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.

4.83 out of 5 average rating, 58 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!

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.

4.84 out of 5 average rating, 56 reviews

Luxury 4/3 Villa, Pool/Spa near Disney

The Southern Mama is a charming country-style home ideally located in Central Florida, where you can experience everything Orlando has to offer. From Disney World to the premium outlets for shopping, you can choose whatever your heart desires. Experience this four bedroom and three bath house suited for any occasion. Don't forget about the heated saltwater pool with a jacuzzi for everyone to enjoy. Southern Mama is located on one of the top golf courses in Florida. Come enjoy the Southern Mama.

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, 107 reviews

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

Escape to the perfect, peaceful pet friendly retreat with king bed. We are located on one of the 5 canals on Lake Hatchineha, the first of The Kissimmee Chain of Lakes. Connecting us to The Kissimmee River where you can rent a boat at Camp Mac and drive it home or bring your own boat and park it under cover in one of the boat slips.We are 45 minutes from Orlando airport or an hour from Tampa. 45 min to Disney's Magic kingdom/Universal Studios. 30 min to Legoland. Bok Towers free pass for 4.

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, 104 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, 129 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.

4.95 out of 5 average rating, 178 reviews

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

Apartment in Orlando

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

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

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, 175 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 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, 159 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

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

5 out of 5 average rating, 131 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

4.99 out of 5 average rating, 141 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

4.79 out of 5 average rating, 102 reviews

Entire Vacation Home- Legoland

5 out of 5 average rating, 111 reviews

A themed movie theater room is presented with dark walls and vibrant purple lighting. Comfortable lounge seating is arranged towards a large screen, showcasing a colorful animated scene. Mario-themed decor and graphics adorn the walls, creating an engaging atmosphere for family movie nights.

Home in Kissimmee

5BR Mario& Princess Peach•Pool•Theater•Free Resort

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, 112 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

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, 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

4.94 out of 5 average rating, 299 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

Guest house in Haines City

A cozy seating area features a teal velvet sofa and two matching upholstered chairs, positioned near a tall potted plant. A painting of an urban landscape is displayed on the wall, and natural light enters through a window and a glass door leading to the outside.

4.94 out of 5 average rating, 80 reviews

Historic Romance Studio B

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

4.89 out of 5 average rating, 105 reviews

Home in Clermont

4BR Pool Home w/ 2 Suites Near Disney

4.94 out of 5 average rating, 16 reviews

Flat in Haines City

Private Gated 1BR • Modern Stay Near Disney

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

Family-friendly home rentals with a pool

An inviting pool area is captured with a winding swimming pool bordered by a concrete deck. Several lounge chairs are positioned around the pool, complemented by a dining table adorned with a small plant. Lush greenery surrounds the space, enhancing the outdoor setting.

4.96 out of 5 average rating, 68 reviews

Cozy, Relaxing & Fun Gateway!

4.61 out of 5 average rating, 103 reviews

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.

Villa in Haines City

The Dunes at Southern Dunes Haines City

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.

4.96 out of 5 average rating, 70 reviews

Morols Kingdom Villa In A Gated Community!

A screened patio area features a private pool surrounded by greenery. Comfortable outdoor seating made of wicker is arranged, with a glass table nearby. Sunlight streams in, illuminating the space and creating a relaxed atmosphere for outdoor enjoyment.

4.91 out of 5 average rating, 54 reviews

Newly Remodeled Disney Vacation Home

A single-story home is showcased, featuring a light-colored exterior and a neatly landscaped front yard. Lush palm trees and shrubs enhance the lush green lawn. A driveway leads to a garage, while clouds drift in a clear blue sky overhead.

5 out of 5 average rating, 71 reviews

La Casita in Kokomo Bay

4.85 out of 5 average rating, 97 reviews

Family Villa | Heated Pool + Near Disney Parks

A two-story waterfront house features a welcoming entrance surrounded by lush greenery and palm trees. The exterior showcases a combination of gray siding and a balcony with white railing, offering a spacious front yard with a gravel pathway and decorative plants.

4.83 out of 5 average rating, 35 reviews

Jorgensen Lake House