Vacation rentals with a pool in South Sarasota
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in South 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 South Sarasota rentals with a pool
House rentals with a pool
Home in Sarasota
4.97 out of 5 average rating, 206 reviewsYour private retreat near Siesta Key Beach.
Sep 1 – 8
Home in Sarasota
4.81 out of 5 average rating, 107 reviews1 House 1400sq. ft. 12 min from Siesta Key!
Jan 4 – 11
Home in Sarasota
4.8 out of 5 average rating, 171 reviewsYour private sanctuary, heated pool, WiFi Retreat.
Mar 3 – 10
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
4.97 out of 5 average rating, 109 reviewsGorgeous Home / Heated Pool and Spa
Nov 7 – 14
Home in Sarasota
4.97 out of 5 average rating, 112 reviewsTake a Siesta off Bahia Vista
Aug 29 – Sep 5
Home in Sarasota
4.93 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, 118 reviewsWhite Sands Villa - Heated Pool/Spa - Near Beaches
Oct 24 – 31
Condo rentals with a pool
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Feb 26 – Mar 5
Condo in Sarasota
4.95 out of 5 average rating, 124 reviewsCozy Beach Side 1BD/2BA, Walk to Beach & Pool
Sep 13 – 20
Condo in Siesta Key
4.83 out of 5 average rating, 237 reviewsSiesta Key 1/1 King bed “Sunset Suite” Pool Kayaks
Condo in Siesta Key
4.92 out of 5 average rating, 130 reviews*A Stones Throw from #1 Voted Siesta Key Beach*
Jul 16 – 23
Condo in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
Aug 11 – 18
Condo in Sarasota
4.91 out of 5 average rating, 216 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
Dec 18 – 25
Condo in Sarasota
4.89 out of 5 average rating, 102 reviews★ NEW ★ Serene Retreat | Private Patio & Pool ★
Jul 11 – 18
Condo in Sarasota
4.92 out of 5 average rating, 204 reviewsNear beach. Daily rentals. Pool. king bed
Oct 29 – Nov 5
Quick stats about vacation rentals with a pool in South Sarasota
Total rentals
260 properties
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
G$10,449 GYD before taxes and fees
Destinations to explore
- Sarasota Vacation rentals
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- Rentals with pools United States
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