Family-friendly holiday rentals in Haines City

5 out of 5 average rating, 14 reviews

Cozy 4BR Getaway Near Disney & Legoland

✨ Just about 30 mins from Disney, 20 mins from LEGOLAND®, and under 1 hour from Universal, Blue Paradise combines comfort, style, and an unbeatable location in the heart of Florida. Nestled inside the gated Southern Dunes Golf & Country Club, guests enjoy exclusive access to the golf course, fitness center, and children’s playground, plus convenient walking distance to Walmart, CVS, and local restaurants. A peaceful, family-friendly retreat perfectly situated close to all the magic of Orlando.

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, 65 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.

4.95 out of 5 average rating, 81 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.

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.

4.97 out of 5 average rating, 66 reviews

Morols Kingdom Villa In A Gated Community!

Morols Kingdom Villa Calabay Parc at Tower Lake is a 24 hr. gated & guarded community. Conveniently located close to all major attractions, including Disney World, LegoLand, Universal Studios, Sea World, and Kennedy Space Station. We take pride in giving our complete dedication to make you feel comfortable, safe, stress free, and relaxed during your vacation. Our villa offers 4 Themed Bedrooms (2 Master Suites) & 3 Full Bathrooms, a game room, and a screened in Pool with a Jacuzzi.

4.99 out of 5 average rating, 113 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, 122 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, 7 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, 148 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!

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

4.93 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

A colorful mural of a train enhances the living room's ambiance, complemented by a large sectional couch. Adjacent, a vibrant LEGO-themed bunk bed room features bright wall colors, inviting playful interactions. An underwater mural decorates another space, showcasing immersive coral designs, enhancing the magical atmosphere.

5 out of 5 average rating, 111 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

4.89 out of 5 average rating, 102 reviews

A private pool and spa area is enclosed by a screen, offering views of a serene sunset through palm trees. The pool features a textured surface and a safety railing, with vibrant water reflecting the evening sky. A lush green lawn surrounds the space, contributing to the tranquil environment.

Villa in Davenport

25%off/Close to Disney/Hot Tub/Private Pool/Fenced

4.91 out of 5 average rating, 182 reviews

No Airbnb Fees! Pvt PoolSPA/GameRoom/Resort 273361

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.

A vibrant game room features arcade machines themed around racing and superheroes. Adjacent, an outdoor space showcases a heated pool and hot tub, complemented by a fully equipped kitchen. The playful bedrooms are designed for immersive adventures inspired by Toy Story and Marvel.

4.99 out of 5 average rating, 157 reviews

Spectacular! Disney/Universal Themed Home

4.91 out of 5 average rating, 253 reviews

A private pool area is surrounded by a screened enclosure, featuring a jacuzzi spa and lounge chairs. The pool is inviting, with light blue water reflecting the sky's pink and purple hues. A serene lake is visible beyond the pool, adding to the tranquil setting.

Villa in Kissimmee

House by the Mouse: Something for Everyone!

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.

4.92 out of 5 average rating, 103 reviews

Disney-Themed Home w/ Game Room & Private Hot Tub!

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, 297 reviews

Horse Farm on a Beautiful Lake

4.94 out of 5 average rating, 285 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, 16 reviews

New Villa Near Disney & Legoland

4.95 out of 5 average rating, 177 reviews

A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.

Townhouse in Davenport

Stylish Stay in Davenport

5 out of 5 average rating, 15 reviews

The Storybook Stay

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

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.

4.83 out of 5 average rating, 126 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Family-friendly home rentals with a pool

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.

4.94 out of 5 average rating, 18 reviews

Skyblue Villas

5 out of 5 average rating, 29 reviews

Home in Winter Haven

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

A light-filled living area features a wall-mounted television displaying a vibrant scene. Two blue chairs are positioned around a wooden coffee table, which is topped with a small plant. Greenery adds a touch of nature, and a patterned rug enhances the space's comfort.

4.77 out of 5 average rating, 143 reviews

Highly Rated: Pool, Golf Views, Disney, Legoland

5 out of 5 average rating, 8 reviews

Charming 3BR Home in Balmoral w/ Resort Perks

4.78 out of 5 average rating, 96 reviews

Entire Vacation Home- Legoland

5 out of 5 average rating, 7 reviews

Southern Dunes - Lake View Villa Private Pool

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.

5 out of 5 average rating, 26 reviews

5BR Pool & Spa | Near Disney & Legoland |Game Room

The exterior of the house displays a welcoming facade with light-colored stucco and a tiled roof. Colorful plants are arranged in the front garden. A concrete pathway leads to the door, with a garage located on the left side.