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Family-friendly vacation rentals in Charlotte Harbor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Charlotte Harbor

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A spacious dining table is set with breakfast items, featuring fresh croissants, fruit, and beverages. The scene is complemented by a vibrant flower centerpiece. In the background, windows offer a view of the sparkling pool and serene lake surrounded by green foliage.

4.79 out of 5 average rating, 100 reviews

Venice lakefront house, enclosed heated pool

We are good after hurricane Milton. Welcome to the Whispering Lake House located in Venice Birds Sanctuary Area. Fully equipped kitchen. Eating area, Lanai overlooking lake. Private Backyard, turquoise water pool and fresh mangoes (in season) to enjoy. Furnished, 4KUHD TV in Living Room and SMART TV in Master, Free Wi-Fi, walk in closets, 2car garage. Pets considered. No smoking. minutes to the Venice Beach, to Pelican Pointe or Jacaranda West Golf & Country Clubs. Restaurants, Bars are nearby.

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.

Home in Port Charlotte

4.85 out of 5 average rating, 226 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.

A bright living area includes a cozy sectional sofa and a round dining table adorned with a simple green centerpiece. A wall-mounted television displays scenic imagery. Natural light fills the space through multiple windows with shades, creating a welcoming environment.

Apartment in Boca Grande

4.92 out of 5 average rating, 175 reviews

2 Bedroom Flat: Downtown Boca Grande:#1

We’ve weathered the storms of Hurricanes Helene and Milton, and now we’re thrilled to welcome you! This beautifully renovated 2-bedroom, 1-bath flat is nestled in the heart of historic Boca Grande on stunning Gasparilla Island. The ground-floor location and a private outdoor sitting area, it’s your perfect island retreat. Steps away from The Temp Restaurant, a 3-minute stroll to the Gasparilla Inn, and only 2 minutes to the beach. Everything you need for an unforgettable vacation awaits!

Top guest favorite

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.

Home in Port Charlotte

5 out of 5 average rating, 91 reviews

Elegant heated pool canal home in very quiet area.

Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Vacation home in Venice

4.85 out of 5 average rating, 141 reviews

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

The exterior of a Bahamian-style condo is visible, featuring a multi-level structure with a pitched roof. A wide porch extends from the upper floor, surrounded by greenery and palm trees, creating an inviting atmosphere. The sandy pathway leading to the beach is seen below.

Condo in Englewood

4.94 out of 5 average rating, 142 reviews

Gulf Side Condo Englewood Florida

A cozy 2 bed 2 bath condo with a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy sunsets from the porch or the beach. Unwind and let all of your cares float away on the Gulf breezes.

A single-story home is displayed with a welcoming entrance featuring a blue front door and arched entryway. Lush greenery and small plants surround the entrance, complemented by a gravel path leading to the door. Tall trees can be seen in the background under a clear sky.

Home in North Port

4.81 out of 5 average rating, 106 reviews

Well Appointed and relaxing Pool Home

Escape to Paradise at our three bedroom two bath pool home vacation property in North Port Florida. Surrounded by pristine beaches and lush landscapes, this charming retreat features a sun-soaked heated pool, cozy interiors, and a serene atmosphere. Experience the allure of Florida living with nearby outdoor activities and easy access to the Gulf Coast wonders. Unwind in style and create unforgettable memories in this idyllic coastal haven. Welcome to your North Port Oasis.

A single-story home presents a light blue facade, surrounded by green landscaping. The entrance features a covered porch with multiple windows, offering a view of the front yard. A concrete walkway leads to the entrance, framed by well-maintained garden areas.

Home in Port Charlotte

4.85 out of 5 average rating, 169 reviews

Reduced Rates on this waterfront property

Newly remodel - Our home is in a small quiet neighborhood and completely ready for your vacation, extended stay, or work away from home. We are located on a canal with a dock with quick access to the Peace River and the intracoastal waterway via boat. There are many local restaurants, activities, and fun things to do. Watch the sunset from your dock or take a 5 minute car ride to Punta Gorda to watch from numerous local restaurants on the water.

A spacious green house with a contemporary facade is set against a clear blue sky. Surrounding tropical plants and freshly mulched red pathways create a welcoming first impression. A gravel driveway leads to a screened pool area visible in the background, inviting outdoor enjoyment.

Home in Englewood

4.87 out of 5 average rating, 109 reviews

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

This beautiful house is located at the Lemon Bay and close to the Manasota Beach. The beach is just a 0.6 mile walk or 0.8 drive away. The property offers a 1/2 acre lot. This house offers, with a 34x12 feet swimming pool and own tennis court, a completely new rental experience. You will find the barbecue area outside of the pool area. The charging of EV is not allowed and an extra fee will be charged.

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

4.97 out of 5 average rating, 327 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Top guest favorite

A single-story home is presented with a covered entryway, flanked by neatly manicured lawns and colorful landscaping. Windows add natural light to the facade, while a smooth pathway leads to the front door. The blue sky with wispy clouds enhances the serene atmosphere.

Home in North Port

4.96 out of 5 average rating, 146 reviews

Casablanca of North Port

This home is located in a very quiet community. There are sidewalks and street lights and many residents enjoy taking an evening walk after dinner. Behind the home there are wetlands which are home to many species of birds and wildlife creating serenity and privacy. This home is tastefully decorated in a British West Indies feel.

The front exterior of the home features a welcoming entrance with two prominent blue doors. Lush landscaping, including palm trees and flowering shrubs, is visible in the yard, complemented by a generous concrete walkway leading up to the entrance.

Home in Rotonda West

4.91 out of 5 average rating, 188 reviews

❤ROTONDA RETREAT❤*Spacious*Fully Furnished*Pool*

Beautiful FULLY REMODELED, FULLY FURNISHED three bedroom, two bath non-smoking home with a heated pool on the Pinemoor West golf course in Rotonda West is waiting for you! Rotonda West is a deed-restricted community near Englewood, Florida with several golf courses and is just a 4.7 mile drive to the beach.

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Popular amenities for Charlotte Harbor family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Two condominium buildings are visible from the marina, featuring colorful exteriors and multiple floors. A calm waterway reflects the structures, with several boats docked along the wooden pilings. Lush greenery and palm trees surround the area, adding to the coastal ambiance.

Condo in Punta Gorda

4.92 out of 5 average rating, 25 reviews

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

A spacious screened lanai is featured with a heated pool and spa, surrounded by clear blue water. The area includes a grill, and the tranquil views of the adjacent waterway are visible through the enclosure.

Villa in Rotonda West

4.89 out of 5 average rating, 37 reviews

Badger house, full refund*, heated pool, sleeps 6

A spacious outdoor area is presented, featuring a heated saltwater pool with a circular spa. The pool deck is adorned with decorative tiles, and palm trees are visible in the background. The enclosure allows for a relaxing space sheltered from the surrounding environment.

Bungalow in Punta Gorda

4.91 out of 5 average rating, 11 reviews

Luxury Home, Heated Salt Water Pool, golf, beaches

The exterior of the beach house is elevated on stilts, featuring a white railing and staircase leading to the porch. Lush green landscaping is complemented by vibrant pink bougainvillea flowers, creating a welcoming entryway. A sandy driveway meanders towards the house, framed by natural vegetation.

Home in Don Pedro Island

4.79 out of 5 average rating, 43 reviews

Beautiful Palm Island House! Pool, Kayak, Bikes !

A well-maintained outdoor area features a spacious saltwater pool alongside a hot tub. The pool is surrounded by a tiled deck with potted plants, while a screened enclosure provides a barrier to outdoor elements. Comfortable seating options are visible in the background.

Home in Punta Gorda

4.92 out of 5 average rating, 13 reviews

Canal Front Home with salt water Pool and Hot Tub

Top guest favorite

The charming exterior of the home is framed by lush greenery and palm trees, featuring a well-maintained front yard. A paved driveway provides access to the garage, while bicycles are visible in the driveway, suggesting outdoor activity options.

Home in Rotonda West

4.93 out of 5 average rating, 40 reviews

Amazing Lagoon | Rock Grotto Swimming Pool | Spa

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

Home in Englewood

4.97 out of 5 average rating, 33 reviews

Villa Sanddollar Awaits ! 1071HS

The exterior of a contemporary home is showcased, featuring a light blue facade with arched windows and a spacious entryway. Lush green landscaping and palm trees enhance the tropical atmosphere, while a well-maintained lawn surrounds the property, reflecting a serene outdoor setting.

Home in Punta Gorda

4.8 out of 5 average rating, 49 reviews

Luxury Home, w/ Pool, Spa, Lanai

Family- and pet-friendly home rentals

A wooden pier extends over calm turquoise waters, leading towards a sandy beach in the distance. Gentle waves reflect the light from a clear sky adorned with a few clouds. Sunbathers can be seen along the shoreline, hinting at a serene beach day.

Home in North Port

4.92 out of 5 average rating, 25 reviews

Beautiful home, Close to Warm Mineral Springs!

Top guest favorite

A wall-mounted kitchen rack is seen with a decorative sign reading 'WAKE ZONE.' Two ceramic mugs are hung from hooks alongside a stainless steel planter with greenery. A black wire basket contains assorted snacks and coffee packets, adding to the inviting kitchen setup.

Apartment in Punta Gorda

4.95 out of 5 average rating, 20 reviews

The Cottages at Punta Villas - Downtown walkable!

A screened lanai features a heated pool surrounded by several lounge chairs. The view includes lush greenery and a canal, with gentle ripples on the water. Bright clouds reflect the sunlight above, creating a serene outdoor space for relaxation.

Home in Punta Gorda

4.92 out of 5 average rating, 12 reviews

Waterfront PGI Heated Pool! Near Fishermen's!

A screened-in outdoor area features a private heated pool surrounded by a tiled deck. Tall palm trees and lush greenery offer natural shade, while a wide waterway provides a scenic backdrop. Lounge chairs are positioned nearby for relaxation.

Home in Cape Coral

4.59 out of 5 average rating, 27 reviews

Breezy Palms located near Coral Oaks Golf Course

The exterior of a newly renovated private home is showcased, featuring a low-pitched roof and a tan facade. Two large windows are visible, flanked by landscaped areas with shrubs. A paved driveway provides access to the main entrance, along with a green trash bin positioned by the front.

Home in Englewood

4.96 out of 5 average rating, 45 reviews

Englewood Cozy Comfy Homes A

A single-story house is framed by lush greenery and palm trees, showcasing a well-maintained front yard with grass and shrubs. A driveway leads to a parked vehicle, while the exterior features a covered porch and large windows that contribute to the home's inviting presence.

Home in Grove City

4.81 out of 5 average rating, 37 reviews

Comfortable cottage only 5 min. to the beach

Top guest favorite

A bright living room is showcased, featuring a glossy floor and large windows with sheer curtains allowing natural light. Two patterned chairs are positioned next to a small table, complemented by a dark sectional sofa. A ceiling fan adds functionality to the space.

Bungalow in Venice

4.89 out of 5 average rating, 84 reviews

Bright, comfy, and near the beach!

A spacious pool area is showcased, featuring a clear blue pool surrounded by a screened-in enclosure. Lush greenery and a serene lake are visible in the background, providing a tranquil setting. The bright sky enhances the open atmosphere of the space.

Villa in Rotonda West

4.98 out of 5 average rating, 50 reviews

Lakehouse

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 29 reviews

RELAX:) Vacation pool home (Shamrock Park&Beaches)

An inviting entrance is framed by lush tropical greenery, featuring flowering plants and palm trees. A glass door leads into the villa, while sunlight filters through the vibrant foliage, creating a serene and welcoming atmosphere at the property.

Hotel room in Venice Beach

4.87 out of 5 average rating, 230 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

A single-story villa is presented with a pink exterior, sitting on a manicured lawn. The driveway leads to a two-car garage on the left, while large windows are visible on the right, allowing for ample natural light. Lush palm trees frame the property.

Villa in Port Charlotte

4.79 out of 5 average rating, 39 reviews

Waterfront Villa with heated Pool

Home in Port Charlotte

4.85 out of 5 average rating, 26 reviews

January 10 to the 31st still available!

Home in Englewood

5 out of 5 average rating, 16 reviews

Low Rates Serene Lake Frt-Pool Home 3Bd/2Ba/Lr/Kt

Home in Port Charlotte

4.95 out of 5 average rating, 20 reviews

Gulf-River-CharlotteHarbor Access 3/2.5 HeatedPool

Top guest favorite

A tranquil community pool is surrounded by palm trees, offering a refreshing space for relaxation. The water reflects the evening sky, while a hammock can be seen nearby, enhancing the inviting atmosphere of the area.

Condo in Englewood

4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

Top guest favorite

A sandy beach extends along the coastline, with gentle waves lapping at the shore. A colorful striped umbrella and two chairs are positioned on the sand, providing a perfect spot for relaxation. Lush green trees line the beach, and a few distant figures are visible walking along the water's edge.

Condo in Englewood

4.91 out of 5 average rating, 64 reviews

On Manasota Key with Direct access to our Beach B)

Quick stats about vacation rentals that are family-friendly in Charlotte Harbor

Total rentals
60 properties
Nightly prices starting at
G$14,608 GYD before taxes and fees
Total number of reviews
820 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore