Family-friendly holiday rentals in Haines City

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.

4.82 out of 5 average rating, 57 reviews

Pool Home Near Disney in Premier Golf Community!

Welcome to your dream retreat! This 3BR/2Bath home, nestled in a gated golf and country club community, offers the perfect getaway. Accommodating up to 8 guests, it features a private pool for endless relaxation and fun! Experience luxurious living, all in close proximity to Disney World and the best that Central Florida has to offer. Whether you're lounging by the pool or enjoying Southern Dunes' renowned golf course, this home provides the ultimate in comfort and leisure. Book your stay today!

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.

4.9 out of 5 average rating, 194 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.

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, 89 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, 103 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!

The two-story home is illuminated under a night sky, featuring clear glass windows that reflect soft light. Landscaped greenery surrounds the property, with a stone driveway leading to a garage. A large patio area is visible on the right side.

4.88 out of 5 average rating, 128 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.

4.79 out of 5 average rating, 102 reviews

Entire Vacation Home- Legoland

Take a break in this oasis of peace where you can relax and have a cozy space to work from a mini office. This beautiful house with a strategic location near markets such as Walmart, Publix, Winn Dixie, as well as restaurants near the area, just minutes from the Disney attraction parks and approximately 30 minutes from Orlando International Airport. Feel calm in this community that offers 24 hour security and a gated community so that you can enjoy your family peacefully.

Holiday home in Haines City

The entrance of Balmoral community is marked by a stone structure with a tile roof, featuring the name 'BALMORAL' prominently displayed. Lush palm trees and landscaped greenery surround the entrance, providing a welcoming ambiance. A blue sky with scattered clouds is visible in the background.

5 out of 5 average rating, 31 reviews

Amazing Lakeview 4 BD Home w/ Pool & More!

Escape to Your Perfect Getaway! Indulge in the ultimate retreat at our thoughtfully designed Airbnb. Blending style, comfort, and modern amenities, our space offers a peaceful escape just minutes from the area’s top attractions. Relax in a spotless, inviting haven where every detail is curated to elevate your stay. Whether you’re visiting for adventure, relaxation, or business, your unforgettable experience starts here. Book now and make your next getaway extraordinary.

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.

4.86 out of 5 average rating, 173 reviews

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.

5 out of 5 average rating, 12 reviews

Family 3BR Pool Home Near Disney w/ Private Patio

Relax in your private pool 💦 after a fun day at Disney 🎢🏰, just 25 minutes away 🚗! Our 3-bed villa 🏡 inside the gated Southern Dunes community 🔒 puts golf ⛳, dining 🍽️, and shopping 🛍️ right at your doorstep. 🌴 Screened pool & patio 🌞 👨‍🍳 Full kitchen with blender 🥤 & wine glasses 🍷 ⚡ Fast Wi-Fi & Smart TVs 📺 👶 Pack ’n Play and high chair available on request 🍼 📅 Book your family getaway today — dates fill quickly! ✨

An inviting outdoor space features a private swimming pool surrounded by a sun deck with lounge chairs. A glass-top dining table is set for four beside a BBQ grill, with green views beyond the screened enclosure.

4.83 out of 5 average rating, 138 reviews

Southern Dunes Golf Vacation Villa

This picture perfect executive villa is located within the Southern Dunes Golf and Country Club. This open concept villa includes 3 bedrooms that can comfortably accommodate up to 6 guests. This villa is located on the prestigious Southern Dunes Golf Course and offers guests a beautiful private swimming pool, outdoor dining area with a TV and BBQ within a fully gated community accompanied by 24 hr security at the front gate.

The exterior of the home features a fresh white brick façade with contrasting dark shutters on the windows. A circular driveway is lined with vibrant landscaping, including flowering plants and greenery. The property is well maintained, with a clear view of the entrance and a sunny blue sky overhead.

4.83 out of 5 average rating, 158 reviews

Villa Blanca

Relax with the whole family at this peaceful pool home located off the quiet roads along the higher elevation of the Florida ridge. Propane tank for home generator. In ground pool covered by enclosed screen. Property fronts the old Sun Air Golf course (not active). An active bar and grill still operates in the old country club at the end of the neighborhood. Right in the center of both Legoland and Disney World

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.

4.79 out of 5 average rating, 126 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

4.95 out of 5 average rating, 166 reviews

A spacious lawn is framed by large oak trees draped with Spanish moss. Comfortable lounge chairs are positioned facing the tranquil water, creating a serene outdoor space. The lake is visible in the background, enhancing the natural beauty of the setting.

Home in Auburndale

Lake Whistler Beach House with lakefront pool

4.99 out of 5 average rating, 151 reviews

A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.

Villa in Davenport

Magical Disney House-Pool & Hot Tub,Free Waterpark

4.88 out of 5 average rating, 139 reviews

Camille's Family Guest Home.

4.93 out of 5 average rating, 122 reviews

A screened-in pool area features a spacious pool with clear blue water, surrounded by a concrete deck. A hot tub is adjacent, and a view of the lake is visible beyond. Lush greenery and a few lounge chairs complement the outdoor ambiance.

Home in Winter Haven

Fantastic Water Front Home on the Chain of Lakes

A vibrant game room is showcased with neon accents and colorful lighting. Three black gaming chairs are positioned in front of a large screen, while a foosball table and a multi-game table are placed nearby. A netted structure adds a unique element to the playful environment.

4.93 out of 5 average rating, 111 reviews

Disney-Themed Home w/ Game Room & Private 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, 172 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.

4.95 out of 5 average rating, 103 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

4.96 out of 5 average rating, 131 reviews

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

Family- and pet-friendly home rentals

Guest suite in Winter Haven

Three thoroughbred horses graze peacefully on a lush green pasture. The area is surrounded by tall trees, providing shade and a natural backdrop. A glimpse of a trailer can be seen in the background, indicating the farm's working environment.

4.96 out of 5 average rating, 308 reviews

Horse Farm on a Beautiful Lake

4.99 out of 5 average rating, 121 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

The exterior of the spacious villa is presented, featuring a light-colored facade complemented by manicured landscaping. The corner plot is visible, with a driveway leading to a two-car garage. Lush greenery surrounds the home, contributing to the overall inviting appearance.

4.61 out of 5 average rating, 103 reviews

The Dunes at Southern Dunes Haines City

5 out of 5 average rating, 20 reviews

New Villa Near Disney & Legoland

4.82 out of 5 average rating, 22 reviews

Ideal location on a golf complex (343830)

Camper van/Motorhome in Lake Wales

A wooden barrel sauna is situated in a serene garden space surrounded by bamboo. The sauna features two benches and a wooden door, with soft lighting highlighting its natural texture and the tranquil atmosphere of the area.

4.82 out of 5 average rating, 137 reviews

Bamboo Bus -Sauna/Pool/Fire pit/Grill

Guest suite in Haines City

A waterfront property is showcased, featuring a wooden exterior and a covered boat slip. Lush greenery surrounds the home, with a fire pit visible in the yard. The structure appears elevated, with a spacious deck above the boat area, providing picturesque canal views.

4.84 out of 5 average rating, 105 reviews

2 BR 1 BA Lake House , Boat Slip, Pets, (king bed)

A two-story home features a neutral exterior with a central arched entryway and a large front window. Lush greenery, including palm trees, is present in the yard, along with carefully arranged landscaping stones. A driveway leads to a single-car garage, providing ample parking space.

4.79 out of 5 average rating, 48 reviews

Disney Legoland Golf front pool home 4 bedrooms/3 bathrooms

Family-friendly home rentals with a pool

4.77 out of 5 average rating, 13 reviews

Dreamy 3BR/Pool/Golf/ Disney/ Universal/ Legoland

A screened-in pool area features a vibrant pool surrounded by greenery. A comfortable seating arrangement is offered, alongside a grill for outdoor cooking. The pool floats in a sunny yellow design while golf course views are visible in the background.

4.92 out of 5 average rating, 37 reviews

Disney Golf Home with Pool 20 min to Disney!

A private swimming pool is surrounded by a screened lanai, offering views of the home and lounge chairs. Clear blue water reflects the sky, while protective fencing provides safety. The outdoor space is designed for relaxing and enjoying the warm Florida sun.

4.9 out of 5 average rating, 81 reviews

Heated Pool | Luxury Design | Disney | Golf Course

The exterior of a single-story home features a manicured lawn with decorative flower beds. A spacious driveway leads to a two-car garage with an attractive door. The entrance showcases a covered porch, framed by decorative windows and a well-maintained landscape.

4.93 out of 5 average rating, 14 reviews

Posh and Peaceful Golf Resort Gate Home w Pool

A private pool is showcased within a screened lanai, surrounded by stone paving. Two lounge chairs are positioned beside the water, and a small table with chairs is nearby. Natural light reflects off the calm water surface, creating a serene atmosphere.

5 out of 5 average rating, 27 reviews

3 En Suite Bedroom Heated Pool Home

Two comfortable lounge chairs are positioned beside a small table, which holds a bottle of champagne and two glasses. The screen enclosure surrounds the area, providing a clear view of the lush greenery beyond, under a bright blue sky.

4.84 out of 5 average rating, 51 reviews

House with pool in golf club, Fl

5 out of 5 average rating, 14 reviews

Southern Dunes Family Retreat/Pool/7beds

An outdoor lounge area is featured next to a heated saltwater pool and jacuzzi. Comfortable seating arrangements are shaded under a ceiling fan, while large glass doors provide views into the home. Lush greenery can be seen surrounding the pool area, enhancing the tranquil setting.