Siesta Key Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price
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

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

Island House Beach Resor 13N

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

Island House Beach Resort 10N

Siesta key
Island House Beach Resort - Siesta Key, Crescent Beach, Ground Floor unit! This unit is located at I...
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 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

Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, g...

Siesta Key
Gulf & Bay Club: Bayside, 2 BRs, Ground Floor, 2 pools, gym, tennis Just steps from the bay, our ne...
Condo 2 / 2 / 6

*
Online booking available

$125 - $350
Per Night

$650 - $2495
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 V39

Siesta Key
Island House Beach Resort, Siesta key, Crescent Beach!New improvements in 2014! 60" tv and ente...
Villa 2 / 2 / 6

$163 - $246
Per Night

$1141 - $1722
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

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

Island House Beach Resort 13S

Siesta Key
Enjoy the view of the white sand of Crescent Beach and the azure waters of the Gulf of Mexico from t...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
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 7 - Feb 1   20% off January rentals - enter promo code 20

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

$211 - $320
Per Night

$1477 - $2240
Per Week

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

Island House Beach Resort V6

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

$163 - $246
Per Night

$1141 - $1722
Per Week

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

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

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

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

$163 - $246
Per Night

$1141 - $1722
Per Week

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

Island House Beach Resort 14S

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

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

Island House Beach Resort V28

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Siesta Key Gulf and Bay 204C Beach Front, 3 pools, fitnes...

Siesta Key
Siesta Key Gulf and Bay 204C Beach Front, 3 pools, fitness room, spa, wifi Come vacation on the whi...
Condo 2 / 2 / 6

*
Online booking available

$563 - $1750
Per Week

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

Island House Beach Resort V10B

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

$137 - $212
Per Night

$959 - $1484
Per Week

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

Island House Beach Resort 11N

Siesta Key
Island House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is loca...
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
Per Week

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

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

$163 - $246
Per Night

$1141 - $1722
Per Week

Our House at the Beach 504W, 5th Floor, Gulf Views, with ...

Siesta Key
Our House at the Beach 504W, 5th Floor, Gulf Views, with Heated Pool, Tennis So what if you don?t h...
Condo 2 / 2 / 6

*
Online booking available

$186 - $350
Per Night

$795 - $2495
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

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

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

$192 - $287
Per Night

$1344 - $2009
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