Townhouse

Upstay 5BR Resort Home w Arcade Private Pool


Bedroom 5 bedrooms
Bathroom 4 baths
Guests 12 guests
Pets Not Allowed Pets Not 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

Windsor Cay Resort — Operating Hours Update
Starting September 12:
• Opening hours remain unchanged
• Pool deck & restaurant close at 7:00 PM
• Clubhouse closes at 7:30 PM

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
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September 2026
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October 2026
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November 2026
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$153 1 $140 2 $140 3 $143 4 $167 5 6 7
8 $158 9 $197 10 $196 11 $204 12 13 14
15 $177 16 $192 17 $174 18 $207 19 $292 20 $377 21
$375 22 $375 23 $366 24 $428 25 $439 26 $429 27 $399 28
$237 29 $179 30          
December 2026
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    $195 1 $180 2 3 4 5
6 $198 7 $195 8 $194 9 $233 10 $259 11 $269 12
$221 13 $214 14 $215 15 $197 16 $239 17 $377 18 $488 19
$596 20 $660 21 $662 22 $712 23 $714 24 $715 25 $714 26
$771 27 $761 28 $762 29 $713 30 $714 31    
January 2027
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$226 24 $218 25 $214 26 $221 27 $236 28 $255 29 $253 30
$222 31            
February 2027
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$238 7 $253 8 $250 9 $260 10 $283 11 $404 12 $454 13
$457 14 $328 15 $308 16 $309 17 $303 18 $351 19 $324 20
$284 21 $279 22 $276 23 $283 24 $296 25 $344 26 $333 27
$293 28            
March 2027
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  $282 1 $275 2 $269 3 $289 4 $409 5 $423 6
$438 7 $460 8 $447 9 $450 10 $466 11 $623 12 $616 13
$604 14 $637 15 $598 16 $609 17 $671 18 $694 19 $558 20
$544 21 $427 22 $454 23 $422 24 $579 25 $586 26 $606 27
$574 28 $537 29 $482 30 $465 31      
April 2027
Su Mo Tu We Th Fr Sa
        $524 1 $558 2 $540 3
$494 4 $410 5 $410 6 $364 7 $422 8 $470 9 $388 10
$551 11 $409 12 $423 13 $292 14 $316 15 $363 16 $351 17
$588 18 $472 19 $481 20 $574 21 $574 22 $574 23 $496 24
$496 25 $496 26 $497 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $342 1
$287 2 $325 3 $254 4 $313 5 $290 6 $316 7 $325 8
$283 9 $302 10 $248 11 $258 12 $296 13 $347 14 $314 15
$285 16 $254 17 $250 18 $412 19 $415 20 $415 21 $292 22
$292 23 $264 24 $254 25 $261 26 $285 27 $375 28 $385 29
$401 30 $278 31          
June 2027
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    $319 1 $341 2 $342 3 $345 4 $342 5
$345 6 $356 7 $368 8 $370 9 $365 10 $395 11 $378 12
$374 13 $390 14 $395 15 $401 16 $447 17 $496 18 $481 19
$475 20 $470 21 $479 22 $426 23 $456 24 $475 25 $484 26
$497 27 $490 28 $484 29 $509 30      
July 2027
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        $529 1 $613 2 $612 3
$607 4 $519 5 $442 6 $436 7 $471 8 $540 9 $528 10
$403 11 $463 12 $460 13 $467 14 $452 15 $518 16 $515 17
$402 18 $443 19 $438 20 $424 21 $444 22 $519 23 $501 24
$395 25 $343 26 $335 27 $333 28 $374 29 $430 30 $422 31
August 2027
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$354 1 $321 2 $315 3 $312 4 $341 5 $355 6 $357 7
$316 8 $325 9 $310 10 $302 11 $301 12 $315 13 $300 14
$270 15 $255 16 $228 17 $233 18 $240 19 $259 20 $255 21
$235 22 $222 23 $214 24 $215 25 $225 26 $252 27 $252 28
$222 29 $209 30 $209 31        
Swipe Swipe for Availability


Amenities 58 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
  • 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

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