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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Guest favorite

Home in Punta Gorda

4.93 out of 5 average rating, 149 reviews

Paradise in PG Isles w/gorgeous pool/spa

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

Home in Punta Gorda

4.96 out of 5 average rating, 228 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

Home in Punta Gorda

4.95 out of 5 average rating, 144 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

4.84 out of 5 average rating, 219 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 favorite

Home in Port Charlotte

4.91 out of 5 average rating, 64 reviews

Florida waterfront life

Relax with the whole family at this peaceful place to stay. There’s no reason to leave with both pool and ocean access at your back door, and just minutes away are great beaches, fantastic parks, and amazing restaurants with live entertainment, although we do have a fully stocked kitchen and charcoal grill if you prefer to eat in. There’s bowling alleys, movie theaters, and family style entertainment right around the corner. We have fast Wi-Fi if you work from home. 100% remodeled in 2023.

Guest favorite

Home in Port Charlotte

4.96 out of 5 average rating, 108 reviews

Big Heated Pool on Golf Course ~Sunsets & Serenity

Oversized heated pool (via solar panels) with deep end ~ big enough for the whole family! Backyard is private from any neighbors. (Kids can be as loud as they want back there.) Gorgeous sunsets in a serene park-like setting looks like you’re on safari! Enjoy walks on the golf cart paths. Country feel in the middle of the suburbs! Our home is a wonderful place to relax & savor the Southwest Florida weather. Dining, shopping, and the excitement of downtown Punta Gorda all just minutes away!

Superhost

Home in Punta Gorda

5 out of 5 average rating, 3 reviews

Peace River Waterfront Luxury Living - 5-BD w Pool

Your waterfront vacation retreat awaits! This 5-bedroom/2-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) ✔ 2 bathrooms ✔ Fully equipped chef’s kitchen ✔ Backyard swimming pool ✔ Indoor/outdoor living ✔ Waterfront

Superhost

Home in Port Charlotte

4.83 out of 5 average rating, 107 reviews

Waterfront Home Heated Pool, Boat Lift , Outdoors

Our 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. Our outdoor space offers a large covered lanai with plenty of seating along with an area for outdoor dining. In addition, we have a beautiful heated saltwater pool, a dock with gorgeous water views and boat lift.

Guest favorite

Home in Port Charlotte

4.94 out of 5 average rating, 47 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.

Superhost

Home in Port Charlotte

4.8 out of 5 average rating, 64 reviews

Waterfront Vacation Home

Welcome home to your 3 bedroom, 2 bath, waterfront, gulf access, pool home with private dock and only minutes to Charlotte Harbor and the Gulf. Screened enclosed pool with large covered lanai and deck. The large open-patio is perfect for barbecuing and enjoying evenings by the fire pit overlooking the lit canal where snook, tarpon, manatees and dolphins frolic nearby. Fish right from the dock! Bring the whole family to this great place with lots of room for fun.

Superhost

Home in Port Charlotte

5 out of 5 average rating, 4 reviews

Comfy Punta Gorda Paradise

Enjoy this beautiful paradise. 4 bedrooms, 3 queen beds and 2 twin beds. Every detail was taught for the comfort of our guests. From comfortable bedding, to fully equipped kitchen. Come enjoy this tranquil paradise. Relax on the beautiful garden, refresh yourself in the exterior pool, and enjoy all that nature has to offer. You can find Turtles, Bunnies, a pond with fish and much more in our garden. Over 1/2 an acre lot to enjoy of garden and patio.

Guest favorite

Guest suite in Punta Gorda

4.78 out of 5 average rating, 68 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.