Upstay Family Fun 5BR Retreat w Pool & Games Room

Clermont, Florida
$341 avg/night Minimum Stay 1 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 1 nights

Min Stay

Summary:

Upstay presents this spacious 5BR retreat at Windsor Cay Resort, perfect for families and groups. Kids will love the Harry Potter and Toy Story themed bunk rooms, while everyone can enjoy the game room with PS5, air hockey, and arcade games. Relax by your private pool or explore resort-style amenities including a lazy river, waterslides, mini golf, and sports courts—everything you need for the ultimate Orlando getaway!



The Space:

Magical Memories Start Here! This vibrant 5-bedroom, 4.5-bathroom getaway in Windsor Cay Resort is a dream come true for families and Disney fans alike. With themed kids’ rooms, a private pool, game room, and access to resort-style amenities, it’s the perfect launchpad for your next Orlando adventure.



From lazy days by the pool to movie nights and magical bunk beds, this home is packed with fun for all ages — and just minutes from the magic of Disney.



Soak Up the Sun & Splash into Fun:

• Private outdoor swimming pool with spacious sundeck

• Poolside loungers and shaded dining area

• Indoor & outdoor dining tables for group meals

• Complimentary access to resort waterpark, lazy river, & splash pad



Play All Day:

• Game room with PS5, arcade games & air hockey

• Toy Story–themed bunk room with slide

• Harry Potter–themed bunk room for little wizards & witches

• Smart TVs in every room for endless entertainment



Eat, Lounge & Connect:

• Fully equipped chef’s kitchen with stainless steel appliances

• Open-concept living room with large sectional & Smart TV

• Indoor dining for 10, plus island seating for 4

• High-speed WiFi & central A/C throughout the home



Dream Big, Sleep Easy:

• 5 spacious bedrooms / 4.5 bathrooms

• Custom kids’ rooms with themed décor and bunk beds

• Comfortable King and Queen bedrooms with modern furnishings

• In-home washer & dryer for added convenience



Bedroom Breakdown:



First Floor:

• Bedroom 1: King bed | Private ensuite bath

• Bedroom 2: Queen bed | Shared half bath



Second Floor:

• Bedroom 3: Toy Story-themed bunk room | 2 Twin bunks + slide

• Bedroom 4: Harry Potter-themed bunk room | 2 Twin bunks

• Bedroom 5: King bed | Shared hallway bath



Resort-Style Amenities Just Steps Away:

As a guest of Windsor Cay, you’ll have full access to the resort’s world-class amenities:

• Lagoon-style pool & lazy river

• Waterslides & kids' splash playground

• Outdoor hot tub & fire pit with Disney fireworks views

• Mini golf, basketball, volleyball & sports courts

• Game room, fitness center & oversized yard games

• Poolside cabanas, hammocks & umbrella seating

• Onsite café, ice cream shop, Blue Marlin Grille & Rumbrellas Pool Bar

• Aloha Clubhouse with store & guest services



Perfectly Located:

• 10–15 minutes to Disney World

• 25 minutes to Universal Studios

• 30 minutes to Orlando International Airport (MCO)

• Nearby shopping, dining, and grocery options



Check-In, Parking & More:

• Gated resort with 24/7 security

• Free onsite parking (driveway and street)

• Contactless check-in for your convenience



Why Stay With Us

This isn’t just a vacation home — it’s an experience designed for fun, comfort, and connection. Whether you're chasing thrills at the theme parks or relaxing poolside, this Windsor Cay retreat is your family’s perfect Orlando home base.



Book your stay now and get ready to create magical memories that last a lifetime!



Guest Access:

- Full access to the entire home

- Complimentary Windsor Cay Resort access (8:00 AM–8:00 PM)

- Free Onsite Parking



The Neighborhood:

Windsor Cay Resort is the newest vacation home community in the Orlando Disney area, just a short drive to all the major theme parks like Disney World and Universal Studios. Great news! The Reef Club at Windsor Cay Resort officially opens on July 2. All guests staying at Windsor Cay should now use the brand-new amenities at The Reef Club rather than Windsor Island Resort.



Resort Access:

Guests enjoy complimentary access to the Windsor Cay Resort clubhouse and amenities:

• The Reef Club (Clubhouse): Mon–Wed: 8:00 AM – 5:00 PM ; Thu–Sun: 8:00 AM – 8:00 PM

• Resort Pool & Waterpark: Mon–Wed: 12:00 PM – 5:00 PM ; Thu–Sun: 10:00 AM – 6:00 PM

• Blue Lagoon Bar & Grille (Dining at the Clubhouse):

• Mon–Wed: 12:00 PM – 5:00 PM

• Thu–Sun: 11:00 AM – 6:00 PM

• Ordering: Scan the QR code to place your order

• Pickup: Collect your meal at the clubhouse

•Mini Golf Course: Daily: 10:00 AM – 4:30 PM

•HOA Office: Mon–Fri: 8:30 AM – 5:00 PM



Please bring your own towels for the pool and water areas. A limited supply is available for purchase at the amenity center.



Available Amenities:

• Brand-new clubhouse – The Reef Club

• Lazy river & kids splash zone

• Zero-entry resort pool + hot tub

• Poolside cabanas (family & adult-only options)

• Fitness center & game room

• Mini golf (9 holes), cornhole, and sand volleyball

• The Blue Lagoon Tavern & Grille (liquor license pending)



Other Things to Note:

• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!



• To ensure smooth access to Windsor Island, guests must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, and last-minute registrations may not be processed. Please provide the names of all guests aged 18+ in a timely manner so we can assist with registration. Thank you!



• Pool maintenance is scheduled weekly and may occur during your stay. Technicians will briefly access the pool area only. Thank you for your understanding.



Additional Services (Available Upon Request)

• Pool heating: USD 35/night (2-night minimum, 24-hour notice required)



House Rules



No parties, events, or smoking/vaping. Violations may result in a USD 150 fine and/or forfeiture of deposit.

Check-out is on time. Late departures will be charged USD 150 per additional hour.

Excessive mess will result in additional cleaning fees. Please leave the home tidy.

No liability is assumed for injuries related to pool use. Please use at your own risk and follow safety guidelines.

Firearms and weapons are strictly prohibited on the property.



• Violation of house rules may result in additional charges or immediate removal without refund.



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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2276 Sq Ft (211 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Washing Machine
  • INTERNET

    WiFi Available
  • POOL/SPA

    Hot Tub Private Pool Shared/communal Pool
  • BATHROOMS

    4.5 Bathrooms Hair Dryer Shampoo Shower Towels Provided
  • LANGS SPOKEN

    English Portuguese Spanish
  • THINGS TO DO

    Fitness Center
  • ENTERTAINMENT

    Video Games TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Your dates are Available!

Total

Includes taxes and fees
$341+
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