Kissimmee, Florida
The Windsor Retreat only 7 miles to Disney
✨ Welcome to Your Dream Vacation Home at Windsor at Westside! ✨
Imagine kicking off your vacation in this stylish modern 5-bedroom, 4-bath home located in the award-winning Windsor at Westside Resort in Kissimmee. This beautiful corner-lot home is designed for comfort and fun — perfect for families or groups looking to relax and make memories together.
Step inside and you’ll find a bright, open living space where everyone can gather. The fully equipped kitchen has everything you need to cook and dine in, while the spacious lounge is perfect for unwinding after a day at the parks. Sliding glass doors open to your covered lanai, complete with a high-top table and your very own private southwest-facing pool — enjoy the Florida sunshine all day long, right through to sunset! 🌅
Downstairs, there’s a cozy queen bedroom and full bathroom, plus a garage that’s been transformed into an awesome games room featuring a pool table, foosball, darts, and shuffleboard — endless entertainment for kids and adults alike! 🎯🎱
Head upstairs to find a luxurious master suite with a walk-in shower and a large walk-in closet. A second queen bedroom also has its own ensuite bathroom, while two twin bedrooms share another full bath — perfect for the kids or friends. Every bedroom comes with cable TV, and the loft area offers extra seating and laundry facilities for your convenience.
The pool & spa can be heated for $35 per day. We do recommend heating the pool during the months of October to April.
Whether you’re here to explore the theme parks, relax by the pool, or enjoy the resort’s world-class amenities, this home has everything you need for the ultimate Florida getaway. 🌴☀️
🌟 Resort Amenities That Truly Stand Out! 🌟
Windsor at Westside offers some of the best resort-style amenities in the area, making it a favorite among vacationers! At the heart of the community is a 10,000 sq. ft. clubhouse featuring a zero-entry resort pool, waterslide, lazy river, and kids’ splash zone — fun for the whole family! You’ll also find a large jacuzzi spa for those relaxing evening soaks, plus a tiki bar serving poolside drinks and delicious bites throughout the day. 🍹
Stay active with a fully equipped fitness center and gym, or have some fun in the game room and video arcade. There’s even a sundries shop on-site for your convenience. Outdoor enthusiasts will love the multi-sports courts (including basketball, tennis, and sand volleyball), along with a children’s playground and a peaceful lake with a pier for an evening stroll.
And for peace of mind, the resort is a fully gated community, ensuring extra privacy and security for all guests. 🏡✨
Location:
Walt Disney World - 7 Miles
Universal Orlando Resort - 20 Miles
Seaworld - 14 Miles
Orlando International Airport - 20 Miles
Walmart - 7 Mile
Highlands Reserve Golf Club - 3 Miles
Florida Mall - 22 Miles
Premium Outlets - 12 Miles
✨ Welcome to Your Dream Vacation Home at Windsor at Westside! ✨
Imagine kicking off your vacation in this stylish modern 5-bedroom, 4-bath home located in the award-winning Windsor at Westside Resort in Kissimmee. This beautiful corner-lot home is designed for comfort and fun — perfect for families or groups looking to relax and make memories together.
Step inside and you’ll find a bright, open living space where everyone can gather. The fully equipped kitchen has everything you need to cook and dine in, while the spacious lounge is perfect for unwinding after a day at the parks. Sliding glass doors open to your covered lanai, complete with a high-top table and your very own private southwest-facing pool — enjoy the Florida sunshine all day long, right through to sunset! 🌅
Downstairs, there’s a cozy queen bedroom and full bathroom, plus a garage that’s been transformed into an awesome games room featuring a pool table, foosball, darts, and shuffleboard — endless entertainment for kids and adults alike! 🎯🎱
Head upstairs to find a luxurious master suite with a walk-in shower and a large walk-in closet. A second queen bedroom also has its own ensuite bathroom, while two twin bedrooms share another full bath — perfect for the kids or friends. Every bedroom comes with cable TV, and the loft area offers extra seating and laundry facilities for your convenience.
The pool & spa can be heated for $35 per day. We do recommend heating the pool during the months of October to April.
Whether you’re here to explore the theme parks, relax by the pool, or enjoy the resort’s world-class amenities, this home has everything you need for the ultimate Florida getaway. 🌴☀️
🌟 Resort Amenities That Truly Stand Out! 🌟
Windsor at Westside offers some of the best resort-style amenities in the area, making it a favorite among vacationers! At the heart of the community is a 10,000 sq. ft. clubhouse featuring a zero-entry resort pool, waterslide, lazy river, and kids’ splash zone — fun for the whole family! You’ll also find a large jacuzzi spa for those relaxing evening soaks, plus a tiki bar serving poolside drinks and delicious bites throughout the day. 🍹
Stay active with a fully equipped fitness center and gym, or have some fun in the game room and video arcade. There’s even a sundries shop on-site for your convenience. Outdoor enthusiasts will love the multi-sports courts (including basketball, tennis, and sand volleyball), along with a children’s playground and a peaceful lake with a pier for an evening stroll.
And for peace of mind, the resort is a fully gated community, ensuring extra privacy and security for all guests. 🏡✨
Location:
Walt Disney World - 7 Miles
Universal Orlando Resort - 20 Miles
Seaworld - 14 Miles
Orlando International Airport - 20 Miles
Walmart - 7 Mile
Highlands Reserve Golf Club - 3 Miles
Florida Mall - 22 Miles
Premium Outlets - 12 Miles
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
What this home offers
What our guests say
4.86
7 reviews
Where you’ll be
Kissimmee, Florida, 34747, United States
47. amidst (47) 48. the (48) 49. lively (49) 50. atmosphere (50) 51. of (51) 52. Margaritaville (52) 53. Resort (53) 54. Orlando
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$14,000
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Things to know
Check-in & check-out
Check-in after 4:00 PM.
Check-out before 10:00 AM.
Property rules
Children welcome (2–12 years).
Infants welcome (under 2).
Maximum 10 guests.
No pets allowed.
No parties or events.
Number and age of guests
Pets
Events
Smoking
Check-in & check-out
Cancellation policy
Add your trip dates to get the cancellation details for this stay.