Siesta Key Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$150 - $225
Per Night

$1050 - $1575
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

Apr 2 - Jan 31   20% off January 2017 stays – enter promo code 2017

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

$139 - $216
Per Night

$973 - $1512
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

$114 - $550
Per Night

$795 - $2495
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$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 Unit B is a...
Condo 2 / 2 / 4

*
Online booking available

$142 - $500
Per Night

$995 - $2495
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

Apr 2 - Jan 31   20% off January 2017 stays - enter promo code 2017

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

$165 - $248
Per Night

$1155 - $1736
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

$213 - $323
Per Night

$1491 - $2261
Per Week

Apr 2 - Jan 31   20% January 2017 stays, enter promo code 2017

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

Excelsior 107, 2 Bedroom, 1st Floor, Heated Pools, Spa, S...

Siesta Key
14 day minimum stay required. With the Bay in back and the Gulf in front, our condo at Excelsior 107...
Condo 2 / 2 / 6

*
Online booking available

$107 - $400
Per Night

$750 - $2420
Per Week

Apr 2 - Jan 31   20% off January 2017 stays – enter promo code 2017

Island House Beach Resort V16

Siesta Key
Island House Beach Resort! Siesta Key, Florida, Crescent Beach. This large 2 bedrooms, 2 bath unit i...
Villa 2 / 2 / 5

$165 - $248
Per Night

$1155 - $1736
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

$93 - $277
Per Night

$546 - $1749
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

Island House Beach Resort 16N

Siesta Key
Island House Beach Resort! Newly remodeled!! Crescent Beach, Siesta Key Florida! This attractive com...
Condo 2 / 2 / 4

$213 - $323
Per Night

$1491 - $2261
Per Week

Siesta Dunes Beach 201, 2 Bedrooms, Large Heated Pool, Sp...

Siesta Key
Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for ...
Condo 2 / 2 / 6

*
Online booking available

$114 - $550
Per Night

$668 - $2495
Per Week

Apr 2 - Jan 31   20% off January 2017 stays, enter promo code 2017

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

$165 - $248
Per Night

$1155 - $1736
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

$213 - $323
Per Night

$1491 - $2261
Per Week

Mar 13 - Jan 31   20% off January stays enter promo code 2017

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

$213 - $323
Per Night

$1491 - $2261
Per Week

Our House at the Beach 222, 2 Bedroom, Heated Pool, Tenni...

Siesta Key
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, wit...
Condo 2 / 2 / 4

*
Online booking available

$114 - $550
Per Night

$668 - $2495
Per Week

Mar 13 - Jan 31   20% off January stays - enter promo code 2017

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

$194 - $290
Per Night

$1358 - $2030
Per Week

Mar 13 - Jan 31   20% off January stays – enter promo code 2017

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

Gulf and Bay Club 305C, 2 Bedrooms, 3 pools, Gym, Spa, Wi...

Siesta Key
Roll into the lap of luxury and enjoy a unit that’s still sparkling new. Siesta Key Gulf and Bay Clu...
Condo 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

Jamaica Royale 91, 2 Bedrooms, 3 Heated Pools, Wifi, Slee...

Siesta Key
How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Bea...
Condo 2 / 2 / 6

*
Online booking available

$99 - $450
Per Night

$668 - $2195
Per Week

Casa de Mariposa 5540, 3 Bedroom, Gulfview, Elevator, Hea...

Siesta Key
Casa de Mariposa is a beautifully designed 3 bedroom, 3 bathroom home with southern exposure, a heat...
Home 3 / 3 / 8

*
Online booking available

$286 - $800
Per Night

$1680 - $4000
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