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Vacation Rentals & Beach Rentals in Siesta Key

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251 beach rentals

600 ft. to Shell Beach, Pool/Spa, Fire Pit, New & Custom Nantucket Style Home,

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$287

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

“Siesta sweet spot” Great value for location. Nice pool, visits with the manitees. Close to everything. This time of year ocean water was amazing

Responds fast! avg. 2 hours 37 minutes

Match: Private outdoor pool (unheated)

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Price per night from

$133

Fido Friendly, Saltwater Pool, Only 1 mile to SK Beach, Close to the Village, Sh

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$182

Canal Home on Siesta Key w/ Pool, Wifi, Renovated 1950 Style Sarasota School of

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$255

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Firethorn 320 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$224

Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

“Fantastic house close to everything” We stayed in Siesta key for the first week of November. This house was beautiful and equipped with everything you could ever need especially the heated pool and hot tub. we walked a block every evening to the village and every morning two blocks to the beach. Will book again for sure

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$331

Buttonwood 462 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$243

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$156

Firethorn 333 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$224

Firethorn 610 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Doveplum 623 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$151

Buttonwood 432 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$243

Firethorn 632 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$124

Doveplum 621 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$151

Chinaberry 413 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Chinaberry 953 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$156

Siesta Villa Soleil - Siesta Key's Premier Vacation Rental Villa

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 55 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$207

Buttonwood 477 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$243

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$398

Firethorn 513 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Firethorn 613 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Firethorn 514 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$124

Chinaberry 414 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Firethorn 611 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Doveplum 121 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$262

Chinaberry 921 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$156

Chinaberry 426 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Firethorn 712 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Firethorn 812 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$129

Chinaberry 912 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$156

Chinaberry 423 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Firethorn 332 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$224

Firethorn 311 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$213

Chinaberry 453 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$226

Doveplum 120 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$262

Doveplum 112 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

4 bedrooms / 3 bathrooms / sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$394

Viewing 38 of 251
rentals in Siesta Key

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