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

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
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September 2026
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October 2026
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4 5 6 7 8 9 $279 10
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November 2026
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$155 1 $140 2 $142 3 $145 4 $171 5 6 7
8 $160 9 $200 10 $201 11 $208 12 13 14
15 $191 16 $208 17 $188 18 $224 19 $314 20 $360 21
$329 22 $329 23 $330 24 $432 25 $440 26 $431 27 $404 28
$240 29 $182 30          
December 2026
Su Mo Tu We Th Fr Sa
    $198 1 $181 2 3 4 5
6 $201 7 $197 8 $199 9 $236 10 $263 11 $274 12
$230 13 $222 14 $223 15 $207 16 $245 17 $393 18 $529 19
$654 20 $700 21 $701 22 $717 23 $719 24 $717 25 $721 26
$766 27 $756 28 $759 29 $715 30 $716 31    
January 2027
Su Mo Tu We Th Fr Sa
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17 18 19 20 $222 21 $245 22 $251 23
$228 24 $226 25 $229 26 $222 27 $236 28 $254 29 $253 30
$224 31            
February 2027
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  $222 1 $218 2 $228 3 $248 4 $257 5 $268 6
$236 7 $250 8 $250 9 $264 10 $286 11 $401 12 $458 13
$459 14 $326 15 $304 16 $303 17 $310 18 $357 19 $350 20
$282 21 $280 22 $280 23 $290 24 $301 25 $351 26 $350 27
$300 28            
March 2027
Su Mo Tu We Th Fr Sa
  $290 1 $281 2 $274 3 $300 4 $428 5 $453 6
$450 7 $480 8 $476 9 $461 10 $503 11 $635 12 $644 13
$639 14 $688 15 $646 16 $635 17 $655 18 $715 19 $559 20
$546 21 $433 22 $457 23 $426 24 $557 25 $592 26 $601 27
$567 28 $558 29 $499 30 $476 31      
April 2027
Su Mo Tu We Th Fr Sa
        $541 1 $563 2 $540 3
$494 4 $410 5 $410 6 $370 7 $437 8 $473 9 $390 10
$551 11 $409 12 $437 13 $297 14 $320 15 $366 16 $354 17
$588 18 $541 19 $543 20 $574 21 $574 22 $574 23 $522 24
$497 25 $502 26 $503 27 $588 28 $588 29 $588 30  
May 2027
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            $339 1
$289 2 $326 3 $256 4 $318 5 $293 6 $319 7 $325 8
$312 9 $319 10 $308 11 $305 12 $312 13 $347 14 $317 15
$293 16 $262 17 $258 18 $417 19 $421 20 $418 21 $298 22
$292 23 $268 24 $260 25 $265 26 $292 27 $389 28 $399 29
$401 30 $281 31          
June 2027
Su Mo Tu We Th Fr Sa
    $323 1 $345 2 $346 3 $340 4 $338 5
$328 6 $281 7 $274 8 $291 9 $315 10 $381 11 $362 12
$365 13 $397 14 $405 15 $411 16 $465 17 $503 18 $489 19
$470 20 $464 21 $473 22 $438 23 $461 24 $481 25 $488 26
$501 27 $496 28 $491 29 $500 30      
July 2027
Su Mo Tu We Th Fr Sa
        $508 1 $618 2 $617 3
$610 4 $529 5 $514 6 $434 7 $473 8 $534 9 $526 10
$408 11 $353 12 $352 13 $465 14 $457 15 $516 16 $523 17
$442 18 $493 19 $466 20 $451 21 $468 22 $530 23 $515 24
$403 25 $387 26 $373 27 $383 28 $383 29 $435 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 $255 16 $229 17 $232 18 $243 19 $264 20 $259 21
$238 22 $225 23 $215 24 $220 25 $229 26 $252 27 $252 28
$235 29 $215 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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