Holiday rentals with a pool in Charlotte Harbor

4.97 out of 5 average rating, 140 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Villa del Sol ☀️ 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 serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

The exterior of the home is shown during dusk, featuring a simple, modern design with a prominent chevron pattern on the facade. A well-kept lawn surrounds the house, complemented by palm trees and landscaped areas. A vehicle is parked in the driveway.

5 out of 5 average rating, 41 reviews

Port Charlotte Retreat

Welcome to this delightful home in Port Charlotte near Punta Gorda in a quiet neighborhood yet close to stores and restaurants. This lovely property features 2 bedrooms. The master has a king bed with walk in closet and on suite bath. The second bedroom has a queen bed and nearby bathroom. Split design with the living space between the bedrooms. There is also a queen size sofa sleeper in the living room. Pool and Lanai are fully screened with a BBQ available. Free WiFi and parking, Roku TV.Go

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.

4.95 out of 5 average rating, 261 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.

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

4.95 out of 5 average rating, 187 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

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.

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.

5 out of 5 average rating, 8 reviews

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking

Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

Superhost

A private heated pool is surrounded by a patio with lounge chairs and colorful tropical plants. The pool features a gentle curve and is complemented by a backdrop of a serene home and clear blue sky.

4.86 out of 5 average rating, 111 reviews

Blissful Waterfront Haven with Heated Pool

Serene Pet-Friendly Waterfront Retreat with Heated Pool near the Peace River. Enjoy a fresh water canal view, relax in the heated pool, and embrace the tranquility of Port Charlotte. Perfect for nature lovers and seekers of relaxation. Book now! *Heated Pool* OPTIONAL $29 per day for the pool. This will be paid on the check in date. Please keep in mind that the pool heater runs 8 hours per day. It may cool down at night and morning. *Gas grill available, guests responsible for propane*

A serene outdoor pool area is enclosed by a screened lanai, featuring a clear blue pool reflecting the surroundings. A comfortable chair sits beside the pool, complemented by a shaded umbrella. Lush greenery and colorful plants create a calming backdrop.

4.97 out of 5 average rating, 112 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

THIS 2 BEDROOM 2 BATH FURNISHED HOME WITH ELECTRIC AND SOLAR HEATED PRIVATE POOL AND HEATED OUTDOOR SHOWER IS IN A QUIET AREA SOUTH OF PORT CHARLOTTE. THIS HOME OF 1100 SQ. FT. OFFERS A LARGE LANAI, SECLUDED BACK YARD AND POOL AREA, FURNISHED KITCHEN, WASHER, DRYER AND GARAGE WITH REMOTE CONTROL DOOR OPENER. M/B TV. CLOSE TO LOCAL BEACHES AND SHOPPING. PLEASE CHECK OUR MANY EXCELLENT REVIEWS. AREA INFO, MENUS SUPPPLIED. NO SMOKING ON PROPERTY AND NO PETS.

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.

4.95 out of 5 average rating, 59 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.

4.94 out of 5 average rating, 131 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.

The open-concept kitchen and dining area feature modern appliances and a spacious island with seating for two. Natural light floods the space through large sliding doors, overlooking the outdoor seating area by the shared pool. A neutral color palette enhances the inviting atmosphere.

5 out of 5 average rating, 48 reviews

Stylish Waterfront Gem with Scenic Views and Charm

Welcome to our charming DUPLEX in the very desirable Punta Gorda Isles, just minutes from Fisherman's Village and Charlotte Harbor! Home features private 2 bedrooms and 2 baths: a master with a king-size bed and a second room with a full bed. Enjoy your private entrance, a bright living room, shared pool access, and scenic waterfront views! Conveniently located near downtown Punta Gorda, perfect for dining and exploring all the area has to offer! ☀️

Superhost

A cozy seating area is showcased with a comfortable leather couch, a plush ottoman, and a wicker chair. A decorative mirror and a framed beach scene enhance the room. A soft area rug separates the furniture from the warm wooden flooring, contributing to a relaxed atmosphere.

Apartment in Punta Gorda

4.86 out of 5 average rating, 7 reviews

Sunshine State of Mind/Private Entrance/Pool

Welcome to Sunshine State of Mind-a PRIVATE Master Suite in Punta Gorda, Florida. Stay with us in your own chic little master suite with a private entrance. A beautiful kitchenette, en-suite washer and dryer and other thoughtful amenities will make your stay with us feel like home! The room is attached to the owner’s single family home on the opposite side with private sliding door entrance from the back lanai.

Popular amenities for Charlotte Harbor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.93 out of 5 average rating, 15 reviews

The Coastal Palm Cottage

A well-maintained exterior of a single-story home features a covered entryway supported by elegant columns. Lush greenery surrounds the front, complemented by palm trees and flowering shrubs. The driveway leads to a garage with an inviting facade and an ornamental window providing natural light.

4.91 out of 5 average rating, 35 reviews

Tropical Waterfront Retreat w/gorgeous deep Pool!

5 out of 5 average rating, 104 reviews

A private pool surrounded by a screened lanai features clear, inviting water reflecting sunlight. Comfortable seating is visible nearby, along with umbrella-covered lounge chairs. Lush greenery and vibrant plants create a serene outdoor atmosphere, enhancing the space for relaxation and enjoyment.

Home in North Port

Exquisite 3 BR 2 BA Pool Home

An open-concept living area reveals a modern kitchen featuring stainless steel appliances and a marble-topped island with bar seating. A comfortable couch faces a wall-mounted television, while large sliding glass doors offer views of the outdoor patio and pool area.

4.96 out of 5 average rating, 26 reviews

Renovated Modern house with pool -Port Charlotte

5 out of 5 average rating, 9 reviews

Private Heated Pool • Quiet • Cozy Home + Arcade!

An aerial view showcases the home surrounded by lush greenery and a well-manicured yard. The property is located along a canal, with a private dock visible. The peaceful neighborhood is highlighted by tree-lined streets and open spaces, contributing to a serene atmosphere.

4.89 out of 5 average rating, 19 reviews

Port Charlotte Canal/Pool Retreat

An aerial view reveals a spacious home situated near the waterfront, surrounded by lush greenery. A dock extends into the calm water, complemented by the serene landscape of mangroves in the distance. The sky is bright with scattered clouds, enhancing the scenic backdrop.

5 out of 5 average rating, 36 reviews

Hidden Gem in Punta Gorda

Superhost

5 out of 5 average rating, 3 reviews

Sleeps 10, Pool, Gulf Access, Kayaks: Coronado

Condo rentals with a pool

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.

4.96 out of 5 average rating, 126 reviews

Sunset Beach

4.95 out of 5 average rating, 65 reviews

Condo in Punta Gorda

One bedroom condo - overlooking harbor!

4.92 out of 5 average rating, 26 reviews

Two condominium buildings are visible from the marina, featuring colorful exteriors and multiple floors. A calm waterway reflects the structures, with several boats docked along the wooden pilings. Lush greenery and palm trees surround the area, adding to the coastal ambiance.

Condo in Punta Gorda

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

4.79 out of 5 average rating, 143 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

4.96 out of 5 average rating, 101 reviews

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Condo in Venice

Vintage Villa, Thirty-Five

4.97 out of 5 average rating, 107 reviews

Studio, pool, private beach, boat dock shark teeth

5 out of 5 average rating, 15 reviews

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

Private Beach, Fishing Dock & Heated Pool Paradise

A dining table with four chairs is positioned on a private deck, offering views of the ocean and clear blue skies. The scene is framed by glass sliding doors, inviting natural light into the indoor space.

5 out of 5 average rating, 12 reviews

Boardwalk Beachfront Getaway

Other holiday rentals with a pool

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.

4.98 out of 5 average rating, 49 reviews

Serenity@Punta Gorda Isles-Pool, Fish, Bike

4.92 out of 5 average rating, 63 reviews

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

Home in Englewood

Suite Sun

4.97 out of 5 average rating, 60 reviews

An expansive caged lanai features a heated saltwater pool and spa, surrounded by modern paved flooring. Lounge chairs are positioned nearby, and outdoor seating accommodates dining. A 65" TV is mounted on the wall, with string lights adding subtle illumination to the inviting space.

Home in North Port

Luxe Gem Heated Saltwater Pool/Spa & Privacy Fence

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.

4.96 out of 5 average rating, 23 reviews

The Tropical House-southern exposure/heated pool

4.97 out of 5 average rating, 31 reviews

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

Luxury Retreat: Oasis with Pool & Putting Green.

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.

4.94 out of 5 average rating, 32 reviews

Peaceful waterfront home

5 out of 5 average rating, 15 reviews

A modern house is depicted with a striking facade, featuring a sleek garage door and large windows. The entrance is highlighted by a smooth pathway leading to the front door, surrounded by well-maintained green lawns and landscaping that includes small palm trees.

Home in Long Meadow

luxury Brand new villa with pool

The modern kitchen features a large central island with four black stools. High-end appliances, including a stainless-steel refrigerator and a sleek range hood, complement the marble countertop. Natural light brightens the space, enhanced by decorative pendant lights and beach-themed artwork on the walls.