Search resultsOver 1,000 homes

Townhouse in Sarasota
Luxury Townhome with Ocean Views
5 beds
Dec 8 – 15
$244 per night
Apartment in Siesta Key
Location! Siesta Key Beach- walk to everything.
1 bed
Dec 1 – 6
$99 per night
Condo in Siesta Key
Siesta Key Beach Front Condo
3 beds
Dec 1 – 8
$149 per night, originally $199
Superhost
Home in Siesta Key
Tropical Paradise
4 beds
Dec 1 – 6
$534 per night, originally $672
Superhost
Home in Siesta Key
Siesta Beach House
2 beds
Dec 1 – 6
$250 per night
Home in Siesta Key
Stunning 4Bed with Pool/Beach and Boat Dock Access
6 beds
Dec 4 – 10
$379 per night
Apartment in Siesta Key
Sunset Beach 1 Bedroom with Pool!
1 queen bed
Dec 9 – 14
$145 per night, originally $225
Superhost
Condo in Siesta Key
1 Bed Cottage, Dedicated Parking Spot Beach Access
1 queen bed
Dec 11 – 16
$269 per night
Superhost
Home in Siesta Key
🔥 Pink 1 🐠TOP-1 Steps to Beach + Pet-Friendly
6 beds
Dec 4 – 9
$225 per night, originally $568
Superhost
Apartment in Siesta Key
Oceanside 603 1BR
2 beds
Dec 2 – 7
$201 per night
Superhost
Condo in Siesta Key
Shore Enough
2 beds
Apr 1 – 8
$242 per night
Superhost
Condo in Siesta Key
Siesta Key, Just Steps from Beach & Village
3 beds
Dec 5 – 11
$275 per night
Superhost
Home in Siesta Key
[modern beach bungalow] private yard & patio
3 beds
Dec 5 – 10
$148 per night, originally $275
Superhost
Home in Siesta Key
Spacious 1 Bedroom close to Siesta Key Beach
1 king bed
Dec 17 – 23
$235 per night
Superhost
Guesthouse in Siesta Key
[Contemporary Guest House] on Siesta Key
2 beds
Dec 1 – 8
$129 per night, originally $157
Superhost
Condo in Siesta Key
1. Be safe. 2. Be near beach and town. 3. Be here!
4 beds
Dec 1 – 7
$285 per night
Superhost
Condo in Siesta Key
Million Dollar Location Budget Friendly Price
1 king bed
Dec 1 – 6
$168 per night
Cottage in Siesta Key
Heated Pool, 4 Houses to Beach
2 beds
Dec 9 – 16
$306 per night
Superhost
Home in Siesta Key
*** NEW *** Location, Location, Location! On the BEACH, Walk to VILLAGE
4 beds
Dec 10 – 17
$351 per night
Cottage in Siesta Key
Siesta Key Cozy Cottage across from the beach!
1 queen bed
Dec 9 – 14
$199 per night
Superhost