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.

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.

5 out of 5 average rating, 3 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.

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, 153 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 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

SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

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!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

4.89 out of 5 average rating, 115 reviews

Home in Punta Gorda

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

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.

Popular amenities for Port Charlotte rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.93 out of 5 average rating, 68 reviews

HTD Salt Water Pool house 2 Weeks Special!

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.

5 out of 5 average rating, 54 reviews

Luxe Gem Heated Saltwater Pool/Spa & Privacy Fence

4.67 out of 5 average rating, 3 reviews

Quiet Neighborhood ~ Waterfront Heated Pool!

A modern single-story home is surrounded by well-maintained landscaping, featuring lush greenery and palm trees. The entrance is marked by double doors, with large windows providing ample natural light. Blue window awnings complement the exterior, creating a comfortable and inviting appearance.

5 out of 5 average rating, 3 reviews

Luxury NW Port Charlotte Retreat, pool/spa, canal

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 kidney-shaped saltwater pool is surrounded by a screened lanai, featuring comfortable seating and tropical landscaping. Sunlight filters through the mesh ceiling, casting gentle shadows across the pool area. A thatched umbrella offers shaded seating, enhancing the tranquil setting for relaxation.

4.98 out of 5 average rating, 48 reviews

Florida Heated Pool Home + Hot Tub | Winter Escape

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

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, 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

Condo 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.

Condo 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

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, 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.

Condo in Punta Gorda

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

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 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 South Gulf Cove

Waterfront Key West Style Home, Heated Pool

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

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, 80 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

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 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 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.