House

Upstay Spacious Resort Home w Private Pool Spa


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
Home Features
• 7 bedrooms / 6 bathrooms
• 15 guest capacity
• Screened-in garden-facing furnished patio
• Private swimming pool and hot tub
• Poolside dining area & BBQ grill
• Games room with air hockey
• 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

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
- Rumbrellas Poolside Bar

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 neighbors! 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!

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

*IMPORTANT NOTE *

To ensure smooth access to Windsor Island, guests need to 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 and up in a timely manner so we can handle the registration for you. Thank you!

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/night per service and $60/night 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
• Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
• 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
Available
Unavailable
Check-In
Check-Out
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
4 $179 5 $179 6 $179 7 $179 8 $236 9 $236 10
$179 11 $179 12 $179 13 $179 14 $179 15 16 17
18 19 $179 20 $179 21 $179 22 23 24
25 $236 26 $236 27 $236 28 $236 29 $279 30 $245 31
June 2025
Su Mo Tu We Th Fr Sa
$236 1 $236 2 $236 3 4 5 6 7
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$265 15 16 17 18 19 20 21
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29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $691 5
$312 6 $329 7 8 9 10 11 12
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August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 $309 8 9
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17 18 19 20 21 22 $280 23
$240 24 $236 25 $236 26 $236 27 $236 28 29 30
31            
September 2025
Su Mo Tu We Th Fr Sa
  1 2 $236 3 $236 4 $236 5 $236 6
$236 7 $236 8 $236 9 $236 10 11 12 13
14 15 $236 16 $236 17 $236 18 $236 19 $236 20
$236 21 $236 22 $236 23 $236 24 25 26 27
$236 28 $236 29 $236 30        
October 2025
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 11
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$236 26 $236 27 $236 28 $236 29 $236 30 $236 31  
November 2025
Su Mo Tu We Th Fr Sa
            $236 1
$236 2 $236 3 $236 4 $236 5 $236 6 $253 7 $246 8
$241 9 $261 10 $236 11 $236 12 $236 13 $236 14 $252 15
$236 16 $236 17 $236 18 $262 19 $236 20 $381 21 $372 22
$389 23 $391 24 $410 25 $639 26 $647 27 $653 28 $628 29
$236 30            
December 2025
Su Mo Tu We Th Fr Sa
  $236 1 $236 2 $236 3 $243 4 $248 5 $236 6
$236 7 $236 8 $236 9 $236 10 $236 11 $239 12 $256 13
$254 14 $280 15 $236 16 $236 17 $253 18 $523 19 $664 20
$794 21 $843 22 $857 23 $805 24 $817 25 $837 26 $767 27
$833 28 $846 29 $828 30 $754 31      
January 2026
Su Mo Tu We Th Fr Sa
        $749 1 $738 2 $741 3
$420 4 $318 5 $318 6 $318 7 $319 8 $319 9 $318 10
$236 11 $236 12 $236 13 $236 14 $236 15 $236 16 $239 17
$239 18 $236 19 $236 20 $236 21 $236 22 $236 23 $236 24
$236 25 $236 26 $236 27 $236 28 $236 29 $236 30 $236 31
February 2026
Su Mo Tu We Th Fr Sa
$236 1 $236 2 $236 3 $236 4 $236 5 $256 6 $269 7
$248 8 $236 9 $238 10 $244 11 $254 12 $351 13 $376 14
$379 15 $271 16 $236 17 $236 18 $246 19 $264 20 $285 21
$265 22 $242 23 $236 24 $237 25 $252 26 $267 27 $313 28
March 2026
Su Mo Tu We Th Fr Sa
$284 1 $270 2 $267 3 $274 4 $303 5 $332 6 $324 7
$296 8 $279 9 $274 10 $285 11 $316 12 $345 13 $359 14
$318 15 $314 16 $319 17 $322 18 $354 19 $376 20 $372 21
$324 22 $277 23 $302 24 $303 25 $307 26 $322 27 $337 28
$363 29 $340 30 $340 31        
April 2026
Su Mo Tu We Th Fr Sa
      $409 1 $399 2 $657 3 $652 4
$664 5 $469 6 $468 7 $465 8 $465 9 $468 10 $439 11
$314 12 $287 13 $293 14 $319 15 $362 16 $388 17 $376 18
$322 19 $313 20 $285 21 $294 22 $328 23 $369 24 $332 25
$281 26 $238 27 $315 28 $369 29 $236 30    
Swipe Swipe for Availability


Amenities 65 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
Resorts
  • Storey Lake Resort
  • WindsorIslandResort
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

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