Family-friendly holiday rentals in Haines City

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, 169 reviews

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

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, 192 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, 68 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!

4.99 out of 5 average rating, 114 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.

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.

4.89 out of 5 average rating, 123 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 cozy bedrooms feature vibrant themes, with wall art enhancing the decor. A refreshing pool is visible, showcasing clear, inviting water surrounded by a smooth deck. Soft natural light streams in, creating a tranquil atmosphere throughout the space.

5 out of 5 average rating, 18 reviews

Disney on the Dunes

Unique pool home! Cute Disney theme for a one-of-a-kind stay. Newly resurfaced pool. Charcoal grill and outdoor seating for barbecuing by the pool. Plush mattresses with cotton sheets for a luxurious night’s sleep. Oversized couch and sound system for movie night. Located in Southern Dunes Golf & Country Club, enjoy what the neighborhood has to offer: golfing, clubhouse with bar and restaurant, gym, tennis courts, playground and scenic walking. Minutes to stores and dining.

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, 168 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, 8 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 aerial view presents the stylish exterior of KokomoVilla, showcasing a well-maintained garden and driveway. The property is bordered by lush greenery and overlooks the golf course, with a sunset casting a warm glow across the sky, enhancing the serene atmosphere of the neighborhood.

4.81 out of 5 average rating, 150 reviews

KokomoVilla Pool Home at Southern Dunes

Welcome to KokomoVilla at Southern Dunes! Our 4-bedroom pool home offers a serene golf course view in the renowned Southern Dunes Golf & Country Club. Perfectly positioned between Disney and Legoland, this luxurious retreat is ideal for families and golf lovers. Enjoy a fully equipped home, private pool, and easy access to Central Florida’s attractions. KokomoVilla is not just a stay, but an unforgettable experience!

4.99 out of 5 average rating, 103 reviews

Villa in Davenport

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

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.

4.85 out of 5 average rating, 151 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

4.94 out of 5 average rating, 52 reviews

A modern townhouse is pictured within a gated community. The exterior features a tiled roof and multiple balconies, complemented by landscaped gardens. Paved walkways lead to the entrances, while surrounding greenery offers a serene backdrop.

Townhouse in Haines City

Modern townhouse Balmoral Resort

This Modern 2-bedroom townhouse is located in Balmoral gated community in Haines City central Orlando. Come and stay at this wonderfully designed resort where you'll enjoy luxury living at its finest. Whether you want to escape for peace, or would rather explore for a bit of adventure, Balmoral Resort can fulfill all your desires.

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

4.86 out of 5 average rating, 7 reviews

The Oasis at Lake Eva

4.93 out of 5 average rating, 167 reviews

A private pool area with a raised hot tub is enclosed by a screen, offering safety and quality views of the surroundings. The pool is accented by textured stonework and features a basketball hoop. A vibrant sunset casts colorful hues across the sky.

Villa in Davenport

Private Villa near Disney & Universal W/Pool & Spa

4.99 out of 5 average rating, 139 reviews

A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.

Villa in Four Corners

Mickey Fantasia Family Friendly w/accessibility

4.93 out of 5 average rating, 103 reviews

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

Villa in Kissimmee

Luxury Villa! /Game Room/ Pool Heater

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, 122 reviews

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

The vibrant water slide stands prominently beside a rock formation, flowing into a clear blue pool surrounded by tropical palm trees. Below, a spacious game room featuring foosball and air hockey tables is visible, alongside a view of the inviting pool area.

4.82 out of 5 average rating, 122 reviews

Whimsical 6BR Solterra Oasis - Themed Rooms & Pool

A spacious screened-in patio features a refreshing pool surrounded by a deck. Sun loungers are positioned nearby for relaxation, while lush greenery is visible through the transparent enclosure. The sky above shows a mix of clouds and sunlight.

4.85 out of 5 average rating, 80 reviews

Villa Bermuda, Orlando

4.77 out of 5 average rating, 117 reviews

Family 4BR Home |Gated| Private Pool | 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, 299 reviews

Horse Farm on a Beautiful Lake

4.94 out of 5 average rating, 287 reviews

The open studio layout features a spacious bed with patterned bedding, adjacent to a modern kitchen equipped with white cabinetry and appliances. A cozy blue sofa offers additional seating. Natural light filters through the window coverings, illuminating the wood-paneled ceiling and inviting atmosphere.

Cabin in Lake Alfred

The Lake Alfred Citrus Wood Guest Cabin

5 out of 5 average rating, 17 reviews

New Villa Near Disney & Legoland

4.88 out of 5 average rating, 8 reviews

Spacious 4BR Family Home w/ Backyard

4.99 out of 5 average rating, 145 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

4.68 out of 5 average rating, 19 reviews

Lakehouse get away- Balmoral Resort home

The entrance of a charming house is framed by landscaped greenery and a neatly trimmed lawn. A tall palm tree stands beside the front door, which is accented by light fixtures and a welcoming blue hue. The clear sky adds to the inviting ambiance.

4.65 out of 5 average rating, 17 reviews

Spacious 4BR Retreat with Heated Pool! Near Parks!

A large outdoor pool is surrounded by palm trees and lounge areas. The water is clear, reflecting the sky and clouds above. Paved pathways border the pool, providing access to seating and sunbathing spots.

4.84 out of 5 average rating, 250 reviews

⭐⭐⭐⭐⭐ 20 MINUTES FROM DISNEY WORLD/UNIVERSAL PARK

Family-friendly home rentals with a pool

A spacious living area features a grey sectional sofa and large windows that provide views of the golf course. Natural light fills the room, highlighting the open layout, which connects to the dining area and fully equipped kitchen with wood cabinetry and stainless steel appliances.

4.74 out of 5 average rating, 27 reviews

Elegant Golf Course Home in Southern Dunes

A charming two-story home is displayed, featuring a light blue exterior and a welcoming entrance. Lush green landscaping surrounds the front, complemented by palm trees. A spacious driveway leads to the entrance, providing access to the property.

4.95 out of 5 average rating, 19 reviews

Skyblue Villas

5 out of 5 average rating, 33 reviews

Home in Winter Haven

Luxury 3BR 2Bath•Pool• Game Room• Legoland 4 Min

The single-story home features a welcoming entrance surrounded by lush green landscaping. A private pool is visible through a screened enclosure, furnished with blue lounge chairs. Nearby, an expansive view of the golf course highlights the area’s natural beauty, complemented by an inviting dining and living space indoors.

4.86 out of 5 average rating, 74 reviews

Quiet house with pool on a Top golf course

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.

4.91 out of 5 average rating, 93 reviews

Luxury Tropical Themed Villa With Lake View!

4.89 out of 5 average rating, 9 reviews

Southern Dunes - Lake View Villa Private Pool

A spacious living area is shown with a dark sectional sofa and a light-colored coffee table. The open layout connects the kitchen and dining space, which features a simple table and chairs. Light streams in from large windows overlooking a tranquil outdoor setting.

4.82 out of 5 average rating, 33 reviews

Lakefront HOME•Heated POOL•Pet Friendly!

An air-conditioned game room features vibrant superhero-themed murals, including a prominent Captain America. A ping pong table occupies the center of the space, surrounded by arcade game machines and colorful decor, creating an engaging environment for family entertainment.