Vacation rentals with a pool in Port Charlotte

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Port Charlotte

  • Total vacation rentals

    Explore 460 vacation rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte vacation rentals start at G$6,263 GYD per night before taxes and fees

  • Verified guest reviews

    Over 10,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    410 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    460 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!

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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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
5.0 out of 5 average rating, 106 reviews

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

Guest favorite
Home in Port Charlotte
5.0 out of 5 average rating, 28 reviews

Canal front, gulf access, pool, spa, game room

Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

Top guest favorite
Home in Port Charlotte
4.96 out of 5 average rating, 26 reviews

Quiet Neighborhood ~ Waterfront Heated Pool!

Welcome to our elegant waterfront home in beautiful Port Charlotte! Nestled along the sparkling waters, this stunning property offers the perfect blend of luxury, comfort, and picturesque views. Cool off with the covered patio and full-size pool. Soak in some sunshine on the hammock. Enjoy the crackle of the firepit under the stars. With its many updates and thoughtful design, this vacation home has been carefully curated for making memories, and providing an unforgettable vacation experience.

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!

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

Guest favorite
A serene outdoor space featuring a fenced pool surrounded by lounge chairs and umbrellas. Tropical plants and grass enhance the area, while palm trees provide shade. The backyard offers a peaceful retreat, ideal for relaxation under the sun.
Home in Port Charlotte
4.81 out of 5 average rating, 83 reviews

Oasis with pool in the middle of West Coast, FL

Our oasis is created with love, care, and intentionality. Whether you are looking for a quiet and relaxing time or fun and entertainment - you will find it all here. This house is located in a quiet neighborhood, close to shopping, local attractions and nearby beaches. Recently remodeled, refurnished and tastefully decorated. Stocked kitchen, cotton linens and towels. Screened lanai, grill, fenced pool, backyard with fire pit, backed by tropical setting and canal. We are pet friendly!

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
4.96 out of 5 average rating, 183 reviews

Beautiful & Cozy 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.

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 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.

Top guest favorite
Home in North Port
5.0 out of 5 average rating, 23 reviews

Peaceful Pool Retreat Near Beaches | Gym • 4BR

Welcome to your hidden gem in North Port — a spacious 2,300 sq. ft. home designed for comfort, privacy, and relaxation. Tucked away in a quiet, no-traffic area, this 4-bedroom retreat offers the perfect escape from the noise. Inside, soaring 12-foot ceilings create a bright, open feel, while your private indoor gym keeps you active at your convenience. Step outside to your heated, screened-in pool — your own peaceful oasis, day or night. Your Florida getaway starts here.

Top guest favorite
Home in Port Charlotte
4.94 out of 5 average rating, 145 reviews

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.

Guest favorite
Home in Port Charlotte
4.93 out of 5 average rating, 27 reviews

Private Heat Pool. Gazebo, canal kayaks free pets

🌴 Relax in this beautifully renovated waterfront home featuring a modern private pool, tiki hut, fire pit, and 4 free kayaks. Fish right from the seawall or explore nearby beaches, marinas, restaurants, and shopping. Sleeps up to 8 with 3 bedrooms, bunk bed ,and 3 full bathrooms, kitchen full equipped Pet-friendly and perfect for families, anglers, and anyone looking for a peaceful Florida getaway. Pool heat available from November for $25/day.

Popular amenities for Port Charlotte rentals with a pool

When is the best time to visit Port Charlotte?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$36,743 GYDG$41,753 GYDG$40,501 GYDG$34,655 GYDG$31,106 GYDG$31,315 GYDG$30,271 GYDG$28,392 GYDG$28,183 GYDG$28,810 GYDG$31,315 GYDG$34,446 GYD
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