Summary:
Upstay welcomes you to this spacious 8-bedroom retreat in the gated Windsor at Westside Resort. Enjoy a private, garden-facing patio with a swimming pool, spillover hot tub, BBQ grill, shaded dining area, and sun loungers. Inside, unwind in the game room with foosball, billiards, and board games—or host a movie night in your very own home theatre featuring a large screen. Perfect for families and group getaways! Book your stay now!
The Space:
Home Highlights:
• 8 bedrooms, 6 bathrooms (4 en suites)
• Sleeps up to 16 guests (10 beds total)
• Private screened-in patio with pool, jacuzzi & BBQ
• Games room with pool table, foosball & board games
• In-home theater with large projector screen
• Fully equipped kitchen with high-end appliances
• Dining for 10 + kitchen island & patio seating
• Smart TVs with cable & high-speed WiFi
• In-home laundry, central A/C & free parking
• Enjoy complimentary access to resort amenities
Planning a group trip or big family getaway? This pet-friendly home comfortably hosts up to 16 guests and is packed with fun from top to bottom. But first, let’s talk location. This beautiful property sits within the secure, family-friendly Windsor at Westside Resort—just a short drive from Disney and all the best Orlando attractions.
As a guest, you'll enjoy full access to the resort's incredible amenities: a lakefront pier with scenic views, a massive resort-style pool, concierge services, and a splash zone and water playground that the kids will absolutely love. Want to unwind? Sip a cocktail from the TuCasa Tiki Bar while you stretch out on the sundeck—or float your cares away in the lazy river. There’s also a fully equipped fitness center, beach volleyball, and sports courts if you’re feeling competitive.
Back at the house, you’ll love your own private backyard oasis. The screened-in patio offers a pool with no rear-facing neighbors for added privacy, a bubbling jacuzzi-style spa, sun loungers, and a shaded dining space complete with a BBQ grill—perfect for poolside meals.
Step inside and keep the fun going in the garage-turned-games room, featuring a pool table, foosball, board games, and puzzles for all ages. Don’t worry about the garage space—we’ve got ample parking in the driveway, and any extras can easily be accommodated at the clubhouse.
The home’s main level features an open-concept kitchen and living area. You’ll love the oversized island for prepping meals, chatting with the crew, or laying out snacks buffet-style. With tons of storage, counter space, and all the kitchen essentials, mealtime is a breeze.
Head upstairs for even more entertainment in your private home theater, complete with a large projector screen and comfy seating. All bedrooms are located on the upper floor—except for one convenient ground-floor master suite with a king bed and ensuite bath, ideal for guests who prefer to avoid stairs.
Whether you’re in the mood to explore or just relax, this vibrant home is set up for memory-making moments. Bring the whole crew and get ready for a stay packed with comfort, fun, and sunshine. Let your Orlando adventure begin!
Windsor at Westside Resort Features:
• 24hr gated entrance with security guard
• Clubhouse with licensed restaurant and lounge
• Lazy river for floating
• Resort-style heated pool with shallow-entry
• Children's splash zone with waterslide
• Outdoor jacuzzi hot tub
• Tiki bar
• State-of-the-art fitness center
• Children's playground
• Video arcade
• Market and Deli/Sundries Shop
• Tennis/Basketball court
Guest Access:
Parking:
• Up to 2 vehicles can park in the driveway. There is additional parking at the clubhouse if needed. Please note: the garage is not available.
Property Access:
• Guests will enter the community through a gate and the security guard.
Resort Access:
• You're provided with complimentary access to the Windsor at Westside Resort.
• Clubhouse is open daily from 9am - 9pm, year-round.
The Neighborhood:
Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq. ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. There are multi sports courts, a resort style swimming pool, whirlpool spa, tiki bar, poolside cabanas, kids play zone, lazy river and more!
The home is in an ideal location, which offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Getting Around:
Windsor at Westside Resort:
One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 miles.
• Universal Studios ~ 25 miles.
Nearby Other Attractions:
• Highlands Reserve Golf Club ~ 3 miles.
• Lake Louisa State Park ~ 13 miles.
• Camping World Stadium ~ 32 miles.
• Orlando Science Center ~ 34 miles.
• Mennello Museum of American Art ~ 36 miles.
Other Things to Note:
***MPORTANT NOTICE ***
•Please be advised that the spa heating service is currently out of order. Our team is working to resolve the issue. We apologize for any inconvenience this may cause.
•Please note that the fridge's ice maker is currently unavailable. However, for your convenience, a separate ice maker is provided on the kitchen counter.
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.
Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
• We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.
Pet Friendly:
• A pet fee of $129/pet per stay will be added at the time of booking if the pet is added to the reservation. If no pet is declared during booking, we will collect the fee separately. Pets up to 70lbs are welcome.
• If you have more than one pet, please note that an extra fee of $129 per pet will also be collected after booking confirmation.
We're happy to deliver:
- Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).
Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
