Holiday 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.

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Guest favourite
Home in Punta Gorda
4.92 out of 5 average rating, 109 reviews

Fun Luxury Stay: Mini Golf, Pool, Bowling

Escape to a private family paradise with a solarheated pool, spacious play yard with minigolf, hopscotch, tic tac toe and garden views for unique outdoor relaxation, BBQs, and creating unforgettable memories. Splash, play and unwind in crystal clear waters while laughter fills the air. Step inside the well designed luxurious interior which provides utmost comfort and is equipped with all essentials and more. Your adventure awaits in this dreamy retreat. This private home is 15min from Beach Park

Top Guest favourite
Villa in Englewood
4.98 out of 5 average rating, 102 reviews

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

Top Guest favourite
Home in Punta Gorda
5 out of 5 average rating, 54 reviews

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

This newly renovated home has gorgeous water views and heated pool - also offers sailboat access and private boat dock! Discover the open living area, interior designed furniture, and fully equipped kitchen. This high end retreat offers bikes, kayaks, firepit, games, hammock, heated pool, and dock. Enjoy the fast Wi-Fi, smart TVs, screened lanai, and canal view. Just minutes away downtown PG and Sunseeker Resort dining and entertainment, this home is an ideal base for your SW Florida vacation.

Top Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 100 reviews

Private Pool & Putt Putt in Port Charlotte!

Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

Top Guest favourite
Home in Punta Gorda
4.96 out of 5 average rating, 256 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 favourite
Home in Punta Gorda
4.95 out of 5 average rating, 177 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 favourite
Home in Rotonda West
5 out of 5 average rating, 6 reviews

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

Top Guest favourite
Home in Englewood
5 out of 5 average rating, 18 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Discover your dream getaway at this stunning 3BR tropical oasis just 5 miles from Englewood Beach! Start your mornings on the screened lanai with coffee, then dive into the heated pool featuring a swim-up bar. Surrounded by lush landscaping, this private escape offers comfort, style, and relaxation. Perfect for families, couples, or friends—close to beaches, golf, dining, and more. Book now and enjoy the ultimate Florida retreat filled with sun, fun, and unforgettable memories!

Top Guest favourite
Home in Englewood
4.99 out of 5 average rating, 105 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Top Guest favourite
Home in Port Charlotte
4.95 out of 5 average rating, 58 reviews

Amazing Peace River Views

House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Top Guest favourite
Home in Punta Gorda
4.98 out of 5 average rating, 47 reviews

Serenity@Punta Gorda Isles-Pool,Fish,Golf,Bike

Getaway to Serenity in Punta Gorda Isles and let your worries disappear. Entire home surrounded by palm trees, pool, intercoastal canal views, bikes, fishing, outdoor dining and ample space to unwind and enjoy the gorgeous Florida sunsets. Home is beautifully decorated with large seating areas for the whole family to enjoy. Large dock to tie your boat up to and fish from. Minutes to Fisherman's Village, Gilchrist Park, historic downtown and dining options.

Top Guest favourite
Home in Punta Gorda
5 out of 5 average rating, 13 reviews

Waterfront Home | Heated Pool + Sunset Views

🍂 Your Perfect Autumn Escape in Punta Gorda! 🌴 This 3BR/3BA canal-front retreat offers peaceful water views, a private pool, and a dock for fishing or relaxing. Just 1 mile from Fishermen’s Village and 2 miles from downtown, it’s the perfect autumn getaway. Spend your days soaking up the sun, grilling by the water, or exploring beaches, local markets, and waterfront dining. Book your autumn vacation today and make unforgettable memories! 🌴✨

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