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Vacation rentals with a pool in Port Charlotte

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Port Charlotte

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

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Guest favorite
A spacious pool area features a heated pool surrounded by a screened enclosure. Colorful pool floats, including a flamingo and unicorn, are visible. A shaded dining area with an umbrella provides seating, while lounge chairs rest nearby, all overlooking a tranquil canal.
Home in Port Charlotte
4.93 out of 5 average rating, 72 reviews

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

Top guest favorite
Home in Port Charlotte
4.97 out of 5 average rating, 142 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Villa del Sol ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

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, 81 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 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 favorite
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, 168 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
A spacious game room features a pool table in the foreground, with a selection of arcade machines visible in the background. Large glass doors provide access to outdoor areas. Neutral-colored walls and tiled flooring enhance the airy atmosphere of the room.
Home in Port Charlotte
4.66 out of 5 average rating, 32 reviews

Florida Fun Home! Pool and Game Room

The fully fenced backyard with a large pool area offers a tranquil space to unwind, get competitive with PICKLE BALL. Lounge chairs and a covered patio for shaded seating. Enjoy sunny afternoons splashing in the pool or grilling up a feast in the backyard. Gather your friends and family with the game room filled with a POOL TABLE, GAMES, ARCADE MACHINES, and more! This home is just a short drive from shopping, and dining options. 3 BR plus new pull out couch in game room to sleep 8.

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 out of 5 average rating, 100 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 South Gulf Cove
5 out of 5 average rating, 11 reviews

Waterfront Pool Home South Gulf Cove, Pt Charlotte

Welcome to your luxury waterfront sanctuary in prestigious South Gulf Cove — a tranquil escape crafted for those who seek elegance, comfort, and breathtaking views. This home blends refined style with unforgettable relaxation. South Gulf Cove is a luxury community with minimal traffic: 16 miles to Boca Grande Lighthouse, 14 miles to Englewood Beach, 15 miles to Myakka State Forest, 14 miles to Port Charlotte Town Center, 8.5 miles to Rotunda Golf and Country Club (6 public courses)

Top guest favorite
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 favorite
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.

Guest favorite
Townhouse in Port Charlotte
4.96 out of 5 average rating, 55 reviews

Nearby golfing, fishing, dining, spring training

Escape to this new, comfortable and practical side by side duplex featuring 3 bedrooms and 2 bathrooms, perfect for up to 6 guests! Your home is private, the only shared space is the patio & pool area Near Golf courses -7 minutes to Rays spring training -Charlottes sports park - 2 miles to town center - 6 miles from beautiful Beachfront Park -5 minutes to Centennial Rec. center Pool, Themed walls, Fully stocked kitchen, BBQ grill! Catch excitement of spring training!

Top guest favorite
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, 114 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.

Popular amenities for Port Charlotte rentals with a pool

When is the best time to visit Port Charlotte?

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Avg. priceﺩ.ﺇ628ﺩ.ﺇ687ﺩ.ﺇ716ﺩ.ﺇ558ﺩ.ﺇ514ﺩ.ﺇ507ﺩ.ﺇ533ﺩ.ﺇ499ﺩ.ﺇ496ﺩ.ﺇ507ﺩ.ﺇ551ﺩ.ﺇ606
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Quick stats about vacation rentals with a pool in Port Charlotte

  • Total vacation rentals

    Explore 450 vacation rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 9,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Port Charlotte vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Port Charlotte rentals

  • 4.8 Average rating

    Port Charlotte stays are highly rated by guests—averaging 4.8 out of 5!

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