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300+ stays

Stays in Siesta Key

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SUPERHOST
Entire condominium in Siesta Key
Stroll to Siesta Beach from Serene Condo + 2 bikes
4 guests1 bedroom1 bed1 bath
PoolAir conditioningWifiKitchen
Rating 4.85 out of 5;131 reviews
Price:$ 159 / night
SUPERHOST
Entire bungalow in Sarasota
Mid Century Gem, west of the trail.
4 guests1 bedroom2 beds1 bath
Air conditioningWifiKitchen
Rating 4.88 out of 5;81 reviews
Price:$ 89 / night
SUPERHOST
Entire cottage in Siesta Key
Cozy Cottage on Siesta Key
5 guests2 bedrooms2 beds1 bath
Air conditioningWifiKitchen
Rating 4.90 out of 5;108 reviews
Price:$ 98 / night
SUPERHOST
Entire cottage in Siesta Key
Cottage on Siesta Key FL
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.89 out of 5;122 reviews
Price:$ 119 / night
Entire guesthouse in Sarasota
Siesta Beach Cottage- 2 bdrm 1.7mi to beach w pool
6 guests2 bedrooms3 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.73 out of 5;147 reviews
Price:$ 223 / night
Entire house in Siesta Key
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
13 guests4 bedrooms5 beds3 baths
PoolAir conditioningWifiKitchen
Rating 4.91 out of 5;11 reviews
Price:$ 745 / night
SUPERHOST
Entire house in Siesta Key
"Safe & Clean" Our Beach House
6 guests3 bedrooms4 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.81 out of 5;112 reviews
Price:$ 407 / night
SUPERHOST
Entire apartment in Siesta Key
Beach & Pool Open! Direct Beachfront. Sunset View!
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.92 out of 5;36 reviews
Price:$ 231 / night
Entire condominium in Siesta Key
Studio retreat on Siesta Key, steps to the beach
4 guests1 bedroom1 bed1 bath
Air conditioningWifiKitchen
Rating 4.33 out of 5;33 reviews
Price:$ 126 / night
SUPERHOST
Entire house in Siesta Key
Siesta Key, large family home.
10 guests4 bedrooms6 beds3 baths
PoolAir conditioningWifiKitchen
Rating 4.94 out of 5;34 reviews
Price:$ 400 / night
SUPERHOST
Entire condominium in Siesta Key
SIESTA KEY GROUND FLOOR CONDO ON TROLLEY LINE
4 guests2 bedrooms2 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.85 out of 5;54 reviews
Price:$ 100 / night
SUPERHOST
Entire condominium in Siesta Key
Beachfront Condo! Shown on HGTV! Renovated in 2018
4 guests1 bedroom2 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.88 out of 5;50 reviews
Price:$ 130 / night
SUPERHOST
Entire condominium in Siesta Key
Come to the Sea and Stay on the Key!
4 guests1 bedroom2 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.65 out of 5;122 reviews
Price:$ 127 / night
SUPERHOST
Entire condominium in Sarasota
5209B Calle Menorca - Amazing Pool or Siesta Key Beach? You Choose with this Perfectly Located Condo in Siesta Key Village
4 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 5.0 out of 5;24 reviews
Price:$ 216 / night
SUPERHOST
Entire condominium in Siesta Key
Siesta Key Condo Only Steps To Private Beach #307
8 guests2 bedrooms4 beds1.5 baths
PoolAir conditioningWifiKitchen
Rating 4.71 out of 5;77 reviews
Price:$ 132 / night
SUPERHOST
Entire condominium in Siesta Key
Siesta Key Condo w/Private Beach Access, Wifi Included, Heated Pool, Tennis & Boat Docks
6 guests2 bedrooms4 beds1.5 baths
PoolAir conditioningWifiKitchen
Rating 4.92 out of 5;36 reviews
Price:$ 121 / night
Entire guest suite in Sarasota
Siesta Suite at Moonbeam Manor
4 guests2 bedrooms3 beds1 bath
Air conditioningWifi
Rating 4.76 out of 5;147 reviews
Price:$ 105 / night
Entire cottage in Siesta Key
Cute Siesta Key Cottage across from beach access!!
4 guests2 bedrooms3 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.12 out of 5;84 reviews
Price:$ 264 / night
SUPERHOST
Entire condominium in Siesta Key
The Little Sandy! Your Perfect Beach Holiday!
6 guests2 bedrooms4 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.93 out of 5;81 reviews
Price:$ 232 / night
Entire condominium in Siesta Key
Steps to main beach, half mile to village
3 guests1 bedroom1 bed1 bath
Air conditioningWifiKitchen
Rating 4.59 out of 5;27 reviews
Price:$ 108 / night
1 20 of 300+ places to stay
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