
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 Heated 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

[Top Pick] Family Fun Getaway | Heated Pool
Discover your ideal getaway, complete with all your dreams come true! Located just minutes from stunning beaches & conveniences, this fantastic home offers endless fun! From a heated pool, hot tub, and 2 person hammock, to a fire pit, BBQ, and a fully-equipped kitchen for your delight! Your family will be close to everything when you stay at this centrally-located home. 1 min to Largo Tennis Courts, Olympic size pool, baseball 8 min to Independence Square 5 min to beach 4 min to laundromat

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. 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. The condo is walking distance to shopping, banking and many restaurants and bars.

Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

🍍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

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.

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!

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.
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

The Palm House | Free Heated Pool!

Cozy Stylish Home w/ Heated Pool & Big Parking

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

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

Hot tub+Heated Pool! Billiard Table! BBQ! 3Bed!

Sunrise Rock Retreat

[Top Pick] Family Fun Retreat | Heated Pool

Swim-Out Bedrooms, Waterfall pool, Peace Place
Apartment rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

"Jewel At The Shores" Gulf Front, sleeps 5

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 !

Heron's Hideaway- Studio by the bay!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Updated Condo-Heated Pool-Private Balcony
Other holiday rentals with a pool

Paradise by the Park

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

Exclusive indoor pool house near the beach 3BD/2.5

Tropical Lux Retreat | Heated Pool/Speakeasy/Beach

Pet Friendly Pool Oasis St Pete/Gulfport

Heart of St. Petersburg Home

Cozy pool home near the beaches

The Aqua Oasis-Heated Pool Free!
Destinations to explore
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- House rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with a sauna Pinellas County
- Guest house rentals Pinellas County
- Rentals with lake access Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Hotel rooms Pinellas County
- Aparthotel rentals Pinellas County
- Holiday home rentals Pinellas County
- Motorhome rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Bed and breakfasts Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Waterfront rentals Pinellas County
- Rentals with a kayak Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an EV charger Pinellas County
- Luxury rentals Pinellas County
- Villa rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Private suite rentals Pinellas County
- Rentals with a patio Pinellas County
- Apartment rentals Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Boutique hotels Pinellas County
- Bungalow rentals Pinellas County
- Cottage rentals Pinellas County
- Townhouse rentals Pinellas County
- Beach apartment rentals Pinellas County
- Rentals with breakfast Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Rentals with outdoor seating Pinellas County
- Rentals with a fireplace Pinellas County
- Rentals with a cinema Pinellas County
- Pet-friendly rentals Pinellas County
- Serviced apartment 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
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Things to do Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Food and drink Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Sports activities Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States




