Vacation 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.
Vacation 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 Longboat Key
4.87 out of 5 average rating, 107 reviewsSummer House longboat key
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSea AMI
Home in Tampa
4.97 out of 5 average rating, 117 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Home in Englewood
4.95 out of 5 average rating, 103 reviewsCoastal Home Away From Home with Pool
Home in Venice
4.89 out of 5 average rating, 163 reviewsVenice Pool Villa with Bikes Kayaks Great Beaches!
Home in Bradenton Beach
4.97 out of 5 average rating, 154 reviewsParadise! Steps2 Private Beach & Tropical Yard!
Home in Bradenton
4.9 out of 5 average rating, 257 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Home in Indian Rocks Beach
4.98 out of 5 average rating, 103 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Condo rentals with a pool
Condo in Bradenton Beach
4.86 out of 5 average rating, 103 reviewsCharming and Updated 1 Bedroom in Runaway Bay
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR Beachfront! Gorgeous sunsets!
Condo in Bradenton
4.98 out of 5 average rating, 171 reviewsShorewalk full condo IMG Beaches Anna Maria
Condo in Siesta Key
4.96 out of 5 average rating, 277 reviewsOn the Beach; Siesta Key SunBum Studio
Condo in Saint Pete Beach
4.92 out of 5 average rating, 150 reviewsTropical Courtyard Paradise on St. Pete Beach
Condo in Holmes Beach
4.98 out of 5 average rating, 108 reviewsNEW listing on AMI! Walk to fabulous beach front!
Condo in Tierra Verde
4.96 out of 5 average rating, 242 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Condo in Treasure Island
4.99 out of 5 average rating, 155 reviewsSpectacular beach to bay views from this resort.
Quick stats about vacation rentals with a pool in Longboat Key
Total rentals
650 properties
Rentals with dedicated workspaces
220 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
490 properties are a good fit for families
Total number of reviews
6.6K reviews
Nightly prices starting at
$40 before taxes and fees
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