
Holiday 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.
Holiday 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

Luxury Stay w/ Pool sleeps 12+

3BR/2BA Beautiful South Tampa Home With Pool!

Tampa Oasis

The Coastal Casita- Private Pool Home in Tampa, FL

The white lagoon Relaxing waterfront home w/ pool

5BR Luxury Heated Pool & Hot Tub

your home close to everything

Chic 3bdrm 2bth Home in S. Tampa
Apartment rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

Sea La Vie- Studio by the bay!

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

1145 Sqft! - 2 Bedroom 2 Bath (GULF FACING!) Condo

Five Star Beachfront Condo Newly Renovated

Modern Waterfront Condo - Captivating Sunset Views

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
Destinations to explore
- Pet-friendly rentals Hillsborough County
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- Anna Maria Island
- Anna Maria Public Beach
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Reunion West
- Gulfport Beach Recreation Area
- ChampionsGate Golf Club
- Island H2O Water Park
- Fort De Soto Park
- Vinoy Park
- North Beach
- Jannus Live
- Streamsong Resort
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Things to do Hillsborough County
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