Vacation rentals with a pool in Charlotte Harbor

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Charlotte Harbor

  • Total vacation rentals

    Explore 50 vacation rentals in Charlotte Harbor

  • Nightly prices starting at

    Charlotte Harbor vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 670 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 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

    50 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!

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
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
4.91 out of 5 average rating, 100 reviews

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!

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, 282 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
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, 238 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
Home in Punta Gorda
4.95 out of 5 average rating, 149 reviews

House/ Caribbean Patio, Hot Tub & Tiki Bar.

3900 Rosemary Drive is a pet friendly house with parking for 2 cars. Relax & enjoy your own private get away, outside patio area, tiki bar, sun loungers & hot tub. The open plan apartment has an 80” Peacock enabled TV,. Enjoy Netflix, Amazon Prime or other subscriptions that you have by entering your home’s password & pin information. In the lounge area there’s a 2 seater theatre style adjustable settee & a small dining table/ working area with Wi-Fi access and a fully equipped kitchen.

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
4.96 out of 5 average rating, 205 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

Top guest favorite
A spacious heated pool features a clear blue water surface, enclosed by a screened cage to keep insects out. A pool ladder leads into the water. Nearby, a colorful pool float and a water slide are visible, with a green grassy yard beyond the enclosure.
Home in Port Charlotte
4.94 out of 5 average rating, 107 reviews

Heated Pool-Outdoor TV & Bar-Private backyard

SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

Top guest favorite
A screened-in lanai features a spacious swimming pool, with panoramic views of intersecting canals and the surrounding neighborhood. Lush green lawns and palm trees are visible in the foreground, while serene water reflections enhance the tranquil atmosphere.
Home in Punta Gorda Isles
4.92 out of 5 average rating, 106 reviews

Peaceful PGI Getaway

This gorgeous 3 bedroom, 2 bathroom house is located on intersecting canals in Punta Gorda Isles, providing beautiful water views from several rooms throughout the house. With two living rooms, there is plenty of space for the whole family! You will enjoy indoor and outdoor dining tables. This quiet neighborhood is great for families, couples, or seniors. With the house at the end of the street you have plenty of privacy. The spacious pool overlooks your 145 ft water view and boat dock.

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
5.0 out of 5 average rating, 105 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 favorite
Home in Port Charlotte
4.93 out of 5 average rating, 40 reviews

Tropical Canal Retreat with Gorgeous Pool

Heated Saltwater Pool • Canal • 3BR/3BA Relax in this spacious 3-bedroom, 3-bath Port Charlotte retreat with 80 feet of freshwater canal frontage and a heated saltwater pool. Enjoy the screened lanai, waterfront views, stylish living spaces, fully equipped kitchen, and plenty of room for families or friends. Located near Punta Gorda dining, Fishermen’s Village, beaches, golf, and shopping. Guests have use of the driveway and main garage bay; smaller bay reserved for owner storage.

Guest favorite
Home in Punta Gorda
4.87 out of 5 average rating, 150 reviews

Private Pool Paradise: Cabana, Mini Golf & Bowling

Welcome to Sunshine Vacation Home, your Private Pool Paradise in beautiful Punta Gorda, Florida. Perfectly located just 15 minutes from Punta Gorda Airport and Charlotte Beach Park and Fishermen's Village, only 2 miles from I-75 for easy travel, and 30 minutes from the famous Warm Mineral Springs. Spend your days exploring Southwest Florida or simply unwind in your own private backyard resort with a pool, cabana, mini golf, and more.

Superhost
Home in Port Charlotte
4.87 out of 5 average rating, 119 reviews

Blissful Waterfront Haven with Heated Pool

Serene Waterfront Retreat with Heated Pool near the Peace River. Enjoy a fresh water canal view, relax in the heated pool, and embrace the tranquility of Port Charlotte. Perfect for nature lovers and seekers of relaxation. Book now! *Heated Pool* OPTIONAL $29 per day for the pool. This will be paid on the check in date. Please keep in mind that the pool heater runs 8 hours per day. It may cool down at night and morning.

Top guest favorite
Villa in Charlotte Harbor
5.0 out of 5 average rating, 39 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.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$62,519 GYDG$70,255 GYDG$63,146 GYDG$43,491 GYDG$37,846 GYDG$37,846 GYDG$40,773 GYDG$24,882 GYDG$27,182 GYDG$25,509 GYDG$28,437 GYDG$40,146 GYD
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