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
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October 2026
Su Mo Tu We Th Fr Sa
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$140 18 $140 19 $140 20 $140 21 22 23 24
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November 2026
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1 2 3 4 $215 5 6 7
8 $142 9 $178 10 $178 11 $187 12 13 14
15 $140 16 $140 17 $140 18 19 20 21
$283 22 $262 23 $274 24 $394 25 $402 26 $395 27 $364 28
$165 29 $140 30          
December 2026
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    $140 1 $140 2 3 4 5
6 $181 7 $178 8 $176 9 $213 10 $239 11 $247 12
$183 13 $178 14 $198 15 $184 16 17 18 19
$545 20 $603 21 $604 22 $681 23 $727 24 $710 25 $737 26
$746 27 $725 28 $735 29 $695 30 $697 31    
January 2027
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17 18 19 20 $226 21 $245 22 $248 23
$227 24 $223 25 $227 26 $221 27 $235 28 $254 29 $254 30
$221 31            
February 2027
Su Mo Tu We Th Fr Sa
  $216 1 $215 2 $226 3 $243 4 $265 5 $277 6
$262 7 $258 8 $249 9 $263 10 $283 11 $406 12 $453 13
$446 14 $326 15 $299 16 $304 17 $323 18 $351 19 $329 20
$323 21 $281 22 $282 23 $289 24 $327 25 $343 26 $342 27
$299 28            
March 2027
Su Mo Tu We Th Fr Sa
  $278 1 $275 2 $270 3 $293 4 $415 5 $490 6
$494 7 $502 8 $482 9 $480 10 $496 11 $608 12 $614 13
$626 14 $650 15 $597 16 $618 17 $637 18 $622 19 $554 20
$530 21 $422 22 $441 23 $419 24 $528 25 $604 26 $611 27
$577 28 $508 29 $493 30 $489 31      
April 2027
Su Mo Tu We Th Fr Sa
        $519 1 $547 2 $451 3
$395 4 $341 5 $351 6 $361 7 $420 8 $457 9 $383 10
$310 11 $281 12 $420 13 $291 14 $426 15 $369 16 $417 17
$588 18 $488 19 $494 20 $574 21 $574 22 $574 23 $496 24
$496 25 $496 26 $483 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $337 1
$284 2 $325 3 $251 4 $312 5 $291 6 $320 7 $325 8
$310 9 $255 10 $247 11 $258 12 $294 13 $347 14 $314 15
$282 16 $253 17 $247 18 $427 19 $427 20 $429 21 $293 22
$292 23 $267 24 $261 25 $265 26 $288 27 $380 28 $380 29
$390 30 $278 31          
June 2027
Su Mo Tu We Th Fr Sa
    $316 1 $329 2 $336 3 $341 4 $352 5
$345 6 $375 7 $377 8 $391 9 $319 10 $394 11 $388 12
$383 13 $394 14 $393 15 $409 16 $462 17 $510 18 $489 19
$486 20 $477 21 $484 22 $424 23 $454 24 $473 25 $474 26
$509 27 $499 28 $490 29 $505 30      
July 2027
Su Mo Tu We Th Fr Sa
        $524 1 $615 2 $614 3
$609 4 $519 5 $458 6 $452 7 $476 8 $557 9 $543 10
$510 11 $366 12 $470 13 $490 14 $500 15 $547 16 $528 17
$448 18 $456 19 $440 20 $442 21 $483 22 $543 23 $520 24
$418 25 $386 26 $390 27 $402 28 $396 29 $468 30 $461 31
August 2027
Su Mo Tu We Th Fr Sa
$354 1 $317 2 $316 3 $314 4 $342 5 $356 6 $354 7
$314 8 $343 9 $330 10 $318 11 $310 12 $321 13 $304 14
$274 15 $259 16 $231 17 $235 18 $247 19 $266 20 $260 21
$236 22 $224 23 $211 24 $216 25 $229 26 $252 27 $252 28
$232 29 $211 30 $206 31        
September 2027
Su Mo Tu We Th Fr Sa
      $210 1 $228 2 $267 3 $272 4
$275 5 $238 6 $232 7 $232 8 $230 9 $245 10 $239 11
$236 12 $227 13 $226 14 $226 15 $225 16 $242 17 $236 18
$224 19 $214 20 $208 21 $212 22 $224 23 $245 24 $243 25
$223 26 $220 27 $225 28 $228 29 $239 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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