
Holiday rentals with a pool in Pinellas County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pinellas County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

JOJO'S Beachside 1Acre Estate-New Pool
LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

Relax in private Heated pool Family-Friendly comfo
🌴 Outdoor Paradise Your private backyard is the star of the show. A 10,000-gallon PebbleTec heated pool (up to 8 ft deep) anchors a resort-style outdoor space designed for pure Florida living — complete with a cantina bar for poolside drinks, teak lounge seating, chaise chairs, resort umbrellas, and lush landscaping that gives you the perfect balance of sun and shade. Fire up the Weber propane grill and let the evening take care of itself. 🍳 Fully Equipped Kitchen Cook like you mean it or kee

The Oasis - Arcades - Golf & Games - Firepit
Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

Heated Pool and Spa | 5 min to beach
Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

The Palm House | Free Heated Pool!
Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

Casa Flamingo - Private - Outdoor Bar+TV - Games
Welcome to Casa Flamingo where guests "flock" to get away & relax in privacy. Guests will love the central location of this home but also the private oasis the backyard provides. Surrounded by mature palms & native plants guests will experience true Florida living and take advantage of the beautiful weather with an outdoor bar + TV, heated pool, a hammock and more. Just 8 minutes to the beach & within walking distance to Target, Publix & more the Flamingo House is your home away from home.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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.

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV
Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Pete’s, 23 mil to UTampa,Tampa Airport,10 mil to PI

Pool + Waterfall • Firepit• 5 min to IRB• Pets ok
Spacious 3BR/3BA home perfect for families & groups up to 11. Cool off in the private pool with waterfall, gather around the fire pit in the evenings, and relax in the shaded gazebo after sunny beach days. ✔ 2 of the 3 bedrooms with private bathrooms✔ Sleeps 11 comfortably✔ Fast WiFi + fully equipped kitchen✔ Pet-friendly + great outdoor space Just 5 minutes to Indian Rocks Beach and a short drive to Clearwater—your perfect home base for a fun, easy coastal getaway.

Swim-Out Bedrooms, Waterfall pool, Peace Place
Unique tropical oasis complete with 2 swim out bedrooms, Tiki Hut and tiki bar! LGBTQIA + welcome! Hablo Español. Pet haven. Tropical Airbnb retreat! Our unique resort-style heated PRIVATE pool with waterfalls and dual sun-shelves, / in pool loungers, surrounded by lush landscaping, is a private oasis. 3 bedrooms, with Large 3rd bedroom with 2 queen beds At night the outdoor space comes alive with pool and landscape lighting! You wont want to leave the house!

Splash House - Relaxation Haven/Private Pool
Cozy Home in Largo Florida just 10 minutes from Indian Rocks beach and about 15 min from Clearwater Beach. Take time to relax in the comfort of this vacation home and be at ease while you spend time with your family. Peaceful and centrally-located. There is no neighbor behind because it connects to the Pinellas trail which offers miles and miles of uninterrupted biking and running. There is a delicious restaurant just a few blocks away called Latin Bowl.
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Sleeps 9 | Pool + Game Room Near Beach

Lovely 2 bedroom/2 B Villa 15 minutes near beach.

Paradise Palms - Private Pool Oasis - St. Pete

Coastal Canopy | Pool, Hot Tub & Big Yard

Waterfront with Dock, Heated Pool, Kayaks, Games

10 Min to Beach: FREE Heated Pool - Hot Tub

Waterfront, Screened Lanai, Pool, King Beds, BBQ
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Tiki Themed Waterfront Condo on Tampa Bay

Modern and Cozy Condo 6 Minutes from the Beach !

Two Bedroom Pool View Condo in Seminole

Sea La Vie- Studio by the bay!

Clearwater Retreat • Gated Community + Heated Pool

Amazing views on beachfront

Spectacular beach to bay views from this resort.
Other holiday rentals with a pool

5 Min to Beach! Heated Pool, Hot Tub, Games & More

The Palm Villa-Pool, Sauna, Hot tub, theater, golf

Coastin Close Family Fun HTD Pool Outdoor Games

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

The South Wing w/ Saltwater Pool Adult Only

Luxury Beach Bungalow | Walk to Dining & Sunset

Luxury Pool House

Heated Pool•Gym•Sauna•Hot Tub•Fire Pit & 7 Beds!
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