Vacation rentals with a pool in Charlotte County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charlotte County

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

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Top guest favorite
A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.
Home in Port Charlotte

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

FamilyLocationPool

5.0 out of 5 average rating, 107 reviews
Top guest favorite
A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.
Home in Punta Gorda Isles

Tip Top tip lot

Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

FamilyLocationPool

5.0 out of 5 average rating, 16 reviews
Guest favorite
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.
Vacation home in Port Charlotte

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!

FamilyLocationWalkability

4.91 out of 5 average rating, 100 reviews
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

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.

FamilyLocationParks

4.96 out of 5 average rating, 282 reviews
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 Punta Gorda

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

FamilyValueWifi

4.96 out of 5 average rating, 205 reviews
Top guest favorite
The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.
Home in Punta Gorda Isles

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

ValueFamilyQuiet

5.0 out of 5 average rating, 64 reviews
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

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.

ValueLocationCheckout

5.0 out of 5 average rating, 105 reviews
Top guest favorite
Home in South Gulf Cove

Spa, Heated Pool, Tropical Waterfront Near Beach

Located 15 minutes from Boca Grande Beach; combining luxury and location on a waterfront canal lot with amenities such as a spacious dock, boat lift, spa and pool. Coastal Chinook delivers a luxurious newly renovated 4 bedroom paradise for families or couples to boat, fish, golf, lounge, and create memories forever. This upgraded sailboat lot is located at the top of sought after South Gulf Cove canal development. Less than a five minute boat ride will get you to open waters.

ValueLocationAmenities

5.0 out of 5 average rating, 38 reviews
Guest favorite
Home in Punta Gorda

Wow! Luxury waterfront home-Heated Salt Water Pool

WOW! Luxury Punta Gorda waterfront home; HEATED POOL, golf community; WOW factor One of the largest and most luxurious Punta Gorda area homes available on Airbnb. Incredible remodel with over 100 5-star reviews combined sites; Need other open dates in PGI?? Please inquire as we have several PRIME PG HOMES. ****FEE COMPARE- Great value with No extra charges for pool heater, kayaks, bikes, fishing gear. No Administrative fee; Pool Heater fee, Low cleaning fee*****

FamilyLocationSleep quality

5.0 out of 5 average rating, 13 reviews
Top guest favorite
Home in Port Charlotte

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

ValueFamilyDecor

4.94 out of 5 average rating, 145 reviews
Top guest favorite
Home in South Gulf Cove

Canal Home w/ Escape Room, Pool & Dock, Pets OK

"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.

ValueFamilyLong stay

4.96 out of 5 average rating, 26 reviews
Top guest favorite
Home in Punta Gorda Isles

Spotless 3-bedroom Waterfront Home. Heated pool.

This COMPLETELY remodeled home is located on the water in the very desirable community of Punta Gorda Isles. It is only a 3-minute boat ride through the canal to open water and biking distance to Fisherman's Village and Downtown Punta Gorda. The home consists of 3 bedrooms, 2 well-appointed bathrooms and a wonderful, open great room concept. Large patio and pool deck with heated pool. Enjoy the view of the canal as you sip your coffee in the morning.

LocationFamilyBackyard

5.0 out of 5 average rating, 42 reviews

Popular amenities for Charlotte County rentals with a pool

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