
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.

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

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

Best Celebration - Heated Pool - Hot Tub - Arcade
🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Palm Oasis | Heated Pool | Near Beaches
Have fun with the family or just a friend getaway at this stylish cozy POOL home. This newly remodeled 3-bedroom 2-bath home, centrally located between Clearwater and St. Petersburg and a 30 min drive to Tampa to visit all the local attractions. Very close to plenty of restaurants, shopping, and Beaches. This home has everything needed from quality mattresses to kitchen essentials and “Smart TV’s” in every room, very close to shopping, restaurants, movies, Walmart, etc. “Must be 21 to book”.

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.

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!

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

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.

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

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

Cozy Stylish Home w/ Heated Pool & Big Parking

Cozy pool home near the beaches

The Paradise Cove No. 1

Bella Bird

Private pool, Golf Cart, Completely Renovated!

ST Urban Oasis heated pool

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
Apartment rentals with a pool

Ocean Breeze • Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Modern and Cozy Condo 6 Minutes from the Beach !

Boho Beach Condo

Sea La Vie- Studio by the bay!

Beachfront in exclusive resort

Spectacular beach to bay views from this resort.

Five Star Beachfront Condo Newly Renovated
Other holiday rentals with a pool

Sleeps 10 • Heated Pool • Game Room • Hot Tub

Luxury Poolside Paradise

[TOP#1] Heated Pool/Spa Luxury Getaway Beach Fun!

Rustic Pines | Golf, FirePit, 5 min to Beaches

Tropical Lux Retreat-Heated Pool/Speakeasy/Beach

800 Ocean Club | Heated Pool, Theater, Basketball

Private Pool Oasis | 4BR • Game Room • Mini Golf

3BR Largo Home, Heated Pool Near Clearwater Beach
Destinations to explore
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- Smoking-friendly 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 an EV charger Pinellas County
- Rentals with a hot tub 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
- Boutique hotels Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Serviced apartment rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Guest house rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Pet-friendly rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Epperson Lagoon
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Things to do Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Nature and outdoors Pinellas County
- Art and culture 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
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States
- Food and drink United States





