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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October 2026
Su Mo Tu We Th Fr Sa
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11 12 13 14 $163 15 16 17
$140 18 $140 19 $140 20 $140 21 22 23 24
25 26 27 28 $140 29 $269 30 $265 31
November 2026
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1 2 3 4 $218 5 6 7
8 $144 9 $180 10 $161 11 $170 12 13 14
15 $140 16 $140 17 $140 18 19 20 21
$284 22 $269 23 $276 24 $396 25 $403 26 $395 27 $366 28
$166 29 $140 30          
December 2026
Su Mo Tu We Th Fr Sa
    $140 1 $140 2 3 4 5
6 $181 7 $177 8 $178 9 $212 10 $259 11 $268 12
$201 13 $195 14 $199 15 $185 16 17 18 19
$561 20 $615 21 $615 22 $680 23 $723 24 $711 25 $729 26
$757 27 $730 28 $741 29 $687 30 $688 31    
January 2027
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17 18 19 20 $218 21 $244 22 $249 23
$227 24 $230 25 $231 26 $232 27 $240 28 $254 29 $254 30
$221 31            
February 2027
Su Mo Tu We Th Fr Sa
  $219 1 $216 2 $225 3 $243 4 $259 5 $269 6
$239 7 $249 8 $246 9 $257 10 $281 11 $397 12 $445 13
$450 14 $318 15 $300 16 $300 17 $305 18 $347 19 $323 20
$288 21 $281 22 $279 23 $284 24 $326 25 $342 26 $343 27
$299 28            
March 2027
Su Mo Tu We Th Fr Sa
  $279 1 $272 2 $266 3 $287 4 $411 5 $448 6
$464 7 $474 8 $457 9 $468 10 $491 11 $615 12 $617 13
$634 14 $679 15 $626 16 $652 17 $690 18 $656 19 $565 20
$547 21 $426 22 $453 23 $422 24 $502 25 $601 26 $621 27
$578 28 $483 29 $466 30 $462 31      
April 2027
Su Mo Tu We Th Fr Sa
        $509 1 $537 2 $444 3
$388 4 $331 5 $348 6 $357 7 $417 8 $461 9 $383 10
$551 11 $409 12 $425 13 $291 14 $320 15 $371 16 $356 17
$588 18 $501 19 $499 20 $574 21 $574 22 $574 23 $502 24
$497 25 $496 26 $492 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $327 1
$287 2 $325 3 $251 4 $316 5 $319 6 $323 7 $325 8
$317 9 $259 10 $294 11 $262 12 $295 13 $347 14 $314 15
$282 16 $252 17 $246 18 $421 19 $421 20 $425 21 $292 22
$292 23 $263 24 $256 25 $262 26 $286 27 $379 28 $381 29
$392 30 $276 31          
June 2027
Su Mo Tu We Th Fr Sa
    $310 1 $329 2 $329 3 $335 4 $345 5
$341 6 $356 7 $373 8 $377 9 $323 10 $385 11 $381 12
$385 13 $386 14 $390 15 $401 16 $464 17 $508 18 $485 19
$481 20 $473 21 $480 22 $420 23 $451 24 $478 25 $492 26
$511 27 $501 28 $491 29 $505 30      
July 2027
Su Mo Tu We Th Fr Sa
        $517 1 $624 2 $623 3
$618 4 $540 5 $456 6 $450 7 $474 8 $561 9 $554 10
$515 11 $359 12 $468 13 $488 14 $498 15 $538 16 $526 17
$458 18 $466 19 $452 20 $438 21 $458 22 $536 23 $518 24
$413 25 $379 26 $383 27 $393 28 $400 29 $475 30 $470 31
August 2027
Su Mo Tu We Th Fr Sa
$358 1 $320 2 $315 3 $314 4 $342 5 $359 6 $359 7
$320 8 $343 9 $329 10 $316 11 $309 12 $320 13 $303 14
$274 15 $258 16 $231 17 $234 18 $244 19 $263 20 $258 21
$235 22 $223 23 $211 24 $215 25 $228 26 $252 27 $252 28
$233 29 $211 30 $205 31        
September 2027
Su Mo Tu We Th Fr Sa
      $208 1 $228 2 $266 3 $270 4
$273 5 $237 6 $230 7 $230 8 $228 9 $243 10 $236 11
$236 12 $227 13 $226 14 $226 15 $226 16 $241 17 $236 18
$222 19 $214 20 $209 21 $213 22 $226 23 $246 24 $243 25
$222 26 $220 27 $225 28 $228 29 $241 30    
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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