Around the World at Windsor Hills
About this house rental
Located in Windsor Hills, this charming house for $389 per night is a fantastic choice for your next vacation. You are cordially invited to stay at our 'around the world' showcase home. This 6 bedroom, 4 bathroom 2,800 square foot non-smoking private vacation home is in the conveniently located Windsor Hills Resort. Our home is only a 2 mile drive from the Disney theme parks and is even closer to a variety of shopping and restaurants. This beautiful home features all the conveniences of your home with a fully equipped kitchen, laundry and comfortable spacious living areas. The bedrooms and living areas are decorated to capture the essence of countries 'around the world'. So after an exciting day at the many attractions in and around Orlando you can continue the fun playing Wii or billiards in the homes game room. Or, if you so decide, you can kick back and relax in the subtly decorated African Safari living room or Tuscan family room. After you are done unwinding you will look forward to your retreat to either Paris, the Orient, Morocco or England bedrooms. The kids are not to be forgotten, they can enjoy their stay in either a Sports or Disney Fairies themed bedroom. Each room features a flat screen TV with DVD player to further your entertainment. The home also features high speed wireless internet if you want to stay 'connected' on your vacation. Our 'around the world' home also features: All bedrooms and bathroom linens Washer/dryer in laundry room Private screened in lanai and pool with spa (pool/spa heat is optional) Large Master bedroom with king size bed upstairs Smaller Master bedroom with king size bed upstairs Bedroom with a king size bed upstairs Bedroom with a queen size bed downstairs Bunk beds, twin and trundle beds upstairs Two single beds upstairs Free use of BBQ grill Outdoor Sofa and TV Keywords: House
Amenities
Pool
Air conditioner
Kitchen / Kitchenette
Internet / Wifi
Parking
Laundry
Balcony / Patio
Dishwasher
Hot Tub / Spa
TV
Family friendly
Map of Windsor Hills, FL
Reviews
5.0/5.0
Outstanding(55 Reviews)
4.0
The house is in a great location and was very well equipped, including a dish drain, cutting board, a pitcher, and sharp knives, all of which we typically do not find at rental houses. The problem was that there were so many rules we were expected to follow that it drove us and the kids nuts. We were asked to use only white towels in the pool area, but they weren’t enough to go around. We were asked not to put hot or wet things on the kitchen and dining room table, and not to put anything hot on the tile table in the pool area which kept us constantly moving trivets. And we were asked to be very careful with the brand new, light colored carpet. We would have much preferred less expensive but hardier furnishings so we could be more relaxed.
5.0
We have stayed at many VRBO’s within Windsor Hills and this property is hands down our favorite. The attention to providing “homey” comforts was above and beyond! Property Manager is very attentive. We will try and stay here again!
5.0
This is a wonderful property. The pool and hot tub were clean and a great asset which, as a family group with young children, we really enjoyed. The unit was clean and spacious. The young children loved the game room. The adults really enjoyed the kitchen and family room. Everything was wonderful and we would definitely rent this unit again.
5.0
The property was wonderful the owner, very responsive and prompt. We enjoyed our stay immensely. They were 14 of us as a family and we had an additional 11 for dinner on Friday night. Everything went without a hitch. The only problem exists within the complex where no cars are allowed on the streets and limited parking in the driveways. We had to go pick visitors up offsite or in the parking lot and at Walmart in order to bring them to the house. This was a major inconvenience. Never spoke to the property manager only the owner who was amazing!
5.0
We had a fantastic time at this location. Very clean home and bathrooms, even though our large group of 13 had to wait in line for bathrooms a few times. That just comes with a big family! We were nearby to Universal and other main attractions, with lots of restaurant choices close by. The clubhouse was excellent and provided our adults a day of respite by the club pool while our kids got to swim, slide, and snack. We will be considering booking here again in the future as it fit all of our family’s needs!
5.0
My wife and I took son, Grandkids and Great Grandkids. Had wonderful time. Property was great and Dave and Julie were terrific as hosts. Go above and beyond. Highly recommend. Only problem. My Great Grandkids didn't want to leave!!🤣👍❤
5.0
Wonderful home. Communication with the owner was fast and pleasant. Very nicely laid out and in a very safe and inviting community. Walmart just up the street and plenty of great restaurants within several minutes. Highly recommended!
5.0
This home is in excellent shape and is pristine. The owners are very responsive and contacted us the day we arrived to make sure we were comfortable. The rooms are spacious and it was a 10 minute drive to Disney World entrance and close to groceries and restaurants. We will definitely stay again in the future.
R.S. Roswell, GA
5.0
Everything was better than promised. Beautiful home with plenty of room! It really felt like home and Dave was very responsive when we needed a change to our guest list at the front gate! I would stay here again!
5.0
This property was hands down the most spectacular vacation home for our stay in central Florida. There were 6 of us (4 adults, 2 toddlers) and the house and neighborhood had something for everyone. The kitchen is fully stocked for anything you could ever dream of making, and more. Plenty of towels, the game room is spectacular and my son loved playing air hockey. The kids bedrooms are adorably designed, the bathrooms are large and very nice. The pool area is phenomenal and my kids loved spending days in the pool. The playgrounds and water parks are right around the corner, and just outside the neighborhood you have Walmart, restaurants, Publix grocery stores and anything you could need.
We honestly felt like we were home, my kids absolutely loved the house and felt comfortable from the moment you step in, being able to cook our meals when we wanted went a long way towards that. The digital board with hours and wait times or various things at each park and the weather was extremely helpful.
The host is super responsive and ready to answer any wuss
5.0
Lots of sleeping space and the beds are comfortable. Very clean!!!!! The pool area is very nice. The house is in a good location. Close to shopping and Disney. There is a nice kids park right around the corner and it is close to the community pool, water park, and club house. The owner was very easy to work with and he responded to questions very quickly.
5.0
First class property and facilities
5.0
The owner was very attentive. Responded to my inquiries within minutes. That was clean and well-kept. The pool and hot tub were perfect. The kids spent hours in there each day. We already thinking of our next trip to Orlando in the next 2 to 3 years and I will be booking this house again no question.
5.0
We had a terrific stay for a family golf trip with 7 adults. The house is very clean, well appointed, everything worked well and the pool and hot tub we great to jump into after a long day out. The owner does a super job with communication, to include detailed instructions on how to use things. We'd definitely stay here again. Also, when I needed to make some adjustments on my end, Dave was very responsive and helpful. Thanks so much, this helped make our trip easy and hassle free!
5.0
Wonderful property very close to everything. I have honestly never stayed in a home this well stocked. We had an amazing time and truly appreciated all the extras. There is even a wait times screen by the front door that lets you see how busy the parks are and opening times among other things. The kids loved the pool and I loved that we could let them swim every day when we got back.
5.0
The location of this property is great relative to the parks, and it's a nice, comfortable home with many amenities. The best part of our experience, however, was how attentive the owner was. We had to adjust our vacation plans due to the hurricane, and Dave reached out before I even had the chance to do so. He was quick to communicate and worked with us through every step of the process. If and when I return to Orlando, I will DEFINITELY look here first, as everything was top notch.
5.0
First, my family does this trip 3-4 times a year and almost always stays in Windsor Hills. If you're going to Disney you can not beat the location. Second, this may have been the best house we have ever stayed at. Most important, it was very clean. The beds were in decent shape, the bedding was a much better quality than is normally found in these places and it was stocked with everything you could need. Paper towels, laundry detergent, cleaning supplies, toilet paper, coffee, coffee filters, just lots of little things that make it so you don't have to run out the moment you get there. Plus the a/c was great. You might assume that any place you would stay in Central Florida would have great a/c, but alas that is not the case. The furniture is not new, the tables have obvious use, but that is to be expected and compared to other places we've stayed it was a step up. Entry into the property was well explained and easy to execute. There is a grill there with no extra charge to use (we didn't because it pretty much rained all the time, but at most places you have to ask for one and there is an upcharge). The kitchen has Granite countertops and an upgraded sink. The showers have good heads and good pressure. The game room is converted garage, and it was wonderful too. There was full table air hockey and billiards tables and most important, the room did not smell musty or moldy. We don't always need a 6 bedroom, but next time we do we will try to stay here again. It was great.
5.0
Amazing property!
The house was definitely a home away from home! Our family absolutely loved it and felt like there was ample space for everyone. The kids loved the game room in the garage, especially the air hockey table!
We felt the display screen by the front door was an asset to our trip and believe it was helpful in so many ways.
We highly recommend this property for anyone looking for a wonderful place to stay, especially if going to Disney!
5.0
The best place to stay with a large family or group. The owner was very attentive and responded very quickly to answer any questions. We absolutely loved it and will definitely book again if possible.
5.0
Great Place to stay!
The best place to stay with a large family or group. The owner was very attentive and responded very quickly to answer any questions. We absolutely loved it and will definitely book again if possible.
5.0
Very close to Disney and close to Universal. Quiet community. Our group was eight people — grandparents, kids, spouses, college student and five year old. There was more than enough room for everyone and the walls were thick enough that you couldn’t hear anyone else when you were in your bedroom. The house was well equipped, attractive and immaculate. The screened in patio and pool were the highlight— so much fun but very safe. There were layers of gates and locks so we didn’t have to worry about our little one. The grandparents really appreciated the hot tub after long days at the parks!! I had a few small questions which were answered immediately by the property manager. Really a great experience.
5.0
Our family had such a wonderful stay at this property! The house is just as described, very comfortable and extremely clean. It's clear that the owners take wonderful care of this property and they are so easy to work with. The house has many nice touches that most rentals don't, including baby gates, highchair, stroller, and house supplies like dishwasher soap/detergent, toilet paper, etc. The owner, Dave, was amazing to work with and answered my (many) questions quickly and with a lot of helpful detail. We had a party of 9 and we had plenty of space to spread out after a busy day at the parks. Our kids loved having a private pool, and we were glad we had added the pool heat as it was cool on some evenings. The game room was also a big hit! Windsor Hills is a great resort - it's a short drive to the parks, the neighborhood is quiet, it has a beautiful pool and water slide area, and the prices are so much more affordable than on site for large groups. We could easily walk over to the main pool and the kids loved the water slides. The water was amazingly warm! There's a small shop that has all the basic necessities, plus they serve food and ice cream at reasonable prices. We've booked many VRBO rentals and this is by far the best equipped house we've stayed in. We'd absolutely rent again!
5.0
Just what we needed — for everyone in our family
Very close to Disney and close to Universal. Quiet community. Our group was eight people — grandparents, kids, spouses, college student and five year old. There was more than enough room for everyone and the walls were thick enough that you couldn’t hear anyone else when you were in your bedroom. The house was well equipped, attractive and immaculate. The screened in patio and pool were the highlight— so much fun but very safe. There were layers of gates and locks so we didn’t have to worry about our little one. The grandparents really appreciated the hot tub after long days at the parks!! I had a few small questions which were answered immediately by the property manager. Really a great experience.
5.0
What a lovely home! Absolutely pristine clean. So much attention to detail. Dave went so far above and beyond to accommodate. We will certainly hope to stay here for our future trips!
10.0
Our family had such a wonderful stay at this property! The house is just as described, very comfortable and extremely clean. It's clear that the owners take wonderful care of this property and they are so easy to work with. The house has many nice touches that most rentals don't, including baby gates, highchair, stroller, and house supplies like dishwasher soap/detergent, toilet paper, etc. The owner, Dave, was amazing to work with and answered my (many) questions quickly and with a lot of helpful detail. We had a party of 9 and we had plenty of space to spread out after a busy day at the parks. Our kids loved having a private pool, and we were glad we had added the pool heat as it was cool on some evenings. The game room was also a big hit! Windsor Hills is a great resort - it's a short drive to the parks, the neighborhood is quiet, it has a beautiful pool and water slide area, and the prices are so much more affordable than on site for large groups. We could easily walk over to the main pool and the kids loved the water slides. The water was amazingly warm! There's a small shop that has all the basic necessities, plus they serve food and ice cream at reasonable prices. We've booked many VRBO rentals and this is by far the best equipped house we've stayed in. We'd absolutely rent again!
5.0
Excellent stay!
Our family had such a wonderful stay at this property! The house is just as described, very comfortable and extremely clean. It's clear that the owners take wonderful care of this property and they are so easy to work with. The house has many nice touches that most rentals don't, including baby gates, highchair, stroller, and house supplies like dishwasher soap/detergent, toilet paper, etc. The owner, Dave, was amazing to work with and answered my (many) questions quickly and with a lot of helpful detail. We had a party of 9 and we had plenty of space to spread out after a busy day at the parks. Our kids loved having a private pool, and we were glad we had added the pool heat as it was cool on some evenings. The game room was also a big hit! Windsor Hills is a great resort - it's a short drive to the parks, the neighborhood is quiet, it has a beautiful pool and water slide area, and the prices are so much more affordable than on site for large groups. We could easily walk over to the main pool and the kids loved the water slides. The water was amazingly warm! There's a small shop that has all the basic necessities, plus they serve food and ice cream at reasonable prices. We've booked many VRBO rentals and this is by far the best equipped house we've stayed in. We'd absolutely rent again!
5.0
Perfect stay!
What a lovely home! Absolutely pristine clean. So much attention to detail. Dave went so far above and beyond to accommodate. We will certainly hope to stay here for our future trips!
5.0
Great stay. Lots of room. Easy location. CLEAN and best of all…. the pool and hot tub worked amazing and we used it A LOT!!!!
5.0
Relax!
Great stay. Lots of room. Easy location. CLEAN and best of all…. the pool and hot tub worked amazing and we used it A LOT!!!!
5.0
We had a great time. My family and I were amazed by the house. Dave and Julie are wonderful.
5.0
Family Vacation
We had a great time. My family and I were amazed by the house. Dave and Julie are wonderful.
5.0
11/05/21 We had a great experience. Upon arrival we found everything to be as stated. Family members thought the beds were very comfy!!! Prior to arrival we had correspondence with owners and found them to be very helpful and accommodating. We would definitely stay again!!!!
Johnson's/McCluskey's
5.0
FAMILY VACA 2021
11/05/21 We had a great experience. Upon arrival we found everything to be as stated. Family members thought the beds were very comfy!!! Prior to arrival we had correspondence with owners and found them to be very helpful and accommodating. We would definitely stay again!!!!
Johnson's/McCluskey's
5.0
Excellent Stay
5.0
Wonderful home excellent area Dave was Great in communication
Excellent Stay
5.0
This house was very clean. They provided you with extra items such as toiletries, washing detergent, etc. The only issue I had was not with the host, it was with Windsor Hill itself. I rented a 6 bedroom home and was only allowed 3 vehicles to enter. Therefore it was an inconvenience for me to find alternative parking. Don't park at the Wal-Mart up the street, because your vehicle will be towed.
5.0
The property is in a perfect location and is well kept. All amenities are available making it easy to zip in and zip out with little effort. Property owners Dave and Julie are proactive and responsive. Could not have asked for more, especially for the price.
5.0
Fantastic stay
The property was fantastic and exactly as described. The location was convenient, and Dave, the owner, was great in communication and preparation. There was a lot of space for people to relax, enjoy the pool, and come together as friends/family. We will definitely return to this house again in the future. Highly recommended!
5.0
Great Place
This house was very clean. They provided you with extra items such as toiletries, washing detergent, etc. The only issue I had was not with the host, it was with Windsor Hill itself. I rented a 6 bedroom home and was only allowed 3 vehicles to enter. Therefore it was an inconvenience for me to find alternative parking. Don't park at the Wal-Mart up the street, because your vehicle will be towed.
5.0
Perfection
The property is in a perfect location and is well kept. All amenities are available making it easy to zip in and zip out with little effort. Property owners Dave and Julie are proactive and responsive. Could not have asked for more, especially for the price.
FAQs
How much does this house cost compared to others in Windsor Hills?
The average price for a rental in Windsor Hills is $260 per night. This rental is $129 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Around the World at Windsor Hills. 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 Around the World at Windsor Hills. Enjoy the water!
Is Around the World at Windsor Hills pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Around the World at Windsor Hills?
We found 11 amenities for this rental. This includes pool, air conditioner, kitchen / kitchenette, internet / wifi, and parking.
Explore similar vacation rentals in Windsor Hills
Explore all rentals in Windsor Hills
4.8
Outstanding(212 Reviews)House
in Kissimmee10% OFF ⭐⭐⭐⭐⭐ Top Rated Disney Adventure Villa Luxury Home Windsor Hills Resort
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / 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.
$$$$
4.7
Outstanding(190 Reviews)House
in Kissimmee6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Looking for the perfect place to call home during your trip to Windsor Hills? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.6
Outstanding(170 Reviews)House
in Kissimmee2 Miles 2 Disney, waterpark pool, spa, game room, big playhouse, free Wi-Fi
15 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
This attractive House in Windsor Hills, $381 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
4.7
Outstanding(131 Reviews)House
in Kissimmee*Newly Renovated* Luxury Villa Windsor Hills South Facing Pool 3 miles to Disney
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
This House for $381 in Windsor Hills, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
4.5
Excellent(140 Reviews)House
in KissimmeeDisney-Licious Villa 6 bedroom 3 Theme Rooms in Windsor Hills 4 miles to Disney!
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Discover the beauty of Windsor Hills with a stay at Disney-Licious Villa 6 bedroom 3 Theme Rooms in Windsor Hills 4 miles to Disney!, a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.7
Outstanding(119 Reviews)House
in Kissimmee6 BR. 2 Miles to Disney, pool, spa, water park, game room, free Wi-Fi and more
15 guests · 6 bedrooms · 5 baths
Pool · Kitchen / Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Windsor Hills? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.8
Outstanding(92 Reviews)House
in KissimmeeAmazing, Modern Home w/Fun Game Room, Themed Bedrooms, and Private Pool/Spa
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Looking to create some memories in Windsor Hills? Look no further than our House, Amazing, Modern Home w/Fun Game Room, Themed Bedrooms, and Private Pool/Spa. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.5
Excellent(101 Reviews)Villa
in Kissimmee2 Miles to Disney World! 6 BR/4 BR! Private Pool&Spa@Famous Windsor Hills Resort
15 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Villa in Windsor Hills, for $348 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
4.8
Outstanding(73 Reviews)House
in KissimmeeAmazing-Movie Theater-Private Pool/Spa-Great View-Themed Bedrooms
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
This House for $393 in Windsor Hills, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
4.9
Outstanding(70 Reviews)House
in KissimmeeFree Waterpark, Free Heated Pool/Spa and Grill, Game/Theater Rm, & PS5
14 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
When traveling to Windsor Hills, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $381 per night.
$$$$
4.9
Outstanding(68 Reviews)House
in KissimmeeLivin the Dream❤️Closest FREE Resort to Disney! AC game rm!
16 guests · 6 bedrooms · 4 baths
Pool · Pets allowed · Kitchen / Kitchenette
This inviting House in Windsor Hills can fit your needs for many types of vacations, at $359 per night.
$$$$
4.8
Outstanding(68 Reviews)House
in KissimmeeIncredible Poolside Theater-Private Saltwater Pool/Spa-Game Room-Themed Bedrooms
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Indulge in a peaceful retreat at Incredible Poolside Theater-Private Saltwater Pool/Spa-Game Room-Themed Bedrooms, our elegant House in Windsor Hills. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.5
Excellent(88 Reviews)House
in KissimmeeOnce Upon A Dream Villa, a beautiful 6 bed / 4 bath home in Windsor Hills Resort
14 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
Indulge in a peaceful retreat at Once Upon A Dream Villa, a beautiful 6 bed / 4 bath home in Windsor Hills Resort, our elegant House in Windsor Hills. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.8
Outstanding(62 Reviews)House
in KissimmeeLivin Free❤️NEW AC Game Rm, Free Resort 2 mi to Disney ESPN
16 guests · 6 bedrooms · 4 baths
Pool · Pets allowed · Kitchen / Kitchenette
When traveling to Windsor Hills, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $375 per night.
$$$$
4.8
Outstanding(64 Reviews)Villa
in KissimmeeNewly Updated, Luxury Disney Villa with South Facing Pool, Free Water Park
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
This inviting Villa in Windsor Hills can fit your needs for many types of vacations, at $327 per night.
$$$$
5.0
Outstanding(50 Reviews)House
in KissimmeeLarge Two Story Home with TWO Master Bedrooms with attached full baths.
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Discover the beauty of Windsor Hills with a stay at Large Two Story Home with TWO Master Bedrooms with attached full baths., a top rated House with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
4.8
Outstanding(51 Reviews)House
in KissimmeeFun Game Room, Amazing Outdoor Theater by Private Pool/Spa w/Bar, Themed Bedrms
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Are you ready to indulge in a relaxing getaway? Our House in Windsor Hills has everything you need for a rejuvenating stay. Treat yourself to Fun Game Room, Amazing Outdoor Theater by Private Pool/Spa w/Bar, Themed Bedrms's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
5.0
Outstanding(49 Reviews)House
in KissimmeeHilltop Villa: Star Wars/Princess themed rooms.
14 guests · 6 bedrooms · 4 baths
Internet / Wifi · Parking
Soak up the beauty of Windsor Hills in our House, Hilltop Villa: Star Wars/Princess themed rooms.. With a range of amenities such as Internet / Wifi and Parking, you'll feel right at home.
$$$$
4.9
Outstanding(42 Reviews)House
in KissimmeeRenovated-Incredible Game Room-South Facing Pool With Poolside Theatre
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
This House for $424 in Windsor Hills, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
5.0
Outstanding(40 Reviews)House
in KissimmeeNew-Totally Renovated-Amazing Game Room-South Facing Pool/SPA-Themed Bedrooms
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
House in Windsor Hills, for $399 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
5.0
Outstanding(40 Reviews)House
in KissimmeeLivin the Moment❤️Theatre! FREE Resort WDW 2mi
15 guests · 6 bedrooms · 4 baths
Pool · Pets allowed · Kitchen / Kitchenette
This House for $348 in Windsor Hills, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
4.9
Outstanding(36 Reviews)Villa
in KissimmeeWelcome To Magnolia Blossom Villa! South Facing Pool in Prime Location.
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Windsor Hills, at $363 per night for your next great vacation.
$$$$
5.0
Outstanding(27 Reviews)House
in KissimmeeAround the world at Windsor Hills
14 guests · 6 bedrooms · 4 baths
Pool · Hot Tub / Spa · Laundry
The best choice in Windsor Hills for House, for $396 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
4.7
Outstanding(27 Reviews)House
in KissimmeeHuge 5 Star Resort Villa 3 miles to Disney Pool/Spa/Game Room/Windsor Hills
14 guests · 5 bedrooms · 5 baths
Garden · Pool · Kitchen / Kitchenette
When traveling to Windsor Hills, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $427 per night.
$$$$
4.2
Excellent(40 Reviews)House
in KissimmeeWindsor Hills 6 BR
16 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
House in Windsor Hills, for $399 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
4.8
Outstanding(24 Reviews)Villa
in Kissimmee5 Star Spacious Resort Villa - Pool, Game Room, Near Disney
16 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Business stays, family stays, couples stay, getaway vacation, and rental in Windsor Hills at 5 Star Spacious Resort Villa - Pool, Game Room, Near Disney for $421 for your next trip.
$$$$
4.8
Outstanding(23 Reviews)House
in Kissimmee3 mile to Disney, South facing pool with spa, Free wifi, 6 br/4 full bathroom
14 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Windsor Hills at 3 mile to Disney, South facing pool with spa, Free wifi, 6 br/4 full bathroom for $342 for your next trip.
$$$$
4.7
Outstanding(21 Reviews)Villa
in KissimmeeExecutive 6 bed, 4 bath home in 5 Star Windsor Hills Resort, minutes from Disney
14 guests · 6 bedrooms · 4 baths
Garden · Pool · Kitchen / Kitchenette
Indulge in a peaceful retreat at Executive 6 bed, 4 bath home in 5 Star Windsor Hills Resort, minutes from Disney, our elegant Villa in Windsor Hills. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
3.9
Good(32 Reviews)Villa
in Kissimmee6BR Luxury Windsor Hills Pool Villa - 2.5 miles to Disney
14 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
This Villa in Windsor Hills, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
4.7
Outstanding(16 Reviews)House
in Kissimmee6 Bedroom, 4 Bath Luxury Villa in Windsor Hills Resort
16 guests · 6 bedrooms · 4 baths
Pool · Kitchen / Kitchenette · Air conditioner
This inviting House in Windsor Hills can fit your needs for many types of vacations, at $447 per night.
$$$$
Windsor Hills travel inspiration
Read our blogGuides
Ski Trip Packing List: What to Bring Skiing or Snowboarding
Trends
VacationRenter Holiday Travel Trends 2023
Featured Rentals
Architectural Vacation Rentals: Experience the Beauty of Unique Properties
Featured Rentals
Sustainable and Eco-Friendly Vacation Rentals Around the World
Featured Rentals
Our Favorite Vacation Rentals With Unique Experiences
Featured Rentals
Amazing Cabin Rentals Across the Globe
Featured Rentals
Have You Ever Wanted to Stay in a Dome Rental? Now You Can
Featured Rentals
Jaw Dropping Treehouse Rentals All Over the World