Vacation 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, 101 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, 256 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, 178 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.

4.92 out of 5 average rating, 112 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.

5 out of 5 average rating, 102 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

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.

A private heated pool is surrounded by a screened lanai, providing a bright and airy space. Comfortable seating options are positioned nearby, along with a few plants adding a natural touch. Sunlight filters through the screen, casting gentle shadows across the deck area.

4.92 out of 5 average rating, 155 reviews

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

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.

4.9 out of 5 average rating, 105 reviews

The heated pool is enclosed by a screened lanai, surrounded by lush trees. A pink flamingo float is situated in the clear blue water, offering a playful touch. The serene canal view is visible beyond the pool area, enhancing the relaxing environment.

Home in North Port

New & Clean. Heated Pool - 2 Masters - 3BR 3Bath

Brand New House. 3BR, two of which are spacious master bedrooms, 3 full baths. Huge screened lanai w/heated pool that backs up to a beautiful canal. Hall bathroom leads to the outdoor pool. This stylish pool home includes; modern interior design, new furniture. Everything is NEW! Fast-Wifi, pool toys, beach supplies, 3 large TV's, ping pong table, darts, office space. Popular beaches within 30-35min and #1 mineral hot spring in USA is 15min 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 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, 34 reviews

Tropical Waterfront Retreat w/gorgeous deep Pool!

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, 111 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

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.

4.96 out of 5 average rating, 70 reviews

Heated Pool-Private Yard-Outdoor TV & Bar

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, 6 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 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

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

Superhost

5 out of 5 average rating, 3 reviews

Pirate's Cove

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, 122 reviews

Sunset Beach

4.95 out of 5 average rating, 61 reviews

A screened-in lanai features comfortable patio furniture, including two chairs and a round table, arranged on a decorative rug. The expansive glass doors frame a view of the marina, with docks lined by boats and a clear blue sky in the background.

Condo in Punta Gorda

One bedroom condo - overlooking harbor!

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

5 out of 5 average rating, 8 reviews

Ocean Oasis on Manasota Key - Ocean View

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

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

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.

4.97 out of 5 average rating, 100 reviews

Studio, pool, private beach, boat dock shark teeth

5 out of 5 average rating, 14 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

4.95 out of 5 average rating, 62 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.

Condo in Punta Gorda

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

Other vacation rentals with a pool

5 out of 5 average rating, 45 reviews

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.

Home in North Port

SunshineVilla/Pool/spa/beach /luxury/new

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, 40 reviews

Harbors edge Retreat- no fee for heated pool

A screened-in pool area features a clear blue pool surrounded by a spacious deck. Green lounge chairs are arranged near the water, providing a place to relax. The outdoor space is bright and open, with a view of the surrounding landscape and trees.

4.91 out of 5 average rating, 32 reviews

Anchors Away Sea cottage with pool

Tiny homes in Punta Gorda

A newly remodeled tiny home presents a charming exterior, featuring a covered porch with large windows. Two chairs are placed outside under an awning, surrounded by manicured grass and tropical landscaping, including palm trees. The property is bordered by a decorative gravel walkway.

4.95 out of 5 average rating, 22 reviews

Charming Happy Tiny Home

Superhost

A spacious pool area is enclosed with a screened enclosure, featuring a clear blue pool and lounging spaces. Outdoor seating is arranged near the water, while a dining set is positioned under the shade. Lush greenery can be seen beyond the pool area.

Apartment in Port Charlotte

4.79 out of 5 average rating, 66 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

Apartment in Port Charlotte

5 out of 5 average rating, 7 reviews

Active Lifestyle Condo-Lake View

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.

5 out of 5 average rating, 57 reviews

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

The entrance features a decorative front door framed by large windows, complemented by a vibrant turquoise exterior. A small seating area with yellow chairs sits on a stone porch, surrounded by a white gravel landscape, evoking a welcoming atmosphere.