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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 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
4.99 out of 5 average rating, 116 reviews

Family Fun Stay • Heated Pool + Putting Green

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
Home in Punta Gorda Isles
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 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, 272 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 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, 190 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 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
4.84 out of 5 average rating, 232 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 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, 103 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.

Guest favourite
Home in Arcadia
5 out of 5 average rating, 18 reviews

Manoir Folie à Deux – Tuscan Countryside

Tuscan-inspired countryside estate on 12.33 private acres in Arcadia, FL. This timeless, one-of-a-kind home features 4 bedrooms, 4.5 baths, a grand chef’s kitchen with 48” professional stove and refrigerator, plus a second full kitchen in the private MIL suite. Enjoy a resort pool, serene pond, gazebo, concert piano, billiards, Monopoly table with upstairs dry bar, and a private home theater. Gated and surrounded by peaceful country life. Minutes from Arcadia and Punta Gorda.

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, 66 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
An inviting swimming pool is surrounded by a screened lanai, providing a serene setting. Comfortable seating is arranged beneath a wooden ceiling adorned with a ceiling fan. Lush greenery is visible through the mesh, enhancing the tranquil atmosphere of the outdoor space.
Home in Punta Gorda
4.96 out of 5 average rating, 26 reviews

The Coastal Palm Cottage

Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.

Top guest favourite
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.

Top guest favourite
A serene waterfront view showcases calm waters bordered by lush greenery and palm trees. The area features manicured lawns and docks extending toward the water, surrounded by a spacious patio with a lounge area and umbrella, ideal for relaxation and enjoying the scenery.
Home in Port Charlotte
5 out of 5 average rating, 85 reviews

Luxury modern waterfront 4BR/3.5BA pool beach

HARBOR PARADISE - Where Location Meets Bliss! Savor stunning harbor views from your cozy vacation retreat. Perfect for fishing enthusiasts, water lovers, or anyone craving nature’s serenity. Nestled in a tranquil waterfront community, you’re just minutes from vibrant dining, shopping, and golfing. Plus, Florida’s most breathtaking beaches and charming Punta Gorda are right at your doorstep!

Guest favourite
Home in Punta Gorda
4.89 out of 5 average rating, 9 reviews

Waterfront Escape: Pool, Hot Tub & Boat Lift | 3BR

Waterfront 3BR home in Punta Gorda with everything for relaxing and boating. Enjoy the private pool and hot tub, unwind on the lanai, and head out with ease using the boat lift. Bright, comfortable spaces, great outdoor living, and peaceful canal views make this the perfect Florida getaway for families, friends, and boaters. Minutes to dining, shops, and local beaches.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

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Avg. price$414 CAD$465 CAD$418 CAD$208 CAD$181 CAD$208 CAD$270 CAD$165 CAD$180 CAD$169 CAD$188 CAD$266 CAD
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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 $83 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Charlotte Harbor vacation rentals include wifi 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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