Upstay: 5BR Resort Home w Arcade & Private Pool — Clermont, FL — vacation rental

Upstay: 5BR Resort Home w Arcade & Private Pool

Nightly
📍 Clermont, FL, US
GGuesty$250
Per night · ~ estimatesHow we estimate

This fun-filled 5BR home at Windsor Cay Resort features a private pool, Mario Bros–themed game room, and playful kids’ rooms with Simpsons and Pixar décor (plus a slide!). Enjoy spacious living, a full kitchen, and access to resort amenities like a lazy river, splash zone, arcade, mini-golf, and more. Just 8 miles from Disney, it's the perfect base for your Orlando adventure! Book your stay now!

About the Home

Get ready for a fun-filled Florida escape at this 5-bedroom, 4-bathroom villa in the exciting Windsor Cay Resort! With themed kids’ bedrooms, a Mario Bros–inspired game room, and a private pool, this spacious home is perfect for families and groups looking for comfort, entertainment, and resort-style living—just 8 miles from Walt Disney World! Relax, Unwind & Play: • Private swimming pool with furnished sundeck • Spacious living area with Smart TV & cozy seating • High-speed WiFi – great for streaming or remote work • Central air conditioning for year-round comfort • In-home laundry machines + free onsite parking Game On – Mario Bros–Themed Game Room • Air hockey, arcade-style games & Xbox console • Fun for kids, teens, and even the grown-up gamers Cook, Dine & Gather • Fully equipped kitchen with modern stainless steel appliances • Indoor dining table for family-style meals • Breakfast bar perfect for quick bites or casual coffee breaks Dream Big, Sleep Easy – 5 Bedrooms | Sleeps up to 12 • Bedroom 1: King bed | Ensuite bathroom • Bedroom 2: Queen bed • Bedroom 3: Queen bed • Bedroom 4: Simpsons-themed kids room | Bunk bed • Bedroom 5: Pixar-themed kids room | Bunk bed with slide (4 full bathrooms, stocked with fresh towels & essentials) Bonus Perks – Full Access to Windsor Cay Resort Amenities! Resort Highlights: • Zero-entry resort-style pool, cabanas, lazy river, hot tub, kids splash zone • Arcade and game room, fitness center, mini-golf course • Poolside dining at Blue Lagoon Tavern & Grill, volleyball, cornhole, outdoor games Windsor Cay Resort — Operating Hours Update • Opening hours remain unchanged • The Pool Deck and Restaurant will now close at 6:00 p.m. • Mini Golf and Volleyball will also close at 6:00 p.m. • The Clubhouse will remain open until 7:30 p.m.

Good to know

• 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. Community & Resort Information – Windsor Cay • Windsor Cay is a newly developed community and is now fully open, including all resort amenities. • Guests have full access to the brand-new Windsor Cay Resort amenities during their stay. • The surrounding community is still completing minor finishing touches, but the property and resort facilities are fully operational and welcoming guests. Additional Services (Available Upon Request) • Pool heating: $35/night (2-night minimum, 24-hour notice required) • Pack ’n play: $39 one-time fee • Highchair: $29 one-time fee • Mid-stay cleaning (for stays over 3 nights): available for an additional fee, must be booked in advance

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 is now officially open! All guests staying at Windsor Cay should now use the brand-new amenities at The Reef Club, located right within the community. Windsor Island Resort amenities are no longer needed—everything you need is now on-site! 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)

Guest Access

• Guests will have exclusive access to the home. • Free onsite parking is available in front of the townhome for 2 vehicles on a first-come, first-served basis. • Our guests are provided with complimentary access to the Windsor Cay Resort amenities.

House Rules and Terms

1. Parties, events and smoking/vaping of any kind are prohibited in or around our property and risk a fine of $150 and/or your full deposit will be forfeited. 2. Please check-out on time. Late departures will result in a fine of $150 for each additional hour the property cannot be accessed for turnover. 3. Large messes will result in an additional cleaning fee. Please clean up after yourselves. 4. Outside of service animals, pets are not permitted at this property. Any evidence of pets will result in a fine and/or forfeiture of your full deposit. 5. We do not assume liability for any injuries sustained by using the pool. Please follow all safety precautions and use at your own discretion. 6. Firearms and weapons are strictly prohibited on the property. • If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.

What this place offers

Safety & cleaning 7Family, pets & fun 6Parking & access 4Views & setting 4Tech & work 4Pool & outdoors 9Kitchen & dining 14Comfort & essentials 18Rules & details 1
Carbon monoxide detector
Cleaning Disinfection
Cleaning before checkout
Enhanced cleaning practices
Fire extinguisher
High touch surfaces disinfected
Smoke detector
Family/kid friendly
Game console
Game room
Gym
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
EV charger
Free parking on premises
Free parking on street
Private entrance
Downtown
Resort
Resort access
Town
Internet
Laptop friendly workspace
TV
Wireless Internet
Communal pool
Hot tub
Indoor pool
Outdoor pool
Outdoor seating (furniture)
Patio or balcony
Private pool
Spa
Swimming pool
Baking sheet
Blender
Coffee maker
Dining table
Dishes and silverware
Dishwasher
Freezer
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Clothing storage
Conditioner
Dryer
Essentials
Hair dryer
Hangers
Heating
Hot water
Iron
Room-darkening shades
Shampoo
Shower gel
Towels provided
Washer
Long term stays allowed

Booking and price

Book on
the host's own site (upstayreservation.guestybookings.com). CielStay links you there and charges no fee.
Nightly rate
Below the typical rate for the 105 homes we list in Clermont

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Property sourced from Guesty • Listing stale? Update it!

$250/ night
GuestsUp to 12
Bedrooms5
Bathrooms4
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty$250
Per night · ~ estimatesHow we estimate