Family-friendly rentals near ESPN Wide World of Sports

The spacious living area features comfortable seating arrangements, large windows, and a decorative area rug. The view leads to the private screened-in pool, providing a seamless indoor-outdoor experience. The room is illuminated by natural light and complemented by a modern ceiling fan.

4.99 out of 5 average rating, 140 reviews

Game & Theater Room, Castle Bunks, Pool & Spa

Vacation at Windsor’s Best located in Windsor Hills Resort just 2 miles from Walt Disney World. This one-story 4 bed, 4 bath vacation villa has everything you need for a wonderful getaway with family or friends. Situated on an elevated corner lot, this spacious villa with it's private pool and spillover spa offers a beautiful view overlooking the resort community. Plus, guests have access to the family-friendly Windsor Hills Resort amenities, including the water park, playgrounds, gym and more.

The kitchen showcases modern grey cabinetry and sleek stainless steel appliances. A bright white countertop offers seating for four on padded bar stools. Coffee and tea-making supplies are visible on the counter, with accent decor displayed on the shelves. A pantry door stands closed nearby.

4.95 out of 5 average rating, 121 reviews

Private Gated Community 8 mins away from Disney!

Gorgeous brand NEW luxury condo gated w 24 hr security guard. 8 mins from Disney & all parks!! 2 bedrooms, 2 bathrooms (rain shower & tub) Therapeutic beds in every room, including full size pull out. Smart TVs in every room w/cable, Netflix, Wifi. Extra steps to clean & sanitize. 2 min walk to Super Walmart. Walking distance to food, shopping, gas, Starbucks & more. washer dryer, coffee, tea, toiletries Clubhouse Resort with pool, jacuzzi, playground, gym, tennis & volley ball court, lake.

A colorful kids' retreat features vibrant, themed wall art depicting racing characters against a bright, rainbow backdrop. A flat-screen TV is mounted on the wall, and a multi-drawer storage unit is positioned nearby. The room is designed to inspire imagination and enjoyment.

4.95 out of 5 average rating, 111 reviews

*NEW*FREEwtrprk/5mins2disney/3Bdm/freebreakfast

Before exploring your vacation home- please click the heart and save us as a favorite!! This truly does help us be seen and is greatly appreciated. Plus, you can always find us when you are ready to book :) check out our website theprimrosewh and find us on IG MINUTES to DISNEY WORLD & US 192 with lots of restaurants/shops/walmart 1min. NEWLY renovated BRIGHT & VIBRANT 3 bed, 3 bath END UNIT townhome with private pool in the popular WINDSOR HILLS Closest townhome to the CLUBHOUSE steps away

A bright dining area with a large table set for meals overlooks a modern kitchen with amenities, including stainless steel appliances. A cozy bedroom features a bed adorned with black and red accents. An aerial view displays a vibrant resort pool area with water slides and lounging spaces.

4.92 out of 5 average rating, 367 reviews

Waterpark, Mini Golf, Batting Cage | Near Disney!

**Waterpark closed for maintenance from January 5th to February 5th, 2026** (See photo 7 in album for details) Located just minutes from Disney World & steps from restaurants. Your reservation will give you access to the resort’s amenities for up to 6 people without an additional charge! ✪AMENITIES✪ FantasyWorld amenities include: -Lazy river -Water slides -Heated pools -Pool bar -Splash pad -Jacuzzi -Gym -Picnic & BBQ areas -Playground -Arcade -Batting cage -Sports courts -Mini golf & more

Townhouse in Four Corners

4.96 out of 5 average rating, 169 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.

An inviting living space features a modern gray sofa centered around a round coffee table, set on a plush area rug adorned with a playful pattern. A wall-mounted fan circulates air beneath a vibrant Mickey Mouse artwork, while a dining table for four is positioned nearby.

4.94 out of 5 average rating, 161 reviews

🏖 Resort Condo | 🎢 2mi -> Disney | 💦 Waterpark Fun

Welcome to Mickasita @ Windsor Hill's! Our condo is the ideal family vacation spot, conveniently located just minutes away from Disney World and all your desired attractions. During your stay, our whole-condo dehumidifier will maintain a comfortable and healthy level of humidity. Recently upgraded, our condo is sparkling clean and offers many resort amenities with the convenience of a home. You'll find new beds with fresh linens, flat-screen TVs, high-speed internet, a gym, and more.

A modern living area is presented with a dining table and four chairs positioned beside a kitchenette. A green sofa adds a pop of color, while large windows provide ample natural light. The space opens to a bedroom area, creating an inviting atmosphere.

4.89 out of 5 average rating, 406 reviews

Family Apartment Near to Disney Orlando Universal

Welcome🌞This unit is on the first floor! Your much-deserved fun vacation away from home starts here 😎! Located in the heart 💗 of Walt Disney World and all Kissimmee and Orlando’s best fun spots! Includes 2 fullsize beds and 1 queensize sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video, perfect for relaxing after a fun filled day.✨ 🚗NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.

4.99 out of 5 average rating, 116 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.

5 out of 5 average rating, 239 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

A modern living space showcases a kitchen with white cabinetry and stainless steel appliances. The open layout includes a dining area with a red and white checkered table, comfortable seating, and a vibrant accent wall. Natural light enters through large windows, illuminating the cozy atmosphere.

4.83 out of 5 average rating, 427 reviews

Mickey Mouse Themed Getaway next to Disney 1

Location location location! Mickey mouse retreat in celebration! 1.5 miles to disney. 4 min drive to Disney, 2 min drive to restaurants, supermarkets, souvenir shops, highways! Gorgeous newly renovated suite w/ fully equipped kitchen & all the essentials sitting in a cozy condominum w/ pool, hot tub, kids pool, basket ball court, clubhouse w/ gym & arcade, coin laundry also at Clubhouse, BBQ area!! Free parking right beside unit! Unit located on top floor!

4.88 out of 5 average rating, 113 reviews

Kid-Approved Stay – Pool, Parks & Themed Rooms!

Give your family a stay they’ll never forget! Kids can rule their own Frozen kingdom or battle in a galaxy far, far away, while adults unwind after action-packed park days. ✔ Themed kids’ rooms – Frozen castle & intergalactic escape ✔ Private splash pool for a refreshing break ✔ Spacious & modern layout for families & groups ✔ Prime location near Disney, dining & top attractions Don’t miss out—book Let It Go Galaxy before it’s gone!

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.

4.99 out of 5 average rating, 130 reviews

Lake View - 5 Miles to Disney!

This family friendly lakeside home is just five miles from your favorite theme parks and surrounded by a multitude of dining options, retail shopping, grocery stores and entertainment right outside the resort. This smart home offers high-speed internet/wifi and endless entertainment is just a voice command away. This home is located within the popular gated Encantada resort (staffed by security personnel 24 hours a day).

Popular amenities for family-friendly rentals near ESPN Wide World of Sports

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 173 reviews

P-Gated Resort-5 miles to Disney-2 FREE Water Park

A large community pool is set amidst lush greenery, featuring sun loungers around its perimeter. A cozy living area showcases a modern sofa and a television, creating a welcoming space. A scenic view of a lake is complemented by a fountain in the background. A private hot tub invites relaxation, shaded by a colorful umbrella.

4.9 out of 5 average rating, 113 reviews

10 Min to Disney • Cozy Townhome + Jacuzzi + BBQ

4.99 out of 5 average rating, 131 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

A resort-style swimming pool is framed by palm trees and lounge chairs. The image shows a screened patio with a private jacuzzi and outdoor dining space, along with a colorful water slide visible nearby. The themed bedroom features bright decor and ample bedding, appealing to families.

4.92 out of 5 average rating, 106 reviews

#2609 Resort Home near Disney Themed Jacuzzi Pool

4.82 out of 5 average rating, 301 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Apartment in View Park-Windsor Hills

A vibrant children's room features a twin-over-full bunk bed with colorful bedding. The walls are painted in cheerful red and yellow tones, adorned with whimsical cloud and star decorations. A toy storage area holds stuffed animals and games, and a cozy seating area enhances the playful atmosphere.

5 out of 5 average rating, 179 reviews

Mickey's Imagination Condo at Windsor Hills Resort

The open living area features a contemporary design with a curved sofa in neutral tones, two blue accent chairs, and a glass coffee table. A textured area rug complements the decor. Large windows allow natural light to illuminate the space, enhancing the connection to the outdoors.

4.88 out of 5 average rating, 211 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

Superhost

A vibrant water park area is visible, featuring various slides and water attractions surrounded by lush greenery. Brightly colored murals decorate nearby walls, showcasing popular animated characters. Comfortable seating is positioned throughout, inviting relaxation while enjoying the resort's amenities.

4.8 out of 5 average rating, 142 reviews

Avenger's Retreat Near Disney

Family- and pet-friendly home rentals

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

4.92 out of 5 average rating, 119 reviews

Pet friendly Orlando area near ESPN Center

A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

4.94 out of 5 average rating, 218 reviews

2 BR Harmony House at Regal Oaks Resort

A welcoming living area features orange accent chairs and plush beige sofas arranged around a glass coffee table. Decorative mirrors adorn the walls, while vibrant floral arrangements add a touch of color. Natural light filters through the window, draped with patterned curtains.

4.88 out of 5 average rating, 386 reviews

Superb Townhouse Newly Renovated 1 mile to Disney

A bright living area features a light-colored couch with decorative cushions, a patterned armchair, and a wooden coffee table. Natural light enters through large windows adorned with blinds. A ceiling fan hovers above, and a potted plant adds a touch of greenery.

4.9 out of 5 average rating, 151 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

A Disney-themed double bedroom features two yellow beds adorned with black-and-white polka dot pillows and playful Mickey Mouse accents. A luminous mural of Mickey and Minnie Mouse is highlighted against a castle backdrop. Additional images showcase the master bedroom, resort pool, and a modern living area.

4.74 out of 5 average rating, 123 reviews

New Listing! Free Waterpark 2br/2ba, Fantasy World

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.94 out of 5 average rating, 131 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

4.89 out of 5 average rating, 109 reviews

The living room features a modern sofa bed with colorful accent pillows, complemented by a stylish geometric accent wall. Natural light streams through the windows, illuminating a cozy area with a patterned rug and a compact coffee table, creating a relaxing space for guests.

Flat in Bay Lake

Sleek Modern Gateway 10 Min to Parks Pets Allowed

Superhost

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

Apartment

4.86 out of 5 average rating, 118 reviews

Westgate Vacation Villas - 1 Bedroom

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 306 reviews

The exterior of the cottage is highlighted by a welcoming front porch featuring two teal chairs. A white railing surrounds the steps, leading to the entrance. Natural light pours in through large windows, illuminating the inviting facade.

Tiny home in Kissimmee

Great reviews! Tiny home in quiet & safe area

An aerial view of the community water park features vibrant water slides and a children's water play area. Lounge chairs are arranged around the expansive pool, surrounded by lush greenery. Additional seating is provided near the water slides, creating an inviting space for relaxation and fun.

4.85 out of 5 average rating, 196 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

5 out of 5 average rating, 8 reviews

Disney Pool Home / GameRoom / Free Water Park

A spacious living area features a large leather sofa and wall art, creating an inviting space. The open-concept layout connects to the kitchen and dining area, while large windows allow natural light to fill the room. A vibrant resort-style pool area and water slides are visible outside.

4.97 out of 5 average rating, 148 reviews

Disney Oasis

4.82 out of 5 average rating, 135 reviews

A collage of themed bedrooms showcases unique designs, including snowy decorations and bright colors. The center features a game room with a foosball table, while a private pool and BBQ area are visible in another section, complemented by a vibrant outdoor space.

Home in Davenport

No Airbnb fees!Themed Home PoolSPA/GameRoom 214261

The recreation area is designed with vibrant blue lighting and themed decor. It features a pool table, arcade games, and a commercial air hockey table. The walls are adorned with popular character themes, including Super Mario and Avengers, creating an engaging and playful atmosphere.

4.98 out of 5 average rating, 99 reviews

Dream Vacation w/Avengers, Star Wars, & Mario Kart

A whimsical children's bedroom features a train-themed bunk bed with a vibrant yellow slide. The walls are decorated with a mural depicting a lush landscape, complemented by cartoon elements. A 50” Roku TV is mounted on the wall, while colorful bedding enhances the playful atmosphere.

4.91 out of 5 average rating, 58 reviews

Mickey Train Bed, Free Waterpark, 10 min to Disney

Aerial view of the resort displaying a large, inviting swimming pool surrounded by palm trees and lounge chairs. Water slides are visible next to the pool area. The clubhouse is nearby, with additional greenery and a water feature enhancing the landscape.

4.97 out of 5 average rating, 232 reviews

4M Disney! Private spa, Wi-Fi, Coffee/Tea

Family-friendly home rentals with wifi

4.98 out of 5 average rating, 63 reviews

The themed bedroom features twin beds, designed to resemble spaceships, with bold, illuminated accents. A wall mural depicts a starry sky, while nearby, a gaming machine displays a classic arcade setup, creating an immersive atmosphere for guests.

Home in Davenport

Amazing Friends 5BR+Private Pool+Lazy River

4.86 out of 5 average rating, 42 reviews

The image showcases a well-designed villa with a spacious outdoor pool area surrounded by palm trees and patio seating. A cozy bedroom with a comfortable bed is visible alongside a modern living space with large windows, allowing natural light to fill the room.

Home in Davenport

3 BR, 2.5 BA Villa | Sleeps 8!

Superhost

5 out of 5 average rating, 3 reviews

Family Home: Clubhouse, Themed Rooms & Backyard

A vibrant dining area is shown, featuring a large table set for six. Below, a private hot tub is visible on a patio, surrounded by lush greenery. A spacious bedroom with elegant decor is highlighted, showcasing a comfy bed and large windows letting in natural light.

4.98 out of 5 average rating, 63 reviews

Disney Getaway, Hot Tub, 10 min to Parks, 6 people

A resort-style pool area is illuminated by ambient lighting, reflecting a colorful sunset and vibrant clouds. Palm trees surround the pool, while lounge chairs and umbrellas line the deck. The two-story building features large windows, enhancing the welcoming atmosphere of the setting.

4.92 out of 5 average rating, 51 reviews

New! Resort home with spa 10 min from Disney

An open living area features a modern sectional sofa facing a large television mounted above a sleek fireplace. Pendant lighting hangs from the ceiling, and a stylish wooden ladder leans against the wall. The space is complemented by natural light from the adjacent kitchen.

5 out of 5 average rating, 31 reviews

Magic Village Resort Gated Community Disney World

A children's suite hosts a whimsical treehouse-themed bunk bed with a slide, shaded by mural-painted trees. Soft green carpet covers the floor, and a plush gray sofa is positioned nearby. A stuffed Winnie the Pooh character adds a playful touch to the setting.

5 out of 5 average rating, 35 reviews

Holidays, Hoops, & Hunny @ the Pooh-L! Disney 4 mi

A cozy studio is shown, featuring a king-sized bed with an accent wall in warm colors. A seating area with a couch and smart TV is visible. The kitchen area includes a table for two. The outdoor pool reflects sunlight, surrounded by loungers and palm trees.