Vacation rentals with a pool in Oldsmar
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oldsmar
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 Oldsmar rentals with a pool
House rentals with a pool
Home in Palm Harbor
4.98 out of 5 average rating, 111 reviewsTropical Getaway w/Heated Pool & King Beds
Home in Dunedin
4.95 out of 5 average rating, 111 reviewsDunedin Coastal- heated saltwater POOL & beaches
Home in Tampa
4.83 out of 5 average rating, 122 reviewsEntire residential home, Tampa. 3/2, Pool.
Home in Palm Harbor
4.97 out of 5 average rating, 107 reviewsFeels Like Home - 3/2 pool home that sleeps 6
Home in Tampa
4.93 out of 5 average rating, 167 reviewsRooms with a Pool
Home in Palm Harbor
4.95 out of 5 average rating, 159 reviews*Family Paradise with Pool in Crystal Beach*
Home in Port Richey
4.85 out of 5 average rating, 130 reviewsPenwood Pool Villa
Home in Oldsmar
4.94 out of 5 average rating, 17 reviewsSunny Oasis: Villa Retreat
Condo rentals with a pool
Condo in Tampa
4.85 out of 5 average rating, 181 reviewsTop Location | 5★ with Sea views & Heated Pool
Condo in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
Condo in Tampa
4.94 out of 5 average rating, 145 reviewsLovely Waterview Condo/ heated pool
Condo in Redington Beach
4.97 out of 5 average rating, 457 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Condo in St. Petersburg
4.97 out of 5 average rating, 143 reviewsSea La Vie- Studio by the bay!
Condo in Clearwater
4.83 out of 5 average rating, 119 reviewsCozy Getaway close to Clearwater Beach
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Condo in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
Quick stats about vacation rentals with a pool in Oldsmar
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$20 before taxes and fees
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