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, 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.

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.

4.88 out of 5 average rating, 120 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!

4.97 out of 5 average rating, 139 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.

4.97 out of 5 average rating, 143 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

A bright living area features a comfortable brown sofa and loveseat, accented with decorative pillows. A modern coffee table is centered on tiles that enhance the spaciousness. Natural light filters through large windows, while a flat-screen TV is mounted on the wall, framed by stylish light curtains.

4.85 out of 5 average rating, 158 reviews

Star Wars Condo in Windsor Hills 3 bdrm, 2 baths

Welcome to our Star Wars themed rental in Kissimmee, FL, just 3 miles from Disney World! Experience the ultimate vacation in a galaxy far, far away. Located in Windsor Hills Resort with a heated community pool and two water slides. The kids bedroom has Star Wars decor, twin bunk beds, and an electronic pinball machine. The condo is decorated with Star Wars artwork and a half-sized Darth Vader figure. The kitchen is fully equipped. Don't miss this chance to live out your Star Wars fantasies.

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.

4.82 out of 5 average rating, 158 reviews

The image displays a vibrant pool area featuring a private splash pool with lounge chairs nearby, complemented by a larger water park in the background. The colorful themed room walls enhance the playful atmosphere, making it a welcoming space for families and children.

Townhouse in Kissimmee

Themed Pool Home 2 Miles to Disney

Welcome to your perfect vacation home! - Newly remodeled townhome with granite kitchen countertops - Amazing themed rooms kids will LOVE - Private splash pool fully screened-in - Access to Windsor Hills amenities, including a new water park - 24-hour security in a gated community - Just 2 miles from Disney and close to restaurants and shopping - You will get amazing 24/7 care and support from start to finish. - Home has no rear neighbors and backs to park and green space

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, 115 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.

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

The aerial view showcases a spacious pool area surrounded by lush palm trees and lounge chairs. A bright water slide is visible in the background, leading to the pool. A serene lake serves as a picturesque backdrop, enhancing the resort's atmosphere.

4.86 out of 5 average rating, 193 reviews

One in a Minion condo your kids will love +450Mbps

Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, pool and dueling water slides. It features a smart lock, High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.

The image features a collage of vibrant themed bedrooms and a modern kitchen area. One room showcases a playful bunk bed against a backdrop reminiscent of a train station, while another has colorful Disney-themed décor. A spacious living area boasts light-colored furniture and a contemporary kitchen with stainless steel appliances.

4.96 out of 5 average rating, 112 reviews

3BD/3BA Themed House Near Disney

Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out

Popular amenities for Windsor Hills fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

The themed bedroom features two gray bunk beds adorned with colored linens. A cozy couch with colorful cushions provides additional seating. A large mural depicting a magical landscape adds to the enchanting ambiance, while natural light enters through a central window, complemented by a ceiling fan and wall-mounted TV.

4.73 out of 5 average rating, 103 reviews

Wizarding Retreat: Enchanted Harry Potter Condo

4.92 out of 5 average rating, 52 reviews

King Bed Apartment, Close to 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, 126 reviews

Oceanic Oasis Near Disney

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, 385 reviews

Superb Townhouse Newly Renovated 1 mile to Disney

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

5 out of 5 average rating, 43 reviews

Modern Condo: 10 Min to Disney + Fireworks Views!

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, 150 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

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.

4.94 out of 5 average rating, 389 reviews

Great Full Apartment. Just 5' from Disney Orlando

A spacious dining area features a large wooden table set for multiple guests with white dinnerware. Soft lighting hangs above, and a modern artwork piece adorns the wall. In the background, a well-lit living area with a large screen TV and a balcony can be seen.

4.86 out of 5 average rating, 104 reviews

3175-205 Resort 3BR Apt by Disney World Orlando

Fitness-friendly condo rentals

A spacious lagoon-style pool is surrounded by palm trees, with lounge chairs arranged around its perimeter. A welcoming clubhouse is visible in the background, featuring large windows and a tiled roof.

4.97 out of 5 average rating, 156 reviews

Heavenly Bliss - 3 bed 2 bath condo near Disney!

A light-filled living area is furnished with a sectional sofa and a wooden coffee table. Two framed artworks are mounted on the wall beside a lamp. Tall windows with dark curtains offer views of the outdoor landscape, while a small chair and television provide additional seating and entertainment options.

4.77 out of 5 average rating, 245 reviews

Dumbo House

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

An aerial view captures a resort-style pool surrounded by lounge chairs and umbrellas, centered within the community. Nearby, tennis courts and a basketball court are visible, bordered by lush greenery. Ample parking spaces are noted in the surrounding area.

4.97 out of 5 average rating, 131 reviews

Sol and Mar Resort Style Condo - NO RESORT FEES

An outdoor poolside area is depicted, featuring several round tables with dark wicker chairs. A tiki bar is visible, surrounded by lush greenery and palm trees. The sky is bright, with fluffy clouds, creating a relaxed atmosphere for guests to enjoy.

4.85 out of 5 average rating, 123 reviews

Beautiful Windsor Palms Condo near 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, 115 reviews

1.5 Miles Away from Disney, 2 Bedrooms Unit

4.87 out of 5 average rating, 164 reviews

The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.

Condo in Four Corners

"Ocean's Gate" - 2BD/2BA condo near Disney

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.

4.96 out of 5 average rating, 168 reviews

Fireworks Penthouse: Top Floor, Star Wars, 2 Pools

Fitness-friendly house rentals

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, 172 reviews

4 bedroom, south facing pool 3 miles to Disney

4.86 out of 5 average rating, 7 reviews

Windsor Hills Home with Pool & Near Disney

5 out of 5 average rating, 29 reviews

Once upon a galaxy: Star Wars/fairytale retreat

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, 227 reviews

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

A home theater room is equipped with red stadium seating for eight, positioned toward a large screen displaying vibrant visuals. An arcade game machine is set beside the screen, with ambient blue lighting accentuating the dark walls, creating an engaging entertainment space.

4.85 out of 5 average rating, 130 reviews

Resort Home 3.5 miles to Disney with home theater

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, 39 reviews

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

4.96 out of 5 average rating, 170 reviews

A modern kitchen is featured, showcasing white cabinetry and a marble countertop. The central island is equipped with a sink and offers additional workspace. Sleek stainless steel appliances are present, including a refrigerator and an oven, while pendant lights provide illumination.

Home in Four Corners

New Gtd community Sleeps 6 - 3B/2 bth near Disney

A spacious bedroom features a large canopy bed with crisp white linens. Stylish lamps are placed on either side of the bed, and large windows allow natural light to brighten the space. Two baby cribs are positioned near the window, offering a safe area for infants.