
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.

Backyard Paradise! Pool, Golf, Fire Pit
Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ Perfect space for Bachelorette/Bachelor party get aways! Ask about our customized services for that special Bride/Groom! This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great mem

Downtown Tampa Pool House! Walk to Armature Works!
Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa
1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Coastal Pool Retreat *5 Min to Madeira Beach Sand
Presented by "ST PETE VACATION HOMES"---check us out online! We have 15 nearby Airbnb homes! 🌴 Home sleeps 12 guests. OUTSIDE FEATURES: * saltwater cocktail pool (optional pool heater) * oversized chess board * huge fire pit * large tiki hut w/ lounge seating & outdoor tv * plentiful poolside furniture * 3 hole putting green LOCATION: • Madeira Beach~5 minutes • Walmart, Restaurants + Coffee ~3 minutes • John’s Pass Village & Boardwalk~8 minutes • Downtown St. Pete~25 minutes

ST Urban Oasis heated pool
Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

Gorgeous Home w/ Huge Salt-Water POOL & SPA
Gorgeous 5 bedroom, 3.5 bath home with huge salt-water pool and spa. Pool heating is available for an extra change. Please ask for details. Perfect for large groups. 2 bedrooms have en-suite bathrooms, one on 1st floor and one on the 2nd floor. Fantastic location - close to airport, major highways, beaches, Hyde Park for restaurants and bars, 5 min walk to BayShore Blvd. This place has everything you need for a luxury hotel-like stay! Easy access with an electronic lock.

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!
Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

Private House with Pool and Cabana
Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

The Pearl at Ridgewood Park
Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.
Popular amenities for Hillsborough County rentals with a pool
House rentals with a pool

River Front Heated Pool Estate-Busch Garden/USF

Tropical Haven: Private Pool, Hot Tub, and Bliss

NEW Designer Pool Oasis •10m DT St Pete •15m Beach

Tampa Retreat with Heated In-Ground Pool & Spa

Luxurious "Riverfront Oasis" - Waterfront w/pool

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

4 Bedroom Modern Tampa Pool Home

The T and C Club
Apartment rentals with a pool

Lovely Waterview Condo/ heated pool

Tiki Themed Waterfront Condo on Tampa Bay

Updated Condo-Heated Pool-Private Balcony

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Beach Front at “The Shore”

Spectacular beach to bay views from this resort.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Modern Waterfront Condo - Captivating Sunset Views
Other holiday rentals with a pool

Heated Pool Island Oasis •2 King Beds• South Tampa

Luxury Tampa Pool Oasis: 3 King Suites • Game Room

Honeymoon Luxury Residence with Heated Pool &Sauna

Private Villa by Moffitt, USF, and Busch Gardens!

Modern Nest in South Tampa

Luxury Pool House

Paradise Palms - Private Pool Oasis - St. Pete

Luxe Retreat•Private Pool•1 Mile to Tampa Zoo
Destinations to explore
- Rentals with a fireplace Hillsborough County
- Rentals with an EV charger Hillsborough County
- Bungalow rentals Hillsborough County
- Beachfront rentals Hillsborough County
- Villa rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- Rentals with a patio Hillsborough County
- Aparthotel rentals Hillsborough County
- Boutique hotels Hillsborough County
- Resort rentals Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Private suite rentals Hillsborough County
- Flat rentals Hillsborough County
- Family-friendly rentals Hillsborough County
- House rentals Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Luxury rentals Hillsborough County
- Rentals with breakfast Hillsborough County
- Rentals with a firepit Hillsborough County
- Rentals with an accessible-height bed Hillsborough County
- Rentals with an accessible-height toilet Hillsborough County
- Serviced apartment rentals Hillsborough County
- Rentals with a sauna Hillsborough County
- Cottage rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Pet-friendly rentals Hillsborough County
- Holiday home rentals Hillsborough County
- Rentals with lake access Hillsborough County
- Motorhome rentals Hillsborough County
- Apartment rentals Hillsborough County
- Tiny house rentals Hillsborough County
- Bed and breakfasts Hillsborough County
- Rentals with beach access Hillsborough County
- Hotel rooms Hillsborough County
- Smoking-friendly rentals Hillsborough County
- Farm stay rentals Hillsborough County
- Townhouse rentals Hillsborough County
- Rentals with a kayak Hillsborough County
- Loft rentals Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a cinema Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Reunion Resort Golf Courses - Palmer & Watson
- Lido Key Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Island H2O Live!
- Southern Dunes Golf and Country Club
- Hard Rock Casino
- ChampionsGate Golf Club
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- Things to do Hillsborough County
- Tours Hillsborough County
- Sightseeing Hillsborough County
- Art and culture Hillsborough County
- Nature and outdoors Hillsborough County
- Sports activities Hillsborough County
- Food and drink Hillsborough County
- Things to do Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Sports activities Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Tours Florida
- Things to do United States
- Tours United States
- Art and culture United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Food and drink United States
- Wellness United States
- Entertainment United States





