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Upstay Family Fun 5BR Retreat w Pool & Games Room

Upstay Family Fun 5BR Retreat w Pool & Games Room

Clermont, Florida4.90 (54)
5 bedrooms · 7 beds · 4.5 bathrooms · Sleeps 14
HouseHot TubEV Charger

Where you’ll sleep

King
Bedroom 1
Bunk (Twin/Twin)
Bedroom 2
Bunk (Twin/Twin)
Bedroom 3
King
Bedroom 4
King
Bedroom 5

Your ultimate Orlando family retreat with themed rooms, private pool, game room, and resort fun!

  • –Themed bunk rooms for an unforgettable kids' experience
  • –Private game room with PS5, air hockey, and arcade games
  • –Full access to Windsor Cay Resort's extensive waterpark and recreational amenities

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.

About this property

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(OOO), 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!

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 is currently unavailable
• 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

Windsor Cay Resort — Operating Hours Update
Starting September 12:
• Opening hours remain unchanged
• Pool deck & restaurant close at 7:00 PM
• Clubhouse closes at 7:30 PM

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!

The area

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

Windsor Cay Resort — Operating Hours Update
Starting September 12:
• Opening hours remain unchanged
• Pool deck & restaurant close at 7:00 PM
• Clubhouse closes at 7:30 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)

Notes from your host

• 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.

• Not pet friendly; violations may result in fees or loss of deposit

Additional Services (Available Upon Request)
• Pool heating: USD 35/night (2-night minimum, 24-hour notice required)

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.

full description, the area, host notes

Managed by Upstay

Upstay
4.6★

21,944 reviews

Upstay is a vacation rental management company offering hand-picked, uniquely designed properties across multiple destinations including Orlando, Austin, Costa Rica, Canada, and Colorado. They provide curated accommodations ranging from family retreats to luxury villas, emphasizing comfort, style, and personalized travel experiences.

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Guest Reviews

4.9★ · 54 reviews
All reviews →
★★★★★

“Great place to stay! Highly recommend will be coming back!”

Guest · Sep 2026

★★★★★

“Wonderful home, spacious and well designed, very close to resort amenities in the community. We loved our time here and would absolutely stay here again! Thank you Luciana and Upstay for your hospitality.”

Guest · Sep 2026

★★★★★

“My stay here was amazing the house was very clean it was just how the described it. The small Kids Love the Toy Story Room and the bigger kids love the Game Room.”

Guest · Sep 2026

Guests mention

amazing hostspotless cleanlinessaccurate listing

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Location

Clermont, Florida

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