House

Upstay Windsor Island Resort Home w Pool Spa BBQ


Bedroom 7 bedrooms
Bathroom 6 baths
Guests 15 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House
  • View: Downtown

Location Location

Description Description
This 7-bedroom, 6-bathroom home can sleep up to 15 guests at a time! Who needs to downsize when you can bring the whole crew?

Let's kick things off with the amazing back deck. You'll love the private swimming pool and jacuzzi hot tub, where you can unwind and soak up the glorious Florida sun. Your deck faces a beautiful garden view, so you won't have any nosy rear-facing neighbours! Relax and soak it in from a comfortable sun lounger. Plus, there's a poolside dining space and a BBQ grill – perfect for after-swim meals!

Now, let's talk about the kitchen. It's an absolute masterpiece! You'll find granite countertops, top-of-the-line stainless-steel appliances, a spacious island countertop, and plenty of cupboards space. Whether you're a culinary genius or a fan of takeout, we've got you covered. Kitchen island seating for 4, plus a large capacity dining table that comfortably seats 8.

Need some space to chill? Our open-concept living area is designed with plenty of room to spread out and relax. We've got a big screen smart TV with high speed internet access for your entertainment. But speaking of entertainment, did we mention the games room? We've converted the garage into a games room, complete with an air hockey table, hot shot hoops basketball game, a big screen TV and comfy bean bag seating. But don't worry, there's still plenty of free onsite parking on the driveway.

And if that's not enough, on the second floor we've got another TV lounge. You'll also find all of the bedrooms up here, with the exception of a master King bedroom located on the first floor. All of the expertly-designed bedrooms have smart TVs with high-speed internet.

The home is located at the Windsor Island Resort, which is the sister resort to the very popular Windsor at Westside resort close by. Windsor Island is the newest of the Windsor resort communities, and was started in 2020. It has a great location with amazing clubhouse amenities inspired by Hawaii. The community water park is the largest of the Windsor resorts and features a lazy river, a resort style pool, kids water park, double waterslide, hot tub, rental cabanas, sun loungers and poolside bar. The resort also has a kids play area, 9-hole mini golf, basketball courts, volleyball courts, corn hole, arcade room, fitness center, bar and grill, cafe, ice cream shop and more!

Vacation envy is real, book your stay today!

Home Features
• 7 bedrooms
• 6 bathrooms
• 15 guest capacity
• Screened-in garden-facing private furnished patio
• Private Swimming Pool with removable safety fence
• Spill-over Jacuzzi Hot tub
• Outdoor BBQ grill
• Poolside dining area
• Sun loungers
• Garage-Turned-Games-Room with Air Hockey and Hot Shot Hoops Basketball Game
• Spacious living room with 43" Smart TV
• Fully equipped kitchen with stainless steel appliances
• High speed internet connection
• Upstairs TV Lounge
• Free onsite parking (driveway)
• Complimentary resort access
• Central Air Conditioning
• In home laundry machines

Bedroom Layout:
First Floor
• Bedroom 1: King bed
Second Floor
• Bedroom 2: King bed
• Bedroom 3: Queen bed
• Bedroom 4: Queen bed
• Bedroom 5: 2 Twin beds
• Bedroom 6: Bunk bed (Full and Twin)
• Bedroom 7: Queen bed

Windsor Island Resort Amenities:
- Aloha clubhouse and store
- Walk in lagoon pool
- Lazy river
- Water slides
- Kids water feature/splash pad
- Hot tub
- Game Room
- Fitness center
- Miniature golf. (additional fee)
- Fire pit with view of Disney fireworks
- Cafe and Ice Cream Shop
- Umbrella seating, hammocks, and cabanas
- Sand volleyball
- Sports and basketball court
- Secure, gated entrance
- Supersized connect four and cornhole games
- Blue Marlin Grille - Poolside Restaurant and bar
- Rumbrellas - Poolside bar

Important Notice:

• The kiddie pool located at Windsor Resort is currently unavailable and is under renovations.

• Please do NOT checkout late or you'll be charged a $150 late checkout fine per hour past check-out.

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/day per service and $60/day 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're happy to deliver
• a full BBQ propane take upon request for a $70/tank.
• a "Pack 'N Play Crib" for $40, one-time charge.
• a High Chair for $40, one-time charge

Cancellation Policy Cancellation Policy
We offer flexible cancellations for all reservations made on upstay.com

  • 0-4 bedroom properties - Free cancellation until 5 days prior to arrival (4pm eastern time)
  • 5-8 bedroom properties - Free cancellation until 7 days prior to arrival (4pm eastern time)
  • 9+ bedroom properties - Free cancellation until 14 days prior to arrival (4pm eastern time)

For longer stays (up to 30 days) or monthly leases, we require at least 30 days notice to cancel or modify without fees.

Booking On Other Sites

Booking directly with us offers more flexible cancellation policies compared to other sites. Always double-check the cancellation policy before booking elsewhere, and consider booking with us directly for the best price on your rental.


Booking Deposit

50% of the total cost of the reservation is due at the time of booking, the other 50% must be paid once the cancellation policy kicks in.



Availability Calendar Availability Calendar
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October 2024
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December 2024
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April 2025
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June 2025
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July 2025
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3 4 5 6 7 $297 8 $283 9
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$236 28 $236 29 $236 30        
Swipe Swipe for Availability


Amenities 63 Amenities
  • Accessible-height bed
  • Accessible-height toilet
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Desk
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Shower gel
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Wide doorway
  • Wireless Internet
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

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