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

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.

Townhouse in Port Charlotte

4.96 out of 5 average rating, 67 reviews

Heated pool, king beds, 5 minutes to Walmart

Escape to this new, comfortable and practical side by side duplex featuring 3 bedrooms and 2 bathrooms, perfect for up to 6 guests! Your home is private, the only shared space is the patio & pool area Near several golf courses - 2 miles to town center!, restaurants, groceries, Walmart -7 minutes to spring training and other fun activities at Charlotte sports park - 6 miles from beautiful Beachfront Park -5 minutes to Centennial Rec center Pool, Themed walls, Fully stocked kitchen, BBQ grill

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 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, 182 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.

4.95 out of 5 average rating, 65 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.

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

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.

4.94 out of 5 average rating, 145 reviews

Luxury Bungalo with Pool in Port Charlotte

Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.

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.

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

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.

4.96 out of 5 average rating, 46 reviews

Peaceful waterfront home

5.0 out of 5 average rating, 22 reviews

Peaceful Pool Retreat Near Beaches | Gym • 4BR

5.0 out of 5 average rating, 27 reviews

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

4.98 out of 5 average rating, 55 reviews

An aerial view reveals a spacious home situated near the waterfront, surrounded by lush greenery. A dock extends into the calm water, complemented by the serene landscape of mangroves in the distance. The sky is bright with scattered clouds, enhancing the scenic backdrop.

Home in Punta Gorda

Hidden Gem in Punta Gorda

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 149 reviews

Home in Punta Gorda

Private Pool Paradise: Cabana, Mini Golf & Bowling

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

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, 113 reviews

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

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.

4.8 out of 5 average rating, 82 reviews

Oasis with pool in the middle of West Coast, FL

4.89 out of 5 average rating, 37 reviews

An aerial view captures the spacious waterfront villa, surrounded by lush greenery and landscaped grounds. The enclosed pool area is visible, emphasizing the outdoor living space. Nearby homes are distanced, enhancing the sense of privacy in this tranquil neighborhood.

Villa in Port Charlotte

Waterfront Villa - Heated Pool - Pet Friendly

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

Superhost

A private pool is surrounded by a screened enclosure, featuring clear blue water and a paved deck. Comfortable seating is arranged nearby, with lush greenery visible beyond the enclosure, creating a serene outdoor space.

4.88 out of 5 average rating, 50 reviews

Serenity Haven: 4BR Villa /Heated Pool & Sleeps 8

Treehouse in Charlotte Harbor

5.0 out of 5 average rating, 24 reviews

The Tree House Nature Sanctuary

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 130 reviews

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

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.

4.91 out of 5 average rating, 93 reviews

"Waterfront Oasis with Heated Saltwater pool"

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.

5.0 out of 5 average rating, 47 reviews

Private Oasis•Heated Pool•Near Gulf Beaches

5.0 out of 5 average rating, 28 reviews

Florida Getaway

An outdoor pool area is enclosed by a screen, featuring crystal-clear water and attractively arranged seating. Colorful lounge chairs are positioned nearby, and a patio set with vibrant green chairs surrounds a table, ideal for outdoor dining.

4.95 out of 5 average rating, 55 reviews

Seascape Duplex: Peaceful Retreat & Heated Pool

4.96 out of 5 average rating, 24 reviews

Poolside Fun at The Caddy

An open-concept living area reveals a modern kitchen featuring stainless steel appliances and a marble-topped island with bar seating. A comfortable couch faces a wall-mounted television, while large sliding glass doors offer views of the outdoor patio and pool area.

4.91 out of 5 average rating, 47 reviews

Renovated Modern house with pool -Port Charlotte

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.