Vacation 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 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, 142 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, 145 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 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.

Top guest favorite
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 Deep Creek
4.95 out of 5 average rating, 188 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

Guest favorite
Home in Port Charlotte
4.92 out of 5 average rating, 38 reviews

Tropical Canal Retreat with Gorgeous Pool

SENSATIONAL heated saltwater Pool home with 80 feet of Freshwater frontage on the serene, Wide Niagara Waterway!! Located in the desirable NY section. 2100+ beauty boasts 3 bedrooms and 3 baths. Stylish brick paver driveway, a grand columned front entryway with a stately leaded glass front door. Once inside you'll fall in love with the appealing grandeur all around you! Bring the whole family to this great place with lots of room for fun. Please note: access to garage is not included.

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, 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.

Top guest favorite
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, 171 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.

Superhost
An aerial view captures the waterfront mansion, showcasing a spacious backyard with a swimming pool and a gathering area surrounded by lounge chairs. The property features lush greenery and direct access to the Peace River, blending seamlessly with the tranquil landscape.
Home in Charlotte Harbor
4.71 out of 5 average rating, 28 reviews

Peace River Waterfront Luxury Living - 5-BD w Pool

Your waterfront vacation retreat awaits! This 5-bedroom/3-bathroom mansion will delight your senses with its hotel-chic décor, top-of-the-line finishes, and indoor/outdoor living atmosphere. With views of the Peace River, this custom-designed vacation home offers high ceilings, stylish furnishings, and a backyard swimming pool for all your vacation needs! ✔ 5 bedrooms (sleeps 12) ✔ 3 bathrooms ✔ Fully equipped chef’s kitchen ✔ Backyard swimming pool ✔ Indoor/outdoor living ✔ Waterfront

Top guest favorite
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, 19 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
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 favorite
Villa in Charlotte Harbor
5 out of 5 average rating, 35 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.

Guest favorite
An enclosed pool area features crystal-clear water, with lounge chairs positioned on either side. Lush greenery is visible through the large screened windows, providing a serene view. The pool surface reflects the sunlight, creating a tranquil ambiance.
Home in Port Charlotte
4.96 out of 5 average rating, 244 reviews

Full home, Low Cleaning fee, heated salt pool.

Full house with pool. 2.5 bed / 2 bath. Great location near shopping, eating and beaches. Close to Charlotte Harbor, Punta Gorda and Englewood beach. Lots of great food and shopping. Quiet neighborhood. Only 1 mile from boat/ kayak launch. Many opportunities to fish nearby.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,739 GYDG$39,112 GYDG$60,864 GYDG$31,373 GYDG$27,399 GYDG$31,373 GYDG$40,785 GYDG$24,889 GYDG$27,190 GYDG$25,517 GYDG$28,445 GYDG$40,158 GYD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

Quick stats about vacation rentals with a pool in Charlotte Harbor

  • Total vacation rentals

    Explore 40 vacation rentals in Charlotte Harbor

  • Nightly prices starting at

    Charlotte Harbor vacation rentals start at G$12,549 GYD per night before taxes and fees

  • Verified guest reviews

    Over 640 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Charlotte Harbor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Charlotte Harbor rentals

  • 4.8 Average rating

    Charlotte Harbor stays are highly rated by guests—averaging 4.8 out of 5!

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