …see more

21 Photos

House | 4 Bedrooms | sleeps 14

7 Nights min stay

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from £172 /night

£1198 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Pets welcome
This fabulous Four Bedromm / 3 Bath 'Siesta Beach Hideaway' is located just one block from the beach. No need to drive or park. It is a Two Story Single Family with a large Master with Jacuzzi, Den with Cable TV. Full Kitchen & Master Bath. Screened s  …see more