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Over 7,000 guest reviews for places to stay in Siesta Key, with an average of 4.8 out of 5 stars.

300+ places to stay

SUPERHOST
Entire condominium
Rating 4.85 out of 5100 reviews
Stroll to Siesta Beach from Serene Condo + 2 bikes
4 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Entire flat
Rating 4.63 out of 5115 reviews
Siesta Key Zen Den- Relax and Recharge Poolside!
2 guests · 1 bedroom · 3 beds · 1 bath
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire condominium
Rating 4.98 out of 565 reviews
Siesta key getaway!
2 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Entire cottage
Rating 4.18 out of 580 reviews
Cute Siesta Key Cottage across from beach access!!
4 guests · 2 bedrooms · 3 beds · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Entire condominium
Rating 4.78 out of 59 reviews
2 bedroom BEACHFRONT condo at Jamaica Royale
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
Entire flat
Rating 4.68 out of 585 reviews
Siesta Key Beach - Hibiscus Suite -
4 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Entire condominium
Midnight Cove #532, Bayside in Siesta Key, FL
4 guests · 2 bedrooms · 3 beds · 1.5 baths
Pool · Kitchen · Air conditioning
SUPERHOST
Entire flat
Rating 4.93 out of 528 reviews
⭐ Full beachfront. Gulf View, Sunsets, Pool,Chairs
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire flat
Rating 4.75 out of 563 reviews
POOL 1 Bed Sea horse Walk to beach SPECIALS
2 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Entire condominium
Affordable Paradise-Walk to Downtown Sarasota! 708
4 guests · 2 bedrooms · 2 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
Entire cottage
Rating 4.88 out of 5113 reviews
Cottage on Siesta Key FL
6 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
Entire house
Rating 4.90 out of 510 reviews
4 Bedroom/ 4 Bath Beach House-Directly on Beach!
13 guests · 4 bedrooms · 5 beds · 3 baths
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire condominium
Rating 4.88 out of 526 reviews
Siesta Key Condo with 2 QUEEN BEDS, Walk to Beach
4 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire flat
Rating 4.89 out of 527 reviews
⭐ Beachfront condo. Gulf Views! Pool, Beach Chairs
5 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
Entire condominium
Rating 4.68 out of 5104 reviews
Beautiful Siesta Key Condo at Sea Club II
4 guests · 2 bedrooms · 3 beds · 1 bath
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire condominium
Rating 4.88 out of 541 reviews
Beachfront Condo! Shown on HGTV! Renovated in 2018
4 guests · 1 bedroom · 2 beds · 1 bath
Pool · Kitchen · Air conditioning · Wifi
SUPERHOST
Entire condominium
Rating 5.0 out of 513 reviews
5209B Calle Menorca - Amazing Pool or Siesta Key Beach? You Choose with this Perfectly Located Condo in Siesta Key Village
4 guests · 2 bedrooms · 3 beds · 2 baths
Pool · Kitchen · Air conditioning · Wifi
Hotel room
Rating 4.83 out of 56 reviews
The Siesta Key
4 guests · 1 bedroom · 3 beds · 1 bath
Pool · Air conditioning · Wifi
118 of 300+ Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.