
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.

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

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.

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool
Experience luxury and comfort in this fully remodeled 3BR home, just a 10-minute walk to the beach. Enjoy a brand-new saltwater heated pool, an open-concept floor plan, and spacious screened porches. The home boasts a modern kitchen, updated bathrooms, new flooring, and a new roof. Fully stocked with all essentials for a seamless family vacation, from kitchen tools to beach gear. Relax in the screened outdoor lounge and dining area for the perfect retreat. Max 6 guests | No pets allowed

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 no xtra chrge/Hot Tub 0.7 mi to Beach
Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

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.

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!
Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

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!

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.

Sleeps 8 Near Beach | Pool + Game Retreat
Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game room, outdoor dining, and a sparkling, saltwater swimming pool - with heating provided at no extra cost. mid Oct- April. Just minutes from Madeira Beach, we've equipped you with all the beach essentials for your convenience. Professionally hosted by Tropical Oasis, FL, we've meticulously prepared all the essentials to ensure a memorable stay.
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

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

Tootsie’s Beachside Retreat-New Heated Pool

The Paradise Cove No. 2

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

Waterfront with Dock, Heated Pool, Kayaks, Games

Pool + Waterfall • Firepit• 5 min to IRB• Pets ok

Luxurious New Heated Pool & Spa! 4 mins to beach!

Private Pool, Spa & Grill Near Clearwater Beach
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Ocean Breeze • Easy - Heated Pool Access

Modern and Cozy Condo 6 Minutes from the Beach !

Boho Beach Condo

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Your Island Escape! • Discounted Summer Rates

Indian Shores Awesome Coastal Beach Condo! 2Br/2Ba

Amazing views on beachfront
Other holiday rentals with a pool

Best! Pickle ball * Karaoke* Arcade* Glam

Heated Pool & Spa Oasis Near Clearwater Beach

800 Ocean Club | Heated Pool, Theater, Basketball

Fun, Funky, Fire Pit, Pool! 4 miles to Beach

Luxury Pool House

3BR Largo Home, Heated Pool Near Clearwater Beach

Good Times Getaway - Pool - Hot Tub - Theater Room

10 Min to Beach: FREE Heated Pool - Hot Tub
Destinations to explore
- Boutique hotels Pinellas County
- Villa rentals Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Pet-friendly rentals Pinellas County
- Serviced apartment rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Guest house rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with breakfast Pinellas County
- Cottage rentals Pinellas County
- Bungalow rentals Pinellas County
- Luxury rentals Pinellas County
- Rentals with a patio Pinellas County
- Rentals with lake access Pinellas County
- Rentals with a cinema Pinellas County
- Rentals with a fireplace Pinellas County
- Waterfront rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Rentals with an EV charger Pinellas County
- Private suite rentals Pinellas County
- Bed and breakfasts Pinellas County
- Townhouse rentals Pinellas County
- House rentals Pinellas County
- Holiday home rentals Pinellas County
- Aparthotel rentals Pinellas County
- Hotel rooms Pinellas County
- Motorhome rentals Pinellas County
- Beach apartment rentals Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Apartment rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Weeki Wachee Springs State Park
- Epperson Lagoon
- Things to do Pinellas County
- Art and culture Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Nature and outdoors Pinellas County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Nature and outdoors United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States





