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All Series > Windsor Hills

The exclusive gated community of Windsor Hills Resort is the closest vacation rental community to Walt Disney World. Featuring condominiums, townhouses and private villas anywhere from two to six bedrooms, Windsor Hills is the way to vacation in Central Florida. Every townhouse and private villa in Windsor Hills features a pool for just you! Of course, you may always take a short walk to the Windsor Hills community clubhouse where you will find a pool so large that you'll be in shock and awe while the children run through the splash pad and head towards the winding pool slide! Don't worry though, when the adults really need to relax, there is a large hot tub hidden in a place of peacefulness. Be sure to grab a refreshing beer or glass of wine at the Windsor Hills Sundry Shop, which also has some delicious pool side snacks as well as your basic vacation necessities.

Afraid of experiencing a rainy Florida day? Don't waste your park tickets when you can enjoy a private game room in your own Windsor Hills vacation home! If you're staying in a Windsor Hills townhouse or condominium, don't panic! The Windsor Hills clubhouse is only steps from your front door and features a huge movie theater, game filled arcade and a state of the art fitness center!

Now, here's where it gets even better; The price for these units are nothing near what a Disney Resort goes for when you see how much you pay for the space you have. Even better, Five Star Vacation Homes is always running special deals for last minute Windsor Hills vacations! Feel free to give us a call if you have any questions, or to get a competitive rate and we will do our best to assist!

See ya real soon!
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Simple Style Florida Fun
Pull right up to the front drive of Simple Style Florida Fun, a middle unit townhome that offers you......
Property Code: 43WHSSFV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $125.00
Sophistication
You're in for a treat when you book your stay at Sophistication, the corner condo in a quiet buildin......
Property Code: 43WHSOPV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $100.00
Sun Splash
You're in for the Orlando vacation of a lifetime when you book your stay at Sun Splash. This beautif......
Property Code: 43WHSUNV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 8
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $115.00
Relaxed Tranquil
If you're looking for a comfortable home away from home that puts you close to Walt Disney World and......
Property Code: 43WHRTCV
Bedrooms: 2 | Bathrooms: 2.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $76.00
Princess Palms Paradise
If you want a vacation rental in Orlando that is truly close to the action and provides a residence ......
Property Code: 44WPPRNV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $72.00
Pluto's Playhouse
Treat your family to a fabulous vacation that will make lasting memories with this spacious and comf......
Property Code: 43WHPPHV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $180.00
Pooh's Palace
The newest section of exclusive Windsor Hills is the site of Pooh's Palace. It's so close to Walt Di......
Property Code: 43WHPOOV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Villain's Villa
Location is the key in this charming Tuscan villa only 2 miles from Disney! This fabulous 4 bedroom ......
Property Code: 43WHVVLV
Bedrooms: 4 | Bathrooms: 4.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $140.00
Windsor Hill Eastview
Welcome to this beautiful six bedroom, four bathroom home with a fantasic view of Lake Reedy! The ho......
Property Code: 43WHEASV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $200.00
Windsor Hills Wonder
The best of Orlando is at your doorstep when you make Windsor Hills Wonder your vacation headquarter......
Property Code: 43WHWW5V
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $212.00
Windsor Whimsy
Magic Kingdom fireworks will dazzle you every night when you stay at Windsor Whimsy. Located in the ......
Property Code: 43WHWIMV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Windsor Wonderland
Come up to this third-floor condo in spectacular Windsor Hills Resort Community for a vacation you'l......
Property Code: 43WHWW3V
Bedrooms: 3 | Bathrooms: 2.0 | Max Occupancy: 8
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $80.00
Windsor Hills Luxury Villa
Entertainment options abound when you stay at Windsor Hills Luxury Villa in Orlando. The home is par......
Property Code: 43WHLUXV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 14
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $200.00
Windsor Hills Luxury Retreat
You'll be just two miles from the gates to Walt Disney World when you make Windsor Hills Luxury Retr......
Property Code: 43WHLXRV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $180.00
Windsor Hills Breeze
Orlando here you come! Imagine staying in a comfortable condo that puts you just minutes from the ga......
Property Code: 43WHBRZV
Bedrooms: 3 | Bathrooms: 2.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $100.00
Windsor Hills Escape
You'll bring Mickey Mouse and his friends alive for your kids when you make Windsor Hills Escape you......
Property Code: 43WHESCV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 8
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $115.00
Pluto's Place
You'll be staying in the vacation community that is the closed to the gates of Disney World when you......
Property Code: 43WHPLV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $76.00
Peaceful, Scenic Condo
An Orlando vacation doesn't get better than this! Stay in Peaceful, Scenic Condo in the Windsor Hill......
Property Code: 43WHPSCV
Bedrooms: 3 | Bathrooms: 2.0 | Max Occupancy: 7
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $85.00
Key Largo Style
Make your Orlando vacation headquarters Key Largo Style, a townhome that's just minutes from the gat......
Property Code: 43WHKLSV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $92.00
Key West Style
Cool off in the tranquil swimming pool right off your living room in your covered lanai when you mak......
Property Code: 43WHKWSV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $85.00
Lilo's Paradise
You are in for a treat when you book your vacation stay at Lilo's Paradise, located in Windsor Hills......
Property Code: 43WHLILV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Disney Dream
Escape to the vacation rental community that is closest to Walt Disney World where you'll stay in a ......
Property Code: 43SHDDRV
Bedrooms: 3 | Bathrooms: 2.0 | Max Occupancy: 8
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $80.00
Delightful Villa
"This beautiful four Bedroom, four bathroom pool villa is the ideal location for a relaxing Florida ......
Property Code: 43WHDLV
Bedrooms: 4 | Bathrooms: 4.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $140.00
Ariel's Grotto
Why not treat yourself to the best and stay at this gorgeous 4 bedroom, four bathroom luxury villa o......
Property Code: 43WHARGV
Bedrooms: 4 | Bathrooms: 4.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $148.00
Daisy's Dugout
You'll be at the gates to Walt Disney World in literally minutes when you stay at Daisy's Dugout, a ......
Property Code: 43WHDSDV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $180.00
Magnificent Upscale Villa
If you're looking to experience the 'best of the best' in the Orlando area, you've found it in the M......
Property Code: 43WHMAGV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Mickey's Clubhouse
"This three bedroom, three bathroom townhouse is the ideal location for your family's next vacation.......
Property Code: 43WHMCHV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $76.00
Paradise Cove
You'll be minutes from all the fun of Walt Disney World when you make Paradise Cove your vacation he......
Property Code: 43WHPCOV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Parkside Palace
Walt Disney World, here you come! When you make Parkside Palace your vacation headquarters in the Or......
Property Code: 43WHPARV
Bedrooms: 6 | Bathrooms: 4.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $212.00
Nemo's Nook
If you are ready to vacation in luxury, you should choose this tastefully decorated four bedrooms, f......
Property Code: 43WHNNKV
Bedrooms: 4 | Bathrooms: 4.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $200.00
Mickey's Townhouse
"Do Disney the relaxing way with a three bedroom, three bathroom townhouse at Windsor Hills Resort! ......
Property Code: 43WHMTHV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $115.00
Mickey's Movie Manor
When you enter this luxurious four bedroom, four baths home, you will know you are going to have the......
Property Code: 43WHMMMV
Bedrooms: 4 | Bathrooms: 4.0 | Max Occupancy: 10
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $148.00
Mickey's Secret Hideaway
If you could imagine the perfect place to stay near Walt Disney World, Mickey's Secret Hideaway woul......
Property Code: 43WHMSHV
Bedrooms: 5 | Bathrooms: 5.0 | Max Occupancy: 12
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $250.00
Allegra
Walt Disney World, here you come! When you stay at The Allegra, you are just minutes from the front ......
Property Code: 43WHALGV
Bedrooms: 3 | Bathrooms: 3.0 | Max Occupancy: 6
Location: Windsor Hills
Pets Allowed: No
Nightly Rate Starting At: $92.00






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