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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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Top guest favorite
A private saltwater pool is surrounded by a screened lanai, featuring clear water reflecting sunlight. Poolside, a handrail is visible for safety, and tropical landscaping can be seen in the background, enhancing the outdoor recreational space.
Villa in Englewood
4.92 out of 5 average rating, 143 reviews

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

Top guest favorite
Home in Port Charlotte
4.97 out of 5 average rating, 148 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Golf Cove Paradise ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a golf course setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 296 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favorite
Home in Punta Gorda
4.93 out of 5 average rating, 157 reviews

Luxury Canal Retreat Pool Dock Gulf Access Sunsets

Welcome to Paradise with 4 Bedroom/3 full Baths on Punta Gorda Isles. Two Master suites! Great for multiple couples (no parties!). Enjoy the Private Pool, Dock, Fish, Enjoy the enclosed Lanai - Absolutely a Prime Canal Location! Tie your boat up to the dock and live in Paradise! This luxurious home has a large open floor plan, brick paver driveway for two vehicles, gorgeous tile roof, all enclosed pool cage, and granite countertops. Easy Access to Boating, Fishing & Other Outdoor Activities.

Guest favorite
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, 270 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 favorite
Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.
Vacation home in Port Charlotte
4.91 out of 5 average rating, 86 reviews

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

Guest favorite
A lush green landscape is framed by trees, with a view of calm waters in the background. A wooden dock extends into the water, inviting potential relaxation and observation of local wildlife. The setting sun casts gentle shadows over the manicured lawn.
Home in Port Charlotte
4.85 out of 5 average rating, 230 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Top guest favorite
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, 53 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 favorite
The image captures a bright indoor space with a view of the outdoor pool area. A dining table with six mesh chairs is positioned under a decorative curtain, overlooking the pool through a sliding glass door. Light-colored walls enhance the airy feel.
Home in Port Charlotte
4.92 out of 5 average rating, 102 reviews

Coastal Getaway – 3bed/2bath With a Pool

This 3-bed, 2 bath house is spacious, open and tastefully decorated in a coastal theme. House is on large corner lot with a fenced back yard. The screened lanai/pool area has a barbeque and comfortable outdoor furniture. The house can sleep 6 comfortably. One well behaved dog under 40 lbs allowed. The house has an open and split bedroom floor plan with the master suite on one side of house and two attractive bedrooms on the opposite side of the house that share a shower and jacuzzi tub.

Top guest favorite
A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.
Home in Port Charlotte
5 out of 5 average rating, 102 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

Top guest favorite
Home in Englewood
4.98 out of 5 average rating, 53 reviews

Gulfstream Villa—Englewood Pool—Dog Friendly

"The pool area is heavenly!" Gulfstream Villa earns it. This single-story Englewood home wraps a heated pool inside a screened lanai, with a doggy door onto a fully fenced backyard. After a beach day on Manasota Key, rinse at the outdoor shower, settle into the lanai's wicker loveseats while the dogs zoom the lawn, then fire up the grill on the dining deck. King master with sliders to the pool, queen and twin-over-full bunk for the family. Bikes in the garage. Dog-friendly.

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, 65 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.

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