Updating
Relevance
Price low to high
Price high to low
Reviews
2,332 Holiday homes
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 5
Responds fast! avg. 3 hours 33 minutes
from £136 / night
£873 - £1,479 / week
Payment Protection
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 £219 / night
£1,527 - £3,084 / week
Payment Protection
Remodeled 2br 2ba with private patio, beautiful water views, walk to #1 beach
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
from £81 / night
£567 - £1,135 / week
Payment Protection
Responds fast! avg. 3 hours 6 minutes
from £100 / night
£697 / week
Payment Protection
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 £94 / night
£617 - £1,332 / week
Payment Protection
Walk to the beach from this adorable condo. Beachside. Perfect location.
Siesta Key house
1 bedroom / 1 bathroom / sleeps 2
Responds fast! avg. 49 minutes
from £84 / night
£1,374 / week
Payment Protection
"Cottage by the Sea" 1 Bedroom/ 1 Bath Across From Beach!!- · 3031, 3032
Siesta Key cottage
1 bedroom / 1 bathroom / sleeps 4
from £130 / night
£910 / week
Payment Protection
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 £193 / night
£987 - £1,873 / week
Payment Protection
Responds fast! avg. 1 hour 2 minutes
from £349 / night
£1,832 - £2,094 / week
Payment Protection
Jamaica Royale #92 on the #1 Beach in the USA!
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 1 hour 35 minutes
from £219 / night
£1,533 / week
Payment Protection
Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment
Siesta Key apartment
3 bedrooms / 2 bathrooms / sleeps 7
Responds fast! avg. 3 hours 33 minutes
from £174 / night
£1,156 - £1,832 / week
Payment Protection
2 Bedroom Beachfront Home on Siesta Beach!! Directly on the beach!! 47 Beach Rd
Siesta Key townhouse
2 bedrooms / 2 bathrooms / sleeps 4
from £183 / night
£1,280 / week
Payment Protection
3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada
Siesta Key apartment
3 bedrooms / 2 bathrooms / sleeps 8
from £157 / night
£1,094 / week
Payment Protection
Sea Shell Condo-Right On Crescent Beach-Siesta Key
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 8 minutes
from £187 / night
£1,305 - £2,011 / week
Payment Protection
from £88 / night
£611 / week
Payment Protection
from £79 / night
£524 - £829 / week
Payment Protection
Top Floor End Unit Directly Across the Street from Siesta Key public beach
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 6
from £112 / night
£786 / week
Payment Protection
Responds fast! avg. 2 hours 42 minutes
from £164 / night
£1,148 / week
Payment Protection
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 £165 / night
£690 - £1,222 / week
Payment Protection
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
from £194 / night
£1,402 - £1,634 / week
Payment Protection
Gorgeous Direct gulf Front 2 Bedroom Condo on Siesta Keys... JUST REMODELLED
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 3 minutes
from £139 / night
£973 - £2,081 / week
Payment Protection
LJ's "Rustic Cottage"-- 2 Bedroom/ 2 Bath Steps From The Sand With Pool Access!!
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 8
from £139 / night
£971 / week
Payment Protection
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 £94 / night
£639 - £676 / week
Payment Protection
Responds fast! avg. 2 hours 34 minutes
from £148 / night
£1,032 / week
Payment Protection
Perfect Getaway-2Bedroom/2Bath Steps from Beach with Pool Access!!- La Estrella
Siesta Key villa
2 bedrooms / 2 bathrooms / sleeps 6
from £174 / night
£1,216 / week
Payment Protection
Gulf Beach, Pool And Walk To Siesta Key Village
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
from £88 / night
£611 - £1,135 / week
Payment Protection
Siesta Key Beach w/ Partial Gulf Views Across the Street, Renovated, Overlooks H
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 minutes
from £95 / night
£698 - £1,545 / week
Payment Protection
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 £200 / night
£865 - £1,671 / week
Payment Protection
5 Bedroom Beachfront Home on Siesta Beach!! 49 Beach Rd
Siesta Key house
5 bedrooms / 3 bathrooms / sleeps 10
from £515 / night
£3,603 / week
Payment Protection
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 £123 / night
£798 - £1,836 / week
Payment Protection
Crescent Beach Resort, Heated Pool, Jacuzzi, Tennis, Barbeques
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 29 minutes
from £162 / night
£1,130 - £1,776 / week
Payment Protection
The Perfect 2Bedroom/2Bath Steps Away From Siesta Key Beach- BiancoSands
Siesta Key villa
2 bedrooms / 2 bathrooms / sleeps 6
from £183 / night
£1,277 / week
Payment Protection
Siesta Key - 2bdrm on the beach - amazing views!!
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 1 hour 5 minutes
from £312 / night
£2,181 / week
Payment Protection
from £69 / night
£483 / week
Payment Protection
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 £113 / night
£645 - £1,268 / week
Payment Protection
goldeneye luxury private family plantation house
Siesta Key house
3 bedrooms / 2 bathrooms / sleeps 6
from £243 / night
£1,702 / week
Payment Protection
Responds fast! avg. 1 hour 43 minutes
from £109 / night
£764 / week
Payment Protection
Chinaberry 942 at Midnight Cove Siesta Key, FL.
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
from £119 / night
£835 - £1,600 / 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
Responds fast! avg. 3 minutes
from £139 / night
£1,571 / week
Payment Protection
Beautiful, Affordable Close to famous Siesta Beach
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 2 hours 5 minutes
from £124 / night
£868 / week
Payment Protection