Family-friendly holiday rentals in Haines City

5 out of 5 average rating, 21 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, 72 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!

5 out of 5 average rating, 12 reviews

Southern Dunes Family Retreat/Pool

Welcome to this modern 5-bedroom, 3-bath vacation home: • Located in a secure, award-winning golf community. Between Disney and Legoland. • Two master suites with private bathrooms • Modern renovated interiors • Themed kids’ rooms (Star Wars + Encanto) • Private heated pool, heat additional fee $25 • Sleeps 10 comfortably • Fully equipped kitchen & large dining area • 24-40 Minutes from Disney, Universal & Legoland • Contactless 24/7 self check-in This unique place has a style all its own.

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, 83 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.

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, 125 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, 47 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.

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, 151 reviews

KokomoVilla: 4BR Southern Dunes Pool Home

Southern Dunes vacation rental in Haines City, Florida, KokomoVilla is a spacious 4-bedroom, 3-bath pool home overlooking Southern Dunes Golf & Country Club. This family-friendly vacation rental sleeps up to 10 guests and features a private screened pool, golf course views, and a prime location between Disney and Legoland. Ideal for golf trips, family vacations, and extended Central Florida stays, KokomoVilla offers comfort, convenience, and resort-style relaxation.

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, 170 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.

A themed sleeping area is highlighted by a vibrant mural of a fairytale castle, featuring cartoon characters on opposing walls. Two spacious beds with star-patterned blankets are positioned beside a small table, topped with a gold lamp, providing ambient lighting.

4.92 out of 5 average rating, 62 reviews

Live the Magic

New 4 bedroom home with large private pool, patio, BBQ, games, etc. Very quiet community surrounded by beautiful lakes, gardens, walkways for the matinal runs with wonderful view. The resort club house has great amenities with Bar&Grill restaurant, water park ($25 fee), arcade, gym. volleyball court, football fields, event center and more. Only 12 miles Legoland / 19 miles Disney Theme Parks / 26 miles Seaworld / 29 miles Universal Studios and Island of Adventure

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.

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

The image shows a serene pool area enclosed by a screened-in enclosure. The crystal-clear water reflects the surrounding greenery, while a backdrop of lush trees lines the tranquil lake beyond. Sunlight filters through, creating a bright and inviting atmosphere.

4.91 out of 5 average rating, 105 reviews

Lakefront 4 Bed 3 Bath Private Home Free Spa Heat

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

4.88 out of 5 average rating, 137 reviews

Camille's Family Guest Home.

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, 124 reviews

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

A collage showcases various areas of the home. The themed children's bedroom features twin beds with Frozen-inspired décor. The outdoor area highlights a pool and spa surrounded by a screened enclosure. The game room displays arcade machines and a foosball table, offering a vibrant atmosphere.

4.87 out of 5 average rating, 114 reviews

No Airbnb Fees !Private Pool/Spa & Game Room 21231

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, 109 reviews

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

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, 120 reviews

Sweet Sunshine. 4 king beds. Heated pool.

4.96 out of 5 average rating, 127 reviews

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

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 295 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

4.99 out of 5 average rating, 117 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

4.61 out of 5 average rating, 103 reviews

Villa

The Dunes at Southern Dunes Haines City

5 out of 5 average rating, 20 reviews

New Villa Near Disney & Legoland

4.81 out of 5 average rating, 21 reviews

Ideal location on a golf complex (343830)

4.96 out of 5 average rating, 188 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

Holiday home in Haines City

A private pool is set within a screened enclosure, providing a view of the surrounding greenery and golf course. Lounge chairs with blue cushions are positioned nearby, inviting relaxation. The pool water appears clear and inviting under the natural light filtering through the enclosure.

4.84 out of 5 average rating, 172 reviews

Modern Southern Dunes Pool House on Golf Course

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, 101 reviews

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

Family-friendly home rentals with a pool

A spacious two-story home is depicted, set amidst lush landscaping. A private pool area features comfortable lounge chairs and a covered seating area. A games room showcases a pool table, foosball, and vibrant decor, with themed bedrooms visible through colorful accents.

4.73 out of 5 average rating, 15 reviews

Florida Home, close to Disney, with private pool

4.86 out of 5 average rating, 37 reviews

Villa

Private Pool Villa • Lake Views • Near Disney

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, 21 reviews

Skyblue Villas

4.89 out of 5 average rating, 37 reviews

Cozy Calm Cottage

5 out of 5 average rating, 9 reviews

Charming 3BR Home in Balmoral w/ Resort Perks

The exterior of the villa is highlighted by a well-maintained front lawn and walkway leading to the entrance. Palm and shrubbery surround the light-colored facade, which features large windows. A garage is visible to the left, contributing to the home’s attractive curb appeal.

4.72 out of 5 average rating, 36 reviews

Robins Nest

A vintage-style clock is mounted on the wall, featuring the iconic 'Platform 9¾' sign with a green light illuminating its face. The clock's circular frame is accented by a black metal bracket, adding a whimsical touch to the room's decor.

4.95 out of 5 average rating, 85 reviews

Harry Potter's 6bd 6.5ba Hogwarts Experience

An outdoor space features a private pool surrounded by a well-maintained lawn. A children's playground structure is located nearby. Comfortable lounge chairs and a shaded seating area are available on the patio, offering a relaxing environment for outdoor enjoyment.