
Vacation 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

Spacious Home+Guest House w/Huge Pool/Big parking
Enjoy this tastefully decorated home with a separate guest house, perfect for families or groups. Over 2500 sq ft with a huge backyard and pool, just minutes from beaches, theme parks, restaurants & shops ✨ Highlights: Main house (3+2) + guest house (1+1) Huge backyard & private pool Family-friendly, perfect for gatherings Close to beaches, Splash Harbor Water Park, restaurants Large parking for 7+ cars/RV Convenient location Book your stay and enjoy comfort, style, and fun in one place! :)

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

🍍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.

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.

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!

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

Luxury Poolside Paradise

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

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

*Newly Listed*The South Wing w/ Saltwater Pool

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

Heated Pool + Waterfall • Firepit• 5 min to IRB

4 Min. to Beach! Heated Pool & Spa!

Paradiso @ Largo: Pool, Bikes, Games, 5 min Beach
Condo rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Ocean Breeze • Easy - Heated Pool Access

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

Beachfront balcony view heated pool hot tub

Modern and Cozy Condo 6 Minutes from the Beach !

Sea La Vie- Studio by the bay!

Royal Orleans and Redington Beach

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

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Breezy Blue-Pool, Hot Tub, Minutes to Beach, Games

Free Heated Pool/Hot Tub/5 min to beach/Game Room

Casa Flamingo - Private - Outdoor Bar+TV - Games

Luxury Pool House

3BR Largo Home, Heated Pool Near Clearwater Beach

Private Pool, Spa & Grill Near Clearwater Beach

Sleeps 10 - Game Room - Putt Putt - Movie Theater
Destinations to explore
- Villa rentals Pinellas County
- Rentals with a fireplace Pinellas County
- Rentals with an EV charger Pinellas County
- Smoking-friendly rentals Pinellas County
- Condo rentals Pinellas County
- Hotel rooms Pinellas County
- Cottage rentals Pinellas County
- Luxury rentals Pinellas County
- Rentals with breakfast Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washer and dryer Pinellas County
- Beach condo rentals Pinellas County
- Rentals with lake access Pinellas County
- Apartment rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with a home theater Pinellas County
- Bungalow rentals Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Boutique hotels Pinellas County
- Rentals with a hot tub Pinellas County
- Townhouse rentals Pinellas County
- Guesthouse rentals Pinellas County
- Rentals with an accessible height bed Pinellas County
- Rentals with a fire pit Pinellas County
- Tiny house rentals Pinellas County
- Bed and breakfasts Pinellas County
- Aparthotel rentals Pinellas County
- Private suite rentals Pinellas County
- Rentals with a patio Pinellas County
- Rentals with a sauna Pinellas County
- RV rentals Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with an accessible height toilet Pinellas County
- Family-friendly rentals Pinellas County
- House rentals Pinellas County
- Serviced apartment rentals Pinellas County
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- Waterfront rentals Pinellas County
- Vacation home rentals Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Things to do Pinellas County
- Food and drink Pinellas County
- Sports activities Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Art and culture Florida
- Entertainment Florida
- Sightseeing Florida
- Sports activities Florida
- Wellness Florida
- Tours Florida
- Nature and outdoors Florida
- Food and drink Florida
- Things to do United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Sightseeing United States
- Sports activities United States
- Entertainment United States
- Tours United States
- Food and drink United States





