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Beautiful Family Retreat in Windsor at Westside

Kissimmee, FL, United States Map
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  • Entire place
  • 11 guests
  • 5 bedrooms
  • 6 bathrooms
  • 7 beds
  • This is an Instant Booking. The host agreed to automatically accept booking requests. Once your payment is processed, your booking is confirmed.
    Instant booking
  • Wi-Fi
  • Pool
  • Gym
  • Parking

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About the Place

Indulge in the ultimate family vacation at Windsor at Westside Resort, where this luxurious villa combines elegance and fun in a spacious, thoughtfully designed setting. Just a short drive to Orlando’s world-famous attractions, this home offers an unparalleled experience with its large, private heated pool, themed bedrooms, a second-floor living room, and a Mario & Luigi-themed game room. Whether you're seeking relaxation, excitement, or quality family time, this villa offers a truly unforgettable stay.
Welcome to an exceptional vacation home at Windsor at Westside, where elegance meets comfort in an inviting, open-concept layout. This beautifully furnished home is designed for families and groups to come together, unwind, and create lasting memories in style.

On the first floor, the spacious main living area provides the perfect gathering space, featuring comfortable seating and a large TV. This room seamlessly flows into the dining area and kitchen, creating a warm, open ambiance. The kitchen is a chef’s dream, with granite countertops, espresso wood cabinetry, and a full suite of modern appliances. Whether preparing family meals or just enjoying morning coffee, this kitchen is equipped for any culinary adventure.

The first floor also includes a luxurious master suite with direct access to the pool. This private retreat features a king-sized bed, plush bedding, and a private bathroom, allowing for ultimate relaxation and convenience.

Head upstairs, where you’ll find a second spacious living room, perfect for additional lounging or movie nights. This secondary living space allows groups to spread out, making it ideal for families traveling together.

The second floor also features two additional master suites, each with king-sized beds and en-suite bathrooms, providing extra comfort and privacy for guests. ********iquely themed bedrooms bring added charm to the villa: a vibrant Minions room and a beautifully designed Moana room, each with fun details and en-suite bathrooms. These themed rooms are sure to be a hit with kids and adults alike, creating a touch of magic for every family member.

The fun continues in the fully equipped Mario & Luigi-themed game room, a space designed for hours of entertainment. Challenge friends and family to a game of pool, foosball, or air hockey, or dive into the world of video games on the PlayStation console. This brightly themed game room, with nods to everyone’s favorite plumbers, provides a unique and immersive experience for guests of all ages.

Step outside to enjoy Florida’s sunshine at the large, private heated pool surrounded by a spacious patio. Unwind on comfortable loungers, take a dip in the refreshing pool, or enjoy outdoor dining at the large table. A BBQ grill is provided, perfect for family cookouts and al fresco meals after a fun-filled day exploring Orlando. With ample seating and space, the patio offers a peaceful oasis for relaxation and quality family time under the sun or stars.

Guests at Windsor at Westside Resort have access to a wide array of premium amenities that elevate the vacation experience. Start your day at the expansive resort-style pool, where you can sip a refreshing drink from the Tiki Bar, relax in the spa, or unwind in a shaded cabana. The clubhouse offers a fitness center for those looking to keep active, a convenience market, and a dedicated kids' playground for younger guests.

For sports enthusiasts, the resort boasts tennis and basketball courts, as well as a game room with arcade options. There’s something for everyone to enjoy, whether it's a friendly game on the courts, a relaxing day at the pool, or an evening exploring the resort’s offerings.

Located just minutes from Orlando's top theme parks, shopping centers, dining, and entertainment options, this villa offers a prime location that ensures adventure is always close by. Windsor at Westside’s central location makes it easy to experience the best of Orlando while enjoying a private, peaceful retreat at the end of each day.

This luxurious home at Windsor at Westside Resort blends relaxation, entertainment, and convenience to create the ultimate vacation experience. From the Mario & Luigi-themed game room to the large private pool and spacious, comfortable interiors, every detail has been designed to make your stay memorable. Whether you’re traveling with family, friends, or both, this home offers the ideal balance of excitement and tranquility, making it the perfect choice for your Orlando getaway.

Nearby Attractions

Walt Disney World Resort
Distance: 8 miles
Drive Time: 15 minutes

Universal Studios Florida
Distance: 19 miles
Drive Time: 30 minutes

SeaWorld Orlando
Distance: 17 miles
Drive Time: 25 minutes

ESPN Wide World of Sports Complex
Distance: 10 miles
Drive Time: 18 minutes

Orlando Premium Outlets
Distance: 14 miles
Drive Time: 22 minutes

ChampionsGate Golf Club
Distance: 5 miles
Drive Time: 10 minutes

Old Town Kissimmee
Distance: 10 miles
Drive Time: 18 minutes

IMPORTANT INFORMATION: Please note that pool heat comes at extra cost of $35 per day. We need at least a 48-72 hour notice in order to be able to turn on the heater timely.

We provide initial supplies for the home; however, for longer stays, you will likely need more essentials. Here's what we offer: shampoo, conditioner, body wash, hand soap, toilet paper, paper towels, dish soap, sponge, dishwasher pods, washer pods, and kitchen towels. While trash cans come equipped, you may require additional bags.

Check-in is available anytime after 4 PM on the day of your arrival, and checkout is by 10 AM on the day of your departure.

Amenities

  • Wi-Fi
  • Pool
  • Parking
  • Air conditioning
  • Kitchen
  • Heating
  • Dishwasher
  • Dryer
  • TV
Location details and gay map for Kissimmee
The place is located in Kissimmee, FL, United States
Exact location disclosed after booking only.
Click below to check the neighborhood and nearby gay places.
Full gay city guide for KISSIMMEE »

Reviews

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The hosts took the time to best showcase their accommodation. Their home is now ready for your stay and they look forward to welcoming you as their first misterb&b guest!

About the Host

Alberto works for a gay-friendly agency selected by misterb&b

Because we foster the largest community of global gay travelers, we want to ensure all are welcome anywhere we go. Full apartments are in high demand around the world. To help ensure you can travel and feel welcome anywhere, in addition to our gay and gay-friendly hosts, we’ve selected agencies to offer apartments in cities across the world.

Because gay is in our DNA we ask each agency to affirm their welcoming attitude and acceptance of our community by agreeing to the charter below:
Agency Charter
Checking this box certifies that the management and staff of your agency welcome all people regardless of their sexual orientation or gender identity or expression
Further you agree to challenge homophobic and transphobic behavior and ensure a positive and welcoming environment for our guests

Through a courteous attitude, excluding judgment, your agency will work to ensure a peaceful stay for its LGBTQ+ clientele (information, safety, quality of service and discretion)

Property Rules

Check-in:
from 4pm
Checkout:
to 10am

Conditions

Minimum stay (nights):
1 night
Cleaning fees:   $195 USD

Cancellation Policy

Terms of Services & Privacy Policy apply to this transaction.
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Common Questions

You can contact Alberto through the Contact Host button on this page. If you've already booked, go to My trips.

Travel with peace of mind while connecting with the gay community. As the largest gay hotelier in the world, misterb&b guarantees secure payments, Booking insurance Coverage, and a customer support team that is at your service.

It is up to the host to ask for a security deposit. If there is a security deposit on the listing, the amount is displayed underneath the price per night.

A confirmation e-mail with the contact information of your host will be sent to your e-mail address upon a successful booking. Log in to your misterb&b account and visit My trips. Here you will find the status and details of all your bookings and booking requests.