Holiday rentals with a pool in Charlotte Harbor

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.

5 out of 5 average rating, 102 reviews

Private Heated 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.

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.

4.96 out of 5 average rating, 257 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, 180 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.

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.

4.9 out of 5 average rating, 106 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*

4.89 out of 5 average rating, 115 reviews

Fun Luxury Stay: Mini Golf, Pool, Bowling

Escape to a private family paradise with a 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

The outdoor area features a heated saltwater pool surrounded by lounge chairs and shaded by a large umbrella. A vibrant pink pool float rests in the water, while a hammock is seen in the background. Soft lighting enhances the relaxing ambiance of the space.

5 out of 5 average rating, 17 reviews

Stay Golden: Heated Spa/Pool/Yard Games/BBQ/W&D

Welcome to the Golden Girls Palace, the most nostalgic retreat in SWFL. Our lovely 3br/2ba pool/jacuzzi home is where Old Florida charm meets Rose, Blanche, Dorothy and Sophia for a slice of late night cheesecake. This charming house, nestled in the quiet New York section of Port Charlotte, is located near many of Florida’s most sought after beaches, dining, fishing, golfing and shopping. Our home comfortably sleeps 6 and boasts exceptional amenities for the whole family to enjoy.

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.

5 out of 5 average rating, 102 reviews

Exquisite 3 BR 2 BA Pool Home

This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a newer build, early 2020. It is located in a cozy neighborhood, but yet close to malls, stores, restaurants, etc. We are approximately 20-25 minutes from the beautiful Venice beaches and 10 miles from the Punta Gorda beaches. You can also enjoy the pool off the back of the house that features a covered lanai and grill. Come relax and enjoy a great experience!

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, 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.

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.

4.9 out of 5 average rating, 31 reviews

Pool & Outdoor Patio Miles from Charlotte Harbor

Escape to Zen Hideaway, a luxurious, modern retreat designed with your well-being in mind. This private oasis features an enclosed serene pool, outdoor dining area, outdoor shower and a custom chef’s kitchen for those who love to cook, wine and dine. Walking distance to Port Charlotte Beach Park. Perfect for couples or anyone seeking a peaceful stay at their very own private resort. It’s the ideal space to unwind and rejuvenate away from all the hustle and bustle.

4.94 out of 5 average rating, 127 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.

Popular amenities for Charlotte Harbor rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a gray sectional sofa adorned with decorative pillows in coastal colors. A round coffee table is placed at the center, complemented by a light rug. The open layout leads to a kitchen area, visible in the background.

4.85 out of 5 average rating, 59 reviews

Paradise Pool Home on the Canal

The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.

5 out of 5 average rating, 41 reviews

Harbors edge Retreat- no fee for heated pool

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.

5 out of 5 average rating, 20 reviews

The Tropical House-southern exposure/heated pool

5 out of 5 average rating, 7 reviews

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

Home in Rotonda West

Turtle Bay - minutes to Boca Grande!

A heated spa is showcased within a screened lanai, featuring smooth stone edges and colorful tile accents. Large windows provide views of the golf course and surrounding greenery, with a bright sky visible above. Sunlight gently illuminates the serene space.

4.98 out of 5 average rating, 85 reviews

Feels Like Home - w/ Heated Pool Book Now!

Superhost

A modern bathroom features a double vanity with a white marble countertop and two sleek undermount sinks. Above, three circular mirrors are mounted on a light grey wall. A shower area is enclosed by a curtain, and neutral-colored towels are neatly arranged.

4.83 out of 5 average rating, 23 reviews

Charming Home w/ Pool & Dock - 5 Min to Downtown

A spacious screened-in lanai features a large saltwater pool with a built-in hot tub. Comfortable seating areas are positioned nearby for relaxation, with vibrant pool floats gently resting on the water's surface. Natural light illuminates the area, creating a serene outdoor retreat.

5 out of 5 average rating, 37 reviews

Executive Level Home with Pool

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, 43 reviews

Stylish Waterfront Gem with Scenic Views and Charm

Apartment 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, 123 reviews

Sunset Beach

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.

4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

4.95 out of 5 average rating, 63 reviews

Apartment in Punta Gorda

One bedroom condo - overlooking harbor!

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.

Apartment in Venice

Vintage Villa, Thirty-Five

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.

4.83 out of 5 average rating, 18 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

4.97 out of 5 average rating, 101 reviews

Studio, pool, private beach, boat dock shark teeth

Apartment in Port Charlotte

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.

5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

4.95 out of 5 average rating, 64 reviews

An aerial view captures the vibrant yellow condominium building, surrounded by lush palm trees and well-maintained landscaping. The nearby marina features numerous boats docked in the water, with additional residential buildings and facilities visible in the background.

Apartment in Punta Gorda

Burnt Store Marina- 2BR w/ pool, marina, gulf view

Other holiday rentals with a pool

A serene outdoor area features a saltwater pool and spa enclosed by a screened lanai. The calm blue water reflects the surrounding greenery and sky. Lush trees are visible in the background, contributing to the tranquil atmosphere.

4.97 out of 5 average rating, 39 reviews

New 4-bedroom house with saltwater pool and spa!

An open concept living area is depicted, featuring a light-colored sofa and a kitchen island with bar stools. Large sliding glass doors lead to a screened outdoor dining area, furnished with a table and chairs. Natural light fills the space, enhancing the fresh decor.

5 out of 5 average rating, 47 reviews

SunshineVilla/Pool/spa/beach /luxury/new

Superhost

A fenced-in outdoor area features a heated pool surrounded by a screened enclosure. Two blue lounge chairs are positioned nearby, and the sun reflects off the clear water. Lush greenery is visible beyond the enclosure, providing a serene backdrop.

4.86 out of 5 average rating, 56 reviews

Heated pool, pets welcome, sleeps 10

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.

5 out of 5 average rating, 30 reviews

Rest Cottage on Peace River

Superhost

5 out of 5 average rating, 3 reviews

Pirate's Cove

A newly constructed single-story home is set in a serene neighborhood, surrounded by lush greenery. The property features a well-maintained front lawn, a spacious driveway, and a two-car garage, with large windows that enhance natural light. Palm trees add a touch of tropical flair.

5 out of 5 average rating, 12 reviews

Island of Joy w/Pool & Hot Tub

A private outdoor space features a clear swimming pool set within a screened enclosure. Lush greenery surrounds the area, with comfortable seating options visible nearby. The serene canal reflects the bright sky, creating a peaceful oasis for relaxation and enjoyment.

4.9 out of 5 average rating, 10 reviews

Water Enthusiast's Dream: Home with Boat Deck&Lift

A spacious living area features a comfortable seating arrangement with a view of the pool. A large patio includes a heated pool, while a private dock leads to the canalfront, accented by a striking red Adirondack chair.