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Holiday rentals with a pool in Port Charlotte

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Port Charlotte

  • Total holiday rentals

    Explore 460 holiday rentals in Port Charlotte

  • Nightly prices starting at

    Port Charlotte holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 10,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    410 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    460 of Port Charlotte holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Port Charlotte rentals

  • 4.8 Average rating

    Port Charlotte stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Port Charlotte

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.
Home in Port Charlotte
5 out of 5 average rating, 102 reviews

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

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

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Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 25 reviews

Canal front, gulf access, pool, spa, game room

Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa, kayaks & Fire pit. Bring your boat or rent it and get ready for the adventure.

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Superhost
Home in Port Charlotte
5 out of 5 average rating, 4 reviews

Waterfront Luxury Harbour

Welcome to your private waterfront retreat! A luxurious resort-style escape designed for unforgettable moments, relaxation, and easy living Our beautiful 5-bedroom, 5-bath home offers comfort, joy, and privacy, all against a gorgeous waterfront . Lounge beside the pool and spa, enjoy the water, watch movies in the theater, and see dolphins from the property! For guests seeking more privacy, the detached guest suite offers its own retreat with private access, a full bathroom, kitchenette, etc.

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Top Guest favourite
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.
Home in Port Charlotte
4.99 out of 5 average rating, 125 reviews

Family Fun Stay • Heated Pool + Putting Green

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.

LocationValueBarbecue

Guest favourite
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.
Home in Port Charlotte
4.85 out of 5 average rating, 237 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.

FamilyValueWalkability

Top Guest favourite
The image captures a bright indoor space with a view of the outdoor pool area. A dining table with six mesh chairs is positioned under a decorative curtain, overlooking the pool through a sliding glass door. Light-colored walls enhance the airy feel.
Home in Port Charlotte
4.92 out of 5 average rating, 105 reviews

Coastal Getaway – 3bed/2bath With a Pool

This 3-bed, 2 bath house is spacious, open and tastefully decorated in a coastal theme. House is on large corner lot with a fenced back yard. The screened lanai/pool area has a barbeque and comfortable outdoor furniture. The house can sleep 6 comfortably. One well behaved dog under 40 lbs allowed. The house has an open and split bedroom floor plan with the master suite on one side of house and two attractive bedrooms on the opposite side of the house that share a shower and jacuzzi tub.

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Top Guest favourite
Home in Port Charlotte
5 out of 5 average rating, 22 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.

LocationFamilyBackyard

Top Guest favourite
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.
Home in Port Charlotte
5 out of 5 average rating, 46 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

FamilyLocationCheckout

Guest favourite
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.
Home in North Port
4.96 out of 5 average rating, 178 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.

FamilyValueHospitality

Top Guest favourite
A spacious home is set on a well-maintained lawn, featuring a white exterior complemented by lush tropical landscaping. Palm trees and shrubs enhance the entrance, while a smooth driveway leads to a two-car garage. The sky is clear and blue, adding to the inviting appearance.
Home in Port Charlotte
5 out of 5 average rating, 104 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

FamilyLocationBeach

Top Guest favourite
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
5 out of 5 average rating, 111 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!

LocationFamilyComfort

Top Guest favourite
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.
Home in Port Charlotte
4.97 out of 5 average rating, 118 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.

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Popular amenities for Port Charlotte rentals with a pool

When is the best time to visit Port Charlotte?

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Avg. price$250 AUD$284 AUD$276 AUD$236 AUD$212 AUD$213 AUD$206 AUD$193 AUD$192 AUD$196 AUD$213 AUD$235 AUD
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