Family-friendly holiday rentals in Charlotte Harbor

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

KitchenIndoor spacesLaundry

4.96 out of 5 average rating, 163 reviews

Big Pool+Sunsets+Private Yard+Outdoor tv+BBQ+Golf

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.

Indoor spacesFamilyLaundry

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.

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!

Indoor spacesKitchenCleanliness

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!

Indoor spacesFamilyBarbecue

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, 205 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

KitchenIndoor spacesCondition

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.

4.84 out of 5 average rating, 238 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.

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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, 128 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).

Indoor spacesFamilyParks

4.87 out of 5 average rating, 149 reviews

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.

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Superhost

4.87 out of 5 average rating, 119 reviews

Blissful Waterfront Haven with Heated Pool

Serene 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.

FamilyKitchenPool

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.

Indoor spacesKitchenCleanliness

Treehouse in Charlotte Harbor

5.0 out of 5 average rating, 24 reviews

The Tree House Nature Sanctuary

Welcome to your tropical oasis at The Tree House! This bungalow is centrally located to Port Charlotte, Punta Gorda and Charlotte Harbor while still being secluded and private! Only a short walk to Sunseeker Resort, Bayshore Live Oak Park, and only 3 miles from Downtown Punta Gorda. Just 24 miles from the beautiful Boca Grande Beaches makes this home a perfectly located spot to unwind.

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Superhost

A single-story home is framed by palm trees and grassy landscaping. The structure features a beige exterior with a sloped roof. Large windows allow for natural light, and a paved driveway leads to the entrance, offering a welcoming view of the property.

Apartment in Charlotte Harbor

4.93 out of 5 average rating, 56 reviews

Harbor Side Retreat

Welcome to your relaxing Florida retreat! This charming one-bedroom, one-bathroom private unit is perfect for solo travelers, couples, small families or remote workers looking to unwind near the coast. Located just minutes from Charlotte Harbor, Fishermen’s Village, and Sunseeker Resort, you’re in the heart of it all—yet tucked away on a quiet street for peaceful nights.

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Popular amenities for Charlotte Harbor 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.

FamilyIndoor spacesAccuracy

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

KitchenIndoor spacesDecor

4.95 out of 5 average rating, 148 reviews

House/ Caribbean Patio, Hot Tub & Tiki Bar.

Indoor spacesKitchenAccess

4.95 out of 5 average rating, 106 reviews

Home in Cape Coral

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

FamilyIndoor spacesView

4.95 out of 5 average rating, 66 reviews

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

Indoor spacesKitchenLong stay

5.0 out of 5 average rating, 27 reviews

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

Indoor spacesFamilyLayout

Home in Punta Gorda Isles

A covered outdoor space features a view of a tranquil pool and nearby water. A table with a fire feature is positioned at the center, with a light-colored couch and a glass table nearby. Lush greenery is visible along the perimeter.

5.0 out of 5 average rating, 16 reviews

Type Top type lot

KitchenFamilySleep quality

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

FamilyIndoor spacesParks

Family- and pet-friendly home rentals

Superhost

Apartment in Charlotte Harbor

4.82 out of 5 average rating, 11 reviews

Sweet Sunsets

KitchenFamilyCleanliness

5.0 out of 5 average rating, 19 reviews

Entire home in Port Charlotte, Florida

Indoor spacesFamilyCondition

4.93 out of 5 average rating, 27 reviews

Private Heat Pool. Gazebo, canal kayaks free pets

KitchenFamilyQuiet

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.

4.95 out of 5 average rating, 40 reviews

The Coastal Palm Cottage

KitchenFamilyHospitality

5.0 out of 5 average rating, 14 reviews

Spacious Beach House with Ocean Access

KitchenIndoor spacesSleep quality

Guest suite in Punta Gorda

A hammock is suspended between two palm trees in a verdant backyard, providing a relaxing spot. In the background, a two-story tiki hut and a dock are visible along the calm canal, complementing the serene outdoor environment.

4.8 out of 5 average rating, 92 reviews

2 room suite private bathroom & entry.

FamilyIndoor spacesBeach

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

FamilyIndoor spacesQuiet

Home in Punta Gorda Isles

5.0 out of 5 average rating, 41 reviews

Spotless 3-bedroom Waterfront Home. Heated pool.

Indoor spacesFamilyBeach

Family-friendly home rentals with a pool

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.

5.0 out of 5 average rating, 89 reviews

Luxury modern waterfront 4BR/3.5BA pool beach

FamilyIndoor spacesAccess

4.95 out of 5 average rating, 19 reviews

Salt pool, (heated winter) 3 bedrooms 2 baths

FamilyIndoor spacesCheckout

4.96 out of 5 average rating, 25 reviews

Home in Arcadia

Manoir Folie à Deux – Tuscan Countryside

Indoor spacesKitchenAmenities

4.81 out of 5 average rating, 21 reviews

Private Oasis ~ Pool+Sunsets+BBQ+Pool Table

KitchenFamilyCleanliness

4.93 out of 5 average rating, 40 reviews

Tropical Canal Retreat with Gorgeous Pool

FamilyKitchenPets

4.93 out of 5 average rating, 41 reviews

Florida Waterfront 3/2 Dock Heated Pool Boat Beach

Indoor spacesFamilyParks

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

KitchenIndoor spacesCleanliness

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.