Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Siesta Key Bay Tree #106, 2 BRs, 2 heated pools, spa, wif...

Siesta Key
Siesta Key Bay Tree #106, 2 BRs, 2 heated pools, spa, wifi, beach access Nestled on the southern ti...
Condo 2 / 2 / 6

*
Online booking available

$593 - $1750
Per Week

Feb 12 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 9S

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V36

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 12 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V22

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 1 1/2 bath v...
Villa 2 / 1.5 / 6

$155 - $1573
Per Night

$1085 - $1659
Per Week

Feb 14 - Feb 1   20% January rentals, enter promo code 20

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool...

Siesta Key
Siesta Dunes Beach 201, 2nd Floor, Spa, Large Heated Pool, Wifi Decked in pure tropical style, Sies...
Condo 2 / 2 / 6

*
Online booking available

$249 - $350
Per Night

$676 - $2495
Per Week

Feb 14 - Feb 1   20% January rentals, enter promo code 20

Island House Beach Resort V34

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 12 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 5S

Siesta Key
Spectacular view on Crescent Beach, Siesta Key florida. This 3rd floor unit is located directly on t...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V5

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 8 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 15S

Siesta Key
Island House Beach Resort! Crescent Beach, Siesta key Florida. This beautifully maintained complex i...
Condo 1 / 2 / 4

$192 - $287
Per Night

$1344 - $2009
Per Week

Feb 14 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V32

Siesta Key
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This lovely unit is approx. 1000 sq....
Villa 2 / 2 / 4

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 12 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V4

Siesta Key
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This lovely 2 bedroom, 1 bath villa...
Villa 2 / 1 / 6

$149 - $223
Per Night

$1043 - $1561
Per Week

Feb 12 - Feb 1   20% off January rentals - enter promo code 20

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Gulf and Bay Club 102B Beach Front, Luxury Ground Floor unit

Siesta Key
Love sunsets? How about white sand, plush beds, a choice of three pools, swans ... and a little shuf...
Condo 2 / 2 / 6

*
Online booking available

$563 - $1750
Per Week

Feb 14 - Feb 1   20% off January 2016 rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 5 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 16N

Siesta Key
Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive com...
Condo 2 / 2 / 6

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 4N

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 14 - Feb 1   20% off January rentals – enter promo code 20

Island House Beach Resort V13

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Feb 12 - Feb 1   20% off January rentals, enter promo code 20

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

$155 - $1573
Per Night

$1085 - $1659
Per Week

Feb 14 - Feb 1   20% January rentals – enter promo code 20

Island House Beach Resort 14N

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 12 - Feb 1   20% off January rentals, enter promo code 20

Island House Beach Resort V25

Siesta Key
Island House Beach Resort - Siesta key florida, Crescent Beach - This large 2 bedroom, 1 1/2 villa i...
Villa 2 / 1.5 / 6

$155 - $1573
Per Night

$1085 - $1659
Per Week

Jamaica Royale 91 Siesta Key Rental, heated pool, beach a...

Siesta Key
Jamaica Royale 91 Siesta Key Rental, heated pool, beach access,wifi How long does it take you to wa...
Condo 2 / 2 / 6

*
Online booking available

$125 - $350
Per Night

$650 - $2495
Per Week

Castaway Cove 3B, on lagoon near beach, Siesta Key

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

$125 - $250
Per Night

$450 - $1795
Per Week

Feb 14 - Feb 1   20% off January rentals - enter promo code 20

Island House Beach Resort 2N

Siesta Key
Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest p...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

Feb 7 - Feb 1   20% off January Rentals - use promo code 20

Island House Beach Resort 8S

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury, top-floor apartment is ...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
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.

More Getaway Locations and Properties