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, 177 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.

KitchenFamilyBathroom

4.97 out of 5 average rating, 103 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!

Indoor spacesFamilyAccuracy

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.

4.91 out of 5 average rating, 205 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.

Indoor spacesFamilyView

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, 107 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.

FamilyKitchenGetting around

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, 113 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!

KitchenIndoor spacesBathroom

4.89 out of 5 average rating, 133 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.

Indoor spacesFamilyParks

A screened pool area features a private swimming pool, surrounded by modern lounge chairs. Tables and seating are available under a shaded area, providing a relaxing environment. The expansive view of the green golf course can be seen in the background.

4.84 out of 5 average rating, 19 reviews

House, backyard on the golf course Park Place

****RECENTLY RENOVETED IN 2023 March **** Located from 15 minutes from several parks in the area such as Disney, Universal Studios, legoland, sea world. This house is located on one of the most beautiful golf in Florida (Top 5) in the amazing community of Southern Dunes, with a 24 hour gated community and guardian . This luxury spacious house for rent is fully equipped with 3 bedrooms and 2 bathrooms with private pool , no rear neighbors, overlooking the golf course.

Indoor spacesKitchenHospitality

4.95 out of 5 average rating, 22 reviews

Themed Pool Home b/w Disney- Legoland | Golf Resor

Modern 4BR/3BA pool home in a secure, award-winning golf resort between Disney & Legoland. Sleeps 10 across 6 beds — 1 king master suite, Star Wars & Encanto themed kids’ rooms, plus a flex room for movies/play. Private screened pool (heat +$25/night), fully equipped kitchen, dining for 10, 65” living room TV. 17mi to Disney, 15mi to Legoland. 24/7 gated security, contactless self check-in. Onsite golf, restaurant & mini top-golf. Your own resort within the resort!

FamilyIndoor spacesPool

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.

4.85 out of 5 average rating, 185 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.

Indoor spacesKitchenCondition

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.

4.96 out of 5 average rating, 119 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

KitchenFamilyHot tub

5.0 out of 5 average rating, 10 reviews

4BR Near Disney & Legoland & Epic | Pool Table

Cozy tropical 4BR home sleeps 8 - perfect for Disney getaways, golf trips & family vacations! Just 30 min to Walt Disney World & LEGOLAND, 40 min to Universal and EPIC, 35 min to SeaWorld. Enjoy fast WiFi, free parking, Smart TVs, fully equipped kitchen, washer/dryer & pool table. Community pool access plus golf nearby at Southern Dunes Golf & Country Club and Providence Golf Club. Near Lake Eva Sports Complex, lakes, fishing & nature spots.

FamilyIndoor spacesDecor

An inviting outdoor space features a large private pool surrounded by a spacious patio. Comfortable seating options are provided, along with a shaded area for relaxation. String lights enhance the ambiance, and the pool is enclosed by a screened-in structure, offering a sense of privacy.

4.93 out of 5 average rating, 67 reviews

4BR Family Villa with Private Pool near Legoland

Create easy family memories at this spacious 4-bedroom villa in Balmoral Resort. Enjoy a private screened pool, two king bedrooms, themed kids’ rooms, a fully equipped kitchen, and an upstairs arcade area for up to 8 guests. LEGOLAND is about 12 miles away, with Disney and other Central Florida attractions within driving distance. Resort amenities, including the water park and clubhouse, are available for an additional fee.

KitchenFamilyAccuracy

Popular amenities for Haines City family-friendly rentals

Kitchen

Wi-Fi

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.

4.77 out of 5 average rating, 127 reviews

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

Indoor spacesKitchenTV

4.94 out of 5 average rating, 143 reviews

A colorful bunk bed structure is featured, decorated in vibrant shades of yellow, blue, and orange. The mural backdrop depicts a jungle scene with a leopard and tropical plants, enhancing the playful atmosphere of the room. Spiral staircases offer access to the upper sleeping area.

Townhouse in Davenport

WaterPark+Arcade+KingBed+Hot Tub+NearDisney

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 163 reviews

Townhouse in Davenport

5BR Swim & Play Home Private Pool & Game Room 7152

FamilyIndoor spacesValue

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.

4.88 out of 5 average rating, 123 reviews

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

KitchenFamilyCheck-in

5.0 out of 5 average rating, 143 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

KitchenFamilyPool

4.97 out of 5 average rating, 145 reviews

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

FamilyKitchenGetting around

4.88 out of 5 average rating, 141 reviews

Camille's Family Guest Home.

Indoor spacesKitchenCondition

The image captures a serene sunset viewed through a protective mesh enclosure, with silhouetted trees against a vibrant sky. In a second view, a two-story vacation home is presented, showcasing a well-maintained exterior surrounded by lush landscaping and palm trees.

4.94 out of 5 average rating, 130 reviews

Beautiful Pool Home With Rear Conservation Views

Indoor spacesFamilyHeating

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 135 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

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 122 reviews

A modern living area features a sectional sofa adorned with blue and white decorative pillows. A round coffee table with a marble top sits on a textured area rug. Natural light fills the space through sheer curtains, complemented by a stylish console table and a round mirror.

Home in Winter Haven

Cozy 3 bedrooms 2 bathrooms

FamilyKitchenTV

A single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

4.94 out of 5 average rating, 108 reviews

Sunny-All-Day Pool Vacation Home

KitchenFamilyHeating

4.98 out of 5 average rating, 124 reviews

A large outdoor space features a private pool surrounded by loungers in blue and a shaded dining area. A patio table with chairs is placed in the foreground, while a safety fence encloses the pool area, providing a secure environment.

Home in Winter Haven

Kid-friendly Home w/ Pool & BBQ

Indoor spacesFamilyAccuracy

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, 51 reviews

Charming 3 bed/2 bath home near Disney

FamilyIndoor spacesBarbecue

A private heated pool is enclosed with a mesh screen, ensuring safety and comfort. Sunlight reflects off the clear water, surrounded by a spacious deck. Relaxing seating options are arranged nearby, with views of well-maintained greenery and the Southern Dunes Golf Course visible in the background.

4.9 out of 5 average rating, 20 reviews

Beautiful 3-bedroom villa overlooking golf course

FamilyKitchenPets

A single-story home is featured with a neatly landscaped front yard, showcasing a variety of green shrubs and grass. The entrance features a covered porch and a wooden front door, while two large windows provide a view into the living space. A driveway leads to a two-car garage.

4.88 out of 5 average rating, 57 reviews

Beautiful house near Disney

Indoor spacesKitchenNearby

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.

4.85 out of 5 average rating, 55 reviews

House with pool in golf club, Fl

FamilyKitchenLong stay

Family-friendly home rentals with a pool

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.

5.0 out of 5 average rating, 75 reviews

La Casita in Kokomo Bay

KitchenFamilyPool

5.0 out of 5 average rating, 17 reviews

Family 3BR Pool Home Near Disney w/ Private Patio

FamilyKitchenLocation

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.

4.79 out of 5 average rating, 71 reviews

Pool Home Near Disney in Premier Golf Community!

Indoor spacesFamilyGetting around

4.88 out of 5 average rating, 42 reviews

Lakeview Villa • Private Pool • 4 En-Suites

FamilyKitchenAccuracy

5.0 out of 5 average rating, 17 reviews

Serenity - 5 Beds - 20 min Disney Heated Pool Home

Indoor spacesFamilyLocation

4.57 out of 5 average rating, 14 reviews

SD2216MC Golf-side 5-Bed

Indoor spacesFamilyCondition

5.0 out of 5 average rating, 5 reviews

Remodeled 5BR | Pool, Theater & Themed Rooms

KitchenFamilyDecor

A private pool area is enclosed by a screened lanai, featuring a clear blue swimming pool. Lounge chairs are placed beside the pool, and a grassy area is visible beyond the enclosure, framed by tall trees under a partly cloudy sky.