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
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
26 Sep – 3 Oct
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
11–18 Oct
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
7–14 Nov
Home in Siesta Key
4.89 out of 5 average rating, 140 reviewsSiesta Beach House
13–20 Aug
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
19–26 Sep
Home in Sarasota
4.94 out of 5 average rating, 297 reviews☀Coastal Gem☀Heated pool & amazing location!☀
19–26 Jul
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
4–11 Apr
Home in Sarasota
4.98 out of 5 average rating, 130 reviewsBeautiful 3 Bd, 2 bth Pool Home Near Siesta Key!
15–22 Oct
Weekly house rentals
Home in Sarasota
4.92 out of 5 average rating, 193 reviewsCottage Getaway 2 miles from Beach
18–25 Oct
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsThe Mango House Beach Cottage
9–16 Aug
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsCute 2 bedroom home close to it all.
29 May – 5 Jun
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
22–29 Apr
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
4–11 Sep
Home in Siesta Key
5.0 out of 5 average rating, 45 reviewsCoolest House in Siesta Key Village
1–8 Oct
Home in Sarasota
4.83 out of 5 average rating, 90 reviewsPrivate back yard. Southgate. 2 bedroom, 2 bath.
15–22 Aug
Home in Sarasota
4.93 out of 5 average rating, 54 reviews1 Bed 1 bath 7 mins to the beach
26 Jun – 3 Jul
Private house rentals
Home in Siesta Key
5.0 out of 5 average rating, 25 reviewsLuxe Siesta Key Home| Pool + Hot Tub| Near Beach
10–17 Dec
Home in Siesta Key
4.96 out of 5 average rating, 89 reviewsBeachfront home with private access, walk to town!
25 Dec – 1 Jan
Home in Sarasota
5.0 out of 5 average rating, 39 reviewsMinutes to downtown renovated oasis with nostalgia
25 Oct – 1 Nov
Home in Siesta Key
5.0 out of 5 average rating, 20 reviewsIn Village, Steps to Beach, Pool, Ocean-view!
10–17 Dec
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsBeach house #2
27 Oct – 3 Nov
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsCozy Heaven Studio III
28 May – 4 Jun
Home in Sarasota
4.95 out of 5 average rating, 20 reviewsSRQ Beach Cottage
10–17 Oct
Home in Siesta Key
4.98 out of 5 average rating, 60 reviewsYour Tropical Paradise at a Siesta Key Beach House
20–27 Sep
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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