Family-friendly holiday rentals in Clewiston

4.96 out of 5 average rating, 142 reviews

The exterior of a rustic shingle house is visible, featuring a metal roof and a spacious screened porch. Surrounding greenery includes tall trees and lush grass, contributing to the serene rural setting. Sunlight casts a warm glow on the structure during the early morning.

Cabin in Venus

1930's Old Florida Shingle Cabin

Come enjoy a peaceful getaway at our family's shingle house, built in 1936 by Tom Gaskins, founder of Florida tourist attraction, the Cypress Knee Museum. Relax out in the country and enjoy the spectacular wildlife. Access to Florida's famous Fisheating Creek - go for a hike and bring your fishing pole! Sit around the firepit and enjoy the stars. Only an hour from beautiful beaches! Lockbox code provided the day of arrival. Note: there may be friendly/gentle cows who greet you upon arrival.

4.98 out of 5 average rating, 125 reviews

The exterior of the cottage presents a charming view with a well-maintained garden and decorative elements. A small potted tree and various nautical-themed decorations can be seen on the gray wall, along with a welcoming anchor sign. The walkway is paved with stone, leading to the entrance.

Cottage in Okeechobee

Lake Okeechobee Crappie Cottage Tiny House for Two

NO REGRETS with an affordable awaycation at "Crappie Cottage"! Crappie is another name for Speckled Perch. Situated on a tranquil canal minutes to Lake Okeechobee & the Kissimee River, you'll experience more than you could imagine. Catch Bass right off the dock! Our cottage is perefectly supplied with EVERYTHING you could possibly think of including grills, a firepit and safe, fenced in covered parking. Our reviews prove why we are Superhosts! Perfect for couples wanting a romantic getaway...

4.84 out of 5 average rating, 196 reviews

A cozy space features a lofted sleeping area with a bed adorned in gray linens and decorative pillows. A mirrored wardrobe reflects rustic wood paneling, while a white desk and chair provide a workspace. A love seat adds seating comfort to the room.

Farm stay in Fort Pierce

Country Beauty - The Farmhouse Suite

The Farmhouse Suite is the largest of our 2 Villas and 2 RV Listings and could sleep up to 3 if we unfold the hideaway bed. It has its own separate entrance with lockable doors.. The Farmhouse Suite is a beautiful Shabby Chic Decorated Room with a Loft housing a Queen size Bed, it has a love seat and TV & DVD player for a homey feeling. The Farmhouse Suite has a Beautifully warm atmosphere where peace abides. We have 4 listings here at The Villas at Destiny Bound 2 Villas and a 2 Large RVs

Place to stay in Okeechobee

An efficiency room features modern cabinetry with a light blue sink and wood countertop. Open shelves display kitchen essentials, while a microwave and mini-fridge provide convenience. The space is illuminated by ceiling lights, with a cozy sleeping area partially visible in the foreground.

4.89 out of 5 average rating, 148 reviews

Cottage on the Canal

This memorable place is anything but ordinary. Take the peaceful path to the backside of this property and enjoy the beautiful canal view which leads to famous Lake Okeechobee. This cottage is freshly renovated with many special touches and amenities. Get cozy and dine in or cookout on the mini-grill by the canal. Enjoy some fishing, manatees, and soak up the beautiful sounds of nature in this peaceful setting. Cottage is close to shopping and restaurants. Relax in this adorable retreat.

4.95 out of 5 average rating, 150 reviews

A covered outdoor dock area features a blue deck, complemented by a wooden swing and a built-in sink for convenience. The calm waters of the canal reflect surrounding greenery, creating a serene environment for relaxation.

Home in Okeechobee

Welcome to our lake house in Okeechobee!

Bring the whole family to this great place with lots of room for fun. Located on the canal. Stage your boat at the dock. For those quiet or rainy days the gaming room provides fun and excitement to your family. Wifi included all bedrooms, living room, & gaming room have tvs. Some local amenities are fishing boat ramps are close. A few state parks are nearby, casino is roughly 30 minutes away, great restaurants and food. If you have any questions feel free to ask away!

4.94 out of 5 average rating, 123 reviews

A spacious backyard features a pool surrounded by lush greenery. Two umbrellas provide shade over patio seating, while deck chairs are positioned nearby. A grill is visible adjacent to the pool area, offering an inviting space for outdoor gatherings.

Home in LaBelle

Ft.Myers- Labelle- Okeechobee Pool Vacation Home

This is a newly renovated, beautiful vacation home for the whole family, or you and your friends. It is a 2/2 that sleeps up to 6 comfortably. The centerpiece is a three seasons room that opens on all sides, adding an extra spacious feeling to the whole place. Also included is a newly installed, state-of-the-art Pool which is perfect for a getaway in the Florida weather! (***Pool heater available from November to March upon request at additional electric fee***)

4.92 out of 5 average rating, 323 reviews

A spiral staircase leads to a second-floor loft area in a dome-shaped interior. A round table with orange chairs is centered among an open living space featuring kitchen appliances, large circular windows, and decorative cosmic elements, including a friendly alien figure.

Dome in Lake Placid

Area 1609 Space Dome w/ Galaxy Arcade & Fire Pit!

Greetings and welcome to your enchanting Alien Dome Retreat, nestled among majestic oak trees. Discover a retro-futuristic arcade loft, a cozy living space with cosmic décor, and a firepit for stargazing under the vast night sky. There are many spaced themed artifacts, board games and a record player. Explore local nature trails, fish nearby waters, and immerse yourself in a unique blend of earthly comfort and extraterrestrial allure in Area 1609. 🛸🌌

4.96 out of 5 average rating, 109 reviews

A single-story villa is highlighted by a yellow exterior and a well-kept front yard. Flanking palms and blooming shrubs add greenery, while a central entryway is framed by two large windows. The surrounding landscape offers open space under a clear blue sky.

Home in Arcadia

Country Villa w/patio and huge yard for parking

Welcome to the Country Villa, a peaceful, two bedroom one and a half bathroom house built in 2007 by Italian snowbirds. Enjoy the outdoor dining area surrounded by tropical trees and plants. There are bird of paradise, bougainvilleas and avocado trees to name a few... The villa is situated in the middle of almost two acres so there's plenty of room for your boat or horse trailer. *This is a no TV home* but there is Wi-Fi so come relax and unwind!

4.87 out of 5 average rating, 220 reviews

The rustic log cabin features a welcoming porch with a sturdy wooden railing. Large glass doors allow for natural light to enter, while the surrounding trees provide shade and greenery. The structure showcases a combination of wooden siding and a pitched roof.

Cabin in Clewiston

LOG CABIN at The Florida Ridge

Welcome to The Florida Ridge! Get the charming log cabin experience, with all the modern amenities. Connect with nature when you wake up to a beautiful Florida sunrise over 100 acres of privately-owned, open landscape. From hiking to swimming to roasting marshmallows by the fire, there is something for everyone at this South Florida home away from home.

4.9 out of 5 average rating, 107 reviews

A close-up view of a horse stands in the foreground, with two people enjoying a cowboy pool in the background. The pool is large and circular, surrounded by wooden decking. Green foliage and a rustic fence can be seen, enhancing the farmhouse setting.

Farm stay in Venus

Retreat w/ FREE Horseback Riding– Family Paradise

Welcome to our newly styled Western Farmhouse, where you’ll live the farm life in comfort and style. This isn’t just a stay—it’s an experience. Saddle up (figuratively) for up-close interactions with our beautiful, gentle horses. Hang out with our lovable miniature donkeys and meet the whole farm crew—chickens, ducks, turkeys, mules, and more!

4.98 out of 5 average rating, 153 reviews

A welcoming entrance is depicted, featuring a paved driveway flanked by lush green bushes and trees. The peaceful surroundings include a road lined with grass and scattered plants, under a cloudy sky that hints at an inviting ambiance.

Apartment in LaBelle

Jan's Jungle Riverfront paradise

Our place is close to local Restaurants, Walmart and the the city center. You’ll love our place because of the views, the people, the ambiance, the river frontage and the outdoors space. Our place is good for couples, solo adventurers, business travelers, families (with good kids), and furry friends that get along with our cats and dog (pets).

4.98 out of 5 average rating, 192 reviews

The exterior of a log cabin is displayed, featuring a large entrance deck bordered by vibrant flower beds. Expansive windows dominate the front facade, allowing natural light to enhance the rustic charm. Surrounding greenery adds to the serene, nature-inspired atmosphere.

Cabin in Clewiston

Country Charm Log Cabin

This beautiful log cabin was built on 2019. A lot of love and creativity was put in the buiding process. My husband and I built this home with the mindset of sharing it with our friends and guest. The neighborhood is very quite, green, rustic, yet adventurous. Start the day with a nice cup of Joe/tea and end it with a cold brew by the fire.

Popular amenities for Clewiston family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 61 reviews

A serene lakeside scene displays charming A-frame cabins surrounded by lush greenery. A wooden deck extends over the calm water, providing access to nature. The vibrant blue lake contrasts with the earthy tones of the cabins, evoking a tranquil atmosphere.

Cabin in Okeechobee

Fishing Log Cabin Okeechobee

4.96 out of 5 average rating, 179 reviews

A serene lakeside scene features a sandy beach with palm trees swaying gently. Two lounge chairs and a shaded umbrella provide a relaxing spot, while surfboards lie ready for use nearby. A dock extends into the lake, framed by clear blue waters and a clear sky.

Home in Lake Placid

Lake Beach 7 Bedroom, 4 full Bath + 3rd floor play

4.97 out of 5 average rating, 159 reviews

A serene outdoor space features elegant seating with plush cushions and wooden tables, set against the backdrop of a softly illuminated pool. The area is accented by vibrant blue drapes and warm lighting, creating a calm atmosphere for relaxation.

Home in Bonita Springs

Imperial Garden Riverside Retreat

4.95 out of 5 average rating, 104 reviews

An aerial view captures a spacious ranch home surrounded by greenery, featuring a fenced-in saltwater pool and hot tub. The large pool deck is equipped with seating areas, while a well-maintained yard extends around the property, providing ample outdoor space.

Home in Okeechobee

Heated Pool, Hot tub, Kid&Pet Friendly! By Lake

4.96 out of 5 average rating, 79 reviews

Home in Venus

The Deer Retreat at Venus

4.71 out of 5 average rating, 7 reviews

An outdoor space features a shaded area with a hot tub, surrounded by lush green grass. A cozy seating arrangement made of wicker is located nearby, beneath a protective canopy. A vibrant rainbow arcs across the sky in the background, adding a serene backdrop to the setting.

Home in LaBelle

Brand new home with a Jacuzzi in Labelle

4.84 out of 5 average rating, 138 reviews

A spacious outdoor entertaining area is highlighted by a hot tub and a saltwater pool, both surrounded by mesh screening. A large dining table with multiple chairs sits shaded beneath the ceiling fan, complemented by decorative string lights for a cozy ambiance.

Home in Lehigh Acres

LIVING in PARADISE 🌴 ⛱️ 😎

5 out of 5 average rating, 6 reviews

Home in Lehigh Acres

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly

Family- and pet-friendly home rentals

4.8 out of 5 average rating, 54 reviews

A view of a grassy area features several trees providing shade and greenery. A calm canal is visible in the distance, lined with foliage. A small boat is seen moored on dry land, complementing the serene outdoor environment.

Home in Moore Haven

Jessica’s Lil Piece of Heaven

4.94 out of 5 average rating, 81 reviews

A charming yellow cottage is framed by two large oak trees and features a white picket fence. An American flag waves in the front yard. A stone path leads to a cozy porch with outdoor seating, set in a spacious green lawn.

Cottage in Okeechobee

Cozy Cottage in Okeechobee

4.95 out of 5 average rating, 38 reviews

A private dock is shown alongside a waterfront cottage, with a wooden railing and covered seating area. The cottage features large windows, offering views of the surrounding trees and canal. Clear blue skies create a serene backdrop for this fishing retreat.

Guesthouse in Okeechobee

Cottage With Dock | 10 Min To Lake Okeechobee

5 out of 5 average rating, 17 reviews

A comfortable living area features a light gray sofa and a cozy armchair, paired with a rustic wooden coffee table. A large window allows natural light to fill the space, complemented by a neutral color palette and decorative plant. A wall-mounted television is positioned nearby.

Home in Moore Haven

Caloosa Cabin

4.76 out of 5 average rating, 25 reviews

A swimming pool is set against a backdrop of lush greenery, surrounded by a tiled patio with geometric patterns of grass. A shaded area is provided by a large umbrella, while a rustic structure can be seen in the distance, with hammocks hanging nearby.

Farm stay in Clewiston

Luna’s Ranch - Clewiston

Apartment in North Fort Myers

A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.

4.81 out of 5 average rating, 227 reviews

Garden Villa

4.94 out of 5 average rating, 34 reviews

The image captures a renovated farmhouse at twilight, surrounded by a well-lit pathway that leads toward the structure. Soft lighting highlights the landscaping along the pathway, creating a calm atmosphere. The sky showcases deep shades of blue and purple as dusk sets in.

Farm stay in Moore Haven

Lake Okeechobee Rural Retreat

4.92 out of 5 average rating, 136 reviews

A rustic wooden cabin is nestled within a lush green landscape, surrounded by trees. Soft lighting illuminates the entrance, and a welcoming staircase leads to the door. Vibrant plants and flowers enhance the peaceful outdoor setting, creating a harmonious connection with nature.

Cabin in Fort Myers

Luxury Spacious Cabin Nature Preserve Fort Myers

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 16 reviews

A cozy living area is presented with a black sofa bed, accent pillows featuring the word 'home', and a decorative wall hanging. A large window allows natural light to brighten the space, complemented by a small side table with a lamp and a potted plant.

Home in Clewiston

Fenelo Ranch

4.98 out of 5 average rating, 167 reviews

A tranquil lakeside view at sunset is captured, showcasing vibrant hues of orange, pink, and purple reflecting on the water's surface. A wooden dock extends into the lake, flanked by boat lifts. Lush greenery is visible in the distance under a colorful sky.

Guesthouse in Sebring

Beautiful Room with a Beautiful View

Guesthouse in North Fort Myers

A spacious living area features a cozy couch and stylish decor, while a large screen door opens to a tranquil pool surrounded by a screened enclosure. The vibrant botanical garden showcases diverse plants, offering shaded seating for relaxation amidst nature.

4.9 out of 5 average rating, 78 reviews

Seahorse Studio

4.93 out of 5 average rating, 15 reviews

A wooden deck features a set of stairs leading to a mobile home, surrounded by green grass. Colorful potted plants are placed at the base of the steps, and bright clouds are visible in a clear blue sky.

Home in Clewiston

Mo's Lake O Retreat

5 out of 5 average rating, 9 reviews

A serene lake scene is depicted with a lone figure standing on a small boat, silhouetted against a vibrant sunset. The sun casts warm orange and yellow hues across the sky, reflecting on the calm water surface, surrounded by faint outlines of grass along the shore.

Condo in Clewiston

Fishing Paradise! 2/2 Bed Condo

4.97 out of 5 average rating, 112 reviews

A screened patio overlooks a serene swimming pool surrounded by lush greenery. Two lounge chairs are positioned nearby, with a small table featuring colorful drinks. A few inflatable toys float in the water, offering a casual ambiance for relaxation.

Home in Bonita Springs

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool

4.93 out of 5 average rating, 232 reviews

A view of the outdoor patio area features comfortable seating under blue umbrellas. A gas grill is positioned nearby, surrounded by tropical landscaping with palm trees and native plants. The pyramid home's expansive glass walls create a bright and open atmosphere.

Home in Fort Myers

*Relaxing and Fun Pyramid Home in Ft Myers (7048)