
Fitness-friendly holiday 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.

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!

Luxury Mickey Themed Townhome in Windsor Hills Res
3 bed and 3 bath LUXURY Mickey themed townhome located in the top rated WINDSOR HILLS RESORT, just 2 MILES / 5 MINUTES AWAY from Walt Disney World This Mickey themed townhome is newly renovated, immaculately clean, and has all you need for a fun and comfortable vacation. The townhome offers the a screened private pool with pool fence and pool alarm for safety. All guests also have access to resort amenities including new waterpark. Lots of entertainment for all. * Security Deposit Require

★Completely New★ 3 miles to Disney + Free Resort!
Closest FREE resort to Disney Parks! Plumeria Place is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in March 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 & 9' 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

Family, Windsor Hills, Sleep In with 11AM 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.

🏖 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.

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!

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.

It's too much like a elegant mini-hotel (5)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience. All of my houses have hosted countless friendly and courteous guests from Brazil. We will always welcome you!

Magical Stay Near Disney & ESPN
🏰 Make magical memories just minutes from Disney & ESPN! Bright 3BR, 2BA condo for up to 6 guests in a safe, gated community—perfect for families or friends! Why you’ll love it: Family-friendly & ideal for kids 🏡 Relax in comfort after a fun day at the parks 🍳 Fully equipped kitchen for easy meals 🛍️ Close to restaurants, shopping & entertainment 🎢 Only 1.5 miles from Disney World & ESPN Stress-free, unforgettable family vacation awaits!

Themed Pool Home 2 Miles to Disney
Welcome to your dream vacation home! - Newly remodeled 3 bedroom, 3 bathroom townhome with themed rooms - Private splash pool, fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, clubhouse, gym, and more - Free Wifi and fast internet for your Zoom meetings - 24 hour security and gated access - Have a pet? $150 pet fee on 1st; $75 each additional pet - Check out our 5 Star Reviews!

Retro Retreat Themed 3BR + Waterpark Access
🛑 Stop scrolling. You’ve found it. This Disney-themed 3BR townhome ranks in the Top 10% of homes for ratings, reviews & reliability. 🎠 Just 2 miles from the parks, featuring a private plunge pool 💦 and standout 1950s-inspired retro décor 🎶✨ that sets it apart from cookie-cutter rentals. 🛌 Cozy themed rooms, 🐾 pet-friendly stays, and 🩱 resort pool & waterslides steps away. These dates disappear fast—book now!
Popular amenities for fitness-friendly rentals in Windsor Hills
Fitness-friendly apartment rentals

Joyful Disney Getaway with Kids Room & Heated Pool

Beach Heaven minutes from Disney

3BR/2Bath Spacious condo 15min to Disney

Superb Townhouse Newly Renovated 1 mile to Disney

Modern 3 Bedroom Apartment Near the Theme Parks

3121-402 Resort Lake View Disney Universal Orlando

Great Full Apartment. Just 5' from Disney Orlando

Luxury Apartment Near Disney World!/resort access
Fitness-friendly apartment rentals

Heavenly Bliss - 3 bed 2 bath condo near Disney!

Magic Stay at Windsor Hills! 2 bedroom apartment!

The Tree House, only 1.5 Miles From Disney!

Resort condo minutes from Disney!!!

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

1.5 Miles Away from Disney, 2 Bedrooms Unit

Themed Resort Condo | Pool | Spa | Mins to Disney

Resort Style get away Near Disney World!
Fitness-friendly house rentals

Hibiscus Villa w/ themed rooms, game room and pool

Best Location! Best Location! Villa in Kissimmee

No Stairs!-Beside Pool-No Rear Neighbors!

Game & Theater Room, Castle Bunks, Pool & Spa

Luxury Vacay Home w/ Pool 5Br/5Bath near Disney

Resort Home 3.5 miles to Disney with home theater

5BD Windsor Westside Private Pool (WW 8920)

Family Disney Home | Pool | Game Room | Hot Tub
When is the best time to visit Windsor Hills?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £172 | £174 | £183 | £194 | £173 | £176 | £184 | £169 | £156 | £167 | £184 | £209 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals that are fitness-friendly in Windsor Hills

Total holiday rentals
Explore 400 holiday rentals in Windsor Hills

Nightly prices starting at
Windsor Hills holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 8,910 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
400 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wifi availability
400 of Windsor Hills holiday rentals include wifi 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
- Rentals with a washing machine and dryer Windsor Hills
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- Pet-friendly rentals Windsor Hills
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- Rentals with a hot tub Windsor Hills
- Rentals with pools Windsor Hills
- Flat rentals Windsor Hills
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Give Kids the World Village
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!
- Camping World Stadium
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




