Family-friendly holiday rentals in Charlotte County

A canalfront area features a serene gazebo surrounded by lush green grass and white pebbles. The vibrant sunset sky adds warmth to the scene, and the private boat dock is visible in the background, enhancing the tranquil outdoor setting.

5.0 out of 5 average rating, 106 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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The modern kitchen features a large central island with four black stools. High-end appliances, including a stainless-steel refrigerator and a sleek range hood, complement the marble countertop. Natural light brightens the space, enhanced by decorative pendant lights and beach-themed artwork on the walls.

5.0 out of 5 average rating, 81 reviews

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock

This newly renovated home has gorgeous water views and heated pool - also offers sailboat access and private boat dock! Discover the open living area, interior designed furniture, and fully equipped kitchen. This high end retreat offers bikes, kayaks, firepit, games, hammock, heated pool, and dock. Enjoy the fast Wi-Fi, smart TVs, screened lanai, and canal view. Just minutes away downtown PG and Sunseeker Resort dining and entertainment, this home is an ideal base for your SW Florida vacation.

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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.

4.99 out of 5 average rating, 128 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.

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5.0 out of 5 average rating, 26 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 (can be heated), 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.

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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, 100 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!

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The spacious pool area is enclosed by a protective screen, with the shimmering water reflecting a vibrant sunset. Palm trees frame the scene, while the canal with moored boats is visible in the background, enhancing the tranquil waterfront atmosphere.

5.0 out of 5 average rating, 64 reviews

Harbors edge Retreat- no fee for heated pool

Experience waterfront luxury with an updated heated pool, spacious lanai, and pool deck in this updated home with a split floor plan in a tranquil neighborhood. Conveniently close to activities and superb local restaurants, don't miss the breathtaking sunrises and sunsets! Experience the ultimate in relaxation with our newly remodeled Pebble Tec custom-tiled pool. Heated at no extra cost, indulge in a soothing swim anytime, perfect relaxation year-round. Bikes and helmets are provided.

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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.

4.98 out of 5 average rating, 84 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

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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.

5.0 out of 5 average rating, 48 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. -Max 5 adults-

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5.0 out of 5 average rating, 13 reviews

Spacious Beach House with Ocean Access

Welcome to your coastal getaway! This beautiful beach house offers direct access to the ocean, perfect for relaxing mornings by the water or sunset strolls. Enjoy bright, open spaces filled with natural light, a fully equipped kitchen, and cozy bedrooms designed for rest and relaxation. Whether you’re looking for a peaceful retreat or an adventure by the sea, this property has it all — comfort, style, and the perfect location just minutes from restaurants, shops, and local attractions.

KitchenIndoor spacesQuiet

4.95 out of 5 average rating, 64 reviews

Marina/Heated Pool/Hot tub/Canal/Game room/14PPL+

We’d love to welcome you to The Marina House ⚓️ 📍Top location near best FL beaches (Siesta Key, Gasparilla Island, Englewood…) 💦 Heated Pool 👙 Jacuzzi 🎭 Home theater 🏋️‍♀️Gym 🏓Ping pong 🎱 Pool table 🔥 Fire pit and fire place 🛝 Playground 🎣 Fishing canal ( fishing kit provided) 🍖 BBQ 🐾 Pet friendly 🏀Outdoor games 📺 7 smart Tvs with Streaming apps 👫🏻Designed for 14+ guests 🧺 Laundry room 🚗 Free Parking 🧑‍🍳 Fully Equipped Kitchen 🛜 Fast Wi-Fi ✈️Close to airport

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Superhost

Home in South Gulf Cove

5.0 out of 5 average rating, 5 reviews

Waterfront Canal Home in Port Charlotte

Welcome to your brand-new waterfront retreat in Port Charlotte, where modern design meets laid-back Florida living. This stunning 4-bedroom + den, 3-bath home offers a spacious, open floor plan and everything you need for a relaxing, upscale getaway. Perfectly situated on a canal with direct Gulf access, this home is a dream for boaters and water lovers. Spend your days exploring the waterways, with the added convenience of an optional boat rental to make the most of your stay.

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Guest favourite