Holiday rentals with a pool in Charlotte Harbor

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charlotte Harbor

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

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Top guest favourite
Home in Port Charlotte
4.97 out of 5 average rating, 143 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.

Top guest favourite
The exterior of the home is shown during dusk, featuring a simple, modern design with a prominent chevron pattern on the facade. A well-kept lawn surrounds the house, complemented by palm trees and landscaped areas. A vehicle is parked in the driveway.
Home in Port Charlotte
5 out of 5 average rating, 41 reviews

Port Charlotte Retreat

Welcome to this delightful home in Port Charlotte near Punta Gorda in a quiet neighborhood yet close to stores and restaurants. This lovely property features 2 bedrooms. The master has a king bed with walk in closet and on suite bath. The second bedroom has a queen bed and nearby bathroom. Split design with the living space between the bedrooms. There is also a queen size sofa sleeper in the living room. Pool and Lanai are fully screened with a BBQ available. Free WiFi and parking, Roku TV.Go

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, 267 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
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.
Holiday home in Port Charlotte
4.91 out of 5 average rating, 81 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 favourite
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, 229 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.

Guest favourite
A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.
Home in North Port
4.97 out of 5 average rating, 169 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

Top guest favourite
A heated spa is showcased within a screened lanai, featuring smooth stone edges and colorful tile accents. Large windows provide views of the golf course and surrounding greenery, with a bright sky visible above. Sunlight gently illuminates the serene space.
Home in Punta Gorda
4.98 out of 5 average rating, 91 reviews

Feels Like Home - w/ Heated Pool Book Now!

Whatever the reason for your visit, you are home with us. The golf course is full of wildlife, making your morning coffee a peaceful respite as the day begins. You can enjoy spreading out in the home, enjoying TVs in each room, pool upstairs or board games in the living room. With a short 10 minute drive to downtown you can plan to catch a stunning sunset at Charlotte Bay or enjoy public parks with the little ones. After a long day, relax in the heated pool and grill on the lanai.

Top guest favourite
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, 18 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.

Superhost
A spacious game room features a pool table in the foreground, with a selection of arcade machines visible in the background. Large glass doors provide access to outdoor areas. Neutral-colored walls and tiled flooring enhance the airy atmosphere of the room.
Home in Port Charlotte
4.66 out of 5 average rating, 32 reviews

Florida Fun Home! Pool and Game Room

The fully fenced backyard with a large pool area offers a tranquil space to unwind, get competitive with PICKLE BALL. Lounge chairs and a covered patio for shaded seating. Enjoy sunny afternoons splashing in the pool or grilling up a feast in the backyard. Gather your friends and family with the game room filled with a POOL TABLE, GAMES, ARCADE MACHINES, and more! This home is just a short drive from shopping, and dining options. 3 BR plus new pull out couch in game room to sleep 8.

Top guest favourite
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, 101 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 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 Charlotte Harbor
4.95 out of 5 average rating, 63 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
Villa in Charlotte Harbor
5 out of 5 average rating, 33 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Plan your Florida retreat to this brand new 4-bedroom, 2-bathroom Port Charlotte home. Visit the Fishermen's Village, tan at the nearby beaches and relax poolside in the private yard. With enough space to sleep 8, this luxurious 2100 square-foot vacation rental boasts 4 Smart TVs, a caged saltwater pool and hot tub and a pool table that also changes into air hockey. Parking in the garage available.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

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Avg. price$245 SGD$241 SGD$375 SGD$193 SGD$169 SGD$193 SGD$251 SGD$153 SGD$167 SGD$157 SGD$175 SGD$247 SGD
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Quick stats about holiday rentals with a pool in Charlotte Harbor

  • Total holiday rentals

    Explore 30 holiday rentals in Charlotte Harbor

  • Nightly prices starting at

    Charlotte Harbor holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 590 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Charlotte Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charlotte Harbor rentals

  • 4.7 Average rating

    Charlotte Harbor stays receive an average rating of 4.7 out of 5 from guests