Vacation rentals with a pool in Downtown, Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Downtown, Sarasota
Guests agree: these homes with a pool 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 Downtown, Sarasota rentals with a pool
House rentals with a pool
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, 117 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Sep 13 – 20
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 Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Dec 1 – 8
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Oct 1 – 8
Home in Sarasota
4.96 out of 5 average rating, 23 reviewsNomadic Abode - heated salt water pool!
Jan 13 – 20
Home in Sarasota
5.0 out of 5 average rating, 17 reviewsCoastal Contemporary Pool Home
Oct 5 – 12
Home in Sarasota
4.97 out of 5 average rating, 34 reviewsNew! 3 Bed/3 Bath Pool Home Oasis! Great Location
Oct 25 – Nov 1
Condo rentals with a pool
Condo in Siesta Key
4.93 out of 5 average rating, 181 reviewsSiesta key getaway!
Jun 6 – 13
Condo in Siesta Key
4.83 out of 5 average rating, 235 reviewsSiesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
Nov 6 – 13
Condo in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
May 28 – Jun 2
Condo in Bradenton
4.95 out of 5 average rating, 129 reviewsThe Seashell Cottage with peaceful water views!
Dec 1 – 8
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Apr 12 – 19
Condo in Longboat Key
4.97 out of 5 average rating, 148 reviewsCharming Condo on the Coast!
Apr 3 – 10
Condo in Sarasota
4.95 out of 5 average rating, 123 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
Sep 13 – 20
Quick stats about vacation rentals with a pool in Downtown, Sarasota
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
880 reviews
Nightly prices starting at
G$2,092 GYD before taxes and fees
Destinations to explore
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