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Vacation Rentals & Beach Rentals in Siesta Key

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247 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

$290

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. 37 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$126

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

$174

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

$284

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

$239

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

$236

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

$255

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

$164

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

$236

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

$136

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

$159

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

$255

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

$131

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

$159

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

$239

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

$164

Sarasota House w/Backyard Oasis - 10 mins to Beach

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 0 minutes

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$296

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

$255

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$373

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

$136

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

$136

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

$239

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

$131

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

$239

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

$136

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

$276

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

$164

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

$239

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

$136

Firethorn 812 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

$136

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

$164

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

$239

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

$236

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

$225

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

$239

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

$276

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

$416

Chinaberry 443 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

$239

Viewing 38 of 247
rentals in Siesta Key

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