Vacation rentals with a pool in Hillsborough County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hillsborough County
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 Hillsborough County rentals with a pool
House rentals with a pool
Home in Riverview
4.84 out of 5 average rating, 152 reviewsCheerful 4 Bd home w/ Heated Salt Water Pool & Spa
Home in Tampa
4.93 out of 5 average rating, 113 reviewsLuxury Home Tampa Bay with Heated Pool-TPA Airport
Home in Tampa
4.93 out of 5 average rating, 169 reviewsAmazing waterfront vacation home (heated Pool)
Home in St. Petersburg
4.94 out of 5 average rating, 102 reviewsAirstream-A-Dream Inn
Home in Tampa
4.93 out of 5 average rating, 105 reviewsSpacious Modern Pool Home * GameRoom*CoffeeBar
Home in Tampa
4.89 out of 5 average rating, 113 reviewsCheerful 4 bedroom home with pool & lake views
Home in Tampa
4.98 out of 5 average rating, 122 reviewsTropical Getaway, Perfect Home & Great Location
Home in Tampa
4.89 out of 5 average rating, 152 reviewsLuxurious "Riverfront Oasis" - Waterfront w/pool
Condo rentals with a pool
Condo in Redington Beach
4.85 out of 5 average rating, 600 reviewsCondo II:Beach 2 min walk:Heated Pool:Grill
Condo in Tampa
4.94 out of 5 average rating, 372 reviewsNFL and Sunset Waterfront Views at Stunning Suite
Condo in Clearwater
4.89 out of 5 average rating, 187 reviewsVery cozy quality condo close to Clearwater Beach
Condo in St. Petersburg
4.91 out of 5 average rating, 109 reviews"The Merry Yacht" lovely condo 2/2
Condo in St. Petersburg
4.94 out of 5 average rating, 127 reviewsHeron's Hideaway- Studio by the bay!
Condo in Treasure Island
4.95 out of 5 average rating, 103 reviewsWaterside Studio in the heart of TI, walk to beach
Condo in St. Pete Beach
4.89 out of 5 average rating, 240 reviewsSunset Beach Condo in Treasure Island
Condo in Clearwater
4.85 out of 5 average rating, 137 reviews2 Bedroom Vacation Condo
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