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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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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
4.95 out of 5 average rating, 265 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
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 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, 165 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 outdoor covered lanai is shown, featuring a wooden dining table surrounded by several chairs. A comfortable seating area includes a woven couch with decorative pillows. A gas barbecue grill and a pool area with water views are visible in the background.
Home in Port Charlotte
4.8 out of 5 average rating, 123 reviews

Waterfront Home Heated Pool, Lift, Pedal Prowler

Your home offers a comfortable open floor plan with lots of windows offering views of the pool and waterfront area. Upon entering the home, you walk down a short hallway and enter into the large common area with 3 sliding glass doors allowing access to the pool deck and lanai. Your outdoor space offers a large covered lanai with plenty of seating along with an area for outdoor dining. In addition, you have a beautiful heated saltwater pool, a dock with gorgeous water views and boat lift.

Guest favourite
An outdoor living area is showcased with comfortable seating and a side table. Large glass panels provide views of the heated pool and scenic canal, framed by palm trees. A television is mounted on a wall, enhancing the entertainment options in this modern space.
Home in Punta Gorda
5 out of 5 average rating, 7 reviews

Coastal Escape-Custom Built Canal Home

Welcome to Coastal Escape Punta Gorda! This custom-built 2021 luxury home offers 4 beds, 3 baths, a heated pool (85 degrees) and an 8x90 concrete dock on a scenic canal—perfect for boating and fishing. With 2,300 sq. ft. of modern living space, it features a fully equipped kitchen, spacious indoor/outdoor areas, and stunning waterfront views. Ideal for families or groups (7 guests), close to beaches, dining, golf, and local attractions. Enjoy the ultimate Gulf Coast getaway in style!

Top Guest favourite
A private pool surrounded by a screened lanai features clear, inviting water reflecting sunlight. Comfortable seating is visible nearby, along with umbrella-covered lounge chairs. Lush greenery and vibrant plants create a serene outdoor atmosphere, enhancing the space for relaxation and enjoyment.
Home in North Port
5 out of 5 average rating, 104 reviews

Exquisite 3 BR 2 BA Pool Home

This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a newer build, early 2020. It is located in a cozy neighborhood, but yet close to malls, stores, restaurants, etc. We are approximately 20-25 minutes from the beautiful Venice beaches and 10 miles from the Punta Gorda beaches. You can also enjoy the pool off the back of the house that features a covered lanai and grill. Come relax and enjoy a great experience!

Top Guest favourite
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
4.94 out of 5 average rating, 32 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 our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Top Guest favourite
A serene outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool reflecting the surroundings. A comfortable chair sits beside the pool, complemented by a shaded umbrella. Lush greenery and colorful plants create a calming backdrop.
Home in Port Charlotte
4.97 out of 5 average rating, 113 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.

Guest favourite
A private heated pool is surrounded by a screened lanai, providing a bright and airy space. Comfortable seating options are positioned nearby, along with a few plants adding a natural touch. Sunlight filters through the screen, casting gentle shadows across the deck area.
Home in Port Charlotte
4.92 out of 5 average rating, 160 reviews

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

Top Guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 215 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Guest favourite
A hammock is suspended between two palm trees in a verdant backyard, providing a relaxing spot. In the background, a two-story tiki hut and a dock are visible along the calm canal, complementing the serene outdoor environment.
Guest suite in Punta Gorda
4.82 out of 5 average rating, 83 reviews

2 room suite private bathroom & entry.

Enjoy your own 2 room suite in this lovely secluded neighborhood. The bamboo floors and light colored wood make your space bright and cheerful. The back yard features a 2 story tiki hut, hammock, fire pit, and dock for your relaxation. Arrive by land or by sea. The sailboat access canal is only 300 yards from the Peace River and the dock is powered 110V. The home is at the end of a cul-de-sac with a large open area in front of the house.

Superhost
A calm canal scene is captured, lined with palm trees and waterfront homes. The water reflects the cloudy sky, creating a serene atmosphere. A wooden dock is visible in the foreground, leading towards the water. Boats are seen moored nearby, enhancing the nautical charm.
Home in Punta Gorda Isles
4.88 out of 5 average rating, 8 reviews

Golden Hour Retreat on a Sailboat Canal

You can be close to Historic Downtown Punta Gorda entertainment and restaurants. We are less than a mile from Fisherman’s Village and right by the Isle Yacht Club. The house is on a deep canal with sailboat access and only 14 minutes from the Punta Gorda Airport. You can enjoy the day sitting around the screened pool or playing bags. Spend your evening around the fire pit watching the sun go down.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

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Avg. price$267 AUD$263 AUD$409 AUD$211 AUD$184 AUD$211 AUD$274 AUD$167 AUD$183 AUD$171 AUD$191 AUD$270 AUD
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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 $84 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Charlotte Harbor holiday rentals include Wi-Fi 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