Holiday rentals with a pool in Longboat Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Longboat Key
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key rentals with a pool
House rentals with a pool
Home in Tampa
4.91 out of 5 average rating, 130 reviewsPool Oasis | Karaoke | 5G | Theater 135" | Grill
Home in Sarasota
4.96 out of 5 average rating, 56 reviews2223 Doud Street, Sarasota, FL
Home in Largo
4.82 out of 5 average rating, 77 reviewsTranquil Home. 2 minutes to Indian Rock Beach...
Home in Clearwater
4.87 out of 5 average rating, 165 reviewsPoolside Bliss in Clearwater! Heated-pool/Spa
Home in Siesta Key
5 out of 5 average rating, 26 reviewsBeautiful House with Heated pool
Home in Seminole
5 out of 5 average rating, 22 reviewsAffordable luxe pool home near beaches
Home in Sarasota
4.92 out of 5 average rating, 25 reviewsBeautiful, Spacious Heated Pool Home
Home in Sarasota
4.88 out of 5 average rating, 81 reviewsSpacious Heated Pool Home Near Siesta Key
Condo rentals with a pool
Condo in Bradenton
5 out of 5 average rating, 4 reviewsLovely Condo, Heated Pools, AMI, IMG, Top beaches
Condo in Indian Shores
4.89 out of 5 average rating, 19 reviewsPOOL SIDE right on the BEACH 2 bdrm condo
Condo in Tampa
4.93 out of 5 average rating, 75 reviews*Waterfront *2 Bedroom Condo *Amazing Sunsets*Pool
Condo in Tampa
4.97 out of 5 average rating, 118 reviewsTiki Themed Waterfront Condo on Tampa Bay
Condo in Seminole
4.96 out of 5 average rating, 138 reviewsSUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Condo in Sarasota
4.97 out of 5 average rating, 59 reviewsPeaceful retreat, pool, hot tub, near Siesta Key!
Condo in Clearwater
4.95 out of 5 average rating, 112 reviewsPOOL VIEW IN A MODERN CONDO - Feel at Home
Condo in Clearwater
4.86 out of 5 average rating, 138 reviews2 Bedroom Vacation Condo
Quick stats about holiday rentals with a pool in Longboat Key
Total rentals
740 properties
Nightly prices starting at
$71 NZD before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
590 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
230 properties have a dedicated workspace
Destinations to explore
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