
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.

Private Pool*Family Friendly & Clean
💥Book a week -> 10% off your entire stay!💥 🌟 Heated pool included in your stay! 🌟 🏡 This home is a 3 bed. and 2 full bath., newly renovated home. It's modern look with amazing amenities and spacious 1500sqft of living space, makes it easy to have an enjoyable vacation near the best beaches of Florida. The backyard is fully fenced with a pool that is also heated during winter months. This home is great for solo adventurers, couples, and families, especially families with young children.

Largo Poolside Paradise Heated Pool 10Min To Beach
Escape to this stunning heated pool home in Largo, just 10 minutes from Florida’s top beaches! Relax in your private outdoor oasis featuring a large sectional, smart TV, fire pit, BBQ grill, and alfresco dining for six. Enjoy loungers, a daybed, and a large putting green with putters and golf balls. FREE beach chairs and umbrellas are included for your convenience. Book now for the ultimate getaway in Largo, and make memories that last a lifetime! Perfect for relaxation and fun under the sun.

[Guest Favourite] 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

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.

Cozy Casita in NE St Petersburg
Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

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

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.

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

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!

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

[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.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
Popular amenities for Pinellas County rentals with a pool
House rentals with a pool

Tropical Lux Retreat | Heated Pool/Speakeasy/Beach

HUGE Salt POOL,Park Views,Modern Open Concept,3B2B

Luxe Private Waterfront Getaway with Pool in Ozona

Private Pool | Bikes | Near Beaches | Pet Friendly

Bayfront Oasis | Pool, Hot Tub & Dock

Private Heated Pool/Waterfront/5-mins to Beach

Waterfront Pool Home with dock

Watch the Sunrise at Sunrise! @ Clearwater home.
Apartment rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Ocean Breeze • Easy - Heated Pool Access

Comfortable 2BR condo, walk to all sand beach

Modern and Cozy Condo 6 Minutes from the Beach !

Heron's Hideaway- Studio by the bay!

Amazing Beachfront corner unit with two balconies!

Beachfront in exclusive resort

Walk to Beach • Heated Pool • Sunsets | Funshine
Other holiday rentals with a pool

Coastin' Close Family Fun~HTD Pool~Outdoor Games

The Pool House -Private Heated Pool w Entire House

2BD/2BA Condo w/ Beach Access & Pool on Isla del Sol

Enjoy Heated Pool Home 1 mile 2 Beach w GolfCart

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

Indulge in Waterfront Elegance!

Casa Brisa - Htd. Pool-Unique Bungalows-Hot Tub

CasaHelena:5min to Beaches/Heated Pool/BBQ/IRB/CLW
Destinations to explore
- Motorhome rentals Pinellas County
- Guest house rentals Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with a kayak Pinellas County
- Cottage rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Loft rentals Pinellas County
- Resort rentals Pinellas County
- Waterfront rentals Pinellas County
- Rentals with a cinema Pinellas County
- Luxury rentals Pinellas County
- Bungalow rentals Pinellas County
- Serviced apartment rentals Pinellas County
- Holiday home rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Beach apartment rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with lake access Pinellas County
- Rentals with a hot tub Pinellas County
- Aparthotel rentals Pinellas County
- Rentals with an EV charger Pinellas County
- Boutique hotels Pinellas County
- Apartment rentals Pinellas County
- House rentals Pinellas County
- Rentals with a fireplace Pinellas County
- Rentals with a patio Pinellas County
- Townhouse rentals Pinellas County
- Hotel rooms Pinellas County
- Bed and breakfasts Pinellas County
- Private suite rentals Pinellas County
- Rentals with breakfast 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
- Weeki Wachee Springs
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens
- Things to do Pinellas County
- Sports activities Pinellas County
- Sightseeing Pinellas County
- Art and culture Pinellas County
- Food and drink Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Things to do Florida
- Wellness Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sports activities Florida
- Food and drink Florida
- Sightseeing Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States




