Family-friendly vacation rentals in Charlotte Harbor

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.

5.0 out of 5 average rating, 102 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, 161 reviews

Big Pool+Beautiful Sunsets+Private Yard+Outdoor tv

Private & peaceful resort style outdoor space + 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 in privacy. Gorgeous sunsets overlooking a golf course setting. Carefree outdoor living at its best. ~ Within a few miles of groceries, shopping, dining, bars & downtown Punta Gorda.

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, 126 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.

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.

Completely renovated 2 bed/3 beds/1 full bath ideally located just one block west of Hwy 41 on a quiet street & less than 10 minutes to the Sunseeker Resort. Experience an extremely clean, comfortable & upscale resort feeling home at a tremendous value! All major supermarkets, retail & local restaurants are within walking distance. Downtown Punta Gorda, the Charlotte Harbor & shoppes are all within 2 miles. Property is a duplex, inquire about both sides! We look forward to hosting you!

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, 237 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.

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.

4.96 out of 5 average rating, 201 reviews

Seasonal vacation rental with Heated pool

The living room has a 65 " smart TV,wall mounted with a LCD Fireplace below with surround sound- All TV's have Netflix.The bar room has a small refrigerator,pool table and dart board.Outside has a private lanai with Heated pool and a propane firepit.Enjoy the sonos sound with 55" smart TV in the Master bedroom the second bedroom also has a TV. The bar room,also has sonos as well as the lanai.30 minutes from several beaches.The garage will not be available.Home located in a quiet Cul de Sac

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.

Superhost

Apartment in Charlotte Harbor

4.89 out of 5 average rating, 9 reviews

Sweet Sunsets

excellent neighborhood, 2 bedroom, 1 Bathroom with shared pool In Punta Gorda, Florida. adjacent from Peace river, in sight of the sunseekers resort and 2 minute drive downtown Punta Gorda for Farmers Market on Saturdays. Private entrace (front) and direct access to Lanai / pool Whatever your reason to visit, we are here for you and your entire family to enjoy a short or long stay in Beautiful SWFL. ATTENTION SNOW BIRDS!!! Will accept daily, weekend, weekly, or monthly rental stays!

Farm stay in Charlotte Harbor

A well-lit bedroom features a spacious wooden bed with plush white bedding. Natural light enters through the window, which is adorned with horizontal blinds. Simple wall art complements the soothing color scheme, and a ceiling fan provides ventilation.

4.95 out of 5 average rating, 126 reviews

Peaceful Waterfront Orchard 1

bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say hi to the chickens in the coop (maybe even grab a few fresh eggs for breakfast).

Luxe

A screened-in area showcases a private saltwater pool with clear water reflecting the sky. Surrounding palm trees and well-maintained landscaping can be seen. The scenic canal is visible in the background, highlighting the peaceful waterside setting.

Home in Punta Gorda Isles

5.0 out of 5 average rating, 14 reviews

Punta Gorda 3-Bdrm Canalfront Vacation Pool Home

Our 3-bedroom, 2-bathroom private pool vacation home is the best option for a quiet waterside stay. * Newly Built Punta Gorda Private Pool Home Sleeps up to 6 * 3 Bedrooms / 2 Bathrooms * Private Pool faces West * On Canal (no dock currently) * Canal leads to Charlotte Harbor * Fully Equipped Kitchen with dining for 6 at the dining table * Beach Umbrellas, Beach Chairs * Pickleball Equipment * Close to Historic Downtown Punta Gorda * Smoke-Free Property

An inviting swimming pool is surrounded by a screened lanai, providing a serene setting. Comfortable seating is arranged beneath a wooden ceiling adorned with a ceiling fan. Lush greenery is visible through the mesh, enhancing the tranquil atmosphere of the outdoor space.

4.97 out of 5 average rating, 36 reviews

The Coastal Palm Cottage

Discover the charm and walkable beauty of Punta Gorda’s historic district from this inviting 2-bedroom, 2-bath home. Perfectly situated just steps away from scenic waterfront parks, vibrant restaurants, and unique local shops, you’ll have the best of Punta Gorda right at your doorstep. Whether you’re planning a quick weekend escape or a longer Florida retreat, this home offers the ideal blend of location, comfort, and authentic coastal charm.

Villa in Charlotte Harbor

5.0 out of 5 average rating, 39 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

Plan your Florida retreat to this brand new 4-bedroom, 2-bathroom Port Charlotte home. Visit the Fishermen's Village, tan at the nearby beaches and relax poolside in the private yard. With enough space to sleep 8, this luxurious 2100 square-foot vacation rental boasts 4 Smart TVs, a caged saltwater pool and hot tub and a pool table that also changes into air hockey. Parking in the garage available.

Popular amenities for Charlotte Harbor 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, 104 reviews

Elegant heated pool canal home in very quiet area.

4.95 out of 5 average rating, 100 reviews

Home in Cape Coral

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

4.99 out of 5 average rating, 103 reviews

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

Home in Fort Myers

Modern City Loft in Downtown River District

4.94 out of 5 average rating, 122 reviews

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.

Home in North Port

Flourish in Florida heated pool & spa

4.98 out of 5 average rating, 366 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!

4.97 out of 5 average rating, 161 reviews

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.

Home in North Port

Private, beautiful house with a heated pool

4.98 out of 5 average rating, 145 reviews

The outdoor space features a private heated pool and spa, framed by a wooden privacy fence. Two lounge chairs are positioned beside the water, and a large umbrella provides shade. Tropical palm trees are visible in the background, creating a serene ambiance.

Villa in Cape Coral

Waterfront Luxury: Heated Pool, Jacuzzi, Gym, Game

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

Family- and pet-friendly home rentals

A covered outdoor space features cozy seating around a fire pit. String lights illuminate the area, creating a warm ambiance. In the background, an inviting above-ground pool is set against a lush garden landscape, showcasing tropical plants and trees.

4.96 out of 5 average rating, 279 reviews

Tropical getaway Pool and tiki bar

A calm canal view is presented from the dock, featuring still water reflecting the surrounding greenery. A wooden structure extends over the water, with a white fender attached. Palm trees and quaint homes line the opposite bank, enhancing the serene environment.

4.84 out of 5 average rating, 165 reviews

Waterfront Pool and Dock! Great Family Retreat

4.9 out of 5 average rating, 146 reviews

Private Pool Paradise: Cabana, Mini Golf & Bowling

An enclosed pool area features crystal-clear water, with lounge chairs positioned on either side. Lush greenery is visible through the large screened windows, providing a serene view. The pool surface reflects the sunlight, creating a tranquil ambiance.

4.96 out of 5 average rating, 273 reviews

Full home, Low Cleaning fee, heated salt pool.

The image captures a bright indoor space with a view of the outdoor pool area. A dining table with six mesh chairs is positioned under a decorative curtain, overlooking the pool through a sliding glass door. Light-colored walls enhance the airy feel.

4.92 out of 5 average rating, 105 reviews

Coastal Getaway – 3bed/2bath With a Pool

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, 83 reviews

Villa Joy | Heated Pool • Canal Front • Dock

Home in Punta Gorda Isles

5.0 out of 5 average rating, 39 reviews

Spotless 3-bedroom Waterfront Home. Heated pool.

Home in Punta Gorda Isles

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, 63 reviews

Harbors edge Retreat- no fee for heated pool

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 179 reviews

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.

Home in North Port

Beautiful & Cozy Pool Villa in Sarasota County, FL

5.0 out of 5 average rating, 18 reviews

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

The exterior of the home is showcased against a colorful sunset sky. Lush landscaping includes well-kept grass and vibrant plantings. The entrance features a spacious porch, framed by tropical palm trees, creating a welcoming atmosphere.

5.0 out of 5 average rating, 29 reviews

Incredible Water View! Heated/Salt/Sun filled pool

5.0 out of 5 average rating, 61 reviews

NEW modern 3/2 gulf waterfront pool spa boat fish

4.96 out of 5 average rating, 26 reviews

Quiet Neighborhood ~ Waterfront Heated Pool!

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

4.95 out of 5 average rating, 62 reviews

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

A serene waterfront view showcases calm waters bordered by lush greenery and palm trees. The area features manicured lawns and docks extending toward the water, surrounded by a spacious patio with a lounge area and umbrella, ideal for relaxation and enjoying the scenery.