
Holiday rentals with a pool in Port Charlotte
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Port Charlotte

Total holiday rentals
Explore 460 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 10,750 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
460 of Port Charlotte holiday rentals include wifi 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.

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

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.

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.

Waterfront Luxe Haven
Welcome to your private waterfront retreat! A luxurious resort-style escape designed for unforgettable moments, relaxation, and easy living Our beautiful 5-bedroom, 5-bath home offers comfort, joy, and privacy, all against a gorgeous waterfront . Lounge beside the pool and spa, enjoy the water, watch movies in the theater, and see dolphins from the property! For guests seeking more privacy, the detached guest suite offers its own retreat with private access, a full bathroom, kitchenette, etc.

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!

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

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

Heated Saltwater Pool Near Sarasota Fort Myers
Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Spacious Beach House with Ocean Access
Welcome to your coastal getaway! This beautiful beach house offers direct access to the ocean, perfect for relaxing mornings by the water or sunset strolls. Enjoy bright, open spaces filled with natural light, a fully equipped kitchen, and cozy bedrooms designed for rest and relaxation. Whether you’re looking for a peaceful retreat or an adventure by the sea, this property has it all — comfort, style, and the perfect location just minutes from restaurants, shops, and local attractions.

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.

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.

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
House rentals with a pool

Brand New Luxury Waterfront Pool Home

Luxury Port Charlotte Waterfront Home – Pool & Spa

Peace River Retreat | Riverfront + Heated Pool

Hibiscus |Waterfront|Heated Pool-Dock-Bikes-Kayaks

Rc2, water front home with pool and fishing dock

Sun-Kissed Pool house Getaway

Dockside Dreams in South Gulf Cove

Manoir Folie à Deux – Tuscan Countryside
Apartment rentals with a pool

Sunset Beach

Bay Breeze @ManasotaKeyCondos

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

Steps to Water! Beach to Bay, Penthouse!

Beach studio 56
Other holiday rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

Peaceful Pool Retreat Near Beaches | Gym • 4BR

Waterfall pool with spacious lanai

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

Sunny South-Facing Heated Pool & Spa on Lake

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

N&M Beach House Port Charlotte
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €153 | €174 | €168 | €132 | €121 | €120 | €126 | €118 | €117 | €120 | €130 | €143 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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