Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Island House Beach Resort 1S

Siesta key
DIRECT GULF FRONT, GROUND FLOOR! Siesta Key, Crescent Beach This unit is located in our southwest bu...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Island House Beach Resort V1

Siesta Key
This Unit is located at Island House Beach Resort on the beautiful Crescent Beach in Siesta Key Flor...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Island House Beach Resort V40B

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. The 2 bedroom, 1 bath villa is 1000 ...
Villa 2 / 1 / 4

$139 - $212
Per Night

$973 - $1484
Per Week

Gulf & Bay Club: Bayside, 2 Bedrooms, Ground Floor, 2 Poo...

Siesta Key
Just steps from the bay, our newly remodeled condo in a gated Key West-style community is the perfec...
Condo 2 / 2 / 6

*
Online booking available

$175 - $550
Per Night

$795 - $2495
Per Week

Island House Beach Resort V9

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Beach Place Unit B, 2 Bedrooms, Gulf Front, Ground Floor,...

Siesta Key
Located on what is often described as “the most beautiful beach in America”, Beach Place #B is a gro...
Condo 2 / 2 / 4

*
Online booking available

$200 - $600
Per Night

$895 - $2695
Per Week

Island House Beach Resort V7

Siesta Key
Island House Beach Resort, Crescent Beach, Siesta Key Florida! Newly renovated 2 bedroom, 2 bath uni...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Island House Beach Resort 10S

Siesta Key
Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Gulf and Bay Club 701C, 2 Bedroom, Corner Penthouse, 3 Po...

Siesta Key
Roll into the lap of luxury and enjoy a Penthouse corner unit with southern exposure. Siesta Key Gul...
Condo 2 / 2 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Island House Beach Resort 6S

Siesta Key
Island House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, Kin...
Condo 1 / 2 / 4

$194 - $290
Per Night

$1358 - $2030
Per Week

Island House Beach Resort V8

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach. This bright spacious villa is approx...
Villa 2 / 1.5 / 6

$157 - $240
Per Night

$1099 - $1680
Per Week

Harbor Towers Yacht & Racquet 324, 1 Bedroom, Heated Pool...

Siesta Key
Harbor Towers 324 is a cozy 1 bedroom/ 1 bath Siesta Key condo that sleeps 2-4. Guests will feel rig...
Condo 1 / 1 / 4

*
Online booking available

$125 - $400
Per Night

$595 - $1995
Per Week

Island House Beach Resort V2

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This NEWLY REMODELED, 2 bedrooms, 2...
Villa 2 / 2 / 4

$165 - $248
Per Night

$1155 - $1736
Per Week

Island House Beach Resort V15

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This attractive 2 bedroom, 2 bath vil...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Island House Beach Resort V39

Siesta Key
Island House Beach Resort, Siesta key, Crescent Beach!New improvements in 2014! 60" tv and ente...
Villa 2 / 2 / 4

$165 - $248
Per Night

$1155 - $1736
Per Week

Gulf and Bay Club 108D, 2 Bedroom, Beach Front, Ground Fl...

Siesta Key
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...
Condo 2 / 2 / 4

*
Online booking available

Contact
Owner
Directly
For Rates

Island House Beach Resort 18S

Siesta Key
Island House Beach Resort, Siesta Key Florida! This is a newly fully renovated one-bedroom, two-bath...
Condo 1 / 2 / 6

$194 - $290
Per Night

$1358 - $2030
Per Week

Siesta Key Bay Tree 106, 2 Bedrooms, 2 Heated Pools, Spa,...

Siesta Key
Nestled on the southern tip of Siesta Key is our ground-floor condo, Bay Tree Club 106. Located in a...
Condo 2 / 2 / 4

*
Online booking available

$150 - $200
Per Night

$650 - $650
Per Week

Island House Beach Resort 2S

Siesta Key
Island House Beach Resort!!Ground Floor, Crescent Beach, Siesta Key Florida. This beautifully mainta...
Condo 2 / 2 / 6

$213 - $323
Per Night

$1491 - $2261
Per Week

Island House Beach Resort V17

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa...
Villa 2 / 2 / 4

$165 - $248
Per Night

$1155 - $1736
Per Week

Castaway Cove 3B, 2 Bedrooms, Lagoon View, Wifi, Sleeps 5

Siesta Key
With beautiful lagoon views from both the big lanai and the master bedroom, our condo at Castaway Co...
Condo 2 / 2 / 5

*
Online booking available

$100 - $303
Per Night

$495 - $1695
Per Week

Siesta Key Excelsior 107, 2 Bedroom, 1st Floor, Heated Po...

Siesta Key
With 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

$175 - $440
Per Night

$750 - $2200
Per Week

Island House Beach Resort V35

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit ...
Villa 2 / 2 / 6

$165 - $248
Per Night

$1155 - $1736
Per Week

Island House Beach Resort V40A

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. Completly remodeled January 2011!! T...
Villa 2 / 2 / 4

$153 - $232
Per Night

$1071 - $1624
Per Week

Island House Beach Resort 4N

Siesta Key
Island House Beach Resort - Siesta Key Florida - Crescent Beach. This beautifully maintained complex...
Condo 2 / 2 / 6

$213 - $323
Per Night

$1491 - $2261
Per Week

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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