Fitness-friendly vacation rentals in Windsor Hills

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, 137 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.

A townhouse exterior is shown beneath a gentle rainbow. Flanking palm trees provide a tropical setting, while the structure features multiple windows with white frames and dark shutters. A parked vehicle can be seen in front, enhancing the suburban feel.

4.87 out of 5 average rating, 116 reviews

Disney Escape at Windsor Hills

This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

4.94 out of 5 average rating, 186 reviews

Townhouse in Kissimmee

5 miles to Disney- Private Pool - Arcade Games

Just 4 miles from Disney, our luxury townhome is your family’s perfect escape! With a private splash pool, brand-new 65” Smart TV, and family-friendly gear (stroller, pack n’ play, high chair), you’ll have everything needed for a carefree stay. Located across from Windsor Hills Resort’s clubhouse, enjoy resort perks like a pool, splash pad, fitness center, and theater! Sleeps 8 comfortably with 3 en-suite bedrooms, including a themed Disney beach kids’ room. Fun, comfort, and convenience await!

A serene backyard pool area is enclosed by a screened lanai, featuring two lounge chairs adorned with vibrant blue and green cushions. Lush greenery and trees are visible beyond the pool, enhancing the peaceful view. The clear water reflects the cloud-dotted sky.

4.96 out of 5 average rating, 169 reviews

4 bedroom, south facing pool 3 miles to Disney

Create family memories in our stunning pool home with Star Wars, Minnie and Mickie themed twin rooms. Elegant and comfortable king bed master bedroom with your own private bathroom and soaking tub! Delightful queen bedroom that also features its own private bathroom with shower. Enjoy a heated south facing pool (heating extra charge) with no rear neighbors. We are located in a guard gated community that features a large pool, clubhouse with a gym, arcade, movie room, and various sports courts.

4.97 out of 5 average rating, 135 reviews

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

Villa in Kissimmee

*Brand New!* Minutes to Disney + Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

The exterior of the house is showcased, featuring a two-story design with light-colored walls and a prominent entrance. A spacious driveway accommodates up to four vehicles, bordered by well-maintained green lawns and trees. The property is set within a landscaped community.

4.98 out of 5 average rating, 139 reviews

Highest Rated Minutes to Disney! -Newly Renovated

• Newest house in the #1 community in the Disney Area, Windsor Hills • Only home with 7 bedrooms in the community (3 KING beds) • Extra privacy: only one side & no rear neighbors • 4 children themed bedrooms (Mickey, Star Wars, Toy Story, & Frozen) • Onsite, driveway parking for 4 vehicles • FREE pool heat + BBQ with all rentals • Fully equipped + stocked kitchen • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1000 Mbps • Property is managed directly by owner

4.83 out of 5 average rating, 299 reviews

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

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

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.

4.95 out of 5 average rating, 155 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.

4.96 out of 5 average rating, 166 reviews

A queen bed with white linens is centered in this room, complemented by matching nightstands and lamps. Behind the bed, a large mural depicts a castle under a starry sky. A mirror reflects the room's decor, adding to the bright and open atmosphere.

Townhouse in Kissimmee

Heated Mickey Pool, Frozen, Slides, Next 2 Disney

✨ Experience the magic as you step into our 3 bedroom townhome in the closest resort to the Disney Parks, Windsor Hills. Relax in your private, heated Mickey pool. Be transported to a land of ice and snow in a Frozen-themed bedroom. Watch your favorite movie on one of 4 smart TVs. Take a break from the parks by enjoying the resort pool, hot tubs, water park, movie theater, playgrounds, and more. Experience all the magic together with family and friends. Book today! ✨

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, 236 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.

4.91 out of 5 average rating, 242 reviews

A private pool area is enclosed by a protective screen, providing a serene oasis. The pool is surrounded by tiled flooring, with a table and chairs nearby for relaxation. Bright curtains frame the entrance to the living space, enhancing the overall inviting atmosphere.

Townhouse in Kissimmee

DISNEY, WATER park, Private POOL, Comfort by A3G

Your dream getaway, starts In this 3beds 3 baths vacation home away from home! With private pool, Located in the amazing 5 stars resort at WINDSOR HILLS, only 3 miles away from all the wonders and magic of Disney. For Endless entertainment just walk to the Clubhouse and encounter the beautiful typhoon style pool, jacuzzi, brand new water park, arcade, fitness center, volleyball and basquetbol courts, kids playground and much more

A spacious living room is showcased, featuring a modern sectional sofa and a large flat-screen TV mounted on a light-colored wall. Natural light filters through sheer curtains, enhancing the airy feel. A dining area with a contemporary table is visible, complementing the overall decor.

4.87 out of 5 average rating, 132 reviews

7754 Windsor Hills 6B Luxury Pool Home Near Disney

🌟 Welcome to Your Ultimate Windsor Hills Vacation Escape! 🌟 Discover the perfect blend of luxury, comfort, and fun in this newly renovated 6-bedroom, 4-bathroom villa at Windsor Hills Resort Orlando, located just 5 miles from Walt Disney World. With a private pool, game room, and access to world-class resort amenities, this home is designed for families and groups who want an unforgettable Orlando vacation.

Popular amenities for Windsor Hills fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

The image features a resort-style swimming pool, surrounded by lush greenery and palm trees. Lounge chairs are positioned near the water, with vibrant red umbrellas providing shade. The clubhouse is visible in the background, completing the inviting outdoor space.

4.9 out of 5 average rating, 145 reviews

14-206 Legacy Dunes, Lake View, Free Wifi/Parking

A bright living area features red sofas and a coffee table atop a light-colored rug. A dining table set for six is visible, while a well-equipped kitchen can be seen in the background. The balcony offers outdoor seating with scenic views. A blue-covered bed is also presented in a comfortable bedroom.

4.78 out of 5 average rating, 153 reviews

The Best place in Disney !!!

The living area features a light-colored sofa adorned with decorative pillows, positioned in front of a wooden coffee table. A large television mounted on the wall displays a tropical beach scene. A blue sideboard complements the coastal-themed wallpaper in shades of blue and white.

4.96 out of 5 average rating, 124 reviews

Oceanic Oasis Near Disney

The image showcases a vibrant family-friendly condo, featuring colorful Disney-themed decor throughout the open living space. A spacious pool area is visible beyond the window, highlighting water features and play areas, while the cozy sleeping area is highlighted in the foreground.

4.85 out of 5 average rating, 149 reviews

Toy Story Retreat Near Disney in Windsor Hills

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, 382 reviews

Superb Townhouse Newly Renovated 1 mile to Disney

4.95 out of 5 average rating, 104 reviews

A comfortable living area features a sectional sofa adorned with cushions in shades of yellow, teal, and deep purple. Two small tables sit in front, accompanied by a patterned area rug, while decorative wall art adds visual interest. Natural light filters through a window with blinds.

Apartment in Bay Lake

Charming Oasis 10 Min to Parks Pets Allowed

The open living area features a large, light blue sofa with decorative cushions set before a wooden coffee table. A vibrant beach-themed wall mural showcases a serene seaside view. A spacious dining table with six chairs is positioned nearby, with a view extending into the kitchen.

4.76 out of 5 average rating, 328 reviews

2BR Nice/Convenient Resort Condo 3 Miles to Disney

A dining table is set for six, adorned with teal plates and drinking glasses. The living area features a comfortable gray sofa and a TV mounted on the wall, with natural light filtering in from the balcony doors, which lead to a green outdoor seating area.

4.93 out of 5 average rating, 384 reviews

Great Full Apartment. Just 5' from Disney Orlando

Fitness-friendly condo rentals

A spacious living area features two light blue sofas with orange accent pillows, positioned around a wooden coffee table. A decorative wall clock and art pieces add character, while a glimpse of the kitchen is visible in the background, showcasing modern appliances and an inviting atmosphere.

4.9 out of 5 average rating, 321 reviews

Beautiful Beach Style Condo minutes from Disney

Superhost

A comfortable living room features a spacious sectional sofa adorned with decorative cushions. A large TV is mounted on the wall, displaying a serene landscape. Light enters through sliding glass doors, leading to a balcony, enhancing the room's bright ambiance.

4.8 out of 5 average rating, 202 reviews

Magic Stay at Windsor Hills! 2 bedroom apartment!

The living room features a comfortable sofa with colorful accent pillows, a coffee table, and a flat-screen TV mounted on the wall. A round dining table with chairs is visible in the background, along with artwork and decor that add a touch of elegance.

4.86 out of 5 average rating, 212 reviews

@Look@ ~ 3bed/2bath/1st floor! ~ Sleeps 7!

Superhost

A spacious bedroom is adorned with a blue accent wall featuring a starry pattern. A large, plush bed covered in a soft blue throw and white linens is centrally placed. A framed picture is mounted above the bed, and a small plant adds a touch of greenery.

4.9 out of 5 average rating, 244 reviews

Disney Oasis by the lake

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, 144 reviews

Disney Oasis

A large stone sign displays the name 'Windsor Palms' surrounded by lush greenery and colorful flowerbeds. Palm trees are seen flanking the sign, under a clear blue sky, indicating an inviting entrance to the gated resort community.

4.93 out of 5 average rating, 137 reviews

Resort condo minutes from Disney!!!

4.96 out of 5 average rating, 107 reviews

A bright living area features a cozy gray sofa paired with two stylish yellow chairs. A wooden coffee table sits atop a textured area rug, while large glass doors lead to a balcony that offers views of Lake Bryan.

Condo in Orlando

Modern Lake view Condo 1 mile from Disney

A well-furnished living space is presented with a gray sofa, accent pillows, and a glass-top coffee table. A dining area featuring a wooden table and red chairs is visible. The kitchen area, equipped with wooden cabinets and appliances, is seen in the background, enhancing the open layout.

4.81 out of 5 average rating, 114 reviews

1.5 Miles Away from Disney, 2 Bedrooms Unit

Fitness-friendly house rentals

A clear view of a spacious outdoor pool area is presented, surrounded by a landscaped garden. Comfortable white lounge chairs are positioned around the pool, which features a water feature. Colorful umbrellas provide shade, enhancing the inviting atmosphere of the community.

4.93 out of 5 average rating, 149 reviews

Luxury and Perfect Family Vacay 3 min from Disney!

4.9 out of 5 average rating, 148 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

A tranquil pool area features a clear blue pool and adjacent spa, both enclosed within a screened-in area. Lush greenery is visible beyond the pool deck, with a serene lake view in the background under a bright, blue sky.

4.92 out of 5 average rating, 84 reviews

Windsor Hills 5 bed/5 bath Pool Home, Games Room

The exterior of a two-story yellow cottage is shown, featuring large windows and a fenced private pool. Sunlight reflects off the water, and lush greenery surrounds the pool area, enhancing the inviting atmosphere. Balconies are visible on the upper level, overlooking the pool.

4.96 out of 5 average rating, 225 reviews

"Vista Lago"Hotel Amenities/lake view,private pool

A spacious living area features a modern white sectional sofa arranged around a circular coffee table. A large flat-screen TV is mounted on the wall, and natural light enters through multiple windows. A textured accent wall adds depth, complementing the neutral color scheme.

4.95 out of 5 average rating, 122 reviews

5BD Windsor Westside Private Pool (WW 8920)

A themed bedroom designed with space motifs features a twin over twin bunk bed with a ladder for access. The walls are decorated with an illustrated planet scene, while a playful area rug adds color to the carpeted floor.

4.96 out of 5 average rating, 100 reviews

Virtual Reality | Simulators | Pool | Disney 20min

An outdoor dining area is displayed, featuring a white table surrounded by six grey chairs. A large TV is mounted on the wall, showcasing a performance. A stainless steel grill is positioned nearby, complemented by drinks and a platter of fresh strawberries on the table.

5 out of 5 average rating, 38 reviews

Poolside TV, 3 Kings, FREE Waterpark, AC Game Rm