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
Check-In
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September 2026
Su Mo Tu We Th Fr Sa
    1 2 $140 3 4 5
6 7 $140 8 $140 9 $140 10 11 12
$153 13 14 15 16 $180 17 18 19
$201 20 21 22 23 $180 24 25 26
27 28 29 30      
October 2026
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 $240 10
$239 11 $184 12 $184 13 $184 14 15 16 17
18 $181 19 $176 20 $175 21 $178 22 23 24
$159 25 $147 26 $143 27 $147 28 $170 29 $222 30 $223 31
November 2026
Su Mo Tu We Th Fr Sa
$193 1 $171 2 $173 3 $178 4 $211 5 $245 6 $252 7
$214 8 $178 9 $233 10 $233 11 $237 12 13 14
15 $189 16 $203 17 $185 18 $205 19 $308 20 $358 21
$321 22 $321 23 $322 24 $433 25 $441 26 $433 27 $419 28
$243 29 $180 30          
December 2026
Su Mo Tu We Th Fr Sa
    $195 1 $182 2 3 4 5
6 $194 7 $190 8 $192 9 $230 10 $260 11 $271 12
$226 13 $217 14 $219 15 $200 16 $242 17 $353 18 $458 19
$564 20 $623 21 $624 22 $728 23 $738 24 $718 25 $740 26
$752 27 $738 28 $734 29 $705 30 $706 31    
January 2027
Su Mo Tu We Th Fr Sa
          $659 1 $653 2
$300 3 $236 4 $227 5 $199 6 $205 7 $263 8 $285 9
$222 10 $195 11 $187 12 $190 13 $200 14 15 16
17 $234 18 $205 19 $210 20 $222 21 $247 22 $252 23
$231 24 $236 25 $237 26 $242 27 $248 28 $258 29 $257 30
$229 31            
February 2027
Su Mo Tu We Th Fr Sa
  $224 1 $219 2 $231 3 $252 4 $266 5 $278 6
$240 7 $253 8 $257 9 $273 10 $294 11 $429 12 $481 13
$479 14 $330 15 $302 16 $305 17 $314 18 $370 19 $373 20
$297 21 $289 22 $286 23 $294 24 $336 25 $357 26 $353 27
$307 28            
March 2027
Su Mo Tu We Th Fr Sa
  $292 1 $284 2 $274 3 $299 4 $436 5 $494 6
$501 7 $526 8 $548 9 $553 10 $544 11 $580 12 $594 13
$606 14 $637 15 $640 16 $631 17 $648 18 $647 19 $562 20
$552 21 $433 22 $455 23 $546 24 $598 25 $595 26 $600 27
$562 28 $527 29 $500 30 $453 31      
April 2027
Su Mo Tu We Th Fr Sa
        $525 1 $545 2 $540 3
$494 4 $410 5 $410 6 $364 7 $430 8 $463 9 $380 10
$551 11 $409 12 $409 13 $292 14 $319 15 $440 16 $352 17
$588 18 $489 19 $502 20 $574 21 $574 22 $574 23 $496 24
$496 25 $496 26 $496 27 $588 28 $588 29 $588 30  
May 2027
Su Mo Tu We Th Fr Sa
            $329 1
$283 2 $320 3 $250 4 $310 5 $289 6 $318 7 $325 8
$277 9 $290 10 $288 11 $257 12 $289 13 $347 14 $314 15
$279 16 $251 17 $243 18 $421 19 $421 20 $422 21 $292 22
$292 23 $260 24 $249 25 $261 26 $286 27 $388 28 $396 29
$403 30 $277 31          
June 2027
Su Mo Tu We Th Fr Sa
    $319 1 $338 2 $339 3 $339 4 $339 5
$334 6 $344 7 $361 8 $287 9 $316 10 $373 11 $369 12
$372 13 $372 14 $372 15 $374 16 $399 17 $456 18 $437 19
$441 20 $445 21 $453 22 $421 23 $463 24 $481 25 $490 26
$514 27 $502 28 $498 29 $506 30      
July 2027
Su Mo Tu We Th Fr Sa
        $519 1 $627 2 $627 3
$626 4 $501 5 $491 6 $432 7 $471 8 $526 9 $501 10
$390 11 $342 12 $351 13 $440 14 $413 15 $479 16 $484 17
$395 18 $447 19 $437 20 $426 21 $438 22 $533 23 $506 24
$400 25 $373 26 $365 27 $339 28 $385 29 $439 30 $436 31
August 2027
Su Mo Tu We Th Fr Sa
$352 1 $319 2 $350 3 $340 4 $352 5 $365 6 $363 7
$317 8 $318 9 $281 10 $279 11 $298 12 $313 13 $299 14
$271 15 $256 16 $230 17 $234 18 $245 19 $263 20 $259 21
$237 22 $225 23 $196 24 $204 25 $212 26 $252 27 $266 28
$261 29 $293 30 $182 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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