Family-friendly vacation rentals in Charlotte County

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.

4.93 out of 5 average rating, 72 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🔜⛱️

4.97 out of 5 average rating, 142 reviews

XL Pool~Private Yard~Striking Sunsets~Outdoor tv

Welcome to Villa del Sol ☀️ A peaceful resort style outdoor space + private + oversized solar heated pool creates a perfect vacation oasis. Covered lanai = shade. BBQ & watch your favorite sports on 55” outdoor tv. Walk the golf cart paths, swim laps, get a tan, read a book, play music & games, sip on tropical drinks & float all your cares away. Pretty sunsets overlooking a serene park-like setting. A.M. coffee outside to hear the birds sing. Carefree outdoor living is what it’s all about here.

A tranquil pool area is highlighted by a heated lap pool with a dolphin fountain, surrounded by lush coconut palms. The water view captures a serene canal lined with boats and docks, framed by a screened enclosure that invites natural sunlight.

5 out of 5 average rating, 40 reviews

Luxury long waterview w/pool-kayaks-clubs-bikes!

Welcome to your next slice of Florida sunshine paradise ! Stay with us at the Royal Palms Monaco located in beautiful historic Punta Gorda Isles Florida! LOADED w/ 5 star amenities like bikes, kayaks,golf clubs,fishing & beach gear,private dock & heated pool await you at this beautiful luxury 3bed/3 bath home. Located in a safe ,quiet and serene deed restricted neighborhood on a gulf access canal waterfront sailboat lot with a breathtaking long water view that seems like it goes on forever !

A spacious living area features a comfortable seating arrangement with a view of the pool. A large patio includes a heated pool, while a private dock leads to the canalfront, accented by a striking red Adirondack chair.

4.99 out of 5 average rating, 68 reviews

Villa Joy | Heated Pool • Canal Front • Dock

Welcome to the canalfront paradise with a private boat dock. Villa Joy is the perfect place to relax and soak up the Florida sun! Whether it's for family retreat, remote workers, snowbirds, group getaways. Take our kayaks and bikes for a spin, then return home for a refreshing dip in the pool, a delicious meal made on the grill, and a Lush Gulf coast sunset on the lanai. ✔︎ 18 min drive from Coral Creek Airport ✔︎ Dedicated workspace (Laptop Friendly) ✔︎ Heated Pool ✔︎ Kayak and Bikes

5 out of 5 average rating, 11 reviews

Waterfront Pool Home South Gulf Cove, Pt Charlotte

Welcome to your luxury waterfront sanctuary in prestigious South Gulf Cove — a tranquil escape crafted for those who seek elegance, comfort, and breathtaking views. This home blends refined style with unforgettable relaxation. South Gulf Cove is a luxury community with minimal traffic: 16 miles to Boca Grande Lighthouse, 14 miles to Englewood Beach, 15 miles to Myakka State Forest, 14 miles to Port Charlotte Town Center, 8.5 miles to Rotunda Golf and Country Club (6 public courses)

4.98 out of 5 average rating, 122 reviews

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

Home in Englewood

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

An aerial view showcases a spacious waterfront property surrounded by lush landscaping and palm trees. A winding canal runs adjacent to the home, while neighboring houses are visible in the distance. The vibrant blue water and clear sky enhance the tranquility of the setting.

5 out of 5 average rating, 42 reviews

Sensational! Sunny, Heated Pool-Endless waterviews

**NEW LISTING/HUGE DISCOUNTED PRICE*** LUXURY PGI home; 1.5 mile/5 minute distance to Fisherman’s Village and attention to detail with remodel and brand new furnishings. Take advantage of tremendously discounted Prime dates available in 2026 and 2027 WINTER SEASON Check PREMIER HOST reviews averaging 5.0 on other site.

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, 32 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

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.

4.91 out of 5 average rating, 161 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.

Superhost

A private heated pool is enclosed within a screened lanai, featuring clear blue water and a decorative tile border. Pool toys can be seen floating on the surface. Seating areas with chairs are positioned nearby, allowing for leisure and relaxation.

4.87 out of 5 average rating, 55 reviews

Stylish 3BRS Heated Pool Home/Walk to downtown!

30%off on Monthly booking! Stylish and cozy!Private heated pool home, centered in the city of Punta Gorda!Mins from downtown, harbor, parks, shopping, dining & bars, YMCA & IYC. Fully Equipped Kitchen & dining spaces. 3 Beds/2 Baths Sleeps up to 8. Livingroom /Samsun TV Bedroom 1: Master King / Ensuite BATH/pool Access / Smart TV Bedroom 2: A queen murphy Bed Bedroom 3: A Queen Bed Family room/office&excise/inflatable queen bed. Free garage parking and Fast WIFI.

4.85 out of 5 average rating, 48 reviews

Capri- Waterfront Retreat | Pool-Dock-Bikes-Kayaks

Villa Capri is a newly renovated home located on the Punta Gorda Isles canal. With its spacious layout, stunning views, private dock, heated saltwater pool, and lanai, it is the perfect place to relax and unwind with your loved ones. A 30-minute walk, or 10-minute bike ride (bikes included!) will bring you to Fishermen's Village for casual or fine dining and shopping. Villa Capri is easy to drive to, with nearby airports, amenities, and a local beach.