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

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

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

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

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 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

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

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

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

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

Island House Beach Resort V21

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

$160 - $246
Per Night

$1120 - $1722
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

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

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

$160 - $246
Per Night

$1120 - $1722
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

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

Island House Beach Resort 7N

Siesta Key
DIRECT GULF FRONT!! 2 Bedrooms, 2 bathrooms at Island House Beach Resort.4th Floor unit. The unit is...
Condo 2 / 2 / 6

$206 - $320
Per Night

$1442 - $2240
Per Week

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

Island House Beach Resort V10A

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

$151 - $232
Per Night

$1060 - $1624
Per Week

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

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

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

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

$187 - $287
Per Night

$1309 - $2009
Per Week

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

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

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

Island House Beach Resort V18

Siesta Key
Island House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on ...
Villa 2 / 2 / 6

$163 - $246
Per Night

$1141 - $1722
Per Week

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

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

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

Island House Beach Resort 3N

Siesta Key
Island House Beach Resort!! Crescent Beach, Siesta Key Florida! Direct Gulf Front - Panoramic Views....
Condo 2 / 2 / 4

$211 - $320
Per Night

$1477 - $2240
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

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

Island House Beach Resort 11S

Siesta Key
Island House Beach Resort - Siesta Key, Crescent Beach. This luxury apartment is located on 280 ft. ...
Condo 2 / 2 / 4

$206 - $320
Per Night

$1442 - $2240
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

House of Sun 307 Siesta Key, Large Heated Pool, Gulf View...

Siesta Key
House of Sun 307 Siesta Key, Large Heated Pool, Gulf View, Wifi Siesta Key Florida House of Sun 307...
Condo 2 / 2 / 6

*
Online booking available

$150 - $450
Per Night

$749 - $2295
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