Family-friendly vacation rentals in Haines City

4.9 out of 5 average rating, 146 reviews

Home in Davenport

Magical Pool Villa-close to Disney “Game 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, 188 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, 178 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.

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, 139 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.

4.86 out of 5 average rating, 162 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, 112 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, 120 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.

4.92 out of 5 average rating, 208 reviews

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

$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!

Tiny home in Winter Haven

The exterior of the tiny house is showcased, featuring a welcoming front porch with steps leading up. Landscaping includes vibrant tropical plants and a stone pathway. The structure is set against a clear blue sky, highlighting the charming design and inviting ambiance.

4.89 out of 5 average rating, 146 reviews

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14

Our cozy tiny house is perfect for when less is more :-). An intimate space for a long reflective weekend or a more affordable option for a few days with the kids at nearby Legoland. Offering a queen-size Murphy bed and two additional single-size bunk beds, the Cypress Inlet Tiny House can comfortably accommodate up to four people. Equipped with a mini-fridge, a microwave, and a Keurig duo (drip & pod) coffee maker.

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.

4.89 out of 5 average rating, 142 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

4.99 out of 5 average rating, 138 reviews

A themed game room showcases a Batman-inspired design with a bright yellow slide leading to a two-level play area. An air hockey table is positioned prominently, surrounded by stylized dark walls, creating an immersive gaming environment.

Villa in Kissimmee

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

4.99 out of 5 average rating, 135 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

4.94 out of 5 average rating, 106 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.

4.9 out of 5 average rating, 153 reviews

A bright and open living area features modern furnishings, including a sectional sofa and stylish yellow accent chairs. A large flat-screen TV is mounted on the wall, while decorative elements and a vibrant area rug contribute to the space's contemporary aesthetic.

Home in Davenport

Awesome Vacation Home w/ Private Heated Pool/Spa

4.99 out of 5 average rating, 141 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!

4.83 out of 5 average rating, 149 reviews

A resort-style pool area is surrounded by palm trees and lush landscaping, with inviting lounge chairs arranged nearby. The clear water reflects a bright sky, and a separate lounge area with a decorative façade is partially visible in the background.

Condo in Davenport

Orlando Spacious 2-Suites & Resort-Style Pool

4.73 out of 5 average rating, 118 reviews

A playful bedroom features a bunk bed framed by vibrant dinosaur murals and soft green lighting. The room combines adventure and comfort with a cozy seating area and themed decor, creating an engaging space for families.

Home in Kissimmee

Fantasy World Jurassic Park Villa, Free Water Park

4.96 out of 5 average rating, 172 reviews

A panoramic view captures the lush Arnold Palmer PGA golf course along with the resort pool area featuring a hot tub. The vibrant Star Wars themed bedroom includes wall decorations and arcade features. Inside, a cozy living area is showcased with a large TV and French doors leading outside.

Condo in Kissimmee

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

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, 294 reviews

Horse Farm on a Beautiful Lake

Guesthouse 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

4.94 out of 5 average rating, 17 reviews

Guesthouse in Dundee

New Modern Guest House! Great location. Smoke-Free

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

4.85 out of 5 average rating, 110 reviews

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.

Camper/RV in Lake Wales

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

4.85 out of 5 average rating, 212 reviews

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

Home in Kissimmee

Disney & Universal Retreat| Heated Pool | Fire Pit

4.95 out of 5 average rating, 113 reviews

The image presents a collage featuring a private pool area with a screened enclosure under a blue sky, a cozy bedroom with green accents and a whimsical theme, and an elegant living space with modern furnishings. Natural light brightens each area, showcasing inviting design elements.

Home in Davenport

Great Location | Heated Pool | Awesome Design

Place to stay in Davenport

A modern dining area features a white marble island surrounded by wooden chairs. The room is accented by a floral wallpaper and a decorative mirror. Natural light streams in through the window, illuminating the cozy seating area with a dark sofa and decorative pillows.

4.86 out of 5 average rating, 116 reviews

2 BM/French Country Style DPLX

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.

4.82 out of 5 average rating, 147 reviews

KokomoVilla Pool Home at Southern Dunes

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.

4.98 out of 5 average rating, 53 reviews

Cozy, Relaxing & Fun Gateway!

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

The single-story home features a welcoming entrance surrounded by lush green landscaping. A private pool is visible through a screened enclosure, furnished with blue lounge chairs. Nearby, an expansive view of the golf course highlights the area’s natural beauty, complemented by an inviting dining and living space indoors.

4.88 out of 5 average rating, 72 reviews

Quiet house with pool on a Top golf course

4.94 out of 5 average rating, 128 reviews

An inviting outdoor pool area is featured, surrounded by a protective screen enclosure. The pool water is a clear turquoise, reflecting the evening sky. Comfortable seating is arranged nearby, alongside a BBQ grill. Soft lighting enhances the tranquil atmosphere.

Villa in Davenport

❤NEW Gorgeous 5br/3.5ba|POOL| Game ROOM| Disney

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, 121 reviews

Breathtaking Home

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