Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Oct 4 - Feb 1   20% January rentals, enter promo code 1234

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

Oct 5 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V38

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Oct 4 - Feb 1   20% January rentals – enter promo code 1234

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

Mar 27 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 9N

Siesta Key
Island House Beach Resort! Siesta Key Florida, Crescent Beach. Ground floor unit. This 2 bedroom, 2 ...
Condo 2 / 2 / 6

$211 - $320
Per Night

$1477 - $2240
Per Week

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

$648 - $1499
Per Week

Oct 7 - Feb 1   20% January rentals – enter promo code 1234

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

$160 - $246
Per Night

$1120 - $1722
Per Week

Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa,...

Siesta Key
Siesta Key Excelsior 107, 1st Floor, 2 heated pools, spa, wifi, beach access With the Bay in back a...
Condo 2 / 2 / 6

*
Online booking available

$648 - $1499
Per Week

Siesta Key Palm and Bay Club G88 tower rental, Siesta Key...

Siesta Key
Siesta Key Palm and Bay Club G88 tower rental, Siesta Key Florida Take to the water or stick to the...
Condo 1 / 1 / 4

*
Online booking available

$125 - $400
Per Night

$695 - $2195
Per Week

Apr 1 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 4N

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Oct 9 - Feb 1   20% January rentals, enter promo code 1234

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 / 6

$160 - $246
Per Night

$1120 - $1722
Per Week

Oct 12 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V37

Siesta Key
Island House Beach Resort- Siesta Key Florida, Crescent Beach - The lovely villa is located on the w...
Villa 2 / 2 / 6

$160 - $246
Per Night

$1120 - $1722
Per Week

Mar 29 - Feb 1   20% January rentals – enter promo code 1234

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

Jul 29 - Feb 1   20% off January rentals - enter promo code 1234

Island House Beach Resort 12S

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

$211 - $320
Per Night

$1477 - $2240
Per Week

Mar 29 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 4S

Siesta Key
Island House Beach Resort - Crescent Beach, Siesta Key Florida. 2nd Floor unit, 2 bedrooms, 2 baths....
Condo 2 / 2 / 6

$211 - $320
Per Night

$1477 - $2240
Per Week

Oct 4 - Feb 1   20% January rentals, enter promo code 1234

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 / 2 / 6

$152 - $237
Per Night

$1064 - $1659
Per Week

Mar 30 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V25

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

$155 - $237
Per Night

$1085 - $1659
Per Week

Mar 27 - Feb 1   20% off January rentals - enter promo code 1234

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Mar 29 - Feb 1   20% off January Rentals - Use promo code 1234

Island House Beach Resort 8S

Siesta Key
Island House Beach Resort! Siesta Key Florida - Crescent Beach. This luxury apartment is part of Isl...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
Per Week

Apr 3 - Feb 1   20% off January rentals - enter promo code 1234

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Mar 27 - Feb 1   20% January rentals - enter promo code 12345

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

$206 - $320
Per Night

$1442 - $2240
Per Week

Sep 30 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort V11

Siesta Key
Island House Beach Resort - Siesta Key Florida - Crescent Beach - This 2 bedroom, 2 bath villa is 10...
Villa 2 / 2 / 6

$163 - $246
Per Night

$1141 - $1722
Per Week

Apr 1 - Feb 1   20% January rentals - enter promo code 1234

Island House Beach Resort 3S

Siesta Key
Island House Beach Resort, Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views! ...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Large Heate...

Siesta Key
Siesta Dunes Beach 104, Siesta Key Gulf, Spa, Large Heated Pool, Wifi Decked in pure tropical style...
Condo 2 / 2 / 6

*
Online booking available

$125 - $350
Per Night

$624 - $1795
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

$590 - $1750
Per Week

Apr 3 - Feb 1   20% January rentals, enter promo code 1234

Island House Beach Resort V23

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

$163 - $246
Per Night

$1141 - $1722
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