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, 70 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.

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, 124 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, 46 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.

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.

4.83 out of 5 average rating, 47 reviews

House with pool in golf club, Fl

Come and enjoy a wonderful vacation in our newly acquired and renovated home in a quiet and beautiful golf condominium with scenic views in Haines City, Florida. We have private pool and full kitchen and appliances. Distances: Walmart Supercenter 1 mile / around 4 minutes drive by car Legoland 17 mi. Cypress Gardens 13 Epcot Center 22 Disney Springs 23 Magic Kingdom 24 Sea World 26 Universal Studios 30 Premium Outlets 30 Millenia Mall 32 Orlando Airport 37 Tampa 60

4.86 out of 5 average rating, 169 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 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!

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.

4.84 out of 5 average rating, 152 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 open living area features a comfortable seating arrangement with soft sofas and accent tables. The dining space includes a wooden table surrounded by chairs. Natural light fills the room through large windows, enhancing the welcoming atmosphere with views of the outdoors.

4.85 out of 5 average rating, 47 reviews

Southern Dunes Fairway Oasis Private Pool

Escape to our charming 3-BR villa in Orlando's Southern Dunes golf community, just 20 miles from Disney World! Perfect for families, this private retreat comfortably fits 6+ guests. Enjoy your own south-facing heated pool, a fully equipped kitchen, and serene golf course views. It's the ideal home base for your unforgettable Florida adventure, blending theme park excitement with peaceful relaxation.

4.93 out of 5 average rating, 120 reviews

Flat in Davenport

The Cozy Escape

Escape to our cozy 1 bed, 1 bath apartment, perfectly nestled adjacent to the main house yet completely private. Whether you're seeking a romantic couples' retreat, a productive work trip, or some well-deserved "me time," this spot has it all! After an exciting day out, unwind in our comfortable space, relax & recharge. With assigned parking, you can come & go with ease!

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

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, 123 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, 123 reviews

Whimsical 6BR Solterra Oasis - Themed Rooms & Pool

4.8 out of 5 average rating, 176 reviews

20 mins to Disney | Private Pool & Spa | 4BR Home

4.77 out of 5 average rating, 117 reviews

Family 4BR Home |Gated| Private Pool | Near Disney

The screened lanai pool area is highlighted by a spacious pool and spa, reflecting the vibrant sunset. A serene lake and green yard are visible beyond the enclosure, providing a peaceful backdrop.

4.92 out of 5 average rating, 165 reviews

Gorgeous Relaxing Pool Home Near Disney- Pond View

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, 105 reviews

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

4.87 out of 5 average rating, 159 reviews

Home in Kissimmee

Fantasy World Enchanted Harry Potter Wizard Villa

4.96 out of 5 average rating, 126 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, 301 reviews

Horse Farm on a Beautiful Lake

4.94 out of 5 average rating, 289 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, 116 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

5 out of 5 average rating, 19 reviews

New Villa Near Disney & Legoland

4.89 out of 5 average rating, 9 reviews

Spacious 4BR Family Home w/ Backyard

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

4.88 out of 5 average rating, 135 reviews

Camille's Family Guest Home.

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.

4.84 out of 5 average rating, 130 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

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

4.95 out of 5 average rating, 19 reviews

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.

Villa in Haines City

Skyblue Villas

4.91 out of 5 average rating, 34 reviews

Cozy Calm Cottage

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, 67 reviews

Morols Kingdom Villa In A Gated Community!

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.

4.61 out of 5 average rating, 18 reviews

Spacious 4BR Retreat with Heated Pool! Near Parks!

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, 78 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

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.