Holiday Condos in Siesta Key

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2,295 Holiday homes

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

from £221 / night

£1,548 - £2,687 / week

Walk to the beach from this adorable condo. Beachside. Perfect location.

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 45 minutes

from £85 / night

£1,393 / week

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

24

Responds fast! avg. 3 hours 28 minutes

from £137 / night

£885 - £1,499 / week

Jamaica Royale #92 on the #1 Beach in the USA!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 1 hour 46 minutes

from £222 / night

£1,551 / week

Walk to Siesta Key Beach, Wifi Included in this Private Villa, Heated Pool & Com

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from £168 / night

£737 - £1,424 / week

Quiet and Comfortable Condo Near Turtle Beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

5

Responds fast! avg. 2 hours 37 minutes

from £101 / night

£706 / week

Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

5

from £83 / night

£575 - £1,150 / week

Brand New, Walk to Beach, Wifi, Water view from patio, Heated Pool, On Trolley L

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £95 / night

£650 - £1,412 / week

Beachfront Getaway in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

Responds fast! avg. 2 hours 44 minutes

from £167 / night

£1,168 / week

Gulf Beach, Pool And Walk To Siesta Key Village

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

5

from £89 / night

£619 - £1,150 / week

Jamaica Royale #100-Peaceful Gulf Side Condo

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 2 hours 2 minutes

from £153 / night

£1,069 / week

2 Bedroom Beachfront Home on Siesta Beach!! Directly on the beach!! 47 Beach Rd

Siesta Key townhouse

2 bedrooms / 2 bathrooms / sleeps 4

from £186 / night

£1,296 / week

Sandy Toes Siesta Key Florida (6796)

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

23

Responds fast! avg. 1 hour 2 minutes

from £354 / night

£1,857 - £2,123 / week

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 3 hours 28 minutes

from £176 / night

£1,172 - £1,857 / week

Siesta Key Beach w/ Partial Gulf Views Across the Street, Renovated, Overlooks H

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 3 minutes

from £96 / night

£708 / week

Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 7 minutes

from £141 / night

£986 - £2,109 / week

Top Floor End Unit Directly Across the Street from Siesta Key public beach

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

3

from £113 / night

£795 / week

"Cottage by the Sea" 1 Bedroom/ 1 Bath Across From Beach!!- · 3031, 3032

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

1

from £132 / night

£923 / week

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

36

from £80 / night

£553 - £840 / week

Beautifully Renovated & Modern, Wifi, Harbor Towers, 3 bedroom with den

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

from £203 / night

£932 - £1,923 / week

Across the street from Siesta Key Beach, Gulf View, Pool, Tennis, Parking, Balco

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

from £196 / night

£1,001 - £2,158 / week

goldeneye luxury private family plantation house

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

from £247 / night

£1,728 / week

Crescent Beach Resort, Heated Pool, Jacuzzi, Tennis, Barbeques

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 2 hours 29 minutes

from £164 / night

£1,146 - £1,800 / week

Perfect Getaway-2Bedroom/2Bath Steps from Beach with Pool Access!!- La Estrella

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £176 / night

£1,232 / week

Siesta Key Condo w/Private Beach Access, Wifi Included, Heated Pool, Tennis & B

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

from £125 / night

£876 - £1,935 / week

Responds fast! avg. 3 minutes

from £121 / night

£734 - £1,471 / week

Sea Club II

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 5

1

from £70 / night

£489 / week

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

10

Responds fast! avg. 3 hours 38 minutes

from £190 / night

£1,322 - £2,127 / week

Seagrove

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

from £89 / night

£619 / week

The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from £185 / night

£1,294 / week

Luxury Villa, Sleeps 6 Comfortably Located on Siesta Key Beach, Sarasota Florida

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 2 hours 16 minutes

from £142 / night

£1,504 / week

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

20

Responds fast! avg. 53 minutes

from £124 / night

£867 / week

Holiday House 1

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

2

from £70 / night

£489 / week

Walk to Siesta Beach, Heated Pool, Wifi, Fido friendly, Renovated Ground Floor U

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from £115 / night

£669 - £1,470 / week

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

7

Responds fast! avg. 1 hour 44 minutes

from £133 / night

£929 / week

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

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 3 minutes

from £141 / night

£1,592 / week

3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from £159 / night

£1,108 / week

Complex on the Bay, Walk to Beaches, Wifi, Ground Floor, Renovated, Enclosed Pat

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from £95 / night

£664 / week

Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

21

Responds fast! avg. 2 hours 54 minutes

from £115 / night

£973 / week

Tiny House Siesta - Tiny Aqua Oasis- Tiny House that sleeps 6 comfortably

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

1

from £76 / night

£527 / week

Viewing 40 of 2,295
rentals in Siesta Key