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
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Popular amenities for house rentals in Siesta Key
House rentals with a pool
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Heated Private Pool Hot Tub-5mi to beach
Home in Siesta Key
4.91 out of 5 average rating, 125 reviewsSea Club II Garden House
Home in Sarasota
4.9 out of 5 average rating, 128 reviewsCottage On Bay (private backyard, near beaches)
Home in Bradenton Beach
4.97 out of 5 average rating, 155 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Sarasota
4.98 out of 5 average rating, 130 reviewsNew remodel- 150 Yds to Beach and Restaurants!
Home in Sarasota
4.97 out of 5 average rating, 211 reviewsYour private retreat near Siesta Key Beach.
Home in Siesta Key
5.0 out of 5 average rating, 34 reviewsQuiet luxury on Siesta Key!
Home in Siesta Key
5.0 out of 5 average rating, 47 reviewsCoolest House in Siesta Key Village
Weekly house rentals
Home in Sarasota
5.0 out of 5 average rating, 32 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Home in Sarasota
5.0 out of 5 average rating, 7 reviewsCute 2 bedroom home close to it all.
Home in Sarasota
4.91 out of 5 average rating, 55 reviewsCentrally Located Cozy Home
Home in Siesta Key
4.96 out of 5 average rating, 92 reviewsBeachfront home with private access, walk to town!
Home in Siesta Key
5.0 out of 5 average rating, 27 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
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, 62 reviewsCheerful cottage, fenced private patio, near beach
Home in Siesta Key
5.0 out of 5 average rating, 9 reviewsBeach House*Pool*Hot Tub* Close to Beach*Golf Cart
Private house rentals
Home in Sarasota
5.0 out of 5 average rating, 24 reviewsSiesta Key Oasis
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, 64 reviewsThe Turtle Nest-Lanai w/Hot Tub+5mi to beach
Home in Siesta Key
5.0 out of 5 average rating, 3 reviewsNew Listing! - Spacious, Tropical, Private Pool!
Home in Sarasota
4.98 out of 5 average rating, 89 reviewsSIESTA BEACH HOUSE HEATED POOL☀️🌴3 MIN TO BEACH!!
Home in Siesta Key
5.0 out of 5 average rating, 6 reviewsMid-Century lux pool+canal house -walk to village
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsSarasota Pool Home| Hot-tub| 2-miles to Siesta
Home in Anna Maria
5.0 out of 5 average rating, 38 reviewsami skyview
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
6.1K reviews
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