Family-friendly holiday rentals in Charlotte County

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.

5 out of 5 average rating, 76 reviews

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

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

5 out of 5 average rating, 9 reviews

A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.

Home in Punta Gorda

Type Top type lot

Relax with entire family at this peaceful home. Enjoy the privacy and the outdoors with kayaks, bikes, hot tub, boat dock and heated pool ; great views of the water, watch the fish do back flips! Play Billiards! Nice cul-de-sac with lots to see and do nearby! Short walk to great pizza. Town voted best in US, center is short drive with great restaurants & features great golf, parks with walking/bike paths, tennis, pickleball, playgrounds etc. Easy bike ride to Ponce de Leon Park for sunsets!!!

4.97 out of 5 average rating, 140 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.

Superhost

5 out of 5 average rating, 4 reviews

Luxury Port Charlotte Waterfront Home – Pool & Spa

Welcome to your private waterfront paradise in beautiful Port Charlotte, FL! This 5-bedroom, 3-bath luxury home comfortably sleeps 10 and offers everything you need for the ultimate Florida getaway. Enjoy stunning canal views, a heated pool, relaxing jacuzzi spa, spacious screened lanai, and your own private dock with direct bay access for boating or fishing. Whether you’re sipping morning coffee on the lanai, soaking in the hot tub, or watching sunset reflections over the canal, this retreat

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.

4.83 out of 5 average rating, 12 reviews

Tidal Wave & Play Oasis

Welcome to our Tidal Wave & Play 3 Bed, 2 Bath Oasis! Nestled in the heart of Port Charlotte, Florida embrace the beach vides, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing or relax by the inclusive private pool. This unique home features a mini golf area, corn hole, and inside you will find a pool table and air hockey providing endless fun for guests of all ages. You will find everything you need for relaxing and having fun in this unforgettable getaway!

Superhost

5 out of 5 average rating, 3 reviews

Come Escape Boating Private Pool close to Beaches

The tastefully decorated Florida theme vacation home in Edgewater’s well-known sail or boating community provides the perfect backdrop for a memorable retreat. This spacious 3 bedroom, 2 bathroom vacation home features large closets. The private pool overlooks the back of the canal, and the house is fully equipped with all the comforts of home. Blue waters, white sand, and the Gulf beaches are just a short drive away. The home also has a smoker grill, a grass yard, and is pet-friendly.

5 out of 5 average rating, 6 reviews

Heated Pool | Waterfront Home | Coastal Escape

Relax and recharge at this private waterfront pool home in Port Charlotte, FL designed with coastal charm and effortless indoor-outdoor living. Enjoy tranquil canal views, a screened private pool, spacious open living areas, and a private dock perfect for fishing and taking in the beautiful Florida sunsets . With comfortable bedrooms, a fully equipped kitchen, and peaceful surroundings, this home is ideal for families, couples, or anyone seeking a true Florida waterfront escape.

4.99 out of 5 average rating, 120 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.

4.95 out of 5 average rating, 21 reviews

A spacious indoor pool area is framed by expansive screens, offering unobstructed views of the surrounding water. The pool includes a heated spa, with steps leading down to the water. The tiled floor reflects warm sunlight, enhancing the inviting atmosphere.

Home in Punta Gorda

Tropical-Waterfront|Htd Pool-Spa-Dock-Kayaks-Bikes

Welcome to Villa Tropical — your private Punta Gorda retreat surrounded by water on three sides. With a saltwater pool and spa, private dock, steam shower, and plenty of space to unwind, this home blends peaceful luxury with all the tools for adventure. It’s a short 25-minute walk (or 10-minute bike ride) to Fishermen’s Village, with restaurants, shops, and harborfront views along the way. Bikes, kayaks, beach gear, and fishing gear all available to you for no additional cost.

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, 112 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.