Family-friendly holiday rentals in Haines City

The exterior of the villa is showcased, featuring a two-story structure with a brown-tiled roof and large windows. A landscaped yard with greenery and flowers is visible, along with a cobblestone driveway leading to a dark garage door.

4.98 out of 5 average rating, 44 reviews

Florida Dream Home

🏡 Welcome to Florida Dream Home ✨ A stunning 4-bedroom villa with a private pool 🏊, located in a gated community just 15 minutes from LEGOLAND and 30 minutes from Disney🏰 Enjoy bright, spacious living areas, a fully equipped kitchen 🍽️ and cozy bedrooms 🛏️, each with an en-suite 🚿 Relax by the pool, dine on the deck, or explore nearby attractions 🎢 Perfect for families, groups and snowbirds, our home is designed for comfort, fun, and unforgettable memories. Your adventure starts here⭐️

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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, 201 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 spacesFamilyCleanliness

4.97 out of 5 average rating, 93 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 spacesFamilyAccess

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, 96 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.

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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, 110 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!

FamilyIndoor spacesCleanliness

4.99 out of 5 average rating, 129 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.

KitchenFamilyCheck-in

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.

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4.86 out of 5 average rating, 180 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.

FamilyIndoor spacesBarbecue

5.0 out of 5 average rating, 9 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, 45 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.

Indoor spacesFamilyCondition

4.98 out of 5 average rating, 121 reviews

Villa in Davenport

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

KitchenFamilyAccess

4.79 out of 5 average rating, 42 reviews

Lakefront HOME•POOL•Pet Friendly•Near THEME Parks!

🌺Perfect Blend of RELAXATION AND FUN for families and couples! 🌅☀️ 🛌 3 bed | 🛁 2 bath that sleeps 6 (all new - fully renovated ) 💦 Heated POOL 🌅Lake view 🛍️Close to THEME PARKS , shops & restaurants 🏌🏻‍♂️Right on the award winning SOUTHERN DUNES Golf & Country Club. 🅿️ Ample parking space for up to 2 CARS is available 📺 CABLE , HIGH speed INTERNET 🐾🐾We are PET Friendly!!🐾🐾

KitchenFamilyPets

4.92 out of 5 average rating, 13 reviews

Family-Friendly Home Near Disney and Universal

Create lasting memories at this peaceful pet-friendly Haines City retreat, conveniently located less than an hour from Disney, Universal, and other Central Florida attractions. Enjoy a spacious outdoor area with a cozy fire pit, perfect for relaxing after a day of adventure. Whether visiting with family, friends, or pets, this home offers a comfortable place to unwind and feel at home.

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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

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, 110 reviews

Royal Retreat Disney Themed Pool Home, Arcade, Theater

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4.96 out of 5 average rating, 140 reviews

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

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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.

FamilyIndoor spacesDecor

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, 176 reviews

Luxury Home 4/3 near Disney, 2 Masters

Indoor spacesKitchenSleep quality

4.99 out of 5 average rating, 107 reviews

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

FamilyIndoor spacesCheck-in

5.0 out of 5 average rating, 135 reviews

Themed Disney Villa | Pool | Arcade | Resort ºoº

Indoor spacesFamilyDecor

4.95 out of 5 average rating, 101 reviews

Villa in Davenport

Retreat with Pool, Jacuzzi, Game Room, BBQ, Cinema

KitchenIndoor spacesBarbecue

4.96 out of 5 average rating, 160 reviews

A private pool area is illuminated in a soft green hue, surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, with a table set under an umbrella. String lights create a warm ambiance as the evening sky darkens.

Villa in Davenport

Magical Disney House-Pool & Hot Tub,Free Waterpark

FamilyIndoor spacesRiver

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 107 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

FamilyIndoor spacesDecor

4.94 out of 5 average rating, 303 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

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Campervan/RV 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.

4.81 out of 5 average rating, 150 reviews

Bamboo Bus -Sauna/Pool/Fire pit/Grill

KitchenFamilyValue

4.89 out of 5 average rating, 140 reviews

Camille's Family Guest Home.

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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.

4.83 out of 5 average rating, 113 reviews

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

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Cottage in Cypress Gardens

The exterior of the home features a well-maintained facade with light blue siding and white trim. A spacious front porch is accessible by wooden steps, surrounded by landscaping with shrubs and small plants. Trees provide shade in the front yard.

4.91 out of 5 average rating, 167 reviews

3 - Lake Life House 1 bed/1bath - Unit 15

KitchenFamilyView

A screened-in pool area features a vibrant pool surrounded by greenery. A comfortable seating arrangement is offered, alongside a grill for outdoor cooking. The pool floats in a sunny yellow design while golf course views are visible in the background.

4.93 out of 5 average rating, 42 reviews

Disney Golf Home with Pool 20 min to Disney!

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A spacious screened-in patio features a refreshing pool surrounded by a deck. Sun loungers are positioned nearby for relaxation, while lush greenery is visible through the transparent enclosure. The sky above shows a mix of clouds and sunlight.

4.86 out of 5 average rating, 83 reviews

Villa Bermuda, Orlando

KitchenFamilyGetting around

Family-friendly home rentals with a pool

4.82 out of 5 average rating, 157 reviews

KokomoVilla: 4BR Southern Dunes Pool Home

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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, 75 reviews

Morols Kingdom Villa In A Gated Community!

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A themed sleeping area is highlighted by a vibrant mural of a fairytale castle, featuring cartoon characters on opposing walls. Two spacious beds with star-patterned blankets are positioned beside a small table, topped with a gold lamp, providing ambient lighting.

4.92 out of 5 average rating, 65 reviews

4BR Family Villa with Private Pool near Legoland

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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.

4.91 out of 5 average rating, 85 reviews

Heated Pool | Luxury Design | Disney | Golf Course

FamilyKitchenLong stay

5.0 out of 5 average rating, 16 reviews

Villa in Haines City

Family 3BR Pool Home Near Disney w/ Private Patio

KitchenFamilyDecor

The exterior of the villa showcases a two-story home with a light-toned facade. Lush greenery surrounds the entrance, featuring a palm tree and vibrant shrubs. A welcoming blue front door and decorative architectural details, including arched windows, enhance the home's curb appeal.

5.0 out of 5 average rating, 33 reviews

4bed pool /Hot tub,Game Room at Calabay Tower lake

FamilyIndoor spacesSleep quality

4.87 out of 5 average rating, 39 reviews

Villa in Haines City

Private Pool Villa • Lake Views • Near Disney

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