Family-friendly holiday rentals in Haines City

The exterior of the home features a light-colored facade with a welcoming entrance. A neatly landscaped yard includes vibrant green shrubs and a palm tree. The driveway leads to a single-car garage with a white door, set against a backdrop of clear blue skies.

4.91 out of 5 average rating, 201 reviews

Southern Dunes Villa - Pool - Golf - near Disney

Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. 13 miles from LEGOLAND, 22 miles from DISNEY, 29 miles from UNIVERSAL, this is the perfect place to relax after a busy day at the parks. Impeccably maintained, our villa features upgraded furniture, electronics, mattresses and flooring. Southern Dunes is a gated golf community that prides itself on the quality of its golf course & the security & beauty of its homes.

4.97 out of 5 average rating, 97 reviews

Casa Amma! Scavenger Hunt! PRIZE! Game&Lego Room.

This is Southern Dunes Golf and Country Club! 24 hour security and peaceful scenery for golfers or non! Welcome to Casa Amma, where being here is like going to grandma's house, it always feels like home, and the kids never want to leave! It is your perfect vacation destination. Centrally located, you are right in the middle between Orlando and Tampa. You are 17 miles from Disney and 14 miles from Lego Land and Peppa Pig world! Casa Amma is also within 1 hour of Busch Gardens in Tampa!

A screened-in pool area features a clear, inviting swimming pool surrounded by comfortable lounge chairs. A basketball hoop is positioned at one end of the pool, with a scenic view of the lake and trees visible through the enclosure.

4.96 out of 5 average rating, 101 reviews

Southern Dunes Lakeview Poolhome

Highlights… Lake view, extra comfortable mattresses, purified drinking water, loads of toys, lego tables, train table, children’s books, sports equipment, pack n play, baby stuff & game room! Retreat to the pool area of this beautiful, 4-bedroom home conveniently located between Legoland and Disney World in the sought-after Southern Dunes golf course! This gorgeous gated community with 24h security is the perfect place to unwind and take early morning strolls through the neighborhood.

A two-story, tropical style home is showcased, featuring a vibrant exterior in warm shades. A Tesla is parked prominently in the driveway, with lush palm trees and greenery flanking the entrance. The garage is accessible, contributing to the property's inviting curb appeal.

4.92 out of 5 average rating, 111 reviews

Luxury Tropical Themed Villa With Lake View!

Just a half-hour from Disney and other major theme parks, this beautiful Tropical style home has a sunset lake view and was recently renovated with brand new furniture! The house resides comfortably in a gated community with 4 bedrooms and 3 bathrooms in a 2-story, 1700 square foot tropical setting! A private heated pool and Tesla charging is also accessible at the home. The Southern Dunes community boasts a large public golf course within a few minutes walk through the neighborhood!

4.99 out of 5 average rating, 132 reviews

A charming white cottage is framed by a well-kept lawn, with a brick chimney visible on one side. Lush green shrubs and trees provide shade around the property, and a pathway leads to the entrance, suggesting easy access to the home.

Cottage in Davenport

Classic Cottage in country setting

Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

4.89 out of 5 average rating, 133 reviews

Breathtaking Home

New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park, arcade and gym (extra fee), soccer & football field, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

The spacious living room features comfortable seating for five, paired with a coffee table and a flat-screen television mounted on the wall. Natural light streams in through large sliding glass doors, leading to the enclosed lanai, with a decorative area rug enhancing the cozy ambience.

4.96 out of 5 average rating, 50 reviews

Charming 3 bed/2 bath home near Disney

Forget your worries in this spacious and serene space. Idyllic and enchanting one story 3 bedroom home with an enclosed lanai and a charming wooden pergola. Perfect retreat for enjoying the fresh air and scenic views that Florida has to offer. It has brand new comfortable furniture to relax in. Spacious backyard for children and adults to enjoy. Great for people looking to work from home, relax, or enjoy a family vacation. This home offers an expansive and inviting space.

4.97 out of 5 average rating, 144 reviews

Magical 2 pool-Spa & Game Room Villa near “Disney”

Looking for stay away from the crowd but yet close to Disney ? This private pool themed home is perfect to complete your Dream Disney family vacation you always wanted. 15 miles /Magic kingdom -13 miles from Disney springs -15 miles from Epcot center -25 miles / 30 Universal Studios Make your stay Magical with our custom made themed rooms Star Wars play area and kitchen Romantic master Arabian night Avatar pandora Moana bedroom Just less than 2 miles from I4 hw

A screened pool area features a private swimming pool, surrounded by modern lounge chairs. Tables and seating are available under a shaded area, providing a relaxing environment. The expansive view of the green golf course can be seen in the background.

4.83 out of 5 average rating, 18 reviews

House, backyard on the golf course Park Place

****RECENTLY RENOVETED IN 2023 March **** Located from 15 minutes from several parks in the area such as Disney, Universal Studios, legoland, sea world. This house is located on one of the most beautiful golf in Florida (Top 5) in the amazing community of Southern Dunes, with a 24 hour gated community and guardian . This luxury spacious house for rent is fully equipped with 3 bedrooms and 2 bathrooms with private pool , no rear neighbors, overlooking the golf course.

5.0 out of 5 average rating, 20 reviews

Themed Pool Home b/w Disney- Legoland | Golf Resor

Modern 4BR/3BA pool home in a secure, award-winning golf resort between Disney & Legoland. Sleeps 10 across 6 beds — 1 king master suite, Star Wars & Encanto themed kids’ rooms, plus a flex room for movies/play. Private screened pool (heat +$25/night), fully equipped kitchen, dining for 10, 65” living room TV. 17mi to Disney, 15mi to Legoland. 24/7 gated security, contactless self check-in. Onsite golf, restaurant & mini top-golf. Your own resort within the resort!

4.86 out of 5 average rating, 181 reviews

A well-maintained villa is showcased, featuring a welcoming entrance with a single-car garage. Lush greenery and colorful shrubs line the brick pathway, while tall palm trees and vibrant landscaping enhance the cheerful exterior. Bright clouds are visible in a clear blue sky.

Villa in Haines City

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

An inviting outdoor space features a gently curving pool with a built-in hot tub, surrounded by a screened enclosure. Comfortable lounge chairs are arranged nearby, with two patterned hammocks and a dining area visible in the background. Soft evening colors fill the sky above.

4.77 out of 5 average rating, 127 reviews

There is no other place you want to be than here.

✨ Experience Orlando in style! This 4BR, 3,100 sq. ft. retreat is just 10 min from Disney. Enjoy your own private pool, hot tub, and full sun all day in a quiet upscale community. Bright open living, chef’s kitchen, and spa-inspired relaxation make it the perfect escape after the parks. Pets welcome at no extra charge. Close to shops, dining, and attractions—book your luxury getaway today!

Popular amenities for Haines City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A single-story home features a light blue exterior with neatly trimmed hedges and palm trees in the front yard. The driveway leads to a two-car garage, and large windows reflect natural light, enhancing the welcoming ambiance of the property.

4.95 out of 5 average rating, 177 reviews

Luxury Home 4/3 near Disney, 2 Masters

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

4.96 out of 5 average rating, 114 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

4.91 out of 5 average rating, 208 reviews

Townhouse in Davenport

No Airbnb fees! Pvt Pool/ Game Room/ Resort 271481

A heated pool and spa are enclosed within a screened patio, providing a sunny retreat. The clear blue water glimmers under the open sky, while lounge chairs are positioned nearby for relaxation. Lush greenery surrounds the area, offering a tranquil backdrop.

4.98 out of 5 average rating, 131 reviews

Near Disney 4 Kings 6BR. Private Pool & Heated Spa

4.95 out of 5 average rating, 103 reviews

Villa in Davenport

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema

5.0 out of 5 average rating, 139 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

4.94 out of 5 average rating, 109 reviews

Exclusive 6BR ResortHome Free Heated Pool/SPA

5.0 out of 5 average rating, 123 reviews

The image features a private pool surrounded by lounge chairs, with a basketball hoop and a lush green backdrop. An entertainment area is visible in the foreground, showcasing a game table, a digital pinball machine, and a large screen for movies and games, including a fun tube slide.

Home in Four Corners

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 123 reviews

Villa in Davenport

Amazing Villa near DisneyWorld FREE heated-pool

A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

4.95 out of 5 average rating, 104 reviews

Sunny-All-Day Pool Vacation Home

An inviting swimming pool is surrounded by a spacious patio area, featuring lounge chairs and a shaded table with an umbrella. The serene view of Little Lake Otis and lush greenery is visible in the background under a partly cloudy sky.

4.91 out of 5 average rating, 221 reviews

Legoland Lakehouse Canoe & Kayak Retreat

A large outdoor space features a private pool surrounded by loungers in blue and a shaded dining area. A patio table with chairs is placed in the foreground, while a safety fence encloses the pool area, providing a secure environment.

4.98 out of 5 average rating, 123 reviews

Kid-friendly Home w/ Pool & BBQ

A modern living area features a sectional sofa adorned with blue and white decorative pillows. A round coffee table with a marble top sits on a textured area rug. Natural light fills the space through sheer curtains, complemented by a stylish console table and a round mirror.

4.99 out of 5 average rating, 114 reviews

Cozy 3 bedrooms 2 bathrooms

4.94 out of 5 average rating, 306 reviews

Cabin in Lake Alfred

The Lake Alfred Citrus Wood Guest Cabin

A charming lake home is showcased with a light-coloured façade and blue shutters. A welcoming entrance is flanked by decorative chairs, with well-maintained landscaping featuring green grass and flower beds enhancing the outdoor appeal.

4.98 out of 5 average rating, 124 reviews

Lake View, Game Room, 10 min Legoland

Guest suite in Haines City

A wooden house is situated beside a deep water canal, with lush greenery surrounding the property. A dock is visible at the water's edge, alongside a small area for outdoor seating. The structure features an upper deck and is complemented by a neatly landscaped yard.

4.92 out of 5 average rating, 113 reviews

1 BR 1BA Lake Apt. Boat slip, Deck, Pets, Laundry

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 10 reviews

4BR Near Disney & Legoland & Epic | Pool Table

The exterior of the villa showcases a two-story home with a light-toned facade. Lush greenery surrounds the entrance, featuring a palm tree and vibrant shrubs. A welcoming blue front door and decorative architectural details, including arched windows, enhance the home's curb appeal.

5.0 out of 5 average rating, 34 reviews

4bed pool /Hot tub,Game Room at Calabay Tower lake

Aerial view of the villa reveals its position on a serene lakeside. The expansive water reflects the bright sky dotted with clouds. Surrounding landscaped areas and neighboring homes can be seen, along with a wooden dock extending into the lake from the shore.

4.96 out of 5 average rating, 75 reviews

Morols Kingdom Villa In A Gated Community!

A private pool area is enclosed by a screened lanai, featuring lounge chairs and a dining table under a shaded overhang. Colorful pool floats rest on the water's surface, while greenery surrounds the space, enhancing a relaxed outdoor atmosphere.

4.79 out of 5 average rating, 68 reviews

Pool Home Near Disney in Premier Golf Community!

An inviting outdoor space features a large private pool surrounded by a spacious patio. Comfortable seating options are provided, along with a shaded area for relaxation. String lights enhance the ambiance, and the pool is enclosed by a screened-in structure, offering a sense of privacy.

4.92 out of 5 average rating, 66 reviews

4BR Family Villa with Private Pool near Legoland

A private pool area is enclosed with a screen, offering a safe space for relaxation. The inviting pool features a curved shape with steps leading in and is surrounded by a patio area, including two lounge chairs and a small chair, with a view of the manicured golf course beyond.

5.0 out of 5 average rating, 4 reviews

Signature Greens Villa

5.0 out of 5 average rating, 17 reviews

Villa in Haines City

Family 3BR Pool Home Near Disney w/ Private Patio

An inviting outdoor space features a heated saltwater pool with a jetted spa. A spacious patio is surrounded by a screened enclosure, while comfortable seating and playful egg chairs provide relaxation options. Lush greenery and bright blue skies enhance the area's open feel.