
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
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Popular amenities for Hillsborough County rentals with a pool
House rentals with a pool

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

Insta Worthy Retreat - Heated pool-putt putt | Bar

Private House with Pool and Cabana

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Luxurious "Riverfront Oasis" - Waterfront w/pool

Rooms with a Pool

The T and C Club

Historic Pool Home (heated pool) in South Tampa.
Apartment rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach

Amazing main floor condo at Avalon

Seasalt Breeze, cozy unit, easy pool access

Tropical Waterfront Escape

Tampa Bay Near by Airport & Stadium

Rocky Point paradise

Spectacular beach to bay views from this resort.

Beautiful waterfront condo! Mins to beach!
Other holiday rentals with a pool

Bayshore Beautiful Retreat

Waterfront Retreat in Apollo Beach –Relax & Unwind

Welcome to The Plaza Tampa

The Coastal Casita- Private Pool Home in Tampa, FL

High-Rise Apartment with Panoramic Skyline Views

Chic Chalet in Tampa Bay with Heated Pool

Lakeview Retreat with Private Pool Perfect Getaway

Mediterranean Oasis! Pool, Putt Putt, & Grill!
Destinations to explore
- Rentals with a washing machine and dryer Hillsborough County
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- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Coquina Beach
- Anna Maria Public Beach
- Cortez Beach
- Lido Key Beach
- Island H2O Water Park
- Amalie Arena
- Vinoy Park
- Gulfport Beach Recreation Area
- Streamsong Resort
- Jannus Live
- ChampionsGate Golf Club
- North Beach
- Southern Dunes Golf and Country Club
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Bok Tower Gardens
- Things to do Hillsborough County
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- Things to do United States
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