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
4.98 out of 5 average rating, 127 reviewsNew remodel- 150 Yds to Beach and Restaurants!
Home in Sarasota
4.97 out of 5 average rating, 209 reviewsYour private retreat near Siesta Key Beach.
Home in Sarasota
4.97 out of 5 average rating, 111 reviewsGorgeous Home / Heated Pool and Spa
Home in Siesta Key
4.87 out of 5 average rating, 119 reviews"Safe & Clean" Palm Oasis - Relax in comfort!
Home in Sarasota
4.98 out of 5 average rating, 161 reviewsThe Palms-Heated Private Pool Hot Tub-5mi to beach
Home in Sarasota
4.87 out of 5 average rating, 133 reviews5 minutes to private Siesta Key Beach + 2 pools
Home in Siesta Key
4.91 out of 5 average rating, 123 reviewsSea Club II Garden House
Home in Sarasota
4.81 out of 5 average rating, 108 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Weekly house rentals
Home in Sarasota
4.85 out of 5 average rating, 114 reviewsCoral Cottage - near Siesta Key & Lido Beach
Home in Sarasota
4.92 out of 5 average rating, 193 reviewsCottage Getaway 2 miles from Beach
Home in Sarasota
4.91 out of 5 average rating, 210 reviewsCozy Getaway Home in Sarasota Near Beaches & More!
Home in Bradenton
4.95 out of 5 average rating, 208 reviewsHome near Anna Maria Beach
Home in Sarasota
4.96 out of 5 average rating, 247 reviewsLovely guest house
Home in Sarasota
4.86 out of 5 average rating, 21 reviews1948 Cozy Wild Bungalow Near Pinecraft
Home in Sarasota
5.0 out of 5 average rating, 31 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Home in Sarasota
4.93 out of 5 average rating, 54 reviews1 Bed 1 bath 7 mins to the beach
Private house rentals
Home in Siesta Key
5.0 out of 5 average rating, 15 reviewsParadise In Siesta!
Home in Sarasota
5.0 out of 5 average rating, 13 reviewsSun-Kissed Cottage near Siesta Key
Home in Siesta Key
5.0 out of 5 average rating, 26 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
Home in Siesta Key
4.96 out of 5 average rating, 90 reviewsBeachfront home with private access, walk to town!
Home in Sarasota
4.93 out of 5 average rating, 14 reviewsFruit /Botanical Garden Estate 2 miles to downtown
Home in Sarasota
4.93 out of 5 average rating, 41 reviewsCheerful Nautical Home near Siesta Key
Home in Sarasota
4.9 out of 5 average rating, 51 reviewsCentrally Located Cozy Home
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
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
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