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 Siesta Key
4.89 out of 5 average rating, 142 reviewsSiesta Beach House
Jan 21 – 28
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
Sep 1 – 8
Home in Sarasota
4.97 out of 5 average rating, 110 reviewsGorgeous Home / Heated Pool and Spa
Nov 7 – 14
Home in Siesta Key
4.9 out of 5 average rating, 105 reviewsSiesta Key, FL - Casa Berano
Oct 16 – 23
Home in Sarasota
4.87 out of 5 average rating, 133 reviews5 minutes to private Siesta Key Beach + 2 pools
Apr 15 – 22
Home in Sarasota
4.93 out of 5 average rating, 150 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
Apr 25 – May 2
Home in Sarasota
4.94 out of 5 average rating, 297 reviews☀Coastal Gem☀Heated pool & amazing location!☀
Jul 19 – 26
Home in Sarasota
4.98 out of 5 average rating, 130 reviewsBeautiful 3 Bd, 2 bth Pool Home Near Siesta Key!
Aug 25 – Sep 1
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
Jun 27 – Jul 4
Home in Sarasota
4.94 out of 5 average rating, 118 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Sep 9 – 16
Home in Sarasota
4.9 out of 5 average rating, 124 reviewsCottage On Bay (private backyard, near beaches)
Aug 16 – 23
Home in Bradenton
4.97 out of 5 average rating, 102 reviewsNear downtown! Saltwater Pool! HOT TUB! Games!
Sep 14 – 21
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
Mar 9 – 16
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Oct 11 – 18
Home in Sarasota
4.97 out of 5 average rating, 123 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
Oct 11 – 18
Home in Sarasota
5.0 out of 5 average rating, 52 reviewsTropical Oasis Heated Pool Hot Tub Near Siesta Key
Oct 9 – 16
Family-friendly house rentals
Home in Sarasota
4.87 out of 5 average rating, 204 reviewsThe Pineapple Suite.Teal tropical home in Sarasota
Jul 24 – 31
Home in Sarasota
4.95 out of 5 average rating, 181 reviews2bed/2bath with POOL house, close by SIESTA KEY!!!
Sep 17 – 24
Home in Sarasota
4.92 out of 5 average rating, 267 reviews❤ Villa & Garden in Downtown ~ 5 Min to Beaches
Sep 8 – 15
Home in Bradenton Beach
4.97 out of 5 average rating, 153 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Apr 26 – May 3
Home in Sarasota
4.89 out of 5 average rating, 306 reviewsBeautiful and Restful Sarasota Florida Retreat
Jul 11 – 18
Home in Venice
4.9 out of 5 average rating, 162 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Dec 7 – 14
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep 12 – 19
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
Dec 14 – 21
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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