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
4.97 out of 5 average rating, 112 reviewsTake a Siesta off Bahia Vista
Aug 29 – Sep 5
Home in Sarasota
4.97 out of 5 average rating, 123 reviewsLa Hacienda / heated pool, hot tub, 6mi to beach
Sep 27 – Oct 4
Home in Sarasota
4.94 out of 5 average rating, 118 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Oct 24 – 31
Home in Sarasota
4.98 out of 5 average rating, 144 reviewsStunning home near Siesta w/ incredible pool area!
Sep 19 – 26
Home in Sarasota
4.93 out of 5 average rating, 123 reviewsCool Pool Wood House
Jan 16 – 23
Home in Sarasota
4.97 out of 5 average rating, 34 reviewsNew! 3 Bed/3 Bath Pool Home Oasis! Great Location
Oct 30 – Nov 6
Home in Sarasota
4.96 out of 5 average rating, 23 reviewsNomadic Abode - heated salt water pool!
Mar 21 – 28
Home in Sarasota
5.0 out of 5 average rating, 26 reviewsDowntown Sarasota Oasis w/ Heated Pool!
Jul 30 – Aug 6
Condo rentals with a pool
Condo in Siesta Key
4.93 out of 5 average rating, 181 reviewsSiesta key getaway!
Jul 4 – 11
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Mar 4 – 11
Condo in Siesta Key
4.85 out of 5 average rating, 132 reviewsSiesta Key Ground Floor Condo 2BR On Trolley Line
Sep 19 – 26
Condo in Longboat Key
4.97 out of 5 average rating, 149 reviewsCharming Condo on the Coast!
Nov 22 – 29
Condo in Longboat Key
4.93 out of 5 average rating, 145 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Aug 16 – 23
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Jan 7 – 14
Condo in Bradenton
4.94 out of 5 average rating, 108 reviewsNewly remodeled cozy 2 bed/2.5 bath townhome
Nov 26 – Dec 3
Condo in Sarasota
4.97 out of 5 average rating, 166 reviewsGateway to Siesta Key - 1/2 Mile to the Beach
Aug 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
€ 9 before taxes and fees
Destinations to explore
- Rentals with pools United States
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