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, cabanas, lazy river, hot tub, kids splash zone
• Arcade and game room, fitness center, mini-golf course
• Poolside dining at Blue Lagoon Tavern & Grill, volleyball, cornhole, outdoor games

Windsor Cay Resort — Operating Hours Update
• Opening hours remain unchanged
• The Pool Deck and Restaurant will now close at 6:00 p.m.
• Mini Golf and Volleyball will also close at 6:00 p.m.
• The Clubhouse will remain open until 7:30 p.m.

• 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
Check-In
Check-Out
November 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 $140 5 $177 6 $181 7
$140 8 $140 9 $140 10 $140 11 $142 12 13 14
15 $140 16 $140 17 $140 18 19 20 21
$191 22 $208 23 $213 24 $319 25 26 27 28
$140 29 $140 30          
December 2026
Su Mo Tu We Th Fr Sa
    $140 1 2 3 4 5
$182 6 $154 7 $150 8 $146 9 10 11 12
13 14 $140 15 $140 16 17 18 19
$353 20 $415 21 $555 22 $714 23 $784 24 $771 25 $780 26
$784 27 $758 28 $770 29 $713 30 $713 31    
January 2027
Su Mo Tu We Th Fr Sa
          $544 1 $543 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 $275 21 22 23
24 $204 25 $206 26 $209 27 28 29 30
$236 31            
February 2027
Su Mo Tu We Th Fr Sa
  $249 1 $250 2 $254 3 $260 4 $286 5 $296 6
$279 7 $260 8 $258 9 $276 10 $298 11 $455 12 $458 13
$460 14 $299 15 $316 16 $318 17 $318 18 $368 19 $349 20
$342 21 $296 22 $295 23 $303 24 $346 25 $361 26 $358 27
$316 28            
March 2027
Su Mo Tu We Th Fr Sa
  $300 1 $297 2 $293 3 $316 4 $390 5 $433 6
$439 7 $454 8 $422 9 $419 10 $541 11 $704 12 $704 13
$703 14 $722 15 $653 16 $683 17 $651 18 $673 19 $606 20
$528 21 $420 22 $427 23 $423 24 $481 25 $700 26 $707 27
$666 28 $519 29 $506 30 $500 31      
April 2027
Su Mo Tu We Th Fr Sa
        $537 1 $557 2 $467 3
$409 4 $380 5 $399 6 $404 7 $483 8 $513 9 $432 10
$349 11 $313 12 $322 13 $330 14 $362 15 $419 16 $586 17
$591 18 $581 19 $592 20 $565 21 $555 22 $565 23 $558 24
$555 25 $546 26 $550 27 $558 28 $570 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $399 1
$328 2 $380 3 $290 4 $298 5 $339 6 $379 7 $370 8
$374 9 $302 10 $344 11 $303 12 $350 13 $400 14 $375 15
$337 16 $298 17 $422 18 $509 19 $516 20 $514 21 $353 22
$329 23 $321 24 $309 25 $354 26 $354 27 $471 28 $458 29
$465 30 $329 31          
June 2027
Su Mo Tu We Th Fr Sa
    $365 1 $334 2 $358 3 $407 4 $407 5
$407 6 $431 7 $440 8 $454 9 $381 10 $450 11 $467 12
$453 13 $470 14 $455 15 $489 16 $560 17 $562 18 $518 19
$540 20 $527 21 $539 22 $517 23 $550 24 $578 25 $574 26
$615 27 $608 28 $601 29 $620 30      
July 2027
Su Mo Tu We Th Fr Sa
        $635 1 $743 2 $734 3
$731 4 $593 5 $571 6 $550 7 $548 8 $603 9 $584 10
$448 11 $404 12 $399 13 $584 14 $563 15 $613 16 $589 17
$453 18 $495 19 $478 20 $478 21 $522 22 $603 23 $579 24
$448 25 $393 26 $407 27 $408 28 $430 29 $511 30 $529 31
August 2027
Su Mo Tu We Th Fr Sa
$391 1 $348 2 $346 3 $342 4 $375 5 $393 6 $396 7
$343 8 $382 9 $358 10 $345 11 $339 12 $347 13 $333 14
$299 15 $280 16 $274 17 $282 18 $297 19 $323 20 $314 21
$282 22 $268 23 $254 24 $256 25 $273 26 $296 27 $291 28
$274 29 $243 30 $235 31        
September 2027
Su Mo Tu We Th Fr Sa
      $236 1 $261 2 $317 3 $322 4
$325 5 $275 6 $221 7 $221 8 $237 9 $260 10 $254 11
$257 12 $240 13 $240 14 $240 15 $241 16 $261 17 $251 18
$236 19 $222 20 $217 21 $221 22 $233 23 $256 24 $254 25
$232 26 $220 27 $220 28 $227 29 $249 30    
October 2027
Su Mo Tu We Th Fr Sa
          $265 1 $275 2
$269 3 $265 4 $258 5 $258 6 $264 7 $308 8 $293 9
$298 10 $253 11 $257 12 $258 13 $275 14 $299 15 $284 16
$248 17 $234 18 $229 19 $235 20 $251 21 $279 22 $276 23
$227 24 $212 25 $210 26 $219 27 $253 28 $284 29 $330 30
$205 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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