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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Top Guest favourite
Home in Punta Gorda
5 out of 5 average rating, 11 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.

Guest favourite
The exterior of a modern home is displayed, featuring a red-tiled roof and palm trees. A circular driveway leads to the entrance, which includes decorative landscaping and gravel accents. Flat green areas surround the driveway, enhancing the outdoor setting.
Home in Punta Gorda
5 out of 5 average rating, 16 reviews

Magnificent! Huge dock and Sunny Heated pool!

High demand LUXURY PGI home-over 100 5-star reviews combined; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Check PREMIER HOST reviews averaging 5.0 since 2018 on other sites. Modern, newly updated home with new furnishings and open layout allowing for enjoyment of the cool waterfront breezes. 1.5 mile/5 minute to Fisherman’s Village restaurants, bars, ice cream, treats, boat rental, cruises, shopping

Guest favourite
A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.
Home in Punta Gorda
4.96 out of 5 average rating, 267 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
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.
Holiday home in Port Charlotte
4.92 out of 5 average rating, 83 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 favourite
Home in Port Charlotte
5 out of 5 average rating, 14 reviews

Port Charlotte Lake front home Heated Pool, Dock

Welcome to Pineapple paradise, nestled on a stunning lakefront property, this 3BR, 2BA getaway boasts direct access to the lake from the spacious pool area, which is easily accessible from the living room. This home is situated in a quiet neighborhood, yet close to the vibrant downtown area, offering the best of both worlds. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Smart TVs ✔ Backyard (Heated Pool, BBQ, Dock, Kayak) ✔ Games (Foosball, Pool, Board Games) ✔ Wi-Fi See more below!

Guest favourite
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.

Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 17 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 & Fire pit. Bring your boat or rent it and get ready for the adventure.

Top Guest favourite
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, 101 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 favourite
Home in Port Charlotte
5 out of 5 average rating, 12 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 favourite
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.

Top Guest favourite
A stylish pool area is illuminated by soft lighting at night, featuring two large red umbrellas over submerged seating. Calm waters reflect the surroundings, while palm trees frame the view, creating a serene atmosphere by the water's edge.
Home in Port Charlotte
4.95 out of 5 average rating, 63 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.

Guest favourite
Home in Rotonda West
5 out of 5 average rating, 6 reviews

Family Oasis with Heated Pool and Modern Design

Step into modern comfort in this brand-new home featuring clean design, high ceilings, and an open living space that flows seamlessly to your private patio. Enjoy cooking in the sleek kitchen or unwind in the cozy lounge with a view of the heated pool. Outside, relax under the covered sitting area or take a dip surrounded by natural beauty. Perfect for families or groups seeking a peaceful and stylish retreat.

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