House holiday rentals in Siesta Key
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Top-rated house rentals in Siesta Key
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Siesta Key
House rentals with a pool
Home in Sarasota
4.97 out of 5 average rating, 113 reviewsGorgeous Home / Heated Pool and Spa
Home in Sarasota
4.9 out of 5 average rating, 128 reviewsCottage On Bay (private backyard, near beaches)
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Home in Siesta Key
4.87 out of 5 average rating, 119 reviews"Safe & Clean" Palm Oasis - Relax in comfort!
Home in Sarasota
4.94 out of 5 average rating, 159 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Home in Sarasota
4.87 out of 5 average rating, 135 reviews5 minutes to private Siesta Key Beach + 2 pools
Home in Sarasota
4.98 out of 5 average rating, 131 reviewsNew remodel- 150 Yds to Beach and Restaurants!
Home in Siesta Key
5.0 out of 5 average rating, 47 reviewsCoolest House in Siesta Key Village
Weekly house rentals
Home in Sarasota
4.95 out of 5 average rating, 131 reviewsRanch 2 blocks from Sarasota Bay
Home in Sarasota
4.9 out of 5 average rating, 110 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Home in Sarasota
4.85 out of 5 average rating, 123 reviewsBeneva Beach House
Home in Sarasota
5.0 out of 5 average rating, 33 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
Home in Sarasota
4.93 out of 5 average rating, 54 reviews1 Bed 1 bath 7 mins to the beach
Home in Sarasota
4.91 out of 5 average rating, 55 reviewsCentrally Located Cozy Home
Home in Sarasota
5.0 out of 5 average rating, 7 reviewsCute 2 bedroom home close to it all.
Private house rentals
Home in Siesta Key
5.0 out of 5 average rating, 23 reviewsTropical Paradise
Home in Anna Maria
5.0 out of 5 average rating, 4 reviewsPirates Bay by Beach Boutique Rentals
Home in Siesta Key
5.0 out of 5 average rating, 9 reviewsBeach House*Pool*Hot Tub* Close to Beach*Golf Cart
Home in Siesta Key
4.85 out of 5 average rating, 27 reviews[Relax by the Pool] modern house on Siesta Key
Home in Sarasota
5.0 out of 5 average rating, 66 reviewsThe Turtle Nest-Lanai w/Hot Tub+5mi to beach
Home in Sarasota
5.0 out of 5 average rating, 24 reviewsSiesta Key Oasis
Home in Siesta Key
5.0 out of 5 average rating, 26 reviews4BR onSiesta Key Heated Pool Home - 1mile to beach
Home in Sarasota
4.98 out of 5 average rating, 63 reviewsCheerful cottage, fenced private patio, near beach
Quick stats about house rentals in Siesta Key
Total rentals
410 properties
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Rentals with a pool
290 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
370 properties are a good fit for families
Total number of reviews
6.1T reviews
Destinations to explore
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