Holiday rentals with a pool in Port Charlotte

5 out of 5 average rating, 62 reviews

Xanadu Luxury|Fishing Dock|Kayaks|Bar

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

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, 103 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.

Holiday home in Port Charlotte

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.

4.92 out of 5 average rating, 74 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!

Townhouse in Port Charlotte

5 out of 5 average rating, 42 reviews

New and fun, pool, nearby golfing, fishing, dining

Escape to this stunning new side by side duplex featuring 3 bedrooms and 2 bathrooms, perfect for up to 6 guests! Your home is private, the only shared space is the patio & pool area **Unbeatable Location:** - Just 2 miles from the lively town center - 6 miles from beautiful Beachfront Park - Close proximity to top golf courses, rec center, Kidstar park Heated pool, Themed walls, Fully stocked kitchen, BBQ grill! Catch the excitement of spring training and unwind with breathtaking sunsets.

5 out of 5 average rating, 6 reviews

Port Charlotte Lake front home Heated Pool, Dock

Welcome to Pineapple paradise, nestled on a stunning lakefront property, this 3BR, 2BA getaway boasts direct access to the lake from the spacious pool area, which is easily accessible from the living room. This home is situated in a quiet neighborhood, yet close to the vibrant downtown area, offering the best of both worlds. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Smart TVs ✔ Backyard (Heated Pool, BBQ, Dock, Kayak) ✔ Games (Foosball, Pool, Board Games) ✔ Wi-Fi See more below!

4.95 out of 5 average rating, 181 reviews

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.

Home in Punta Gorda

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 heated saltwater pool is situated within a screened enclosure, framed by lush greenery and palm trees. The tranquil water reflects soft evening light, enhancing the peaceful ambiance. A lounge chair is positioned beside the pool, inviting relaxation.

5 out of 5 average rating, 26 reviews

Heated Saltwater Pool Near Sarasota Fort Myers

Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

4.97 out of 5 average rating, 154 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

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 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

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.

4.94 out of 5 average rating, 128 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 Port Charlotte rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a 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, 71 reviews

Heated Pool-Private Yard-Outdoor TV & Bar

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

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.

5 out of 5 average rating, 8 reviews

Sunny South-Facing Heated Pool & Spa on Lake

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, 31 reviews

Peaceful waterfront home

5 out of 5 average rating, 20 reviews

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

Home in Englewood

Free Heated Pool! Mins from Beach! Private Oasis!

A spacious screened patio features a private pool surrounded by lush greenery. Colorful pool floats are arranged on the water, with decorative towels on the sunbed. The area is illuminated by natural light, creating a serene atmosphere ideal for relaxation.

4.97 out of 5 average rating, 29 reviews

"Tropical Oasis" in the Heart of North Port

A calm canal is depicted under a dusk sky, reflecting shades of purple and orange. Silhouetted palms are visible along the water's edge, and a dock with railings stands in the foreground, leading to serene waters with gentle ripples.

4.96 out of 5 average rating, 23 reviews

Waterfront Retreat

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

Apartment rentals with a pool

4.99 out of 5 average rating, 75 reviews

On Manasota Key w direct access to our Beach! (A)

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

5 out of 5 average rating, 15 reviews

An updated kitchen features sleek white cabinetry and modern stainless steel appliances. A spacious island provides additional counter space. Stylish lighting fixtures hang from the ceiling, while a decorative mirror and lamp enhance the room's design. Subtle textures and finishes add to the contemporary feel.

Apartment in Venice

Location! Gulf Condo @ S. Jetty

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

4.97 out of 5 average rating, 101 reviews

Studio, pool, private beach, boat dock shark teeth

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.

5 out of 5 average rating, 18 reviews

Beach Bliss Retreat on Manasota Key - Ocean View

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

Other holiday rentals with a pool

A screened in lanai showcases a refreshing saltwater pool surrounded by tiled decking. Lounge chairs are positioned for sunbathing, and greenery is visible along the perimeter. A spacious yard is enclosed by a wooden fence, enhancing privacy and comfort.

4.95 out of 5 average rating, 22 reviews

Salt Water Oasis

5 out of 5 average rating, 12 reviews

A screened lanai surrounds a private heated saltwater pool, featuring lounge chairs with colorful cushions. Bright umbrellas provide shade, and a small boat can be seen tied to the dock nearby. Lush palms and greenery enhance the tranquil outdoor space.

Villa in Gulf Cove

Boaters Dream, full refund*, heated pool, sleeps 6

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

A screened-in pool area is featured, showcasing a clear blue water pool surrounded by a smooth concrete deck. Two striped towels are placed by the pool's edge, with tall trees and a partly cloudy sky visible in the background.

5 out of 5 average rating, 22 reviews

Coastal Paradise with POOL

A spacious outdoor area features a patio surrounding a curved pool. Lounge chairs are positioned around the pool, with a grill and dining area visible. The home's exterior is light-colored, complemented by lush greenery in the background.

5 out of 5 average rating, 24 reviews

The Turtle House – Your Peaceful Escape

Guest suite in Punta Gorda

A hammock is suspended between two palm trees in a verdant backyard, providing a relaxing spot. In the background, a two-story tiki hut and a dock are visible along the calm canal, complementing the serene outdoor environment.

4.81 out of 5 average rating, 81 reviews

2 room suite private bathroom & entry.

A spacious outdoor dining area is depicted, featuring a wooden table set with colorful plates and glasses. Comfortable seating surrounds the table, with the vibrant pool visible through the screened enclosure, surrounded by lush greenery and unobstructed water views beyond.

5 out of 5 average rating, 16 reviews

Pristine Waterfront Pool Paradise | Heart of Town

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.