
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.

The Oasis | Heated Pool - Arcades - Mini Golf
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

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍
Welcome to your beautiful and spacious rustic coastal-style oasis! Perfect for up to 8 guests. This immaculate updated home is located in Rustic Pines - a quiet area close to Indian Rocks Beach and the new Seminole Shopping Center. Enjoy your private backyard with a pool and luscious landscaping. Walk to shopping, dining, entertainment, and park with trails. 7 min to Largo Golf Course and only 9 min to Splash Harbor Water Park. Every effort has been made to make your vacation memorable!

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

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!
If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

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.

4BR-Heated Pool-Sauna-Fire Pit-Beach<5 Min-Theater
Welcome to Seminole Shores Villa, your 2,400-sf tropical spa oasis! This property is a 4BR home with tons of amenities to make your stay truly memorable. While the beaches are close (<5 min), you might never want to leave the heated salt-water pool nestled into a huge spa-like backyard, which offers plenty of privacy and activities. This house was completely renovated in 2023 to incorporate a tropical design. We prioritized a clean and safe environment as part of your experience.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away.

Heated Pool + Waterfall • Firepit• 5 min to IRB
Spacious 3BR/3BA home perfect for families & groups up to 11. Cool off in the heated private pool with waterfall, gather around the fire pit in the evenings, and relax in the shaded gazebo after sunny beach days. ✔ 2 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.

[Guest Favourite] Family Fun Retreat | Heated Pool
Welcome to your vacation paradise! This stylish home is perfect for family fun and relaxation. Enjoy modern comforts, a spacious living area, a well-equipped kitchen, and 4 cozy bedrooms. Outside, epic games room with arcade games, football, basketball: or, unwind by the pool or soak up the sun in the private yard, with a full screened in area & tiki bar! With nearby attractions for all ages, this is your ideal base for a memorable family getaway.

Tiki House •Sleeps 12 •Walk to Beach + Heated Pool
FIVE BEDROOM home with heated pool in lush, tropical setting, minutes from the beach. Pool deck with Tiki Hut- plenty of space to relax, total privacy. Fully stocked kitchen and all the all extras you need. Quiet, peaceful neighborhood with the beautiful white sand beaches of Indian Rocks Beach only minutes away - consistently rated best beaches in the US! Grocery & stores < than 1 mile, walk to nature park, splash park, cafes, pubs!
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

5-Min to Beach • Pool • Beach Gear • Family House

Tropical Lux Retreat | Heated Pool/Speakeasy/Beach

Cozy Stylish Home w/ Heated Pool & Big Parking

Cozy pool home near the beaches

Paradise Palms - Private Pool Oasis - St. Pete

3BR Largo Home, Heated Pool Near Clearwater Beach

Waterfront with Dock, Heated Pool, Kayaks, Games

ST Urban Oasis heated pool
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Beach Across the St | No Stairs |Parking in Front!

Modern and Cozy Condo 6 Minutes from the Beach !

Spectacular beach to bay views from this resort.

Amazing views on beachfront

Poolside • Zero Stairs • King Bed • Near Beaches

Modern Waterfront Condo - Captivating Sunset Views

*Shore Thing* Walk to Beach | Intercoastal Views
Other holiday rentals with a pool

Heated Pool Home | Pet-Friendly | Minutes to Beach

NEW Tiki Bar~Heated Pool! Ping Pong & Pool Table!

Casa Flamingo - Private - Outdoor Bar+TV - Games

Beach 1 mi | Heated Pool | Fire Pit

Luxury Pool House

Heated Pool-Near Beaches-3 Bike-Firepit-TV Outside

4 Min. to Beach! Heated Pool & Spa!

Blue Sky Bungalow 5 min. to beach w/ Pool
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
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