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300+ stays

Stays in Siesta Key

Latest info about cancellations

For travel impacted by the coronavirus, we’re offering updated cancellation options to help guests and hosts during this difficult time.
Over 7,000 guest reviews for places to stay in Siesta Key, with an average of 4.8 out of 5 stars.
SUPERHOST
Entire condominium
Stroll to Siesta Beach from Serene Condo + 2 bikes
4 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Price:$69 / night
Entire condominium
Lido Key Beachfront - Celebrate the New Year!
4 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Includes cancellation flexibility
Price:$115 / night
Entire villa
Luxury Villa, Siesta Key Beach, Sarasota, Florida
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$160 / night
SUPERHOST
Entire cottage
Cottage on Siesta Key FL
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Includes cancellation flexibility
Price:$65 / night
Entire cottage
Cute Siesta Key Cottage across from beach access!!
4 guests2 bedrooms3 beds1 bath
PoolAir conditioningKitchenWifi
Price:$199 / night
SUPERHOST
Entire condominium
SK SOCIAL DISTANCE STUDIO W/ OPEN PRIVATE BEACH
3 guestsStudio2 beds1 bath
PoolAir conditioningWifi
Price:$150 / night
SUPERHOST
Entire cottage
Cozy Cottage on Siesta Key
5 guests2 bedrooms2 beds1 bath
Air conditioningKitchenWifi
Includes cancellation flexibility
Price:$89 / night
Entire condominium
2 bedroom BEACHFRONT condo at Jamaica Royale
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$229 / night
SUPERHOST
Entire condominium
5213A Calle Menorca - Pet Friendly Condo Conveniently Located in Siesta Key Village with Brand New Pool and Interior
4 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$108 / night
Entire townhouse
Beachfront Home on Siesta Beach with pool access
4 guests2 bedrooms2 beds2 baths
PoolAir conditioningKitchenWifi
Price:$279 / night
SUPERHOST
Entire condominium
SIESTA KEY GROUND FLOOR CONDO ON TROLLEY LINE
4 guests2 bedrooms2 beds1 bath
PoolAir conditioningKitchenWifi
Includes cancellation flexibility
Price:$89 / night
SUPERHOST
Entire condominium
Beachfront Condo! Shown on HGTV! Renovated in 2018
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
Price:$100 / night
Entire villa
Beautiful property on Siesta Key from bay to beach
4 guests2 bedrooms3 beds2.5 baths
PoolAir conditioningKitchenWifi
Price:$100 / night
SUPERHOST
Entire condominium
SIESTA KEY BEACH ACROSS THE STREET IDEAL LOCATION
4 guests1 bedroom2 beds1.5 baths
PoolAir conditioningKitchenWifi
Price:$135 / night
SUPERHOST
Entire bungalow
Mid Century Gem, west of the trail.
4 guests1 bedroom2 beds1 bath
Air conditioningKitchenWifi
Includes cancellation flexibility
Price:$99 / night
SUPERHOST
Entire apartment
Beach & Pool Open! Direct Beachfront. Sunset View!
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$140 / night
SUPERHOST
Entire condominium
Bright and Beachy - Steps to the Water!
7 guests2 bedrooms3 beds1 bath
PoolAir conditioningKitchenWifi
Price:$125 / night
SUPERHOST
Entire condominium
Siesta Key Condo with 2 QUEEN BEDS, Walk to Beach
4 guests1 bedroom2 beds1 bath
PoolAir conditioningKitchenWifi
Price:$99 / night
Hotel room
The Siesta Key
4 guests1 bedroom3 beds1 bath
PoolAir conditioningWifi
Price:$141 / night
SUPERHOST
Entire apartment
Beach & Pool Open! Beachfront View All Rooms
5 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$122 / night
1 20 of 300+ places to stay
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