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 €26 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    460 of Port Charlotte holiday rentals include wifi 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 spacious pool area features a heated pool surrounded by a screened enclosure. Colorful pool floats, including a flamingo and unicorn, are visible. A shaded dining area with an umbrella provides seating, while lounge chairs rest nearby, all overlooking a tranquil canal.
Home in Port Charlotte
4.94 out of 5 average rating, 87 reviews

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

Guest favourite
Home in Port Charlotte
4.93 out of 5 average rating, 14 reviews

Designer House Sunset with Turquoise Private Pool

Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house .Designed for unforgettable family moments, you’ll enjoy relaxing days by the private pool and evenings sharing memories on the patio. Whether you’re here to unwind, explore or simply reconnect with loved ones this home offers the perfect mix of comfort and charm to make your stay truly special

Guest favourite
A private retreat is surrounded by lush trees, providing a tranquil setting. The spacious exterior features a well-maintained lawn and a cozy seating area. A portion of a home is visible, complete with large windows that invite natural light.
Home in Port Charlotte
4.89 out of 5 average rating, 28 reviews

Secluded Oasis with Heated Pool | Prime Location

Unwind in this private retreat with a sparkling pool, cozy fireplace, & serene outdoor dining area. Enjoy 360° privacy on a double lot, surrounded by lush trees for total tranquility. A game & library room offers books, board games, and a workspace. Walk 5 min to Kiwanis Park & Spring Lake Park with a boat dock, or drive 7 min to top dining & shopping. Brand-new furniture throughout ensures luxury and comfort. Spacious layout, high-end finishes, and a peaceful atmosphere make this a true escape.

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, 123 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.

Guest favourite
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.
Holiday home in Port Charlotte
4.91 out of 5 average rating, 92 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!

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
5.0 out of 5 average rating, 45 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

Top guest favourite
Home in Port Charlotte
5.0 out of 5 average rating, 20 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.

Guest favourite
Home in Port Charlotte
5.0 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 & Fire pit. Bring your boat or rent it and get ready for the adventure.

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, 117 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.

Guest favourite
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.
Home in Port Charlotte
4.92 out of 5 average rating, 168 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.

Guest favourite
Home in Port Charlotte
5.0 out of 5 average rating, 12 reviews

Heated Spa Waterfront Home | Port Charlotte, FL

Brand new modern 3BR, 3BA waterfront villa where elegance meets coastal tranquility. Sleeps up to 10 with soaring ceilings, full length windows, and open living spaces overlooking the canal. Enjoy a gourmet kitchen with large island and coffee bar, spa inspired baths, a brand new outdoor heated spa, huge dock with direct water access, cozy fire pit, and outdoor kitchen with dining area. Just minutes to beaches, dining, shopping, and Port Charlotte attractions.

Guest favourite
A screened pool area features a heated pool and a connected hot tub with waterfall. Several lounge chairs are arranged alongside the pool, each topped with a neatly rolled towel. A tiki bar with seating is visible in the background, surrounded by lush greenery.
Home in Port Charlotte
4.94 out of 5 average rating, 83 reviews

Peachland getaway with pool and tiki bar.

Bring the whole family to this beautiful house with 3 BR and 2 bath sleeps up to 8 people. Has good size pool 26’x13’ with a bubble tub the tub is not heated and an outdoor bar/BBQ and driveway parking for 4 cars. Less than 5mins drive to supermarket, coffee shop, great restaurants little shops and bars and much more.

Popular amenities for Port Charlotte rentals with a pool

When is the best time to visit Port Charlotte?

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