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Vacation 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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The solar-heated pool is surrounded by a screened enclosure, offering views of tropical greenery. An inflatable lounge float rests on the crystal-clear water, while patio seating and a shaded area with an umbrella are visible in the background.

Home in Punta Gorda

4.91 out of 5 average rating, 103 reviews

Fun Luxury Stay: Mini Golf, Heated Pool, Bowling

Escape to a private family paradise with a solarheated 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 favorite

A spacious screened lanai features a heated swimming pool with clear blue water. Lounge chairs are positioned around the pool area, providing ample space for relaxation. The surrounding pavers and greenery contribute to a serene outdoor atmosphere.

Villa in Englewood

4.98 out of 5 average rating, 101 reviews

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

Top guest favorite

A serene sunset is captured over the pool area, with vibrant purple and orange hues filling the sky. Illuminated palm-style lights adorn the seating area, creating a playful ambiance. Comfortable seating is arranged with colorful cushions, inviting relaxation amidst the peaceful backdrop.

Home in Port Charlotte

4.97 out of 5 average rating, 132 reviews

Big Pool~Outdoor TV~Private Yard~Peaceful Location

Welcome to Paradise! Splash the day away in an oversized heated pool (via solar panels) w/ a deep end that will fit the entire family. Backyard/pool area is private from neighbors (be as loud as you want). Enjoy gorgeous sunsets overlooking a park like setting, BBQ on a custom built-in-grill, walk the golf cart paths, work on your tan, read a book, play your music, and swim or float all your cares away. Only a few miles from restaurants, bars, shopping, & the excitement of downtown Punta Gorda.

Top guest favorite

An inviting outdoor area features a heated lap pool with a dolphin fountain, surrounded by palm trees and a protective screen enclosure. Lounge chairs are positioned nearby, overlooking the canal and providing a serene water view.

Home in Punta Gorda

5 out of 5 average rating, 37 reviews

Luxury long waterview w/pool-kayaks-clubs-bikes!

Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

Top guest favorite

An inviting above ground pool with a solar cover is positioned next to a modern house featuring a green exterior. The area is surrounded by tropical landscaping and outdoor seating, beneath a covered porch with warm lighting, offering a spacious and relaxing environment.

Home in Punta Gorda

4.96 out of 5 average rating, 252 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.

Top guest favorite

A private lanai showcases a heated pool with clear blue water, bordered by paver stones. Lounge seating is positioned nearby under a screened enclosure, surrounded by lush greenery. Sunlight filters through the screen, creating a bright and inviting atmosphere.

Home in Punta Gorda

4.95 out of 5 average rating, 176 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 favorite

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, 5 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!

The exterior of the home is showcased against a colorful sunset sky. Lush landscaping includes well-kept grass and vibrant plantings. The entrance features a spacious porch, framed by tropical palm trees, creating a welcoming atmosphere.

Home in Punta Gorda

5 out of 5 average rating, 9 reviews

Incredible Water View! Heated/Salt/Sun filled pool

Newly remodeled home that is designed for family entertaining and relaxation. The open layout allows for enjoyment of the constant waterfront breezes while relaxing with family, taking a swim in the pool or watching the manatees lounge in the canal that has direct access to Charlotte Harbor and the Gulf. The home is located within the Burnt Store Isles golf community (Twin Isles Country Club, 3 minute drive) with nearby shopping centers, Fisherman’s Village and downtown Punta Gorda.

Top guest favorite

An outdoor pool area is enclosed with a screened lanai, featuring a shaped pool surrounded by neutral-toned flooring. Relaxing lounge chairs are positioned nearby, and colorful pool floats rest on the water's surface, providing a vibrant touch to the tranquil setting.

Home in Englewood

4.99 out of 5 average rating, 102 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Top guest favorite

A spacious patio area features a shimmering pool, accompanied by lounge chairs and a dining set. The covered space includes a grill, with doors leading inside enhancing the openness. A turquoise door adds a pop of color to the tranquil setting.

Home in Port Charlotte

4.97 out of 5 average rating, 109 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.

Top guest favorite

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, 57 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 favorite

An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.

Home in Port Charlotte

4.92 out of 5 average rating, 24 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in the pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

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Popular amenities for Charlotte County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A screened-in pool area features a sparkling blue pool surrounded by greenery. A metal railing is positioned beside the pool, with a towel draped over it. Potted plants and a small stool are positioned on the textured stone flooring.

Home in Port Charlotte

4.93 out of 5 average rating, 30 reviews

Cosy, close to many places

A heated pool is framed by a screened enclosure, surrounded by a spacious patio featuring pavers. Lounge chairs are positioned along one side, while a dining area with multiple chairs is visible through expansive glass doors that offer views to the exterior.

Home in Port Charlotte

5 out of 5 average rating, 12 reviews

Waterfront Key West Style Home, Heated Pool

A sun-filled Florida room features large sliding glass doors opening to a private lanai with a pool. Light-colored seating is arranged around a simple coffee table, creating a relaxed atmosphere. Palm trees sway outside, framing views of the lake in the distance.

Home in Port Charlotte

5 out of 5 average rating, 8 reviews

Sunny South-Facing Heated Pool & Spa on Lake

An inviting pool area is enclosed by a screened lanai, allowing for unobstructed views of a colorful sunset. The clear water reflects the warm hues of the sky, while the surrounding pavers enhance the serene atmosphere of the outdoor space.

Home in Rotonda West

5 out of 5 average rating, 13 reviews

Upscale Getaway

Top guest favorite

A serene saltwater pool is surrounded by stone pavers and lush greenery, reflecting the sky above. A hammock can be seen in the background, while potted plants are placed around the pool area, adding to the tranquil setting.

Home in Punta Gorda

5 out of 5 average rating, 30 reviews

Rest Cottage on Peace River

An enclosed lanai features a heated swimming pool, reflecting the surrounding outdoor scenery. Comfortable seating is arranged nearby, and a vibrant garden is visible outside the mesh screen. The area provides ample natural light, enhancing the inviting atmosphere for leisure and relaxation.

Home in Punta Gorda

4.91 out of 5 average rating, 45 reviews

Stylish 3BRS Heated Pool Home/Walk to downtown!

The living area showcases a spacious sectional sofa adorned with decorative pillows. A 65-inch smart TV is mounted on the wall, while large windows allow natural light to fill the room. A dining area with modern lighting and a fully equipped kitchen can be seen in the background.

Home in Rotonda West

4.9 out of 5 average rating, 20 reviews

AquaMarineVilla/Spa/beaches/luxury/BocaGrande/new

Top guest favorite

A well-appointed bedroom features a spacious bed with a decorative quilt in soft ocean-themed colors. Pillows are artfully arranged, and light filters through sheer curtains, revealing a view of the private pool and patio area beyond sliding glass doors.

Home in Port Charlotte

5 out of 5 average rating, 20 reviews

The Harbor House - Waterfront - Private Pool

Condo rentals with a pool

Top guest favorite

Condo in Englewood

4.96 out of 5 average rating, 119 reviews

Sunset Beach

A calm exterior view showcases a two-story condo with a light grey façade and large windows. A spacious bedroom is presented, featuring a striped bedspread and modern furnishings. The bathroom includes a walk-in shower with stone flooring and a vanity. A kitchen area highlights sleek countertops and stainless steel appliances.

Condo in Rotonda West

5 out of 5 average rating, 4 reviews

Perfect Escape | Boca Grande Beach | Pool & Golf

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

Condo in Englewood

4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.

Condo in Englewood

4.79 out of 5 average rating, 131 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

Top guest favorite

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

Condo in Englewood

5 out of 5 average rating, 7 reviews

Ocean Oasis on Manasota Key - Ocean View

A community pool area is depicted, featuring a circular swimming pool with clear water. Surrounding the pool are white lounge chairs and tables, alongside two blue umbrellas for shade. A charming clubhouse with arched windows is visible in the background, set against a partly cloudy sky.

Condo in Rotonda West

5 out of 5 average rating, 11 reviews

Coastal Tranquility in Quiet, Gated Community

An open-concept living area is visible upon entry, showcasing a sleek kitchen and dining space. Neutral tones and modern furnishings complement the atmosphere. A stylish chandelier hangs above the dining table, while a cozy sofa and decorative accents enhance the welcoming environment.

Condo in Englewood

4.82 out of 5 average rating, 17 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

Condo in Port Charlotte

5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

Other vacation rentals with a pool

Top guest favorite

A screened-in pool area features clear water and a gentle slope for easy access. Surrounding the pool are patio tiles and outdoor seating, with a backdrop of lush greenery. Soft natural light illuminates the space, contributing to a calming ambiance.

Home in Punta Gorda

4.93 out of 5 average rating, 28 reviews

Waterfront Paradise with Heated Pool & Dock

Top guest favorite

A private pool rests within a screened enclosure, surrounded by a paved patio. Colorful lounge chairs are positioned beside the clear blue water, with palm trees and an umbrella visible in the background, creating a serene outdoor space for relaxation.

Home in Englewood

5 out of 5 average rating, 22 reviews

A Perfect Escape Near the Beach (Pet friendly)

An aerial view captures the spacious yard of a waterfront home, bordered by palm trees and a smooth canal. Multiple docks are visible along the seawall, surrounded by well-maintained landscaping. The home's screened patio and pool area can be seen, offering a serene outdoor space.

Home in Punta Gorda

5 out of 5 average rating, 24 reviews

Bring your Sailboat to this 160' seawall property

A spacious living area features a gray sectional sofa adorned with decorative pillows in coastal colors. A round coffee table is placed at the center, complemented by a light rug. The open layout leads to a kitchen area, visible in the background.

Home in Port Charlotte

4.85 out of 5 average rating, 52 reviews

Paradise Pool Home on the Canal

Aerial view of the property reveals expansive green spaces surrounding the home. An oversized pool is visible, inviting relaxation. Featured images show a home theater, kitchen with ample cabinets, a spacious sleeping area with decorative rugs, and inviting outdoor areas. The property encompasses seven acres.

Home in Punta Gorda

4.6 out of 5 average rating, 20 reviews

Your Slice of Heaven quiet Estate -great location

A screened-in outdoor space features a heated saltwater pool surrounded by lounge chairs. Dining area is visible with a large table set for gatherings. Sunlight reflects off the water, creating a bright atmosphere. A waterway can be seen in the background, enhancing the serene environment.

Home in Rotonda West

5 out of 5 average rating, 8 reviews

Tropical Oasis, pool, pelaton, golf, dog friendly

Top guest favorite

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

Home in Rotonda West

5 out of 5 average rating, 28 reviews

Beautiful Floridian Oasis

An aerial view showcases the home surrounded by lush greenery and a well-manicured yard. The property is located along a canal, with a private dock visible. The peaceful neighborhood is highlighted by tree-lined streets and open spaces, contributing to a serene atmosphere.

Home in Port Charlotte

4.92 out of 5 average rating, 13 reviews

Port Charlotte Canal/Pool Retreat

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