Vacation Rentals Property Search | Rent Siesta Key

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Below you will find the properties currently available according to the search criteria you have entered. As the number of properties may be limited during a certain period, such as peak season (February - April), we recommend starting by entering your travel dates only, seeing what's available, and narrowing your search from there with area and amenities selections.

You may still find yourself falling in love with several different properties. Great news! Click the heart icon on any listings you would like to save as your favorites and review them later by clicking the “My Favorites” link. From the My Favorites page, you will be able to email yourself the list as well as anyone else who can assist you in choosing the right property for your vacation.
Below you will find the properties currently available according to the search criteria you have entered. As the number of properties may be limited during a certain period, such as peak season (February - April), we recommend starting by entering your travel dates only, seeing what's available, and narrowing your search from there with area and amenities selections.You may still find yourself falling in love with several different properties. Great news! Click the heart icon on any listings...Read More
73 Properties Returned
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73 Properties Returned
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3 Bedrooms
2½ Baths
Sleeps 8

Type: House
Area: Siesta Key

Recently renovated with high end finishes & furniture. Spacious, comfortable home with large heated pool. Walking distance to beach access.

3 Bedrooms
2 Baths
Sleeps 8

Type: House
Area: Main Land

Sarasota home just 5 minutes to Siesta Key, 10 minutes to downtown shopping and restaurants, and access to community boat dock.

4 Bedrooms
2 Baths
Sleeps 8

Type: House
Area: Main Land

Exquisite spacious home with a pool in the renowned Gulf Gate Estates community of Sarasota, and only 3 miles from the #1 Siesta Key Beach

New Property
1 Bedroom
1 Bath
Sleeps 2

Type: Condominium
Area: Main Land

Downtown Sarasota condo located at the Renaissance of Sarasota at Rosemary Place with luxury amenities and breathtaking views of the Sarasota Bay.

2 Bedrooms
1 Bath
Sleeps 6

Type: Condominium
Area: Siesta Key

Newly renovated property within 1 block from beach access, short distance to restaurants, bars, and grocery store. Easy access on and off the key.

2 Bedrooms
2½ Baths
Sleeps 4

Type: Condominium
Area: Siesta Key

Spacious condo with beautiful water views from balconies. Access to heated pool, fishing pier, tennis court, club house and picnic area overlooking the waterway.

1 Bedroom
1 Bath
Sleeps 4

Type: Condominium
Area: Siesta Key

Great for no more than 4 with quick and easy beach access and heated pool in great location. Walk or bicycle to restaurants, bars, grocery store, and more.

4 Bedrooms
2½ Baths
Sleeps 8

Type: House
Area: Siesta Key

Key West style home with heated pool and hot tub located minutes to Siesta Key Village and beaches. Offers large private backyard.

3 Bedrooms
3 Baths
Sleeps 7

Type: House
Area: Siesta Key

Spacious home with three suites, heated pool, and private backyard located just minutes to Siesta Key Village and beaches.

3 Bedrooms
2 Baths
Sleeps 6

Type: House
Area: Main Land

Sarasota water front home with dock and pool located minutes to shopping, restaurants, and beaches. Amazing sunsets included.

1 Bedroom
1 Bath
Sleeps 4

Type: Condominium
Area: Siesta Key

Enjoy peace and quiet at this unit located on a tranquil lakefront property nestled among Siesta Key's tropical landscape.

2 Bedrooms
2 Baths
Sleeps 6

Type: Condominium
Area: Anna Maria Island

Renovated duplex located within walking distance of Holmes Beach on Anna Maria Island. Walk or bicycle to nearby restaurants and shopping.

Studio
1 Bath
Sleeps 4

Type: Apartment
Area: Siesta Key

Perfect little beach side studio located at a stones throw to the white sands of Siesta Beach. Short distance to Siesta Village for restaurants and more.

2 Bedrooms
1 Bath
Sleeps 4

Type: House
Area: North Port

Charming home with swimming pool located 5 minutes from the warm mineral springs of North Port and approx. 15 minutes from Englewood Beach.

 

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