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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Great Rates for April and May!! Inquire Today.

Bedrooms 2
Space 1,100 sq. ft.
Property type condo
Minimum Stay 3 - 5 nights


About the property

2 Bedroom, 2 Bath

**See fireworks from the balcony!**

Dreaming of an escape from the everyday? Enjoy a stay in our Windsor Hills condo. The condo is located on the third floor and has lots of natural light coming in throughout the day. The complex has elevators for easy access to our third floor unit. It's nice to have your morning coffee on the balcony and start the day with breakfast made in the kitchen.

Best Location:

Windsor Hill is one of the closest communities to the Disney World Parks. The condo is a short drive away from Water Parks, Orlando Convention Center, Gatorland, Osceola Flea Market, ESPN Center and Discovery Cove. The condo is conveniently located next to a main thoroughfare; just minutes away from Super Target, Publix, Carrabas, and Chick-fil-a.

Comfortable Living and Dining Areas:

As a family with small kids, we look for conveniences while on vacation. We have a high chair and stroller available for the smallest of travelers. If the kid’s clothes need to be washed, throw them in the condo's washer/dryer. We’ve created a comfortable environment for the kids and adults. Relax on our oversize sofa and loveseat in front of the flat screen TV.

Fully Stocked Kitchen:

If you are a cook or like takeout, this kitchen has all of the conveniences of home. Some of the items we've stocked the kitchen with are coffee pot, tea kettle, blender, can opener, pots and pans, baking sheets, silverware, and dishwashing detergent to get you started. There's plenty of counter space for your food preparation needs. The appliances include dishwasher, smooth top range, microwave, and full-size refrigerator with access to water and ice in the door. We also added a Keurig coffee maker to the unit this year.


Our 2 bedroom, 2 bath condo has a master bedroom and large guest bedroom. The master bedroom has a king size bed, large walking closet and an attached bath. There's a flat screen TV located in the bedroom for a movie night for the adults. The guest bedroom has as queen bed and twin size bed, large walk-in closet and a flat screen TV. This bedroom also has a DVD player available for a fun movie night. There's a queen size sleeper sofa in the living room that will accommodate two people comfortably.

Relax and Enjoy the Community Amenities:

After a long day at the park or if you want to relax, spend a day at the pool and game room. The clubhouse with the pool, gym, game room and sandwich shop are just a short walk from the condo. The clubhouse also has a unique feature that will be a big hit with the kids. The movie theater is open everyday and shows a wide variety of movies for the family.

**The pool is getting a face list during the months of September through December. It will be closed for a few hours for maintenance during some week days. Please inquire with Jeannie if you have questions.

More Details

Jeannie Williamson
Member since: 2014
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 19, 2018

About Jeannie Williamson

We are a family from Georgia and we like visiting the Kissimmee area with the kids. It has lots of fun activities and great restaurants.

Jeannie Williamson purchased this condo in 2014

Why Jeannie Williamson chose Kissimmee

We decided to purchase a condo near Disney for our family vacations. We both have large families and like to share our vacations spots with our relatives. We've traveled to Kissimmee several times over the last few years, and wanted a community that was well maintained, had a large pool and food onsite. We hit the jackpot with this community. They have everything we wanted and more; I have no complaints.

What makes this condo unique

This property is one of the closest to the Disney theme parks. It's also one of the only communities that allow for weekly rentals of condos in the area. Windsor Hills has a great pool and spa for families.

Guestbook comments from the owner


Thanks for allowing us to use your place. It was great. The community there is one of the best in the area.

Oct 2014
  • 1 of 1


Kissimmee Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 3
Building Type:
  • building
  • Guests provide their own meals
Floor Area:
  • 1100 sq. ft.
House Rules:
  • Max. occupancy: 6
  • Minimum Age Limit for Renters ...
  • Events Allowed
  • children welcome ...
  • pets not allowed
  • non smoking only
Location Type:
  • Resort
  • Adventure
  • Away From It All
  • Family
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Elevator ...
  • Fitness Room / Equipment ...
  • Garage ...
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Toaster
  • Child's Highchair
  • Dining
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Master - toilet , shower , Large master bath
    Guest Bath - toilet , combination tub/shower , Large guest bath
  • 2 Bedrooms, Sleeps 6
  • Sleeper Sofa - 1 queen , Sleeper sofa located in the living room
    Master - 1 king
    Guest Bedroom - 2 twin/ single
  • Books
  • DVD Player ...
  • Game Room ...
  • Ping Pong Table
  • Pool Table ...
  • Satellite / Cable
  • Television ...
  • Video Games ...
  • Balcony ...
  • Outdoor Grill ...
  • Tennis
  • Long-term Renters Welcome
  • wheelchair accessible
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • Hot Tub
  • cinemas
  • playground
  • restaurants
  • theme parks
  • water parks
  • zoo
Leisure Activities:
  • miniature golf
  • shopping
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Taxi and shuttles are available for guests that stay at Windsor Hills. There is a fee associated with the taxi and shuttle services.


Wonderful! 4.8/5 -
(66 traveler reviews)

83% Complete
15% Complete
1% Complete
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Great Rates for April and May!! Inquire Today.
average rating of 4.818182 based on 67 reviews

Very well located, nicely furnished and very clean.

  • 5 of 5

Would recommend highly as indicated above. Very Lovely pool area as well.

  • Submitted: Mar 18, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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Awesome everything was there for a great vacation.

  • 5 of 5

One of the best. Places I have ever stayed.

  • Submitted: Mar 4, 2018
  • Stayed: February 2018
  • Source: HomeAway
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Knoxville, TN, USA

Quick trip

  • 5 of 5

We had a great time at Windsor hills!

  • Submitted: Jan 24, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
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Perfect for a Disney getaway!!!

  • 5 of 5

I have stayed in several houses in Windsor Hills when going on Disney vacations with the entire family, but this time since there was only two of us I decided to rent a condo. I’m so glad I chose Jeannie’s place! The condo was perfect. There was plenty of space and plenty of supplies (kitchen was stocked with pots and pans and there were more than enough towels and washcloths). The screened-in porch was great since we had such warm weather! Windsor Hills is very close to Disney and there is a Wal-Mart coming this month right down the road which is very convenient. I had to call Jeannie for an issue with the door code when we first arrived, but she resolved it immediately. I would absolutely rent from Jeannie again. Thank you so much!!

  • Submitted: Dec 13, 2017
  • Stayed: November 2017
  • Source: HomeAway
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We'd stay again.

  • 5 of 5

I would suggest a shower caddy for the master bath. After a long day at the park, bending over to pick up shampoo, conditioner, and body wash are all exhausting. The can opener is broken, and needs replaced. Enjoyed the stay, and the price. Thanks for having two strollers, our 6 year old was hit hard with allergies, and tired out quickly. The second stroller was incredibly helpful.

  • Submitted: Dec 11, 2017
  • Stayed: December 2017
  • Source: HomeAway
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Exactly as described!

  • 5 of 5

This was perfect for our family of 5! We went to Magic Kingdom and Epcot for 4 days. It was closer than we thought it was going to be to the parks. There were restaurants everywhere. A panera bread and a target were less than 10 min away. Everything we could have asked for was available. We will definitely return!

  • Submitted: Nov 12, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Poblanos Mexican Restaurant
Mexican Restaurant
Jonae's Island Twist
Caribbean Restaurant
Congo River Golf
M&M's Cafe
Dominican Restaurant
Kosher Eatery
Kosher Restaurant
Wings on the Run
Fast Food Restaurant
Rosies Smokin Hot BBQ
Barbecue Restaurant
Pizzeria Italia
Pizza Restaurant
Smokey Bones Bar & Fire Grill
Tabbouleh Halal Restaurant
Mediterranean Restaurant
Eastern Pearl Restaurant
Chinese Restaurant
The British Chippy
Fish & Chips Restaurant
Jerusalem Middle Eastern Restaurant
Middle Eastern Restaurant
China Restaurant
Chinese Restaurant
Taste of Punjab
Indian Restaurant
Slice of Italian Heaven
Pizza Delivery
Booka Bar & Food
Bar & Grill
King O Falafel
Mediterranean Restaurant
Medieval Times Dinner & Tournament
Dinner Theater
192 Flea Market
China Bell Asian Restaurant
Asian Restaurant
Taqueria Casas
Mexican Restaurant
Tropico Mofongo
Latin American Restaurant
Osceola County Welcome Center and History Museum
Fast Food Restaurant
Ichiban Buffet
Buffet Restaurant
Café Colombia Company
Colombian Restaurant
Schiano Pizza
Pizza Restaurant
Tasty Lemon - Acai Bowl & Juice Bar
Health Food Restaurant
Kabab Philly Gyro
Middle Eastern Restaurant
BBQ Tonight
Indian Restaurant
Fish Taco
Seafood Restaurant
Mi Sushi & Chinese
Chinese Restaurant
El Arepazoo
Venezuelan Restaurant
Romano's Macaroni Grill
Italian Restaurant
Kabab House
Middle Eastern Restaurant
Bar & Grill
Uno Pizzeria & Grill
Pollo Tropical
Chicken Restaurant
My Friend's Pizza Restaurant
Pizza Restaurant
Lake Buena Vista Factory Stores
El Cilantrillo Restaurant
Latin American Restaurant
Mexican Restaurant
Delicias Cafe
Colombian Restaurant
Coach's Corner
The WingHouse of Kissimmee
Bar & Grill
Al dente Italian & Mediterranean halal cuisine
Halal Restaurant
Caribbean Jerk & Grille. Food Court- Bld D
Jamaican Restaurant
Boston Market
American Restaurant
World of Coffee Inc
Tea House
Car: necessary


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Refundable damage deposit $200
Cleaning $65
Tax Rate 13.5%

Standard rates apply during the slow season.

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.