Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney
House in Windsor Hills, FL
10 guests · 5 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valuePrice for this property is higher than average in the area
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
What sets this home apart?
-Proximity to Disneyworld (reach all parks in about 10 minutes by car)
-Ability to sleep 4 couples (3 in king-sized beds, 1 in a queen)
-Disney princess-themed suite with 2 twins and attached princess bath
-Harry Potter-themed game room
-Remodeled kitchen with granite countertops
-Comes stocked with some toilet paper, paper towels, dish soap, dishwasher detergent, and laundry detergent
-Walking distance to all Windsor Hills Resort amenities including pool with hot tub, 2 water slides, and splash pad, tennis courts, and giant playscape
-Gated and guarded vacation rental community
If you're looking for my "last-minute special" rate, I reduce all remaining dates to the "last-minute special" rate about 2 months out! The rates you see when you quote yourself in VRBO are always the correct/most current rates!
This amazing 5-bedroom, 5-bathroom home with a South-facing pool and hot tub/spa located in the Windsor Hills Resort is a Disney World-loving large family/group's dream! Up to 10 guests will be able to access any of the Disney parks by car in approximately 10 minutes. Universal Studios is a mere 20 minutes away.
Each bedroom in this spectacular home has its own attached bathroom and a flat panel television. The 2 downstairs master bedrooms each boast a lovely view of the pool and trees behind the home. The kitchen has been recently remodeled with granite countertops and comes stocked with all the supplies you'll need to eat in if you so desire. Numerous grocery stores are less than 10 minutes away. You can take your meals in the dining room, the kitchen breakfast nook, or at the table next to the lovely heated pool and hot tub (spa). Kids will enjoy the fun Harry Potter-themed game room in the converted garage, which has a pool table, air hockey table, and another flat panel TV. Guests visiting for a long stay will enjoy the home's washer and dryer!
If you're worried that you'll miss the amenities that the Disney hotels provide, fear not! Windsor Hills boasts a huge resort-style pool, giant water slides, splash pad, amazing castle-themed playscape, 2 additional playscapes, sand volleyball courts, lighted tennis and basketball courts, a putting green, a game room with video arcade games and pool tables, a club house with a convenience store, grill, business center, and welcome center, a large movie theater that shows guest's choice movies multiple times daily, a fitness center, and more, all included with your stay! You can walk to almost all of the amenities from this home in about 5 minutes. You and your family and/or friends will feel safe with the added security of a 24-hour gated and guarded entrance, ensuring that only owners and their guests are allowed inside the resort. Your trash will be conveniently be picked up every day of the week except holidays.
Families with young children will find a pack ‘n play, high chair, and a nice umbrella stroller for their use.
Golfers will enjoy several championship golf courses within 5 miles of Windsor Hills Resort, including Mystic Dunes Resort and Golf Club, Walt Disney World Golf Clubs (Lake Buena Vista Golf Course, Magnolia Golf Course, Oak Trail Golf Course, and Palm Golf Course), Orange Lake Resort Golf Courses, Celebration Golf Club, Southern Dunes Golf & Country Club, and Falcon's Fire Golf Club.
The bedroom configuration in this home includes 2 downstairs masters with king-sized beds, a downstairs bedroom with a queen-sized bed, an upstairs bedroom with a king-sized bed, and an upstairs, princess-themed bedroom with two, twin-sized beds. Each bedroom has an attached bathroom.
Cable television and high-speed wireless Internet service, along with all the amenities at Windsor Hills Resort, are included in your stay! A gas grill is available for rent for $10/day plus 13.5% tax with an $80 minimum. Pool/spa heat (which is recommended from October through March) is $35/night plus 13.5% tax. Spa (hot tub) heat only is available for $20/night plus 13.5% tax.
If you want to eat out, you'll find a ton of restaurants less then 5 minutes away along US-192. You can access I-4 in about 7 minutes. Nearby restaurants include Black Angus Steakhouse, Giordianno's, Chuy's, Texas Roadhouse, TGI Friday's, Red Lobster, Cracker Barrel, Carrabba's Italian Grill, Buffalo Wild Wings, and more!
All your home needs will be quickly met by an outstanding local property management company during your stay. The home comes stocked with a few basic necessities (paper towels, toilet paper, laundry detergent, dishwasher detergent, dish soap, coffee filters, etc.) so that you won't have to make an immediate run to the store! The expert cleaning staff will make sure that the home is immaculate before your arrival. Your resort needs will be met by the friendly staff at the Windsor Hills Resort.
Come make some amazing vacation memories at this magical vacation home in the Windsor Hills Resort!
-Proximity to Disneyworld (reach all parks in about 10 minutes by car)
-Ability to sleep 4 couples (3 in king-sized beds, 1 in a queen)
-Disney princess-themed suite with 2 twins and attached princess bath
-Harry Potter-themed game room
-Remodeled kitchen with granite countertops
-Comes stocked with some toilet paper, paper towels, dish soap, dishwasher detergent, and laundry detergent
-Walking distance to all Windsor Hills Resort amenities including pool with hot tub, 2 water slides, and splash pad, tennis courts, and giant playscape
-Gated and guarded vacation rental community
If you're looking for my "last-minute special" rate, I reduce all remaining dates to the "last-minute special" rate about 2 months out! The rates you see when you quote yourself in VRBO are always the correct/most current rates!
This amazing 5-bedroom, 5-bathroom home with a South-facing pool and hot tub/spa located in the Windsor Hills Resort is a Disney World-loving large family/group's dream! Up to 10 guests will be able to access any of the Disney parks by car in approximately 10 minutes. Universal Studios is a mere 20 minutes away.
Each bedroom in this spectacular home has its own attached bathroom and a flat panel television. The 2 downstairs master bedrooms each boast a lovely view of the pool and trees behind the home. The kitchen has been recently remodeled with granite countertops and comes stocked with all the supplies you'll need to eat in if you so desire. Numerous grocery stores are less than 10 minutes away. You can take your meals in the dining room, the kitchen breakfast nook, or at the table next to the lovely heated pool and hot tub (spa). Kids will enjoy the fun Harry Potter-themed game room in the converted garage, which has a pool table, air hockey table, and another flat panel TV. Guests visiting for a long stay will enjoy the home's washer and dryer!
If you're worried that you'll miss the amenities that the Disney hotels provide, fear not! Windsor Hills boasts a huge resort-style pool, giant water slides, splash pad, amazing castle-themed playscape, 2 additional playscapes, sand volleyball courts, lighted tennis and basketball courts, a putting green, a game room with video arcade games and pool tables, a club house with a convenience store, grill, business center, and welcome center, a large movie theater that shows guest's choice movies multiple times daily, a fitness center, and more, all included with your stay! You can walk to almost all of the amenities from this home in about 5 minutes. You and your family and/or friends will feel safe with the added security of a 24-hour gated and guarded entrance, ensuring that only owners and their guests are allowed inside the resort. Your trash will be conveniently be picked up every day of the week except holidays.
Families with young children will find a pack ‘n play, high chair, and a nice umbrella stroller for their use.
Golfers will enjoy several championship golf courses within 5 miles of Windsor Hills Resort, including Mystic Dunes Resort and Golf Club, Walt Disney World Golf Clubs (Lake Buena Vista Golf Course, Magnolia Golf Course, Oak Trail Golf Course, and Palm Golf Course), Orange Lake Resort Golf Courses, Celebration Golf Club, Southern Dunes Golf & Country Club, and Falcon's Fire Golf Club.
The bedroom configuration in this home includes 2 downstairs masters with king-sized beds, a downstairs bedroom with a queen-sized bed, an upstairs bedroom with a king-sized bed, and an upstairs, princess-themed bedroom with two, twin-sized beds. Each bedroom has an attached bathroom.
Cable television and high-speed wireless Internet service, along with all the amenities at Windsor Hills Resort, are included in your stay! A gas grill is available for rent for $10/day plus 13.5% tax with an $80 minimum. Pool/spa heat (which is recommended from October through March) is $35/night plus 13.5% tax. Spa (hot tub) heat only is available for $20/night plus 13.5% tax.
If you want to eat out, you'll find a ton of restaurants less then 5 minutes away along US-192. You can access I-4 in about 7 minutes. Nearby restaurants include Black Angus Steakhouse, Giordianno's, Chuy's, Texas Roadhouse, TGI Friday's, Red Lobster, Cracker Barrel, Carrabba's Italian Grill, Buffalo Wild Wings, and more!
All your home needs will be quickly met by an outstanding local property management company during your stay. The home comes stocked with a few basic necessities (paper towels, toilet paper, laundry detergent, dishwasher detergent, dish soap, coffee filters, etc.) so that you won't have to make an immediate run to the store! The expert cleaning staff will make sure that the home is immaculate before your arrival. Your resort needs will be met by the friendly staff at the Windsor Hills Resort.
Come make some amazing vacation memories at this magical vacation home in the Windsor Hills Resort!
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Gym or Fitness Center
Garden
Map of Windsor Hills, FL
$$$$
Reviews
10.0
We came down for my son’s birthday. When we walked in we were completely blown away. Everything was so nice and clean. Exactly how I had hoped for. The house was sooo spacious. The pool was the perfect size. We really enjoyed the community amenities as well. We had a very small air conditioner issue. The property management team was very responsive. I will definitely book this house again.
10.0
This property was everything as described and then some. Sylvia was incredibly responsive and helpful as we were looking to arrange a last minute booking for travel to Orlando. The management company was also incredibly responsive and accommodating from setting up a crib rental to helping ship items home that we had purchased, as our stay in Orlando was for the adoption of a baby. The pool was inviting and my 2 year old enjoyed it along with the playground and water rides available within the community. Highly recommend booking this time if you are looking for a wonderful location for kids, clean and friendly environment. .
10.0
We loved our stay at Sylvia’s house. It is located 15 minutes away from Disney and close to many groceries and restaurants. Our grandson loved the water slides next to the clubhouse. The pool table in the garage was a nice bonus as well! The kitchen had all the amenities we needed to prepare meals and the umbrella stroller was very useful at the Disney parks. We highly recommend Sylvia’s place. :)
6.0
Arrived to a lovely home the house was dated but very clean The children enjoyed the pool table but we did not play with the other toys. The major issue was the pool. The boys went straight to play in the pool. Immediately they tell me the pool has bugs in the water. I inspect and it’s like the bugs have taken over the pool. I notified the property manager as well as the owner and efforts were made to clear the pool but whatever they did I it didn’t work. They changed the filter but not the water. The water needs to be changed because the net wouldn’t help get the bugs out. It was too many of them. We used the community pool instead and like that one better. We were very very disappointed about the condition of the pool. I wish they would have drained the pool and started over with clean water. The pool water was awful ful of bugs. The rooms were great. We found a few large roaches in one of the upstairs bedrooms. We killed it. The thermostat change to heat during the night. Someone adjusted the timer and we were sweating at night. Didn’t know how to fix it and we didn’t call the property manager about this. Other than that everything else was great.
10.0
House was clean and close distance to the parks. Great communication with owner. She was very helpful with any questions we had. Would stay here again.
10.0
What to say? The house was wonderful for us. Plenty of space. Comfortable. Close to the Disney parks. The communication I received from the owners was very clear (though it took a couple tries to figure out the pool alarm system we did figure it out). I have nothing negative to say about our time there. This property served our purpose very well.
10.0
Place was amazing, just as described! Property manager was quick to reply when needed. Close to shops, food, and attractions!
10.0
Great location for the ESPN Center and Parks. Loved the pool at the house and the main one at the club house. Kids enjoyed the pool table in the garage. House was clean and well managed.
10.0
This house was everything we hoped for and more. Our family was able to enjoy time together and relax. The property owner was exceptional for many reasons, 5 stars is not enough.
Dale
10.0
We really enjoyed our stay definitely will come again and definitely recommend
10.0
Great property, close to everything. Didnt use the facilities as we were there for an adult golf trip.
10.0
The property was very well taken care of, spacious, and hospitable. Windsor Hills has great amenities, and the checkin process at the main gate security went smoothly. I had no issues with this home and would certainly stay there again!
10.0
Spacious 5 bed 5 bath house. Wonderful accommodations. Both host and maintenance company were helpful and prompt. Highly recommend. Would definitely stay here again!
10.0
Each year, several groups of adults rent a home in Windsor Hills Resort while our daughters perform in the National Dance Competition at ESPN Wide World of Sports. We had a great experience and will definitely seek out renting this property again next year! The host was very quick to communicate during the booking process. The property was very clean and well stocked (even a basket of ketchup and condiments packets was a sweet surprise). Plenty of towels for showed and extra for pool use as well! We were very pleased with our stay!
10.0
House was very clean and exactly what we expected. The instructions from the owner made it easy to get in and out of the gated community. Getting to and from the parks was simple.
This vacation was a short stay so we could start building vacation memories with our daughter who is almost 2. She had a great time at the parks and at the house.
Pool was clean and we appreciated the amenities provided to us as most were enough for what we needed. One of the most important reasons for booking this home was the two first floor master bedrooms with king size beds. The rooms were spacious. Any inconveniences or issues were so minor, it wasn't even worth mentioning.
We would definitely consider this home again for future vacations.
10.0
House was HUGE! We all had our own bedrooms and bathrooms!
Clean and well stocked with all things needed for an enjoyable start.
Super close to all the Disney attractions.
Owner was very responsive to any things we requested. Would definitely stay here again.
10.0
Our stay was wonderful! Sylvia was very quick with my questions to respond. The house was perfect for our family. Would definitely stay again. Very easy drive to all parks.
10.0
The property was everything we asked for. Clean, convenient, large. The hostess was easily accessible and made the booking process seamless. 10 min to Disney springs. 15 to manic Kingdom and 20 min to Universal studios . Will definitely rebook!!
10.0
If you are visiting Disney World and would like to opt out of staying on their property, you should consider Sylvia's home! It was only 10-15 minutes for all parks with plenty of ammenties near her home (Wal-Mart for home items, several restaurants, and gift shops). The house was very clean and comfortable, perfect for 2-3 families. Highly recommend!
10.0
The house is exactly as listed, very spacious, clean and comfortable. Great communication with the owner, very grateful for her help and all the extras already in the home- most of necessities catered for so saved us having to buy. Windsor Hills is a well managed and safe feeling community and everyone was very friendly. Only recommendations would be (not a criticism at all) would be for Windsor Hills to have a bar area at main pool as we thought there was one- you buy premixed cocktails from the shop. Also would recommend a shelf in showers of the house for shampoos and stuff and hooks in bathroom areas to hang towels after use.
We all really enjoyed the house and pool and all agreed we would definitely stay again!
10.0
Absolutely loved the location and property! Clean and well cared for. Already planning on a return. Hated to leave!!
8.0
This home was very nice. It’s in a great location and not a far walk from the pool and water park. There were a couple of disappointments, the sponges they gave us were sour so we had to throw them out. There was no mop to clean up any messes from the children so we had to makeshift one, the pots and pans are horrible and everything we cooked stuck to the bottom. But other than that the place was awesome for my family.
10.0
Property was extremely clean, spacious, & acurate to the listing. Close in proximity to the Disney Parks & Universal. Pool was very clean & just what our family needed for our vacation. The resort amenities & house game room were great bonuses. Property manager as very responsive with questions i had prior to our visit. We will definitely consider this property for another family vacation.
8.0
The property was well located and the Windsor hills community was excellent for our family. Was a little put out that we had to supply the property with all the basic necessities as the welcome kit did not have enough toilet paper, trash bags, etc to last for the week. Not to mention condiments. But I guess that's a standard thing these days and we did not realize that. The owners were very responsive to my inquiries and all in all I would certainly recommend the property
8.0
Beautiful home happy with area. I have two complaints #1 was air conditioning could only go to 72 I am a warm sleeper and after 8 hours walking in theme parks every day the house was very warm. I complained and was told 72 is comfortable enough. That really irritated me because I am on vacation and had to be sweaty at night. My second complaint was thousands of gnats floating in pool. My grand daughter and daughter were totally freaked out and honestly was a little nasty. Other then that it was fine .
10.0
It was a quick trip, but we loved the house!! It was just the right amount of space, and exactly as pictured.
10.0
Communication with the host was nothing short of fantastic. With all of the issues we had traveling, the flexibility and quick response time was amazing. I would choose this host every time.
10.0
We stayed here over Spring Break March 25th-31st 2023 and needed a place that would accommodate the family. Me, wife and our 5 kids, this house was the perfect fit. Our 2 older 16y/o boys and 10y/o girl all had their own bedrooms and bathrooms, the 2 younger shared a room and we had our own room. The house was beautiful, between the pool, hot tub, and the game room, I have to say the kids had plenty to do. They went to the clubhouse the 1st day, but didn't even care to go back up there and wanted to stay around the house on the days that we didn't go to Disney. The only problem we had was the internet went out, got ahold of Sylvia to find where the router was to try and reset, come to find out our daughter unplugged it (not knowing what it was) so she could charge her phone, lol. But a very quick response from Sylvia and all the kids where happy again. I have used VRBO about 6 or 7 times now, and I have to say this was one of my favorite rentals. I would definitely recommend and if we are back in Orlando/Kissimmee area again I won't look for another place.
10.0
This property was the perfect size for our friends and family traveling for our high school band's trip and performances at the parks. We had everything we needed and the property was clean, had comfortable beds and furniture. We opted for pool/spa heat, which was necessary with our first few days having only highs in the 60's. The alarm on the sliding patio door was annoying, but I understand the reasoning for it. We also found it difficult to cook breakfast on stainless cookware, when we are used to nonstick cookware. We added the grill to our stay and would have chose not to since it was a basic grill, only used it twice, and when we needed to use it, it was dark outside.
The rules stated the grill had to be used outside of the screened area and there is not any available lighting. It was helpful to have a cooler for use. It was great to have the game room with the air hockey and pool table, washer and dryer. We were also glad to have our own pool to swim in since the main pool water park area was very crowded making it hard to get a chair to use. It was a great property and Sylvia was easy to work with and very prompt in returning messages. I would recommend this property to anyone!
10.0
Close to fun activities but in a quiet neighborhood. Lots of space and private bathrooms make a huge difference. Will stay again!
10.0
Our family ranged in age from 11 to 77, totaling 10 of us. We couldn't be more pleased with this beautiful home. We found it well stocked with cookware. It is immaculate! Any questions we had or requests were handled asap with a smile. You will be pleased for sure.
10.0
We had a wonderful stay at this property. All was as described, location was ideal for our activities and host was very helpful and attentive. We would stay here again!
10.0
The property was great.
10.0
Great house! Rare to find 3 master suites. House was clean and had everything we needed. Great location! Would definitely stay here again.
10.0
Loved the pool and bathroom for each bedroom. Literally 8 minutes to disney parks.
10.0
It was perfect for us and our adult children. Plenty of room and great location.
10.0
The house was exactly as described! The pool heat is a must and truly made the pool and spa a wonderful temperature. Very clean with ample linens. The only thing that would have made this a 5+ is black out curtains with the Florida sun rising so early. The clubhouse pool was not heated so the first few cool days we could not utilize unfortunately. The kids loved the hot tub and ping pong table at the clubhouse. Would definitely stay again!
10.0
This property worked out great for us. The time of our commute to the parks was equal to or less than bus rides to Disney resort properties. We paid less on lodging and food so upgraded to preferred parking. We would stay in this house again. Well managed!
10.0
Very nice house with spacious bedrooms. The kids really enjoyed the pool outside. We didn't get to use the waterpark much because it rained a lot during our stay. The laundry detergent was in with the dish washing detergent and we didn't realize it, so we had to go buy laundry detergent. But overall very good stay.
10.0
Beautiful house and great location.
FAQs
How much does this house cost compared to others in Windsor Hills?
The average price for a rental in Windsor Hills is $403 per night. This rental is $268 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney. Enjoy the water!
Is Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Last-Minute Special! Updated Pool Home w/ 3 Kings + Princess Suite Near Disney?
We found 12 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
Explore similar vacation rentals in Windsor Hills
Explore all rentals in Windsor HillsStart earning One Key rewards
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Villa
in Kissimmee11 guests · 6 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Business stays, family stays, couples stay, getaway vacation, and rental in Windsor Hills at Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!! for $577 for your next trip.
$$$$
Start earning One Key rewards
Villa Sonrisa - 5 Bedroom/5 Bath Luxury, Minutes To Disney In Windsor Hills
House
in Kissimmee10 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
When traveling to Windsor Hills, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $546 per night.
$$$$
10% OFF ⭐⭐⭐⭐⭐ Top Rated Disney Adventure Villa Luxury Home Windsor Hills Resort
House
in Kissimmee14 guests · 7 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Indulge in a peaceful retreat at 10% OFF ⭐⭐⭐⭐⭐ Top Rated Disney Adventure Villa Luxury Home Windsor Hills Resort, our elegant House in Windsor Hills. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
5 Star Property, Minutes from Disney, Swimming Pool, Recently renovated
House
in Kissimmee10 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Discover the beauty of Windsor Hills with a stay at 5 Star Property, Minutes from Disney, Swimming Pool, Recently renovated, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Welcome to The Windsor Magic with Professional Arcade Room! Brand New 2024!
House
in Kissimmee12 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Nestled in Windsor Hills, this House is perfect for your next vacation. Enjoy Welcome to The Windsor Magic with Professional Arcade Room! Brand New 2024!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Outstanding 6 Bed Villa, Pool & Spa, Superb Lakefront Setting, 5* Windsor Hills
Villa
in Kissimmee12 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
When traveling to Windsor Hills, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $633 per night.
$$$$
Welcome to The Windsor Fantasy!
Villa
in Kissimmee12 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a Villa in Windsor Hills, this Villa for $690 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Princess, Pirate & Super Hero Rooms, Mickey Pool, Toys & Game Room For All Ages
Villa
in Kissimmee13 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
This attractive Villa in Windsor Hills, $633 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Awesome!! 6BR 4BA Luxury , Games-room, DUAL Waterslides, Spa
House
in Kissimmee12 guests · 6 bedrooms · 8 baths
Pool · Kitchen or Kitchenette · Air conditioner
Indulge in a peaceful retreat at Awesome!! 6BR 4BA Luxury , Games-room, DUAL Waterslides, Spa, our elegant House in Windsor Hills. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
NEWLY REMODELED LUXURY 4+BR/5BA RESORT POOL HOME 2.5 MILES to DSNY
House
in Kissimmee13 guests · 5 bedrooms · 5 baths
Garden · Pool · Pets allowed
Enjoy the best of Windsor Hills in our House, NEWLY REMODELED LUXURY 4+BR/5BA RESORT POOL HOME 2.5 MILES to DSNY. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Villa The Dreamers , ultra modern villa , 3 miles from Disney , pool
House
in Kissimmee10 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
The best choice in Windsor Hills for House, for $602 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Newly Renovated 6 Bedroom Windsor Hills Disney Home w/ pool & spa, free heat
House
in Kissimmee12 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Enjoy the best of Windsor Hills in our House, Newly Renovated 6 Bedroom Windsor Hills Disney Home w/ pool & spa, free heat. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Three miles to Disneys
Villa
in Kissimmeee14 guests · 7 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Experience the best of Windsor Hills with this Villa available for $580. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4 Bed/4Bath, Private pool! Close to Disney! Themed Rooms! Windsor Hills Resort!
House
in Kissimmee10 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Windsor Hills, at $550 per night for your next great vacation.
$$$$
6-Bedroom Luxury Villa in Windsor Hills South Facing Pool 3 miles to Disney
House
in Kissimmee14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
This House for $556 in Windsor Hills, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
Amazing Private Theater and Game Room! Pool/Spa & Star Wars room! Free Pool Heat
House
in Kissimmee12 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
This House in Windsor Hills, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Flexible Cancellation Policy-Upgraded 4-Bed/4 Bath, Pool/Spa 2 Miles to Disney
Villa
in Kissimmee10 guests · 5 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a Villa in Windsor Hills, this Villa for $593 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
*Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors
Villa
in Kissimmee13 guests · 6 bedrooms · 4 baths
Garden · Pool · Pets allowed
Business stays, family stays, couples stay, getaway vacation, and rental in Windsor Hills at *Special Deals! FROZEN Bedroom. Closest To Disney 6BR/4BA Pool No Rear Neighbors for $551 for your next trip.
$$$$
FREE: Waterpark, South facing pool, Game room, Themed rooms, 2 Miles to Disney.
House
in Kissimmee15 guests · 6 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Windsor Hills? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Luxury 5 bed/5 bath villa with SOUTH facing pool
Villa
in Kissimmee10 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Windsor Hills? This Villa offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Modern Disney Vacation Villa - 5 minutes to Disney
Villa
in Kissimmee12 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Windsor Hills? This Villa offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Modern Villa less than 5 minutes from Disney
Villa
in Kissimmee12 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Enjoy the best of Windsor Hills in our Villa, Modern Villa less than 5 minutes from Disney. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Windsor Hills Resort 6 Bedroom South Facing Pool Home Steps to all of the Magic
Villa
in Kissimmee12 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Experience vacation in Windsor Hills with our Villa, Windsor Hills Resort 6 Bedroom South Facing Pool Home Steps to all of the Magic. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Game Room+Themed BRs+Outdoor Theater+Pool/Spa
House
in Kissimmee12 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette
Soak up the beauty of Windsor Hills in our House, Game Room+Themed BRs+Outdoor Theater+Pool/Spa. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Amazing, Modern Home w/Fun Game Room, Themed Bedrooms, and Private Pool/Spa
House
in Kissimmee14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking to create some memories in Windsor Hills? Look no further than our House, Amazing, Modern Home w/Fun Game Room, Themed Bedrooms, and Private Pool/Spa. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Disney-Licious Villa 6 bedroom 3 Theme Rooms in Windsor Hills 4 miles to Disney!
House
in Kissimmee14 guests · 7 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Discover the beauty of Windsor Hills with a stay at Disney-Licious Villa 6 bedroom 3 Theme Rooms in Windsor Hills 4 miles to Disney!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Where Jolly Delight and Magical Memories Unite
House
in Kissimmee11 guests · 5 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Windsor Hills? Look no further than our House, Where Jolly Delight and Magical Memories Unite. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
6 Bed Villa - 10 minutes to Disney Private Pool & Spa - Military Discount
Villa
in Kissimmee12 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking to create some memories in Windsor Hills? Look no further than our Villa, 6 Bed Villa - 10 minutes to Disney Private Pool & Spa - Military Discount . Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Magical 5 bedroom villa, extended pool deck and movie theatre room near Disney
House
in Kissimmee12 guests · 5 bedrooms · 5 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for the perfect place to call home during your trip to Windsor Hills? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Renovated 6 Bedroom Windsor Hills Resort Home-Free Heat, 3 mi to DisneyWorld
House
in Kissimmee12 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a House in Windsor Hills, this House for $693 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Windsor Hills travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu