Book Direct & Save - No Booking Fees
Key Amenities
About this property
Welcome to Your Family’s Kissimmee Retreat — Space, Comfort & Resort Luxury Minutes From Disney Step into a 4,000 sq ft haven designed for families and groups who want to spread out, relax, and create unforgettable memories together. With a private heated pool + spa, multiple king suites,...
Featured review
My family & I enjoyed our stay at this lovely home during the summer time. This house gave us an enjoyable experience that we will all remember. We didnt have any problems with the house and we hope to...
Key Amenities
About this property
YOUR FLORIDA OASIS AWAITS! This gorgeous villa is NEWLY UPDATED for your Kissimmee Disney Vacation Rental. Located in the gated Windsor at Westside Resort, with 8 bedrooms, 6 bathrooms there is plenty of room to sleep 17 guests! Enjoy your own private pool with privacy curtains (a rare feature in this...
Featured review
LOVE THIS HOUSE! This villa was exactly as described - private, luxurious and with all the amenities you could ask for. I was one of the first renters with the new owners and I can’t wait to get back!...
Distance to park: 7 miles to Disney World
Key Amenities
About this property
Some wonder what makes your Disney vacation memorable? Look no further, we can ensure you have the best vacation in Central Florida. We have owned a vacation rental property in the Disney area for over 14 years. We know what it takes.Our home has been meticulously designed. We have thoughtfully planned...
Key Amenities
About this property
Escape to a magical 8-bed 6-bath retreat for up to 16 guests at the Windsor at the Westside resort community. This is an entire home rental. Super Mario game room, Beauty and the Beast dining, Paris-themed kitchen, Guardians of the Galaxy primary bedroom. Upstairs: Hollywood, Pirates, Mickey Mouse, Princesses,...
Distance to park: 14 miles to Disney World
Key Amenities
About this property
Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay you will enjoy this well...
Featured review
The owner Jane was easy to work with. House was everything described. Totally furnished and great for the 7 kids we had with us ages 15,8,7,6,6,5 and 3. Pool was warm Beds were comfy, property manager...
Why Choose FloridaRentals.com?
No Booking or Service Fees
Save up to 25% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
Key Amenities
About this property
5 star Property!Welcome to Sunset Magic Villa!Delightful Windsor at Westside Resort home villa8 bedrooms (2 Downstairs/6 Upstairs) and 6 full bathrooms. Space for up to 16 guests, (stretch out and relax with all the comforts of home) WEST facing private pool ensuring stunning sunset...
Featured review
Tout était parfait, il ne manquait absolument rien. Très bonne communication avec les hôtes. L'emplacement est près de tout.
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Themed Villa Retreat Near Disney – Sleeps 16! - 20 minutes to Disney - 30 minutes to Universal Studios - 25 minutes to SeaWorldGet ready for the ultimate vacation at this fun-filled 7-bedroom, 5.5-bathroom villa, perfect for family and friends! Featuring a private south-facing pool &...
Distance to park: 8 miles to Walt Disney World
Key Amenities
About this property
Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Husband and I rented this home for us and our family (total of 13 people). The home was very close to Disney and worked great for us. We had plenty of room and it was very clean.The only issue we...
Distance to park: 14 miles to Disney World
Key Amenities
About this property
Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...
Featured review
Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks
Key Amenities
About this property
Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme...
Featured review
The house was exactly as the pictures and the ad stated. Very roomy and close to all the Disney Parks. Loved the pool and hot tub and the spacious kitchen livingroom area.We will definitely rent...
Distance to park: 2 miles to Disney’s Animal Kingdom Park
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, This 24 hour guard gated...
Featured review
I went with my family, very comfortable. Beds 6 out of 10. Pool 7 out of 10. Rest of amenities 10 out of 10.
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
What a great property! It was perfect for our family. Very spacious and clean. Definitely staying there again on our next stay in Florida.
Distance to park: 12 miles to Disney's Magic Kingdom Park
Key Amenities
About this property
Welcome to Westside Villa! -20 minute drive to all Disney Parks -Private, heated pool; gas grill; EV charger on-site -Modern arcade: racing simulators, virtual reality, vintage games -3 king size suites with smart TVs -2 uniquely themed bunk rooms (Star Wars and Fairy Tale) -All bedrooms have ensuite...
Featured review
Their 1st flight, their 1st biggest adventure, then the squeals of OMG look at this house and what it had to offer. PRICELESS. The bedrooms and their themes , the video games, the pool was practically...
Distance to park: 8 miles to Disney Animal Kingdom
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Verry nice villa, warm jacuzzi. It was awesome. Bathrooms and bedrooms were good. Everthing was clean when we arrived. Great
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
We spent a great week in this home with our extended family. Tons of rooms and bathrooms and a nice big kitchen. Private pool and community water park were great for the kids. Location was convenient. We...
Distance to park: 8 miles to Disney World
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...
Key Amenities
About this property
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this...
Featured review
Fantastic time. Pool overlooks the lake. We had an issue with a burner on the stove the first day and the owner had a brand new stove delivered the next day. The owner has similar properties also. We have...
Key Amenities
About this property
Windsor at Westside Resort features a large 10,000 sq.ft. clubhouse which includes a resort-style pool, lazy river, water slide, & hot tub. Other amenities include a gym, beach volleyball, cabana rentals, basketball court, game room, tiki bar and concierge desk.Location is great with a Kissimmee...
Key Amenities
About this property
Welcome to our vacation home situated in the stunning gated community of Windsor at Westside. This 5-bedroom, 4.5-bathroom villa boasts everything you need for an unforgettable vacation with your family and friends, Close to theme parks, shopping mall outlets, restaurants and supermarkets, offers its...
Featured review
The location is perfect! It's situated in a sweet little area thats quiet and clean. Yet it's not far from anywhere to drive. Walmart and target are just around the corner as well as a gas station and other...
Inquire for rates
View on map
List view
