House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Siesta Key house rentals
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!
Sep 26 – Oct 3
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 19 – 26
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
Sep 5 – 12
Home in Siesta Key
4.89 out of 5 average rating, 140 reviewsSiesta Beach House
Dec 6 – 13
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
Aug 19 – 26
Home in Sarasota
4.94 out of 5 average rating, 296 reviews☀Coastal Gem☀Heated pool & amazing location!☀
Aug 2 – 9
Home in Sarasota
4.95 out of 5 average rating, 410 reviewsThe Cottage At Central Park
Aug 28 – Sep 4
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
Apr 15 – 22
House rentals with a hot tub
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Aug 11 – 18
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Jul 23 – 30
Home in Sarasota
4.97 out of 5 average rating, 122 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
Aug 1 – 8
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
Dec 18 – 25
Home in Sarasota
4.9 out of 5 average rating, 124 reviewsCottage On Bay (private backyard, near beaches)
Jun 19 – 26
Home in Bradenton
4.97 out of 5 average rating, 102 reviewsLuxurious Family Haven w Saltwater Pool & HOT TUB
Nov 6 – 13
Home in Sarasota
5.0 out of 5 average rating, 50 reviewsTropical Oasis Heated Pool Hot Tub Near Siesta Key
Oct 14 – 21
Home in Siesta Key
5.0 out of 5 average rating, 45 reviewsCoolest House in Siesta Key Village
Sep 5 – 12
Family-friendly house rentals
Home in Sarasota
4.92 out of 5 average rating, 267 reviews❤ Villa & Garden in Downtown ~ 5 Min to Beaches
Oct 30 – Nov 6
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
Jan 1 – 8
Home in Sarasota
4.89 out of 5 average rating, 304 reviewsBeautiful and Restful Sarasota Florida Retreat
Sep 15 – 22
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Dec 7 – 14
Home in Venice
4.89 out of 5 average rating, 161 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Sep 21 – 28
Home in Palmetto
4.9 out of 5 average rating, 139 reviewsHistoric Home with Boat parking 0.6M of Boat Ramp
Jun 6 – 13
Home in Sarasota
4.82 out of 5 average rating, 159 reviewsSiesta Beach, 5 minutes from downtown.
Apr 17 – 24
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep 12 – 19
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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