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

Tootsie’s Beachside Retreat

Tampa Bay area OASIS

Villa Paradise

Insta Worthy Retreat - Heated pool-putt putt | Bar

Cozy Tampa Home with Large Heated Pool

Entire house in Tampa w/ Heated POOL!

Private House with Pool and Cabana

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Florida Island Beauty@theBeach@with Heated Pool

Seasalt Breeze private unit No hidden fees

Tropical Waterfront Escape

Two Bedroom Pool View Condo in Seminole

Spectacular beach to bay views from this resort.

Tampa Bay Breeze - Gentle Winds, Stunning Views

Waterfront condo on top floor @ Boca Ciega Resort
Other vacation rentals with a pool

Tranquil Pool and Spa home

Lux 4BR Tampa Home | Pool, Jacuzzi, BBQ, Big Yard

Tropical 3bd bungalow with pool! Walk to Bayshore!

Welcome to The Plaza Tampa

The water fall house

NEW Cozy Family Retreat, Tampa: Private Pool Oasis

tu hogar cerca de todo

Sunny 2-Bed Oasis: Pool & Gym in Apollo Beach
Destinations to explore
- Rentals with a hot tub Hillsborough County
- Rentals with a washer and dryer Hillsborough County
- Rentals with a fire pit Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rentals Hillsborough County
- Rentals with an accessible height toilet Hillsborough County
- Villa rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Private suite rentals Hillsborough County
- Rentals with an EV charger Hillsborough County
- Rentals with breakfast Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Guesthouse rentals Hillsborough County
- Bungalow rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Luxury rentals Hillsborough County
- Boat rentals Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Boutique hotel rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- Farmstay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Rentals with an accessible height bed Hillsborough County
- Rentals with lake access Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Condo rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Rentals with a fireplace Hillsborough County
- Apartment rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Loft rentals Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Amalie Arena
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Island H2O Water Park
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- ChampionsGate Golf Club
- Jannus Live
- 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
- Sightseeing Hillsborough County
- Tours Hillsborough County
- Sports activities Hillsborough County
- Art and culture Hillsborough County
- Nature and outdoors Hillsborough County
- Things to do Florida
- Art and culture Florida
- Entertainment Florida
- Tours Florida
- Wellness Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Art and culture United States