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
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
Oct 11 – 18
Home in Siesta Key
4.89 out of 5 average rating, 141 reviewsSiesta Beach House
Aug 13 – 20
Home in Sarasota
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
Nov 7 – 14
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
4.94 out of 5 average rating, 297 reviews☀Coastal Gem☀Heated pool & amazing location!☀
Jul 19 – 26
Home in Sarasota
4.87 out of 5 average rating, 132 reviews5 minutes to private Siesta Key Beach + 2 pools
Apr 4 – 11
Home in Sarasota
4.98 out of 5 average rating, 130 reviewsBeautiful 3 Bd, 2 bth Pool Home Near Siesta Key!
Oct 15 – 22
House rentals with a hot tub
Home in Bradenton
4.96 out of 5 average rating, 203 reviewsHome near Anna Maria Beach - Hot Tub + Fire Pit
Sep 5 – 12
Home in Sarasota
4.94 out of 5 average rating, 118 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Sep 2 – 9
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
Oct 2 – 9
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Jul 11 – 18
Home in Sarasota
4.97 out of 5 average rating, 123 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
Aug 1 – 8
Home in Sarasota
4.9 out of 5 average rating, 124 reviewsCottage On Bay (private backyard, near beaches)
Aug 6 – 13
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSea AMI
Aug 29 – Sep 5
Home in Siesta Key
5.0 out of 5 average rating, 45 reviewsCoolest House in Siesta Key Village
Oct 1 – 8
Family-friendly house rentals
Home in Sarasota
4.92 out of 5 average rating, 193 reviewsCottage Getaway 2 miles from Beach
Oct 18 – 25
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
4.89 out of 5 average rating, 304 reviewsBeautiful and Restful Sarasota Florida Retreat
Aug 16 – 23
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!
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 1 – 8
Home in Bradenton
4.96 out of 5 average rating, 193 reviewsCozy Cottage R-Steps to Riverwalk/Close to Beaches
Apr 7 – 14
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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