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
Su Mo Tu We Th Fr Sa
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20 $140 21 $140 22 $140 23 $140 24 25 26
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October 2026
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4 5 6 7 8 9 $277 10
$271 11 $195 12 $195 13 $195 14 15 16 17
18 $140 19 $140 20 $140 21 22 23 24
$142 25 $150 26 $140 27 $140 28 $149 29 30 31
November 2026
Su Mo Tu We Th Fr Sa
$156 1 $140 2 $143 3 $146 4 $172 5 6 7
8 $160 9 $200 10 $201 11 $208 12 13 14
15 $191 16 $207 17 $187 18 $223 19 $312 20 $360 21
$334 22 $334 23 $335 24 $428 25 $435 26 $425 27 $401 28
$241 29 $183 30          
December 2026
Su Mo Tu We Th Fr Sa
    $200 1 $182 2 3 4 5
6 $202 7 $198 8 $199 9 $235 10 $263 11 $274 12
$229 13 $220 14 $222 15 $206 16 $243 17 $390 18 $534 19
$659 20 $697 21 $698 22 $716 23 $717 24 $714 25 $719 26
$766 27 $755 28 $758 29 $714 30 $715 31    
January 2027
Su Mo Tu We Th Fr Sa
          $709 1 $657 2
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17 18 19 20 $221 21 $246 22 $251 23
$228 24 $226 25 $228 26 $223 27 $236 28 $254 29 $254 30
$224 31            
February 2027
Su Mo Tu We Th Fr Sa
  $222 1 $218 2 $228 3 $247 4 $255 5 $266 6
$234 7 $249 8 $249 9 $263 10 $284 11 $400 12 $457 13
$458 14 $326 15 $305 16 $303 17 $307 18 $354 19 $349 20
$283 21 $280 22 $280 23 $289 24 $300 25 $351 26 $347 27
$300 28            
March 2027
Su Mo Tu We Th Fr Sa
  $289 1 $279 2 $273 3 $296 4 $420 5 $446 6
$456 7 $483 8 $478 9 $468 10 $498 11 $635 12 $636 13
$632 14 $685 15 $643 16 $633 17 $654 18 $716 19 $559 20
$544 21 $431 22 $456 23 $424 24 $549 25 $591 26 $602 27
$569 28 $561 29 $503 30 $482 31      
April 2027
Su Mo Tu We Th Fr Sa
        $538 1 $560 2 $540 3
$494 4 $410 5 $410 6 $369 7 $434 8 $471 9 $388 10
$551 11 $409 12 $437 13 $297 14 $320 15 $366 16 $353 17
$588 18 $532 19 $540 20 $574 21 $574 22 $574 23 $513 24
$497 25 $501 26 $502 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $338 1
$289 2 $326 3 $256 4 $317 5 $292 6 $319 7 $325 8
$312 9 $319 10 $308 11 $304 12 $311 13 $347 14 $317 15
$293 16 $262 17 $257 18 $416 19 $420 20 $418 21 $298 22
$292 23 $268 24 $259 25 $265 26 $291 27 $389 28 $399 29
$401 30 $280 31          
June 2027
Su Mo Tu We Th Fr Sa
    $323 1 $345 2 $346 3 $339 4 $338 5
$328 6 $281 7 $274 8 $290 9 $315 10 $383 11 $370 12
$365 13 $399 14 $404 15 $411 16 $465 17 $503 18 $490 19
$471 20 $464 21 $473 22 $437 23 $460 24 $479 25 $488 26
$500 27 $495 28 $490 29 $499 30      
July 2027
Su Mo Tu We Th Fr Sa
        $512 1 $615 2 $614 3
$608 4 $528 5 $513 6 $433 7 $471 8 $533 9 $525 10
$407 11 $351 12 $351 13 $462 14 $455 15 $515 16 $522 17
$440 18 $492 19 $464 20 $450 21 $467 22 $529 23 $515 24
$402 25 $385 26 $371 27 $381 28 $382 29 $434 30 $428 31
August 2027
Su Mo Tu We Th Fr Sa
$350 1 $316 2 $310 3 $309 4 $336 5 $351 6 $349 7
$313 8 $313 9 $282 10 $279 11 $297 12 $316 13 $308 14
$270 15 $254 16 $229 17 $232 18 $243 19 $263 20 $259 21
$237 22 $225 23 $215 24 $220 25 $230 26 $252 27 $252 28
$235 29 $214 30 $212 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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