Siesta Key Vacation Rental Getaways
Featured Properties
| Sort by: | Type | BR/BA/Sleeps | Price |
|---|---|---|---|
Castaway Cove 3B, on lagoon near beach, pet friendly, Sie...Siesta KeyOverlooking Blind Pass Lagoon just a few blocks to Turtle Beach is our Siesta Key condo, Castaway Co... |
Condo | 2 / 2 / 5 |
* Online booking available
$95 -
$250
|
Aloha Kai 50 Siesta Key Florida with heated pool & beach ...Siesta KeyAloha Kai is a 5 acre Oceanside (Gulfside) vacation retreat tucked away on the powder sand shores of... |
Condo | 2 / 2 / 6 |
* Online booking available
$95 -
$250
|
Our House at the Beach 504, 5th Floor, Gulf Views, with H...Siesta KeyJust steps from a private walkway to the beach, our townhouse overlooking the beach Siesta Key is th... |
Condo | 2 / 2 / 6 |
* Online booking available
$114 -
$166
|
Siesta Key Our House at the Beach 222, with Heated Pool, ...Siesta KeyJust steps from a private walkway to the beach, our townhouse overlooking the lake at Siesta Key is ... |
Condo | 2 / 2 / 4 |
* Online booking available
$114 -
$166
|
Jamaica Royale 91 Siesta Key Rental, heated pool, beach a...Siesta KeyFeaturing new living room furniture, and tile floors - life at this condo is luxe. Sleeping 6 people... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Large Heate...Siesta KeyDecked in tropical style, Siesta Dunes 104 is an ideal choice for families to spend their daytime ho... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
Siesta Dunes Beach 38A, Gulf Side 2 BRs, Large Heated Poo...Siesta KeyAn idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dun... |
Condo | 2 / 2 / 6 |
* Online booking available
$119 -
$350
|
Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool...Siesta KeyDecked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for ... |
Condo | 2 / 2 / 6 |
* Online booking available
$125 -
$350
|
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
|
Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...Siesta KeyThe moment you arrive at Gulf & Bay Bayside, you?ll appreciate the beauty, serenity, and charm of th... |
Condo | 2 / 2 / 6 |
* Online booking available
$125 -
$350
|
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
|
House of Sun 307 Siesta Key, Large Heated Pool, Gulf View...Siesta KeySiesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated a... |
Condo | 2 / 2 / 6 |
* Online booking available
$146 -
$450
|
| 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
|
| May 18 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Road V4Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa... |
Villa | 2 / 1 / 6 |
$146 -
$218
|
| 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
|
| May 30 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V34Siesta KeyIsland House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath vi... |
Villa | 2 / 2 / 4 |
$152 -
$232
|
| Apr 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V25Siesta KeyIsland House Beach Resort - Siesta key florida, Crescent Beach - This large villa is appox. 1000 sq.... |
Villa | 2 / 2 / 6 |
$152 -
$232
|
| Mar 7 - Oct 1 20% September rentals excluding Labor Day, enter pr ... | |||
6150 Midnight Pass Rd V22Siesta KeyIsland House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath v... |
Villa | 2 / 2 / 6 |
$152 -
$232
|
| 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 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
|
| 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
|
| 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 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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