Townhouse

Upstay 5BR Resort Home w Arcade Private Pool


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Allowed Pets Allowed

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

Location Location

Description Description
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 with cabanas
• Lazy river & hot tub
• Kids splash zone for the little ones
• Arcade & game room
• Fitness center
• Mini-golf course
• Poolside dining at Blue Lagoon Tavern & Grille
• Volleyball, cornhole & more outdoor games

Whether you're soaking in the sun, floating down the lazy river, or challenging the family to a round of mini-golf, Windsor Cay Resort has it all!

Location Perks:
Just 8 miles to Walt Disney World
Close to Universal Studios, SeaWorld, shopping & dining
Safe, family-friendly community perfect for group stays

Ready to relax, play, and make magical memories?
• Save this listing and start planning your Windsor Cay adventure today!

• 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

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
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 $206 13 14 15
16 17 18 $143 19 $145 20 $210 21 $211 22
$150 23 24 25 26 $149 27 $203 28 $203 29
30 31          
September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
$217 6 $140 7 $140 8 $140 9 10 11 12
$140 13 $140 14 $140 15 $140 16 $140 17 18 19
20 $140 21 $140 22 $140 23 $140 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 $160 5 $174 6 $173 7 $185 8 $252 9 $257 10
$264 11 $226 12 $226 13 $227 14 $228 15 $273 16 $251 17
$200 18 19 $182 20 $190 21 $216 22 $260 23 $246 24
$194 25 $180 26 $174 27 $183 28 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
1 $170 2 $172 3 $178 4 $213 5 $243 6 $249 7
$218 8 $176 9 $229 10 $231 11 $236 12 13 14
15 $191 16 $203 17 $187 18 $207 19 $261 20 $356 21
$331 22 $331 23 $332 24 $435 25 $445 26 $435 27 $422 28
$243 29 $219 30          
December 2026
Su Mo Tu We Th Fr Sa
    $197 1 $182 2 3 4 5
6 $197 7 $195 8 $195 9 $235 10 $266 11 $274 12
$227 13 $218 14 $220 15 $201 16 $246 17 $370 18 $451 19
$520 20 $565 21 $566 22 $703 23 $704 24 $698 25 $706 26
$759 27 $753 28 $746 29 $707 30 $707 31    
January 2027
Su Mo Tu We Th Fr Sa
          $684 1 $689 2
$294 3 $250 4 $232 5 $202 6 $208 7 $258 8 $285 9
$222 10 $195 11 $188 12 $193 13 $205 14 15 16
17 $254 18 $228 19 $211 20 $220 21 $244 22 $250 23
$228 24 $218 25 $232 26 $224 27 $242 28 $254 29 $254 30
$228 31            
February 2027
Su Mo Tu We Th Fr Sa
  $224 1 $221 2 $233 3 $252 4 $265 5 $278 6
$244 7 $257 8 $263 9 $278 10 $295 11 $395 12 $443 13
$463 14 $331 15 $307 16 $305 17 $315 18 $365 19 $376 20
$295 21 $294 22 $290 23 $292 24 $305 25 $354 26 $346 27
$308 28            
March 2027
Su Mo Tu We Th Fr Sa
  $308 1 $287 2 $274 3 $301 4 $436 5 $447 6
$421 7 $454 8 $478 9 $484 10 $463 11 $515 12 $505 13
$485 14 $501 15 $509 16 $531 17 $533 18 $571 19 $565 20
$546 21 $434 22 $497 23 $516 24 $517 25 $584 26 $584 27
$555 28 $490 29 $445 30 $443 31      
April 2027
Su Mo Tu We Th Fr Sa
        $519 1 $532 2 $540 3
$494 4 $410 5 $344 6 $356 7 $426 8 $453 9 $511 10
$551 11 $409 12 $419 13 $414 14 $423 15 $434 16 $356 17
$588 18 $468 19 $469 20 $574 21 $574 22 $574 23 $496 24
$496 25 $496 26 $474 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $327 1
$320 2 $336 3 $334 4 $326 5 $314 6 $318 7 $325 8
$298 9 $311 10 $301 11 $288 12 $286 13 $347 14 $314 15
$264 16 $241 17 $237 18 $414 19 $414 20 $415 21 $292 22
$292 23 $256 24 $245 25 $257 26 $279 27 $357 28 $356 29
$361 30 $267 31          
June 2027
Su Mo Tu We Th Fr Sa
    $301 1 $323 2 $324 3 $326 4 $325 5
$320 6 $339 7 $349 8 $288 9 $313 10 $374 11 $370 12
$347 13 $372 14 $369 15 $369 16 $387 17 $436 18 $423 19
$417 20 $427 21 $439 22 $411 23 $447 24 $476 25 $483 26
$499 27 $492 28 $492 29 $480 30      
July 2027
Su Mo Tu We Th Fr Sa
        $486 1 $601 2 $600 3
$609 4 $425 5 $424 6 $421 7 $454 8 $503 9 $482 10
$375 11 $330 12 $327 13 $341 14 $391 15 $460 16 $475 17
$391 18 $427 19 $431 20 $426 21 $433 22 $516 23 $491 24
$396 25 $358 26 $329 27 $327 28 $372 29 $416 30 $420 31
Swipe Swipe for Availability


Amenities 59 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • Bed linens
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Free parking on street
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kitchen
  • Laptop friendly workspace
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • 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
  • Wireless Internet
  • Communal pool
  • Game console
  • Game room
  • In-Home Games Room
  • Nintendo Theme Room
  • Outdoor pool
  • Pixar Theme Room
  • Private pool
  • Swimming pool

Reviews Reviews

Currently, there are 0 reviews for this Property.


Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree