Upstay Family Home w Cinema, Pool & BBQ Clermont — Clermont, FL — vacation rental

Upstay Family Home w Cinema, Pool & BBQ Clermont

Nightly
📍 Clermont, FL, US
GGuesty$296
Per night · ~ estimatesHow we estimate

Welcome to your dream getaway at Windsor Cay Resort! This spacious 5BR home is perfect for families and groups, with a private pool, game room, and fun themed bedrooms. Enjoy relaxing mornings by the pool, movie nights indoors, and full access to Windsor Cay’s incredible resort amenities—lazy river, splash zone, mini-golf, arcade, and more. Just minutes from Disney, it’s the perfect Orlando escape! Book your stay today!

About the Home

Relax, Unwind & Play: • Private outdoor pool with lounge seating • Shaded patio + BBQ grill for al fresco meals • Indoor & outdoor dining areas – perfect for group meals • Game room with shuffleboard, pool table & arcade games • In-home movie theater for private screenings • High-speed WiFi & Smart TVs • Central air conditioning & heating • In-home laundry & driveway parking for 2 vehicles Cook, Dine & Gather: • Fully equipped kitchen with full-sized appliances • Coffee maker, cookware, utensils & more • Indoor dining table + patio dining space for outdoor meals • Open-concept layout for easy gathering & lounging Dream Big, Sleep Easy – 5 Bedrooms | Sleeps up to 12 First Floor • Bedroom 1: Queen bed | Shared ensuite (toilet/shower) Second Floor • Bedroom 2: Queen bed | Shared bath nearby • Bedroom 3: 2 Twin beds • Bedroom 4: King bed | Private ensuite (toilet/shower) • Bedroom 5: Bunk bed (2 Full beds) | Ensuite (toilet/shower) (4 full bathrooms total, stocked with towels, hairdryers & toiletries) Resort Access – Windsor Cay Resort Perks All guests enjoy complimentary access to Windsor Cay’s brand-new world-class amenities: • Zero-entry resort-style pool + lazy river • Kids splash zone & water playground • Waterslides & relaxing hot tub • Private poolside cabanas & fire pits • Mini golf, arcade & game room • Full-service fitness center • Basketball, volleyball & cornhole courts 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 access the resort, all adult guests (18+) must be registered in advance. The HOA office is open Monday–Friday, 8:30 AM–5:00 PM, so please provide names as soon as possible to ensure a smooth check-in process. • 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. • The home is fully prepared and stocked for your stay, while minor finishing touches may still be ongoing in the surrounding community. • Guests have full access to the brand-new Windsor Cay Resort amenities during their stay. • The community and resort facilities are open and welcoming guests for a complete vacation experience. Additional Services (Available Upon Request) • BBQ propane tank: USD 69 one-time charge (please request in advance) • Pool heating: USD 35/night (2-night minimum, 24-hour notice required) • Pack ’n play: USD 39 one-time fee • Highchair: USD 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 6:00 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

• Full access to the entire home • Our guests are provided with complimentary access to the Windsor Cay Resort amenities.- • • • • Driveway parking for 2 vehicles

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 2Views & setting 4Tech & work 4Pool & outdoors 11Kitchen & dining 16Comfort & 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 room
Gym
Pool table
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Free parking on premises
Private entrance
Downtown
Resort
Resort access
Town
Internet
Sound system
TV
Wireless Internet
BBQ grill
Barbeque utensils
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
Ice maker
Kettle
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Ceiling fan
Clothing storage
Conditioner
Dryer
Essentials
Hair dryer
Hangers
Heating
Hot water
Iron
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
Close to the typical rate for the 105 homes we list in Clermont

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Property sourced from Guesty • Listing stale? Update it!

$296/ night
GuestsUp to 12
Bedrooms5
Bathrooms4
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty$296
Per night · ~ estimatesHow we estimate