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Holiday rentals with a pool in Charlotte Harbor

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Charlotte Harbor

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 Isles
4.93 out of 5 average rating, 60 reviews

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

Relax by your private dock in a tropical canal‑front oasis. - Luxurious Tommy Bahama-themed villa with heated saltwater pool. - Spacious master suite with direct pool access; comfortably sleeps 10 adults. - Fully equipped modern kitchen and spa-like atmosphere. - Private dock with access to the Peace River; boat rentals nearby. - Enjoy kayaks, beach bikes, fishing gear & beach gear - all included while you stay! - Scenic views with beautiful landscaping featuring palm and hibiscus trees.

Guest favourite
Home in Port Charlotte
4.95 out of 5 average rating, 153 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Golf Cove Paradise ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a golf course setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

Top guest favourite
A spacious backyard features a putting green surrounded by artificial turf, creating a vibrant green area. Two lounge chairs provide comfortable seating. Fenced for privacy, the space is enhanced by tropical trees and minimal landscaping, under a clear blue sky.
Home in Port Charlotte
4.99 out of 5 average rating, 118 reviews

Family Fun Stay • Heated Pool + Putting Green

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 Isles
4.93 out of 5 average rating, 157 reviews

Luxury Canal Retreat Pool Dock Gulf Access Sunsets

Welcome to Paradise with 4 Bedroom/3 full Baths on Punta Gorda Isles. Two Master suites! Great for multiple couples (no parties!). Enjoy the Private Pool, Dock, Fish, Enjoy the enclosed Lanai - Absolutely a Prime Canal Location! Tie your boat up to the dock and live in Paradise! This luxurious home has a large open floor plan, brick paver driveway for two vehicles, gorgeous tile roof, all enclosed pool cage, and granite countertops. Easy Access to Boating, Fishing & Other Outdoor Activities.

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
4.91 out of 5 average rating, 91 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!

Superhost
An aerial view captures the waterfront mansion, showcasing a spacious backyard with a swimming pool and a gathering area surrounded by lounge chairs. The property features lush greenery and direct access to the Peace River, blending seamlessly with the tranquil landscape.
Home in Charlotte Harbor
4.62 out of 5 average rating, 29 reviews

Peace River Waterfront Luxury Living - 5-BD w Pool

Your waterfront vacation retreat awaits! This 5-bedroom/3-bathroom mansion will delight your senses with its hotel-chic décor, top-of-the-line finishes, and indoor/outdoor living atmosphere. With views of the Peace River, this custom-designed vacation home offers high ceilings, stylish furnishings, and a backyard swimming pool for all your vacation needs! ✔ 5 bedrooms (sleeps 12) ✔ 3 bathrooms ✔ Fully equipped chef’s kitchen ✔ Backyard swimming pool ✔ Indoor/outdoor living ✔ Waterfront

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

Manoir Folie à Deux – Tuscan Countryside

Tuscan-inspired countryside estate on 12.33 private acres in Arcadia, FL. This timeless, one-of-a-kind home features 4 bedrooms, 4.5 baths, a grand chef’s kitchen with 48” professional stove and refrigerator, plus a second full kitchen in the private MIL suite. Enjoy a resort pool, serene pond, gazebo, concert piano, billiards, Monopoly table with upstairs dry bar, and a private home theater. Gated and surrounded by peaceful country life. Minutes from Arcadia and Punta Gorda.

Top guest favourite
A charming cottage is surrounded by lush greenery and tall palm trees, with a spacious front porch visible. The home features a light-colored exterior and is adjacent to a large patio area that leads to a serene swimming pool, inviting relaxation in a private setting.
Home in Punta Gorda
5 out of 5 average rating, 35 reviews

Rest Cottage on Peace River

Step back in time when you stay in this Army Air Corps Officer's home. Minutes from the airport, this charming cottage sits on a large, private lot with a beautiful, tiled saltwater pool, large royal palms, detached bunkhouse with 3 beds (3rd bedroom), a covered outdoor dining area and outdoor shower. Walk down a quiet, shady street for world class fishing and kayaking on the Peace River. Punta Gorda is a picturesque, historic town with an abundance of shopping and dining.

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 Charlotte Harbor
4.96 out of 5 average rating, 67 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
A serene pool area is enclosed with a screened lanai, reflecting the clear blue sky. Lounge chairs are positioned around the pool, providing space for relaxation while overlooking a lush, landscaped backyard.
Home in Punta Gorda Isles
4.98 out of 5 average rating, 54 reviews

Serenity@Punta Gorda Isles-Pool, Fish, 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
An inviting swimming pool is surrounded by a screened lanai, providing a serene setting. Comfortable seating is arranged beneath a wooden ceiling adorned with a ceiling fan. Lush greenery is visible through the mesh, enhancing the tranquil atmosphere of the outdoor space.
Home in Punta Gorda
4.96 out of 5 average rating, 28 reviews

The Coastal Palm Cottage

Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.

Top guest favourite
Villa in Charlotte Harbor
5 out of 5 average rating, 35 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Plan your Florida retreat to this brand new 4-bedroom, 2-bathroom Port Charlotte home. Visit the Fishermen's Village, tan at the nearby beaches and relax poolside in the private yard. With enough space to sleep 8, this luxurious 2100 square-foot vacation rental boasts 4 Smart TVs, a caged saltwater pool and hot tub and a pool table that also changes into air hockey. Parking in the garage available.

Popular amenities for Charlotte Harbor rentals with a pool

When is the best time to visit Charlotte Harbor?

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Quick stats about holiday rentals with a pool in Charlotte Harbor

  • Total holiday rentals

    Explore 40 holiday rentals in Charlotte Harbor

  • Nightly prices starting at

    Charlotte Harbor holiday rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 640 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    40 of Charlotte Harbor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charlotte Harbor rentals

  • 4.8 Average rating

    Charlotte Harbor stays are highly rated by guests – averaging 4.8 out of 5!

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