
Fitness-friendly vacation rentals in Windsor Hills
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Windsor Hills
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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.

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!

Poolside 3Br~Windsor Hills~Waterpark~2mi to Disney
Your Windsor Hills Getaway starts here! This top-rated condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

*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!

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

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!

Family, Disney, Windsor Hills, 11 am checkout.
Walk into your home away from home. Enjoy a relaxing stay. Located on 4th floor. Enjoy morning coffee on a screened-in balcony or a late snack. Pet-free home. Please NO Smoking. Children are always welcome. Come enjoy all of the accommodating facilities at Windsor Hills with a top-notched 24/7 gated security. FREE parking & leisure activities! Maximum of 3 cars allowed per reservation. This includes all guest that are visiting. All unregistered drivers will be denied access by HOA.

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!

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! ✨

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.

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

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
Fitness-friendly apartment rentals

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

Superb Townhouse Newly Renovated 1 mile to Disney

Toy Story Retreat Near Disney in Windsor Hills

Modern 3 Bedroom Apartment Near the Theme Parks

Charming Oasis 10 Min to Parks Pets Allowed

2Bedrooms/2 Bathrooms Storey Lake Resort 3150-404

2BR Nice/Convenient Resort Condo 3 Miles to Disney

Great Full Apartment. Just 5' from Disney Orlando
Fitness-friendly condo rentals

Beautiful Beach Style Condo minutes from Disney

Stylish Condo 20 mins to Disney/King Bed

Magic Stay at Windsor Hills! 2 bedroom apartment!

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

Disney Oasis by the lake

Disney Oasis

Resort condo minutes from Disney!!!

Mickey's Imagination Condo at Windsor Hills Resort
Fitness-friendly house rentals

4 bedroom, south facing pool 3 miles to Disney

Luxury and Perfect Family Vacay 3 min from Disney!

5Bd/4Ba Game Rm Pool Spa Theater Close 2 Theme Pk

Awesome Vacation Home w/ Private Heated Pool/Spa

Windsor Hills Home with Pool & Near Disney

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

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

Disney Airbnb SaltH2O Heated South Facing Spa/Pool
When is the best time to visit Windsor Hills?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | $234 | $237 | $249 | $264 | $235 | $240 | $296 | $250 | $231 | $236 | $243 | $257 |
Avg. temp | 61°F | 64°F | 67°F | 72°F | 77°F | 81°F | 83°F | 83°F | 81°F | 75°F | 68°F | 63°F |
Quick stats about vacation rentals that are fitness-friendly in Windsor Hills
Total vacation rentals
Explore 440 vacation rentals in Windsor Hills
Nightly prices starting at
Windsor Hills vacation rentals start at $50 per night before taxes and fees
Verified guest reviews
Over 8,640 verified reviews to help you choose
Family-friendly vacation rentals
380 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 10 rentals that welcome pets
Vacation rentals with a pool
430 properties feature pools
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Wi-Fi availability
430 of Windsor Hills vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals
4.8 Average rating
Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Apartment rentals Windsor Hills
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Kissimmee Lakefront Park
- Universal's Islands of Adventure
- Ventura Country Club
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