Family-friendly holiday rentals in Haines City

4.9 out of 5 average rating, 147 reviews

Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

The whole family will have fun in our Magical Disney Home where the Magic of Mickey Mouse,Toy Story, Frozen and Minion bedrooms with Sensor Songs when you walk in each room, uv and Led lights.Color changing Led lights in pool + bbq area, loungers for sun tanning.This Villa has Disney Hand UV light Painted by a local artist and a Game room with air hockey arcade, your children will feel the Magic as soon as they walk in the home, from smell to sound to sight This is it!Your Magical Dream Vacation

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.

Townhouse in Four Corners

4.96 out of 5 average rating, 182 reviews

Near Disney/Kid-Friendly/Disney-Themed/Water Park

Your magical vacation starts here! Just 15 minutes from Disney World, this beautiful, family-friendly home offers luxury, themed rooms, and fun, perfect for creating unforgettable memories. The home is located in the ChampionsGate area. It has 3 bedrooms, 2.5 bathrooms, modern furniture, and super fast internet. You will have free access to the Enclaves at Festival amenities center which features a large beach-entry pool, kids water park, beach volleyball, mini-golf, restaurant, and gym.

Guest house in Lake Alfred

A screened-in pool area features a clear, inviting swimming pool with a light blue surface. Two striped lounge chairs are positioned beside the pool, and a small seating arrangement is visible in the background, providing a space for relaxation and outdoor enjoyment.

4.93 out of 5 average rating, 191 reviews

Adorable Agave Suite w/ private pool and entrance

Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

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.

Tiny home in Winter Haven

The indoor area features colorful Lego-themed decor, including a bed covered with a vibrant quilt, and a comfortable sofa with bright cushions. A TV is mounted on the wall. A refrigerator and kitchen area are visible, with a game table and playful rug adding to the lively atmosphere.

4.92 out of 5 average rating, 143 reviews

Tiny Lego Home

Tiny Lego home just 12 minutes from Legoland/Peppa pig. Everything to keep the kids entertained. Massive playground and dining/ grilling area, Large outdoor Lego building area, Indoors every thing Lego. Wall legos, table legos and more. If you like Legos this is the place to stay. The kids will be in Lego heaven! Recently added swimming pool with deck and soccer field in playground area. The outdoor playground park is a shared space for any guests who may be staying at complex.

4.87 out of 5 average rating, 165 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.

4.94 out of 5 average rating, 114 reviews

A serene bedroom features a spacious bed with decorative pillows. A nightstand with a clock and a small plant is placed beside the bed. The wall showcases an art piece of leaves against a deep blue background, and sunlight filters through the window with white blinds.

Guest suite in Davenport

NEW Cozy 1 bedroom w/ living room close to Disney

Kick back and relax in this calm, stylish space. 2 people max. It has a seperate entrance through the garage. The property is a single family house with 2 units. The space is private, does not share space. Includes wifi, A/C and parking. 1BR w/ Queen Bed, 1 Bathroom with a tub, has washer/dryer installed and a cozy Living room with a 55 inch TV. A 25 min drive to DIsney World and 35 to Universal Orlando. A Walmart Supercenter 8min away. Gas station 3 min away.

4.99 out of 5 average rating, 122 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

Superhost

A spacious bedroom is displayed, featuring a cozy bed adorned with neutral-toned bedding and green accents. Sliding wooden barn doors provide a modern touch, while natural light filters through partially curtained windows, highlighting the room's inviting atmosphere.

Cottage in Davenport

4.92 out of 5 average rating, 210 reviews

$69! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

5 out of 5 average rating, 101 reviews

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.

Home in Davenport

Themed Disney Villa | Pool | Arcade | Resort ºoº

Stay in a luxury Disney-themed home minutes from the parks. Enjoy a private heated pool and spa, Mario Kart arcade game room, themed bedrooms, and full Windsor Island Resort water park access. Perfect for large families and groups, with spacious living areas, fast WiFi, and premium streaming. Relax after park days or enjoy resort amenities, including a lazy river, slides, and a clubhouse. Your unforgettable Orlando vacation starts here,

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

4.94 out of 5 average rating, 108 reviews

Several interconnected pools are surrounded by lush palm trees and tropical landscaping. Pathways and bridges are visible, leading through the water features. Lounge chairs are arranged in sunny spots, creating a recreational area suitable for relaxation and leisure.

Guest suite in Davenport

A resort suite near Disney World and more.

4.99 out of 5 average rating, 144 reviews

The collage showcases various areas of the lakeside home. Highlights include a private patio dining set, a resort-style pool, a comfortable living space with a dining table, and vibrant bedrooms featuring bunk beds and colorful decor. The picturesque lake view complements the outdoor spaces.

Townhouse in Kissimmee

Lake View - 5 Miles to Disney!

4.95 out of 5 average rating, 139 reviews

A cozy living area is furnished with a turquoise sofa and matching loveseat. A wooden coffee table is topped with decorative items. A television is positioned against the wall, displaying a vibrant image, while a lamp adds warm lighting beside it. An open layout reveals the kitchen area in the background.

Apartment in Davenport

Lovely family-friendly condominium close to parks

Villa in Championsgate Village

The image displays four distinct sections of Sky Lantern Manor. A vibrant kids' room with a whimsical design is featured. An indoor theater is shown with plush seating. An outdoor view reveals a private pool surrounded by a lanai. A game room is highlighted with colorful LED lighting.

4.96 out of 5 average rating, 114 reviews

Walk2Clubhouse|Pool Movies|Arcade|Theater|Themed

4.87 out of 5 average rating, 181 reviews

Home in Davenport

Kingfisher at Watersong- Perfect for Disney!

4.96 out of 5 average rating, 135 reviews

Townhouse in Kissimmee

*EPIC Bunk Slide*Minutes to Disney*FREE Pool Heat

Home in Championsgate Village

The Mickey themed bedroom features a spacious bed adorned with a playful blanket. A large mural of Mickey Mouse serves as a backdrop, while red accents enhance the decor. Soft lighting creates a welcoming ambiance, complemented by bedside tables with charming Mickey decorations.

4.95 out of 5 average rating, 100 reviews

Experience the Magic of Disney in 8bd/5ba Luxury Villa

Apartment in Osceola County

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

4.9 out of 5 average rating, 117 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 281 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 Winter Haven

A private backyard area is surrounded by lush greenery and tropical plants. A stone patio features a dining set with a canopy overhead. Soft seating is placed nearby, inviting relaxation in a tranquil setting.

4.94 out of 5 average rating, 223 reviews

The Paradise Hide Away

4.95 out of 5 average rating, 21 reviews

Guest house in Dundee

New Modern Guest House! Great location. Smoke-Free

4.9 out of 5 average rating, 214 reviews

A spacious living area features a sleek, curved sectional sofa in light grey, centered around a round white coffee table atop a textured area rug. Accents include vibrant orange armchairs and modern light fixtures, with a large painting adding a touch of color to the wall.

Home in Four Corners

Luxury 6 Bdr Family Getaway~Private Pool

4.79 out of 5 average rating, 227 reviews

A modern kitchen is visible, featuring dark cabinets and light-colored countertops. A dining table with black chairs is situated nearby. A stylish light fixture hangs above the table, while natural light enters through large windows, illuminating the cozy seating area with gray sofas and decorative pillows.

Townhouse in Davenport

Stylish 4BR Townhome | Prime Disney Location

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, 17 reviews

Disney on the Dunes

4.96 out of 5 average rating, 115 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

ThemedHome+NearDisney+Arcade+KingSizeBed+WaterPark+Spa

Campervan/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.

4.85 out of 5 average rating, 116 reviews

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Family-friendly home rentals with a pool

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

Superhost

Villa in Haines City

5 out of 5 average rating, 4 reviews

Family 3BR Pool Home Near Disney w/ Private Patio

4.94 out of 5 average rating, 52 reviews

A modern townhouse is pictured within a gated community. The exterior features a tiled roof and multiple balconies, complemented by landscaped gardens. Paved walkways lead to the entrances, while surrounding greenery offers a serene backdrop.

Townhouse in Haines City

Modern townhouse Balmoral Resort

4.96 out of 5 average rating, 23 reviews

A clear blue pool is framed by palm trees and lush greenery, with a spacious deck featuring lounge chairs. The three-story building in the background houses several balconies, adding to the welcoming ambiance of the resort.

Flat in Winter Garden

Aqua sol phase II 1 bedroom apartment

Superhost

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, 85 reviews

Luxury Tropical Themed Villa With Lake View!

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, 59 reviews

La Casita in Kokomo Bay

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

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.