Family-friendly holiday rentals in Port Charlotte

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

4.96 out of 5 average rating, 26 reviews

Quiet Neighborhood ~ Waterfront Heated Pool!

Welcome to our elegant waterfront home in beautiful Port Charlotte! Nestled along the sparkling waters, this stunning property offers the perfect blend of luxury, comfort, and picturesque views. Cool off with the covered patio and full-size pool. Soak in some sunshine on the hammock. Enjoy the crackle of the firepit under the stars. With its many updates and thoughtful design, this vacation home has been carefully curated for making memories, and providing an unforgettable vacation experience.

Holiday home in Port Charlotte

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.

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!

5.0 out of 5 average rating, 21 reviews

Happy Tarpon |10 PPL| Deck & Pool |Games |Fire Pit

Welcome to Happy Tarpon Villa, a family-friendly home in Port Charlotte! - Pool - EV Charger - 15 mins to Sunseeker Resort - 30 mins to Gasparilla Island - 30 mins to Manasota Island - Private Deck & Boat Lift - Playground for kids - Pool Table, Air Hockey & Game Console - BBQ, Fire Pit & Outside furniture - 10 PPL (1 KING, 1 QUEEN, 1 Bunk Bed & 1 Sofa Bed) - Washer & Dryer - Kids friendly - Private Patio & Terrace - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in

A serene outdoor space featuring a fenced pool surrounded by lounge chairs and umbrellas. Tropical plants and grass enhance the area, while palm trees provide shade. The backyard offers a peaceful retreat, ideal for relaxation under the sun.

4.81 out of 5 average rating, 83 reviews

Oasis with pool in the middle of West Coast, FL

Our oasis is created with love, care, and intentionality. Whether you are looking for a quiet and relaxing time or fun and entertainment - you will find it all here. This house is located in a quiet neighborhood, close to shopping, local attractions and nearby beaches. Recently remodeled, refurnished and tastefully decorated. Stocked kitchen, cotton linens and towels. Screened lanai, grill, fenced pool, backyard with fire pit, backed by tropical setting and canal. We are pet friendly!

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.

4.96 out of 5 average rating, 183 reviews

Beautiful & Cozy 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.

5.0 out of 5 average rating, 14 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.

A spacious heated pool features a clear blue water surface, enclosed by a screened cage to keep insects out. A pool ladder leads into the water. Nearby, a colorful pool float and a water slide are visible, with a green grassy yard beyond the enclosure.

4.94 out of 5 average rating, 107 reviews

Heated Pool-Outdoor TV & Bar-Private backyard

SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

4.95 out of 5 average rating, 66 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

The entrance features a modern facade with a front door framed by tall windows. Flanking the door are well-maintained shrubs and palm plants. A clean walkway leads to the door, complemented by light-colored stone and decorative gravel.

4.94 out of 5 average rating, 122 reviews

Flourish in Florida heated pool & spa

This luxurious modern tropical home is the perfect relaxing vacation rental for the whole family or a group of friends. Stay in to enjoy the pool surrounded by greenery, spending your evenings in the private lit up jacuzzi. Located only 10 minutes to Port Charlotte beach, 15 to well known Warm Mineral springs, 30 minutes from the famous Englewood & Venice beach. The Spacious home is 2 queens, 1 queen&twin bunk, 1 pull out couch in office, living room sofa, 2 Full bathrooms.

5.0 out of 5 average rating, 23 reviews

Peaceful Pool Retreat Near Beaches | Gym • 4BR

Welcome to your hidden gem in North Port — a spacious 2,300 sq. ft. home designed for comfort, privacy, and relaxation. Tucked away in a quiet, no-traffic area, this 4-bedroom retreat offers the perfect escape from the noise. Inside, soaring 12-foot ceilings create a bright, open feel, while your private indoor gym keeps you active at your convenience. Step outside to your heated, screened-in pool — your own peaceful oasis, day or night. Your Florida getaway starts here.

4.93 out of 5 average rating, 27 reviews

Private Heat Pool. Gazebo, canal kayaks free pets

🌴 Relax in this beautifully renovated waterfront home featuring a modern private pool, tiki hut, fire pit, and 4 free kayaks. Fish right from the seawall or explore nearby beaches, marinas, restaurants, and shopping. Sleeps up to 8 with 3 bedrooms, bunk bed ,and 3 full bathrooms, kitchen full equipped Pet-friendly and perfect for families, anglers, and anyone looking for a peaceful Florida getaway. Pool heat available from November for $25/day.

Popular amenities for Port Charlotte family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

5.0 out of 5 average rating, 105 reviews

Elegant heated pool canal home in very quiet area.

An enclosed area contains a crystal clear pool alongside a soothing jacuzzi, both surrounded by a safety screen. Natural light fills the space, revealing lush greenery visible through the mesh, creating a tranquil environment for relaxation.

4.91 out of 5 average rating, 110 reviews

Vacation Getaway Home with Heated Pool

A private pool area features a clear, inviting swimming pool surrounded by a tiled deck. Lush greenery can be seen through the screened enclosure, with large planters at each corner adding a touch of nature to the space.

4.97 out of 5 average rating, 164 reviews

Private, beautiful house with a heated pool

Townhouse in Port Charlotte

4.95 out of 5 average rating, 123 reviews

Exotic Escape home! w/ Heated Pool & Luxurious Spa

4.98 out of 5 average rating, 116 reviews

A spacious living area is highlighted by a large sectional sofa arranged around a low coffee table. A wall-mounted TV and decorative plant enhance the bright atmosphere. Sliding glass doors offer views of the outdoor space, while warm yellow walls create a welcoming setting.

Home in Rotonda

Tropical Paradise

5.0 out of 5 average rating, 28 reviews

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

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

4.92 out of 5 average rating, 25 reviews

Tropical Retreat! Hot tub, pool, Kayak, pool table

Family- and pet-friendly home rentals

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.

4.92 out of 5 average rating, 169 reviews

Heated Pool Vacation Getaway

4.87 out of 5 average rating, 150 reviews

Home in Punta Gorda

Private Pool Paradise: Cabana, Mini Golf & Bowling

A bright living area features comfortable seating arrangements, including a gray sofa and an upholstered chair with a floral pattern. Natural light streams through large windows, illuminating the space. A coffee table sits in the center, complemented by a plush area rug.

4.96 out of 5 average rating, 114 reviews

Modern 2 bed/1 bath duplex, close to everything.

The exterior of the home features a cheerful light blue color with a textured stone accent. A well-maintained front yard includes green grass and a small plant near the entrance. Sunlight brightens the façade, highlighting the inviting entrance door.

4.84 out of 5 average rating, 396 reviews

Bright and sunny home. King bed, 1 block to 41

4.96 out of 5 average rating, 26 reviews

Home in South Gulf Cove

Canal Home w/ Escape Room, Pool & Dock, Pets OK

5.0 out of 5 average rating, 58 reviews

Home in South Gulf Cove

South Gulf Cove | Heated Pool Home with Game Room

Superhost

A spacious driveway paved with stone leads to a welcoming entrance, framed by lush palm trees. The house features arched windows and a central door, set against a backdrop of soft evening light, providing a serene first impression.

4.95 out of 5 average rating, 40 reviews

Villa Endless Summer

An aerial view showcases the home surrounded by lush greenery and a well-manicured yard. The property is located along a canal, with a private dock visible. The peaceful neighborhood is highlighted by tree-lined streets and open spaces, contributing to a serene atmosphere.

4.94 out of 5 average rating, 32 reviews

Port Charlotte Canal/Pool Retreat

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 132 reviews

Modern Oasis w/Heated Pool & Dual Masters 3BR/3BA

4.96 out of 5 average rating, 205 reviews

The exterior of a single-story home is showcased, featuring a spacious driveway lined with pavers. Lush landscaping is present, including palm trees and colorful flowers. The front entrance is accentuated by a decorative archway and a garage door on the right.

Home in Punta Gorda

Seasonal vacation rental with Heated pool

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, 119 reviews

PORT CHARLOTTE FLORIDA RETREAT, 2/2, PRIVATE POOL

4.96 out of 5 average rating, 24 reviews

Poolside Fun at The Caddy

A screened-in lanai features a heated pool surrounded by a spacious patio area. Comfortable outdoor seating is arranged, consisting of a sofa and chairs. Large glass doors provide easy access to the interior space, inviting natural light into the area.

4.95 out of 5 average rating, 87 reviews

Rosie’s Peaceful Waterfront Pool Home

5.0 out of 5 average rating, 28 reviews

Florida Getaway

The interior space features a green and white kitchen with a sink and counter overlooking a bright living area. Large glass sliding doors provide a view of the outdoor pool area, which is furnished with a patio table and chairs. Sunlight enhances the openness of the space.

4.93 out of 5 average rating, 43 reviews

Port Charlotte Florida Pool Home

A spacious saltwater pool is enclosed by a screened lanai, featuring comfortable lounge floats and pool toys. Sunlight reflects off the clear water, surrounded by serene greenery and a well-maintained patio area. The inviting ambiance creates a perfect setting for relaxation and outdoor enjoyment.