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
Unavailable
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September 2026
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 $140 9 $140 10 11 12
13 14 15 16 $145 17 18 19
$140 20 $140 21 $140 22 $140 23 $147 24 25 26
27 28 29 30      
October 2026
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4 5 6 7 8 9 $227 10
$224 11 $168 12 $168 13 $168 14 15 16 17
18 $140 19 $140 20 $140 21 22 23 24
$140 25 $142 26 $140 27 $140 28 $145 29 $230 30 $229 31
November 2026
Su Mo Tu We Th Fr Sa
$151 1 $140 2 $140 3 $140 4 $163 5 $205 6 $244 7
$227 8 $177 9 $223 10 $224 11 $235 12 13 14
15 $193 16 $208 17 $191 18 $227 19 $312 20 $362 21
$340 22 $340 23 $341 24 $423 25 $427 26 $421 27 $398 28
$239 29 $185 30          
December 2026
Su Mo Tu We Th Fr Sa
    $202 1 $184 2 3 4 5
6 $204 7 $200 8 $200 9 $236 10 $263 11 $275 12
$232 13 $225 14 $224 15 $208 16 $244 17 $374 18 $489 19
$601 20 $655 21 $655 22 $704 23 $706 24 $691 25 $708 26
$757 27 $749 28 $747 29 $701 30 $702 31    
January 2027
Su Mo Tu We Th Fr Sa
          $665 1 $654 2
$309 3 $240 4 $233 5 $203 6 $208 7 $263 8 $282 9
$222 10 $197 11 $190 12 $193 13 $205 14 15 16
17 $239 18 $208 19 $230 20 $223 21 $247 22 $253 23
$231 24 $234 25 $236 26 $234 27 $240 28 $257 29 $255 30
$227 31            
February 2027
Su Mo Tu We Th Fr Sa
  $224 1 $219 2 $230 3 $249 4 $261 5 $270 6
$238 7 $251 8 $253 9 $268 10 $290 11 $402 12 $454 13
$451 14 $324 15 $305 16 $303 17 $307 18 $357 19 $353 20
$287 21 $283 22 $281 23 $285 24 $301 25 $349 26 $350 27
$305 28            
March 2027
Su Mo Tu We Th Fr Sa
  $292 1 $280 2 $273 3 $297 4 $426 5 $448 6
$447 7 $475 8 $476 9 $460 10 $495 11 $595 12 $607 13
$621 14 $639 15 $638 16 $623 17 $646 18 $675 19 $553 20
$536 21 $436 22 $458 23 $428 24 $575 25 $583 26 $596 27
$565 28 $547 29 $505 30 $474 31      
April 2027
Su Mo Tu We Th Fr Sa
        $531 1 $564 2 $540 3
$494 4 $410 5 $410 6 $367 7 $428 8 $461 9 $383 10
$551 11 $409 12 $425 13 $296 14 $321 15 $435 16 $356 17
$588 18 $503 19 $523 20 $574 21 $574 22 $574 23 $508 24
$496 25 $496 26 $493 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $327 1
$285 2 $315 3 $255 4 $311 5 $307 6 $314 7 $325 8
$280 9 $258 10 $250 11 $260 12 $290 13 $347 14 $314 15
$278 16 $254 17 $246 18 $410 19 $413 20 $413 21 $293 22
$292 23 $268 24 $259 25 $264 26 $291 27 $384 28 $391 29
$394 30 $299 31          
June 2027
Su Mo Tu We Th Fr Sa
    $335 1 $350 2 $341 3 $334 4 $336 5
$329 6 $281 7 $274 8 $290 9 $316 10 $368 11 $364 12
$359 13 $394 14 $398 15 $405 16 $456 17 $485 18 $470 19
$457 20 $451 21 $459 22 $428 23 $450 24 $471 25 $479 26
$495 27 $491 28 $485 29 $494 30      
July 2027
Su Mo Tu We Th Fr Sa
        $501 1 $609 2 $609 3
$607 4 $515 5 $449 6 $435 7 $473 8 $538 9 $533 10
$409 11 $460 12 $461 13 $464 14 $437 15 $495 16 $509 17
$401 18 $450 19 $438 20 $427 21 $426 22 $513 23 $495 24
$395 25 $346 26 $336 27 $364 28 $380 29 $431 30 $422 31
August 2027
Su Mo Tu We Th Fr Sa
$351 1 $319 2 $313 3 $313 4 $342 5 $354 6 $352 7
$314 8 $320 9 $310 10 $282 11 $300 12 $316 13 $309 14
$271 15 $256 16 $231 17 $234 18 $245 19 $264 20 $260 21
$239 22 $227 23 $216 24 $225 25 $230 26 $252 27 $252 28
$234 29 $195 30 $227 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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