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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 5101 reviews
Stroll to Siesta Beach from Serene Condo + 2 bikes
4 guests · 1 bedroom · 1 bed · 1 bath
Pool · Kitchen · Air conditioning · Wifi
Price:$85 / night
Entire apartment
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
Price:$79 / night
SUPERHOST
Entire bungalow
Rating 4.88 out of 576 reviews
Mid Century Gem, west of the trail.
4 guests · 1 bedroom · 2 beds · 1 bath
Kitchen · Air conditioning · Wifi
Price:$79 / night
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
Price:$110 / night
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
Price:$149 / night
Entire condominium
Rating 4.40 out of 525 reviews
Studio retreat on Siesta Key, steps to the beach
4 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Air conditioning · Wifi
Price:$94 / night
Entire condominium
Rating 4.54 out of 524 reviews
Steps to main beach, half mile to village
3 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Air conditioning · Wifi
Price:$84 / night
SUPERHOST
Entire loft
Rating 4.95 out of 5209 reviews
Stunning Tropical Studio Next to Siesta K Beaches!
2 guests · 1 bedroom · 1 bed · 1 bath
Air conditioning · Wifi
Price:$99 / night
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
Price:$250 / night
Entire house
Rating 4.35 out of 575 reviews
Best Spot on Siesta Key Beach-Walk to EVERYTHING!
2 guests · 1 bedroom · 1 bed · 1 bath
Kitchen · Air conditioning · Wifi
Price:$120 / night
Entire apartment
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
Price:$136 / night
SUPERHOST
Private room
Rating 4.81 out of 5169 reviews
Home n Buggie!MINI conv avail,OWN ENT MBR 1 Mi SK
4 guests · 1 bedroom · 2 beds · 1 private bath
Kitchen · Air conditioning · Wifi
Price:$39 / night
SUPERHOST
Entire apartment
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
Price:$144 / night
SUPERHOST
Entire apartment
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
Price:$89 / night
Entire condominium
Midnight Cove #532, Bayside in Siesta Key, FL
4 guests · 2 bedrooms · 3 beds · 1.5 baths
Pool · Kitchen · Air conditioning
Price:$79 / night

Introducing Airbnb Adventures

Multi-day trips led by local experts—activities, meals, and stays included
Entire house
Rating 4.45 out of 566 reviews
Walk to EVERYTHING!-#1 Spot on Siesta Key Beach
6 guests · 1 bedroom · 3 beds · 1 bath
Kitchen · Air conditioning · Wifi
Price:$185 / night
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
Price:$89 / night
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
Price:$79 / night
1 18 of 300+ Rentals
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