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Holiday rentals with a pool in Charlotte County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charlotte County

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious backyard features a putting green surrounded by artificial turf, creating a vibrant green area. Two lounge chairs provide comfortable seating. Fenced for privacy, the space is enhanced by tropical trees and minimal landscaping, under a clear blue sky.
Home in Port Charlotte
5 out of 5 average rating, 101 reviews

Private Heated Pool & Putt Putt in Port Charlotte!

Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

Top Guest favourite
A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.
Home in Punta Gorda
4.96 out of 5 average rating, 256 reviews

Tropical getaway Pool and tiki bar

1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

Guest favourite
The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.
Home in Punta Gorda
4.95 out of 5 average rating, 179 reviews

Seasonal vacation rental with Heated pool

The living room has a 65 " smart TV,wall mounted with a LCD Fireplace below with surround sound- All TV's have Netflix.The bar room has a small refrigerator,pool table and dart board.Outside has a private lanai with Heated pool and a propane firepit.Enjoy the sonos sound with 55" smart TV in the Master bedroom the second bedroom also has a TV. The bar room,also has sonos as well as the lanai.30 minutes from several beaches.The garage will not be available.Home located in a quiet Cul de Sac

Top Guest favourite
The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.
Home in Punta Gorda
5 out of 5 average rating, 40 reviews

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

Top Guest favourite
A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.
Home in Rotonda West
5 out of 5 average rating, 6 reviews

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

Guest favourite
Home in Punta Gorda
4.92 out of 5 average rating, 112 reviews

Fun Luxury Stay: Mini Golf, Pool, Bowling

Escape to a private family paradise with a pool, spacious play yard with minigolf, hopscotch, tic tac toe and garden views for unique outdoor relaxation, BBQs, and creating unforgettable memories. Splash, play and unwind in crystal clear waters while laughter fills the air. Step inside the well designed luxurious interior which provides utmost comfort and is equipped with all essentials and more. Your adventure awaits in this dreamy retreat. This private home is 15min from Beach Park

Top Guest favourite
A stylish pool area is illuminated by soft lighting at night, featuring two large red umbrellas over submerged seating. Calm waters reflect the surroundings, while palm trees frame the view, creating a serene atmosphere by the water's edge.
Home in Port Charlotte
4.95 out of 5 average rating, 58 reviews

Amazing Peace River Views

House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Top Guest favourite
Home in Port Charlotte
4.94 out of 5 average rating, 127 reviews

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

Top Guest favourite
A serene pool area is enclosed with a screened lanai, reflecting the clear blue sky. Lounge chairs are positioned around the pool, providing space for relaxation while overlooking a lush, landscaped backyard.
Home in Punta Gorda
4.98 out of 5 average rating, 47 reviews

Serenity@Punta Gorda Isles-Pool,Fish,Golf,Bike

Getaway to Serenity in Punta Gorda Isles and let your worries disappear. Entire home surrounded by palm trees, pool, intercoastal canal views, bikes, fishing, outdoor dining and ample space to unwind and enjoy the gorgeous Florida sunsets. Home is beautifully decorated with large seating areas for the whole family to enjoy. Large dock to tie your boat up to and fish from. Minutes to Fisherman's Village, Gilchrist Park, historic downtown and dining options.

Top Guest favourite
The open-concept kitchen and dining area feature modern appliances and a spacious island with seating for two. Natural light floods the space through large sliding doors, overlooking the outdoor seating area by the shared pool. A neutral color palette enhances the inviting atmosphere.
Home in Punta Gorda
5 out of 5 average rating, 42 reviews

Stylish Waterfront Gem with Scenic Views and Charm

Welcome to our charming DUPLEX in the very desirable Punta Gorda Isles, just minutes from Fisherman's Village and Charlotte Harbor! Home features private 2 bedrooms and 2 baths: a master with a king-size bed and a second room with a full bed. Enjoy your private entrance, a bright living room, shared pool access, and scenic waterfront views! Conveniently located near downtown Punta Gorda, perfect for dining and exploring all the area has to offer! ☀️

Guest favourite
A screened-in private pool area is highlighted, featuring a spacious pool with crystal-clear water. Lush plants and flowers border the deck, while the canal view is visible through the transparent enclosure. Comfortable lounge chairs are positioned around the pool for relaxation.
Home in Punta Gorda
5 out of 5 average rating, 14 reviews

Waterfront Home | Heated Pool + Sunset Views

🍂 Your Perfect Autumn Escape in Punta Gorda! 🌴 This 3BR/3BA canal-front retreat offers peaceful water views, a private pool, and a dock for fishing or relaxing. Just 1 mile from Fishermen’s Village and 2 miles from downtown, it’s the perfect autumn getaway. Spend your days soaking up the sun, grilling by the water, or exploring beaches, local markets, and waterfront dining. Book your autumn vacation today and make unforgettable memories! 🌴✨

Guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.9 out of 5 average rating, 205 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

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