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
Check-In
Check-Out
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 $140 29 $258 30 $256 31
November 2026
Su Mo Tu We Th Fr Sa
1 2 3 4 $234 5 6 7
8 $154 9 $165 10 $165 11 $175 12 13 14
15 $140 16 $140 17 $140 18 19 20 21
$260 22 $237 23 $237 24 $358 25 26 27 28
$142 29 $140 30          
December 2026
Su Mo Tu We Th Fr Sa
    $140 1 $140 2 $140 3 $185 4 $184 5
$179 6 $152 7 $149 8 $146 9 $177 10 $219 11 $228 12
13 14 $140 15 $140 16 17 18 19
$466 20 $509 21 $510 22 $730 23 $801 24 $795 25 $810 26
$816 27 $790 28 $812 29 $750 30 $751 31    
January 2027
Su Mo Tu We Th Fr Sa
          $638 1 $633 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 $225 21 $241 22 $246 23
$225 24 $230 25 $233 26 $237 27 $236 28 $257 29 $256 30
$224 31            
February 2027
Su Mo Tu We Th Fr Sa
  $219 1 $218 2 $230 3 $249 4 $272 5 $282 6
$260 7 $248 8 $242 9 $256 10 $279 11 $414 12 $461 13
$434 14 $297 15 $300 16 $303 17 $307 18 $346 19 $325 20
$323 21 $278 22 $277 23 $283 24 $321 25 $341 26 $339 27
$296 28            
March 2027
Su Mo Tu We Th Fr Sa
  $277 1 $273 2 $267 3 $290 4 $417 5 $475 6
$503 7 $526 8 $488 9 $482 10 $499 11 $602 12 $601 13
$617 14 $674 15 $636 16 $641 17 $660 18 $632 19 $547 20
$524 21 $416 22 $440 23 $412 24 $515 25 $615 26 $633 27
$595 28 $566 29 $476 30 $461 31      
April 2027
Su Mo Tu We Th Fr Sa
        $519 1 $539 2 $457 3
$398 4 $340 5 $352 6 $358 7 $423 8 $455 9 $385 10
$310 11 $278 12 $280 13 $286 14 $316 15 $369 16 $502 17
$511 18 $510 19 $510 20 $574 21 $574 22 $574 23 $496 24
$496 25 $496 26 $485 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $342 1
$288 2 $349 3 $318 4 $318 5 $293 6 $321 7 $325 8
$288 9 $254 10 $246 11 $257 12 $295 13 $347 14 $314 15
$285 16 $250 17 $342 18 $431 19 $434 20 $434 21 $296 22
$292 23 $264 24 $258 25 $262 26 $286 27 $379 28 $380 29
$390 30 $273 31          
June 2027
Su Mo Tu We Th Fr Sa
    $307 1 $323 2 $336 3 $346 4 $361 5
$362 6 $388 7 $388 8 $403 9 $388 10 $406 11 $410 12
$405 13 $417 14 $406 15 $424 16 $469 17 $530 18 $504 19
$495 20 $485 21 $490 22 $428 23 $457 24 $480 25 $480 26
$523 27 $512 28 $502 29 $528 30      
July 2027
Su Mo Tu We Th Fr Sa
        $543 1 $628 2 $627 3
$619 4 $534 5 $513 6 $459 7 $476 8 $564 9 $551 10
$510 11 $366 12 $366 13 $490 14 $478 15 $558 16 $536 17
$415 18 $460 19 $439 20 $441 21 $489 22 $553 23 $530 24
$417 25 $380 26 $380 27 $395 28 $396 29 $474 30 $486 31
August 2027
Su Mo Tu We Th Fr Sa
$360 1 $322 2 $319 3 $316 4 $346 5 $363 6 $359 7
$314 8 $339 9 $326 10 $314 11 $306 12 $324 13 $306 14
$275 15 $258 16 $230 17 $233 18 $245 19 $263 20 $257 21
$232 22 $223 23 $210 24 $215 25 $229 26 $252 27 $252 28
$233 29 $205 30 $199 31        
September 2027
Su Mo Tu We Th Fr Sa
      $204 1 $224 2 $267 3 $272 4
$275 5 $236 6 $227 7 $227 8 $225 9 $244 10 $238 11
$236 12 $225 13 $207 14 $208 15 $224 16 $242 17 $237 18
$221 19 $211 20 $204 21 $209 22 $220 23 $242 24 $238 25
$216 26 $220 27 $226 28 $229 29 $233 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

Reviews Reviews

Currently, there are 0 reviews for this Property.


Request More Info Request More Info

Want to know specifics? Ask anything in reference to vacationing at this property that you would like to know...

Example: "Are fresh linens provided?"

I agree