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
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
26 Sep – 3 Oct
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
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
5–12 Sep
Home in Siesta Key
4.89 out of 5 average rating, 140 reviewsSiesta Beach House
6–13 Dec
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
19–26 Aug
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
2–9 Aug
Home in Sarasota
4.95 out of 5 average rating, 410 reviewsThe Cottage At Central Park
28 Aug – 4 Sep
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
15–22 Apr
Weekly house rentals
Home in Sarasota
4.85 out of 5 average rating, 162 reviewsAuthentic Florida Bungalow near Downtown and Beach
26 Jun – 3 Jul
Home in Sarasota
4.85 out of 5 average rating, 110 reviewsCoral Cottage - near Siesta Key & Lido Beach
12–19 Oct
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
10–17 Jan
Home in Sarasota
5.0 out of 5 average rating, 21 reviewsThe Mango House Beach Cottage
11–18 Sep
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsCute 2 bedroom home close to it all.
31 Aug – 7 Sep
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
13–20 Oct
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
28 Sep – 5 Oct
Home in Sarasota
4.96 out of 5 average rating, 24 reviewsBeach house #2
14–21 Aug
Private house rentals
Home in Sarasota
5.0 out of 5 average rating, 5 reviewsCozy Heaven Studio III
1–8 Jun
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
4.92 out of 5 average rating, 25 reviewsStunning Siesta Home | 4 Bedroom | Walk to Village
30 Sep – 7 Oct
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
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
16–23 Oct
Home in Sarasota
4.91 out of 5 average rating, 11 reviewsFruit /Botanical Garden Estate 2 miles to downtown
14–21 Aug
Home in Sarasota
5.0 out of 5 average rating, 21 reviewsLido Beach Getaway w/ everything you need on site
14–21 May
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsFamily friendly with large pool
30 Aug – 6 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
6.1T reviews
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