Family-friendly vacation 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

KitchenFamilyAccuracy

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.

Indoor spacesKitchenNearby

Vacation 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!

Indoor spacesKitchenTV

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.

Indoor spacesFamilyHospitality

Superhost

4.87 out of 5 average rating, 118 reviews

Blissful Waterfront Haven with Heated Pool

Serene Pet-Friendly Waterfront Retreat with Heated Pool near the Peace River. Enjoy a fresh water canal view, relax in the heated pool, and embrace the tranquility of Port Charlotte. Perfect for nature lovers and seekers of relaxation. Book now! *Heated Pool* OPTIONAL $29 per day for the pool. This will be paid on the check in date. Please keep in mind that the pool heater runs 8 hours per day. It may cool down at night and morning. *Gas grill available, guests responsible for propane*

KitchenIndoor spacesGrill

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.

FamilyIndoor spacesSleep quality

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

Indoor spacesKitchenCondition

4.96 out of 5 average rating, 24 reviews

Poolside Fun at The Caddy

Kick back at The Caddy—Owned by Delaware locals who love sharing their slice of paradise, The Caddy is a quiet, family-friendly heated pool home with 3 comfy beds, a pull-out sofa, a stocked kitchen, and all the essentials. Relax by the private pool, hit nearby beaches, or enjoy live music, fishing, and water activities just minutes away. Perfect for families, couples, and snowbirds—whether you’re staying for a weekend or longer. *No large parties or gatherings are permitted.

FamilyIndoor spacesSleep quality

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.

KitchenFamilyCheck-in

5.0 out of 5 average rating, 22 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.

KitchenFamilyCheck-in

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.

Indoor spacesFamilyLayout

4.87 out of 5 average rating, 149 reviews

Home in Punta Gorda

Private Pool Paradise: Cabana, Mini Golf & Bowling

Welcome to Sunshine Vacation Home, your Private Pool Paradise in beautiful Punta Gorda, Florida. Perfectly located just 15 minutes from Punta Gorda Airport and Charlotte Beach Park and Fishermen's Village, only 2 miles from I-75 for easy travel, and 30 minutes from the famous Warm Mineral Springs. Spend your days exploring Southwest Florida or simply unwind in your own private backyard resort with a pool, cabana, mini golf, and more.

Indoor spacesFamilyTV

Popular amenities for Port Charlotte family-friendly rentals

Kitchen

Wifi

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.

KitchenIndoor spacesView

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

Indoor spacesKitchenAmenities

5.0 out of 5 average rating, 27 reviews

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

Indoor spacesFamilyCondition

A screened-in lanai features a saltwater pool with clear, inviting water. Lush greenery and palm trees are visible through the screens, providing a tranquil outdoor atmosphere. The area is surrounded by a privacy fence, ensuring a secluded setting for relaxation.

4.97 out of 5 average rating, 35 reviews

Family Friendly Pool Home! Heated pool & hot tub

Indoor spacesFamilyLayout

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

KitchenIndoor spacesSleep quality

4.92 out of 5 average rating, 25 reviews

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

Indoor spacesFamilyPool

5.0 out of 5 average rating, 37 reviews

Home in South Gulf Cove

Spa, Heated Pool, Tropical Waterfront Near Beach

KitchenFamilySleep quality

4.93 out of 5 average rating, 72 reviews

The outdoor pool area features a screened enclosure, revealing lush greenery in the surrounding landscape. A comfortable seating area with lounge chairs is present. Colorful towels and glasses are arranged on the edge of the pool, with the still water reflecting the evening light.

Home in Rotonda

Vacation Paradise in Rotonda

FamilyKitchenHeating

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

FamilyIndoor spacesBathroom

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.

Indoor spacesKitchenAir conditioning

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

FamilyIndoor spacesHospitality

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, 81 reviews

Oasis with pool in the middle of West Coast, FL

KitchenFamilyLaundry

5.0 out of 5 average rating, 21 reviews

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

Indoor spacesFamilyOutdoor spaces

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

Indoor spacesKitchenHospitality

Superhost

4.7 out of 5 average rating, 30 reviews

2 homes in 1, convenient for large groups

KitchenFamilyHeating

5.0 out of 5 average rating, 24 reviews

Mango Manor – Private Farm w/Game Rm & King Suite

Indoor spacesKitchenCondition

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

FamilyIndoor spacesQuiet

4.94 out of 5 average rating, 145 reviews

Luxury Bungalo with Pool in Port Charlotte

FamilyKitchenLayout

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

FamilyIndoor spacesBackyard

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"

Indoor spacesKitchenAccuracy

5.0 out of 5 average rating, 28 reviews

Florida Getaway

FamilyIndoor spacesCleanliness

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

Heated Saltwater Pool Near Sarasota Fort Myers

KitchenFamilyParks

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.

4.94 out of 5 average rating, 54 reviews

Seascape Duplex: Peaceful Retreat & Heated Pool

FamilyKitchenCondition

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.