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

KitchenIndoor spacesParks

4.98 out of 5 average rating, 110 reviews

Home in Englewood East

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

KitchenIndoor spacesCheckout

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, 129 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.

FamilyKitchenSleep quality

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!

KitchenIndoor spacesCheckout

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 spacesFamilyLong stay

5.0 out of 5 average rating, 28 reviews

Port Charlotte Lake front home Heated Pool, Dock

Welcome to Pineapple paradise, nestled on a stunning lakefront property, this 3BR, 2BA getaway boasts direct access to the lake from the spacious pool area, which is easily accessible from the living room. This home is situated in a quiet neighborhood, yet close to the vibrant downtown area, offering the best of both worlds. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Smart TVs ✔ Backyard (Heated Pool, BBQ, Dock, Kayak) ✔ Games (Foosball, Pool, Board Games) ✔ Wi-Fi See more below!

Indoor spacesFamilyLayout

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

Indoor spacesFamilySleep quality

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.

Indoor spacesFamilyDecor

A spacious heated pool features a clear blue water surface, enclosed by a screened cage to keep insects out. A pool ladder leads into the water. Nearby, a colorful pool float and a water slide are visible, with a green grassy yard beyond the enclosure.

4.94 out of 5 average rating, 107 reviews

Heated Pool-Outdoor TV & Bar-Private backyard

SUN BUM offers a heated in-ground pool with Southwest exposure = SUN ALL DAY. Our pool jets create a soothing lazy river effect that gently push you around the pool. Grab a pool floaty and let all your cares melt away. Relax in total peace and tranquility. Our backyard has a tall privacy fence that will give you the solitude you seek. The guys in your group are sure to enjoy the outdoor tv, bar and propane BBQ. Lanai provides relief from the sun. Pool cage provides relief from the bugs.

FamilyIndoor spacesBarbecue

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.

Indoor spacesKitchenPool

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

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

KitchenIndoor spacesGetting around

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.

FamilyIndoor spacesLong stay

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.

Indoor spacesFamilyAccuracy

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

KitchenFamilyLocation

4.96 out of 5 average rating, 67 reviews

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

FamilyIndoor spacesSleep quality

5.0 out of 5 average rating, 28 reviews

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

Indoor spacesKitchenParks

5.0 out of 5 average rating, 11 reviews

The Sunrise Seeker | Waterfront | Heated Pool |Spa

FamilyIndoor spacesHot tub

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 spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 23 reviews

Peaceful Pool Retreat Near Beaches | Gym • 4BR

FamilyIndoor spacesPool

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.

4.98 out of 5 average rating, 57 reviews

Hidden Gem in Punta Gorda

FamilyIndoor spacesDecor

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 150 reviews

Private Pool Paradise: Cabana, Mini Golf & Bowling

FamilyKitchenOutdoor spaces

The exterior of the home features a cheerful light blue color with a textured stone accent. A well-maintained front yard includes green grass and a small plant near the entrance. Sunlight brightens the façade, highlighting the inviting entrance door.

4.84 out of 5 average rating, 396 reviews

Bright and sunny home. King bed, 1 block to 41

Indoor spacesKitchenOutdoor spaces

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, 282 reviews

Tropical getaway Pool and tiki bar

Indoor spacesFamilyLaundry

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

KitchenIndoor spacesBeach

4.93 out of 5 average rating, 28 reviews

Private Heat Pool. Gazebo, canal kayaks free pets

Indoor spacesKitchenGetting around

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

KitchenIndoor spacesComfort

5.0 out of 5 average rating, 21 reviews

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

KitchenFamilyComfort

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 spacesKitchenQuiet

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 132 reviews

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

FamilyIndoor spacesLong stay

4.93 out of 5 average rating, 113 reviews

Free Heated Pool • Family Friendly • Near Beach

FamilyKitchenHeating

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.

4.95 out of 5 average rating, 88 reviews

Rosie’s Peaceful Waterfront Pool Home

FamilyIndoor spacesLayout

4.96 out of 5 average rating, 24 reviews

Poolside Fun at The Caddy

FamilyKitchenHospitality

5.0 out of 5 average rating, 28 reviews

Florida Getaway

FamilyIndoor spacesHospitality

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

Indoor spacesKitchenPool

4.96 out of 5 average rating, 26 reviews

Home in South Gulf Cove

Canal Home w/ Escape Room, Pool & Dock, Pets OK

KitchenIndoor spacesAmenities