Siesta Key Vacation Rental Getaways
Featured Properties
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V3Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - The large 2 bedroom, 2 bath villa is... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| May 23 - 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
|
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 30 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6144 Midnight Pass Rd 6NSiesta KeyIsland House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is ... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 28 - Oct 1 20% off Septermber rentals excluding Labor Day - en ... | |||
6146 Midnight Pass Rd 14SSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| 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
|
| Mar 12 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6144 Midnight Pass Rd 2NSiesta KeyCrescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest p... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
Crystal Sand 406, 4th floor, Gulf View, 2 heated PoolsSiesta KeyEvery sunset is a memorable experience at our condo at Crystal Sands 406 in Siesta Key. Overlooking ... |
Condo | 1 / 1 / 4 |
* Online booking available
$518 -
$1249
|
| May 16 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V6Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - The large 2 bedrooms, 2 bath villa ... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
| May 25 - 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
|
| Jun 15 - 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
|
| Feb 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V23Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| May 30 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V28Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit i... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| May 25 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V40aSiesta KeyIsland House Beach Resort! Siesta Key Florida - Crescent Beach. Completly remodeled January 2011!! T... |
Villa | 2 / 2 / 4 |
$160 -
$241
|
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
|
| May 28 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V8Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx... |
Villa | 2 / 2 / 6 |
$152 -
$232
|
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
$598 -
$1499
|
| Mar 23 - Oct 1 20% September rentals excluding Labor Day - enter p ... | |||
6144 Midnight Pass Rd 5NSiesta KeyIsland House Beach Resort - Crescent Beach, Siesta Key. Gulf Front Unit, 3rd Floor, Panoramic Views.... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 12 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6146 Midnight Pass Rd 11SSiesta KeyIsland House Beach Resort - Siesta Key, Crescent Beach. This luxury apartment is located on 280 ft. ... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| Mar 9 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V15Siesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This attractive 2 bedroom, 2 bath vil... |
Villa | 2 / 2 / 6 |
$160 -
$241
|
| May 28 - Oct 1 20% off September rentals excluding Labor Day - ent ... | |||
6146 Midnight Pass Rd 12SSiesta KeyIsland House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex i... |
Condo | 2 / 2 / 4 |
$206 -
$314
|
| 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
|
| Jun 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
|
| Feb 2 - Oct 1 20% Septermber rentals excluding Labor Day - enter ... | |||
6148 Midnight Pass Rd 8SSiesta KeyIsland House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury apartment is part of Isl... |
Condo | 2 / 2 / 4 |
$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
|
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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