
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.

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
5.0 out of 5 average rating, 107 reviews
Gorgeous Sunset Views at New Canal Oasis Pool/Spa
Revel in the waterfront luxury at this stunning 3-bedroom 2 bath vacation rental in Punta Gorda! Imagine your private paradise, boasting canal views this home is the perfect coastal getaway. Spectacular sunsets are an everyday occurrence. Beat the heat with a cocktail on the patio, soak up the sun while lounging by the pool, or sit on the dock and feel the cool breeze. Enjoy the hot tub while watching your favorite sporting event. Experience the vacation of a lifetime in this beautiful haven.
4.93 out of 5 average rating, 30 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!
4.91 out of 5 average rating, 100 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.
4.96 out of 5 average rating, 282 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
4.96 out of 5 average rating, 205 reviews
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.
5.0 out of 5 average rating, 64 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.
4.92 out of 5 average rating, 106 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.
4.94 out of 5 average rating, 109 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.
5.0 out of 5 average rating, 105 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.
4.94 out of 5 average rating, 145 reviews
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.
4.96 out of 5 average rating, 26 reviews
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.
5.0 out of 5 average rating, 42 reviewsPopular amenities for Charlotte County rentals with a pool
House rentals with a pool

Tip Top tip lot
5.0 out of 5 average rating, 16 reviews
The Coastal Palm Cottage
4.95 out of 5 average rating, 42 reviews
Wow! Luxury waterfront home-Heated Salt Water Pool
5.0 out of 5 average rating, 13 reviews
Private Heat Pool. Gazebo, canal kayaks free pets
4.93 out of 5 average rating, 28 reviews
Spa, Heated Pool, Tropical Waterfront Near Beach
5.0 out of 5 average rating, 38 reviews
Turtle Bay: Saltwater Pool Villa
5.0 out of 5 average rating, 25 reviews
Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
4.99 out of 5 average rating, 73 reviews
Luxury modern waterfront 4BR/3.5BA pool beach
5.0 out of 5 average rating, 89 reviewsCondo rentals with a pool

Manasota Key
4.91 out of 5 average rating, 235 reviews
Sunset Beach
4.96 out of 5 average rating, 138 reviews
Entire Beachside Condo! Don’t worry Beach Happy!
4.8 out of 5 average rating, 175 reviews
Steps to Water! Beach to Bay, Penthouse!
4.94 out of 5 average rating, 103 reviews
Studio, pool, private beach, boat dock shark teeth
4.97 out of 5 average rating, 136 reviews
A Beautiful Sunset Awaits - Steps to Beach
4.9 out of 5 average rating, 153 reviews
Boardwalk Beachfront Getaway
4.96 out of 5 average rating, 25 reviews
Beach Bliss Retreat on Manasota Key - Ocean View
5.0 out of 5 average rating, 31 reviewsOther vacation rentals with a pool

Tripoli House
5.0 out of 5 average rating, 13 reviews
Heated pool, king beds, 5 minutes to Walmart
4.96 out of 5 average rating, 67 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 66 reviews
Serenity@Punta Gorda Isles-Pool, Fish, Bike
4.98 out of 5 average rating, 54 reviews
The Sunrise Seeker | Waterfront | Heated Pool |Spa
5.0 out of 5 average rating, 11 reviews
Heated Pool | Waterfront Home | Coastal Escape
5.0 out of 5 average rating, 29 reviews
Luxurious Mangoe 4 bed 2 bath, heated pool & spa
5.0 out of 5 average rating, 39 reviews
Luxury long waterview w/pool-kayaks-clubs-bikes!
5.0 out of 5 average rating, 49 reviewsDestinations to explore
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