House - Rating 5 (3)

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 garden view, so you won't have any nosy rear-facing neighbours! You'll find comfy sun recliners for your total relaxation. 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

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
June 2024
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July 2024
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  $310 1 $310 2 $507 3 $574 4 5 6
7 $316 8 $326 9 $305 10 $393 11 $563 12 $542 13
$332 14 $237 15 $259 16 $325 17 $416 18 $521 19 20
21 22 23 24 25 26 $398 27
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August 2024
Su Mo Tu We Th Fr Sa
        1 $358 2 $337 3
$248 4 $236 5 $236 6 $236 7 $236 8 $282 9 $320 10
$236 11 12 13 14 15 16 17
18 19 $236 20 $236 21 $236 22 23 24
25 $236 26 $236 27 $236 28 $236 29 $296 30 $291 31
September 2024
Su Mo Tu We Th Fr Sa
$279 1 $236 2 $236 3 $236 4 $236 5 $236 6 $236 7
$236 8 $236 9 $236 10 $236 11 $236 12 $236 13 14
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22 23 24 25 $248 26 $248 27 $248 28
$248 29 $248 30          
October 2024
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13 14 $236 15 $236 16 17 18 19
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$248 27 $248 28 $248 29 $248 30 $248 31    
November 2024
Su Mo Tu We Th Fr Sa
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$255 10 $236 11 $236 12 $236 13 $236 14 $253 15 $254 16
$236 17 $236 18 $326 19 $326 20 $326 21 $412 22 $412 23
$236 24 $244 25 $257 26 $606 27 $606 28 $589 29 $437 30
December 2024
Su Mo Tu We Th Fr Sa
$236 1 $236 2 $236 3 $236 4 $236 5 $236 6 $236 7
$236 8 $236 9 $236 10 $236 11 $236 12 $245 13 $247 14
$330 15 $340 16 $333 17 $380 18 $398 19 $695 20 $827 21
$932 22 $876 23 $812 24 $838 25 $834 26 $871 27 $851 28
$916 29 $848 30 $818 31        
January 2025
Su Mo Tu We Th Fr Sa
      $664 1 $605 2 $440 3 $366 4
$326 5 $265 6 $248 7 $248 8 $248 9 $248 10 $248 11
$248 12 $248 13 $248 14 $248 15 $248 16 $248 17 $248 18
$248 19 $248 20 $248 21 $248 22 $248 23 $248 24 $248 25
$248 26 $248 27 $248 28 $248 29 $248 30 $248 31  
February 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 $238 8
$236 9 $236 10 $236 11 $236 12 $248 13 $267 14 $284 15
$344 16 17 18 19 20 $271 21 $264 22
$236 23 $236 24 $236 25 $236 26 $299 27 $315 28  
March 2025
Su Mo Tu We Th Fr Sa
            $308 1
$292 2 $277 3 $281 4 $281 5 $303 6 $334 7 $350 8
$349 9 $325 10 $328 11 $348 12 $363 13 14 15
16 17 18 $340 19 $391 20 $419 21 $440 22
$377 23 $384 24 $495 25 $495 26 $495 27 $495 28 $531 29
$427 30 $389 31          
April 2025
Su Mo Tu We Th Fr Sa
    $335 1 $331 2 $390 3 $403 4 $367 5
$269 6 $256 7 $270 8 $275 9 $321 10 $351 11 $335 12
$331 13 $383 14 $373 15 $355 16 $313 17 $548 18 $657 19
$655 20 $305 21 $295 22 23 24 25 26
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May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 $236 7 $236 8 $268 9 $275 10
$236 11 $236 12 $236 13 $236 14 $239 15 $247 16 $257 17
$236 18 $236 19 $236 20 $236 21 $236 22 $354 23 $389 24
$388 25 $236 26 $236 27 $236 28 $236 29 $277 30 $299 31
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Amenities 58 Amenities
  • Accessible-height bed
  • Accessible-height toilet
  • Air conditioning
  • 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
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Microwave
  • Oven
  • Patio or balcony
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • 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
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (3) Reviews
Rating 5
It was a great stay an the host was amazing. The only downside, as no fault to host, was the check in at the gate. If you have anyone even just visiting for lunch, dropping off stuff, etc, they have to be listed as a guest on the Airbnb. We had a private chef, message therapist, etc all come and it was a hassle to keep adding people every few hours. But again, not fault to host. They were extremely helpful.
Anonymous - Posted: 3/10/2024
Thank you for your kind words and for choosing to stay with us, Fredric! We're glad to hear that you had a great stay and that you found our host to be amazing. We apologize for any inconvenience you experienced with the check-in process at the gate. We understand that it can be a hassle to add additional guests throughout the day, and we appreciate your understanding that this is a requirement set by the community. We're glad that despite this, our team was able to assist you and provide helpful service. We hope to have the opportunity to host you again in the future! Safe Travels!
Upstay staff
Posted: 3/28/2024
Rating 5
We had a great time at the home we rented while in Orlando. We spent three days visiting Disney and Sea World, and the home was close and convenient to both locations. We felt the home was nice and big with ample bedrooms and bathrooms for our crew of seven. The communication to help us with check in process was great and very detailed. The pool and hot tub were a nice addition to relax in after after all the walking we did every day at Disney. This was a great rental and fabulous management company who made the whole process pretty simple and convenient.
Anonymous - Posted: 2/18/2024
Rating 5
Great house, great location, excellent communication! Pool and hot tub were amazing and lying extra for the heat was worth it!!
Anonymous - Posted: 1/30/2024
Thank you so much for your kind review, Michelle! We appreciate your feedback and hope to host you again in the future.
Upstay staff
Posted: 2/19/2024
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