Siesta Key Vacation Rental Getaways
Featured Properties
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
| Feb 2 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6142 Midnight Pass Rd 9NSiesta KeyIsland House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| Mar 14 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V13Siesta KeyIsland House Beach Resort - Siesta Key Florida - Crescent Beach. This large 2 bedroom, 2 bath villa ... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Mar 21 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6144 Midnight Pass Rd 3NSiesta KeyIsland House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views.... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Feb 10 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V36Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedrooms, 2 bath unit is... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Mar 7 - Oct 1 20% Septermber rentals excluding Labor Day, enter p ... | |||
6150 Midnight Pass Rd V37Siesta KeyIsland House Beach Resort- Siesta Key Florida, Crescent Beach - The lovely villa is located on the w... |
Villa | 2 / 2 / 6 |
$160 -
$241
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Siesta Key Bay Tree #106, 2 BRs, 2 heated pools, spa, wif...Siesta KeyNestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in a... |
Condo | 2 / 2 / 6 |
* Online booking available
$518 -
$1249
|
| Mar 21 - Nov 1 20% off September rentals excluding Labor Day - ent ... | |||
6142 Midnight Pass Rd 15NSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This 1300 sq. ft. apt. is located on ... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 12 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6142 Midnight Pass Rd 12NSiesta KeyIsland House Beach Resort! Siesta Key Florida, Crescent Beach.This beautifully maintained complex is... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| May 9 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V18Siesta KeyIsland House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on ... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Apr 17 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V40bSiesta KeyIsland House Beach Resort! Siesta Key Florida - Crescent Beach. The 2 bedroom, 1 bath villa is 1000 ... |
Villa | 2 / 1 / 4 |
$146 -
$218
|
| Apr 27 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V7Siesta KeyIsland House Beach Resort, Crescent Beach, Siesta Key Florida! Newly renovated 2 bedroom, 2 bath uni... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Feb 12 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V26Siesta KeyIsland House Beach Resort - Siesta Key Florida - Crescent Beach - This large 2 bedrooms, 2 bath vill... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Apr 11 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6150 Midnight Pass Rd V21Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach. This large 2 bedrooms, 2 bath villa ... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V35Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit ... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| Feb 14 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V33Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
6142 Midnight Pass RdSiesta KeyIsland House Beach Resort! Newly remodeled gulf view apartment. Brand new kitchen, bathrooms, wood a... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
Siesta Key Gulf and Bay Club 305 C Building, 3 pools, fit...Siesta KeyRoll into the lap of luxury and enjoy a unit that?s still sparkling new. Siesta Key Gulf and Bay Clu... |
Condo | 2 / 2 / 6 |
* Online booking available
$564 -
$1750
|
Siesta Key Palm and Bay Club G88 tower rental, Siesta Key...Siesta KeyThe Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environm... |
Condo | 1 / 1 / 4 |
* Online booking available
$125 -
$400
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Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa,...Siesta KeyWith the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of par... |
Condo | 2 / 2 / 6 |
* Online booking available
$642 -
$1499
|
| May 11 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 3SSiesta KeyIsland House Beach Resort, Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views! ... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| Mar 14 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 5SSiesta KeySpectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on t... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Apr 28 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6144 Midnight Pass Rd 7NSiesta KeyDIRECT GULF FRONT!! 2 Bedrooms, 2 bathrooms at Island House Beach Resort.4th Floor unit. The unit is... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
Palm Bay Club G46 Siesta Key Fl, Heated Pool, Gulf Front,...Siesta KeyThe Palm Bay Club offers all of the amenities of the finest resort hotels in a unique condo environm... |
Condo | 1 / 1 / 4 |
* Online booking available
$125 -
$400
|
| Mar 12 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6148 Midnight Pass Rd 4SSiesta KeyIsland House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths.... |
Condo | 2 / 2 / 6 |
$206 -
$314
|
| Apr 27 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6146 Midnight Pass Rd 15SSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta key Florida. This beautifully maintained complex i... |
Condo | 1 / 2 / 4 |
$187 -
$281
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Siesta Key Getaway Information
Travelers looking for a Siesta Key vacation home rental will be delighted with the wonderful year-round weather and breathtaking landscapes. The average summer highs reach the low 90s and the winter highs tend to be in the low 70s. So no matter what time of year it is, you'll be able to stroll around Siesta Key in your warm weather clothes, taking in the amazing scenery and native wildlife such as tropical birds and dolphins.
A Siesta Key vacation home rental is the perfect choice for travelers who want to enjoy the beauty that has made Florida one of the world's top beach destinations and to have fun in the sun. Siesta Key is an 8-mile long barrier island in the Gulf of Mexico, just off the coast Sarasota. Two bridges connect the key to the mainland, making coming and going to the nearby attractions of Sarasota a breeze. When you rent a house or condo on Siesta Key, you'll have the opportunity to enjoy a beach that was once voted the "World's Finest and Whitest." Siesta Beach, which earned this recognition, has picnic areas, restrooms, year round lifeguards, playgrounds, and more convenient amenities for your family to enjoy. Turtle Beach is a much less crowded choice and an excellent spot for finding seashells. The most secluded beach on Siesta Key is Palmer Point Beach. Popular activities enjoyed by visitors to Siesta Key include chartering boats, guided dolphin tours, parasailing, and fishing. There are many opportunities for vacationers to fish on- and off-shore and even more types of fish to catch. Imagine the stories you'll be able to share if you hook a barracuda! If you feel like taking a day trip, Bush Gardens in Tampa is a just a little over an hour away. After an exciting day of thrilling roller coasters and up close views of the fascinating wildlife, you can kick back and relax and watch the waves roll in from your Siesta Key vacation home rental.




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