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300+ stays

Stays in Siesta Key

Entire house
Beautiful Beachfront Siesta Key Home
8 guests3 bedrooms4 beds3 baths
PoolAir conditioningKitchenWifi
Price:$499 / night
SUPERHOST
Entire guest suite
Adorable studio close to Siesta beach!
3 guests1 bedroom2 beds1 bath
Air conditioningKitchenWifi
Includes cancellation flexibility
Price:$60 / night
SUPERHOST
Entire apartment
Beach & Pool Open! Beachfront Penthouse. Chairs!
5 guests2 bedrooms4 beds2 baths
PoolAir conditioningKitchenWifi
Price:$136 / night
Entire house
Siesta Key condo steps to the beach
6 guests2 bedrooms4 beds2 baths
PoolAir conditioningKitchenWifi
Price:$145 / night
Entire condominium
One Bedroom Across From Siesta Key Beach
4 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Price:$204 / night
SUPERHOST
Entire guest suite
Golden Oaks Suite
2 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Price:$49 / night
Entire apartment
Banana Cabana-Steps from the beach!!!
4 guests2 bedrooms2 beds2 baths
PoolAir conditioningKitchenWifi
Price:$259 / night
SUPERHOST
Entire condominium
BOHEMIAN CHIC Penthouse on Siesta Key!
5 guests2 bedrooms4 beds2 baths
PoolAir conditioningKitchenWifi
Price:$195 / night
Entire townhouse
Siesta Key Beach House with Private Beach Access
7 guests2 bedrooms4 beds2 baths
PoolAir conditioningKitchenWifi
Price:$137 / night
Entire bungalow
Serenity - Beachview
6 guests2 bedrooms4 beds1 bath
Air conditioningKitchenWifi
Price:$149 / night
Entire apartment
Perfect Loc in Siesta Key! 2 Bedroom 1 1/2 Bath
4 guests2 bedrooms3 beds1.5 baths
Air conditioningKitchenWifi
Includes cancellation flexibility
Price:$100 / night
SUPERHOST
Entire condominium
323 Canal Rd - Perfect Cozy Condo in the Heart of Siesta Key Village, a Block from Siesta Beach and Attractions
4 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$108 / night
SUPERHOST
Entire cottage
Capt's Siesta Cottage
5 guests1 bedroom1 bed1 bath
Air conditioningKitchenWifi
Price:$133 / night
SUPERHOST
Entire condominium
342B Canal Rd - Beautiful Condo Close to the Beach, Bars and Restaurants in the Siesta Key Village (Pet Friendly!!)
4 guests2 bedrooms3 beds2 baths
PoolAir conditioningKitchenWifi
Price:$108 / night
SUPERHOST
Private room
Pool Home, Close to Everything!
2 guests1 bedroom1 bed1 private bath
PoolAir conditioningKitchenWifi
Includes cancellation flexibility
Price:$60 / night
SUPERHOST
Entire apartment
Siesta Key Village Suite 1: a block to the beach!
3 guests1 bedroom1 bed1 bath
Air conditioningKitchenWifi
Price:$149 / night
SUPERHOST
Entire villa
Cleaner than home at Top Location on Siesta Key! Private Gate into Village!
10 guests3 bedrooms7 beds2 baths
Air conditioningKitchenWifi
Price:$160 / night
Entire guesthouse
Siesta Beach Cottage- 2 bdrm 1.7mi to beach w pool
6 guests2 bedrooms3 beds1 bath
PoolAir conditioningKitchenWifi
Includes cancellation flexibility
Price:$249 / night
Entire house
The Lookout, Breath Taking BeachView, 4Bed/6Bath!!
12 guests4 bedrooms6 beds6 baths
PoolAir conditioningKitchenWifi
Price:$539 / night
SUPERHOST
Entire apartment
Siesta Key Beach -Hide-A-Way Suite-
4 guests1 bedroom1 bed1 bath
PoolAir conditioningKitchenWifi
Price:$180 / night
61 80 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.