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Vacation rentals with a pool in Charlotte County

Find and book unique homes with a pool on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Charlotte County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A screened-in outdoor space features a heated saltwater pool surrounded by lounge chairs. Dining area is visible with a large table set for gatherings. Sunlight reflects off the water, creating a bright atmosphere. A waterway can be seen in the background, enhancing the serene environment.
Home in Rotonda West
5 out of 5 average rating, 8 reviews

Tropical Oasis, pool, pelaton, golf, dog friendly

Top guest favorite
The front exterior of the home features a welcoming entrance with two prominent blue doors. Lush landscaping, including palm trees and flowering shrubs, is visible in the yard, complemented by a generous concrete walkway leading up to the entrance.
Home in Rotonda West
4.91 out of 5 average rating, 199 reviews

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

Guest favorite
A single-story home is surrounded by lush landscaping, featuring palm trees and neatly trimmed shrubs. The driveway leads to a two-car garage, while a gentle curve in the front yard adds visual interest. The bright sky enhances the inviting exterior of the residence.
Home in Punta Gorda
5 out of 5 average rating, 20 reviews

The Tropical House-southern exposure/heated pool

Guest favorite
The exterior of a modern home features a welcoming entrance with a circular window and landscaped plants. A dining area is showcased, set with vibrant dishes on a rustic table under a stylish light fixture. A tranquil view of the ocean waves and a sparkling private pool are also depicted.
Home in Englewood
4.92 out of 5 average rating, 161 reviews

Pool Home: Near the Beach

Guest favorite
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, 228 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Guest favorite
A sun-filled Florida room features large sliding glass doors opening to a private lanai with a pool. Light-colored seating is arranged around a simple coffee table, creating a relaxed atmosphere. Palm trees sway outside, framing views of the lake in the distance.
Home in Port Charlotte
5 out of 5 average rating, 8 reviews

Sunny South-Facing Heated Pool & Spa on Lake

Top guest favorite
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
5 out of 5 average rating, 100 reviews

Private Pool & Putt Putt in Port Charlotte!

Guest favorite
A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.
Home in Englewood
4.97 out of 5 average rating, 34 reviews

Villa Sanddollar Awaits ! 1071HS

Condo rentals with a pool

Top guest favorite
A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.
Condo in Englewood
4.96 out of 5 average rating, 120 reviews

Sunset Beach

Guest favorite
A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.
Condo in Englewood
4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.
Condo in Englewood
4.77 out of 5 average rating, 133 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

Superhost
An open-concept living area is visible upon entry, showcasing a sleek kitchen and dining space. Neutral tones and modern furnishings complement the atmosphere. A stylish chandelier hangs above the dining table, while a cozy sofa and decorative accents enhance the welcoming environment.
Condo in Englewood
4.82 out of 5 average rating, 17 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

Top guest favorite
The studio unit features a light-filled layout with a cozy seating area highlighted by a blue sofa. A kitchenette is equipped with essential appliances, while a spacious bed is placed against a textured accent wall. A dining table complements the open space.
Condo in Englewood
4.97 out of 5 average rating, 98 reviews

Studio, pool, private beach, boat dock shark teeth

Top guest favorite
A view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.
Condo in Englewood
5 out of 5 average rating, 17 reviews

Beach Bliss Retreat on Manasota Key - Ocean View

Guest favorite
A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.
Condo in Port Charlotte
5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

Top guest favorite
A spacious sleeping area features a large bed dressed in white linens. Two round mirrors adorn the wall above the headboard, which is complemented by playful wallpaper. A colorful cushion adds a touch of warmth, and a sliding door offers access to additional storage.
Condo in Englewood
4.95 out of 5 average rating, 22 reviews

Sunshine Swimmers Casita, 206

Other vacation rentals with a pool

Guest favorite
An enclosed pool area showcases a heated saltwater pool surrounded by a patio tiled in warm hues. Two woven chairs are positioned beside the pool, framed by views of tropical woods and soft natural light filtering through the mesh enclosure.
Home in Port Charlotte
4.92 out of 5 average rating, 66 reviews

HTD Salt Water Pool house 2 Weeks Special!

Top guest favorite
Home in Venice
4.98 out of 5 average rating, 42 reviews

Venice Retreat-Saltwater Pool+Hot Tub+Near Beach

Top guest favorite
A spacious heated pool features a clear blue water surface, enclosed by a screened cage to keep insects out. A pool ladder leads into the water. Nearby, a colorful pool float and a water slide are visible, with a green grassy yard beyond the enclosure.
Home in Port Charlotte
4.95 out of 5 average rating, 66 reviews

Heated Pool-Private Yard-Outdoor TV & Bar

Guest favorite
An enclosed pool area features a spacious swimming pool, flanked by a brick patio and lush greenery. The pool is set under a protective screen, allowing for ample natural light to filter through, while comfortable seating is arranged nearby for relaxation.
Home in Port Charlotte
4.96 out of 5 average rating, 28 reviews

Pool & Outdoor Patio Miles from Charlotte Harbor

Guest favorite
A serene outdoor space features a heated pool surrounded by a screened enclosure. Lush greenery lines the edge of the saltwater canal, providing a tranquil backdrop under a clear blue sky.
Home in Port Charlotte
5 out of 5 average rating, 12 reviews

Waterfront Key West Style Home, Heated Pool

Top guest favorite
The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.
Home in Rotonda West
4.97 out of 5 average rating, 29 reviews

Luxury Retreat: Oasis with Pool & Putting Green.

Top guest favorite
An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.
Home in Englewood
5 out of 5 average rating, 37 reviews

Family Fun-Relaxing Home w/heated Pool & Game Room

Top guest favorite
The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.
Home in Rotonda West
5 out of 5 average rating, 30 reviews

Beautiful Floridian Oasis

Destinations to explore