House - Rating 5 (6)

Upstay Resort Home w Pool Hot Tub Games Room


Bedroom 8 bedrooms
Bathroom 6 baths
Guests 20 guests
Pets Not Allowed Pets Not Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
Home Features:
- 8 Bedrooms
- 6 Bathrooms
- BBQ Grill
- Private Swimming Pool
- Outdoor Hot Tub (heating available for a fee)
- Indoor and Outdoor Dining Areas
- Fully Equipped Kitchen
- In-Home Laundry Machines
- Complimentary Wifi
- Smart TVs
- Private Games Room with Table Tennis, Arcade Games, and More
- Loft Movie Lounge with Projection Screen
- Free onsite parking
- Resort Access

Windsor at Westside Resort Features:
• 24hr gated entrance with security guard
• Clubhouse with restaurant, bar & lounge
• State-of-the-art fitness center
• Lazy river for floating
• Shallow-entry resort-style pool
• Waterslides
• Outdoor jacuzzi hot tub
• Tiki bar
• Video arcade
• Sundries shop
• Volleyball court
• Multi-purpose sports courts

Let's kick things off with the amazing back deck. Picture this: a private screened-in patio, featuring a sparkling swimming pool and spill-over jacuzzi hot tub. Enjoy al fresco dining on the covered patio with a BBQ grill, or lounge in the sun on one of the recliner chairs for all the vacation vibes. Pool and hot tub heating are available for an additional fee for those who like things a little warmer.

We've taken the garage, and turned it into your own personal arcade games room! Packed full of favorites like table tennis, foosball, and arcade basketball, it's sure to be the fav hang out spot when you've had too much sun for the day.

The gourmet kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and a large island. Stretch out and relax in the living room, and gather around the large capacity dining table when it's time for a meal.

Each of the 8 bedrooms is complete with plush bedding, flat-screen TVs, and most with en-suite bathrooms. The ground level of the home has separate King and Queen bedrooms, and the remaining 6 other bedrooms are all located upstairs. You'll also find the Mickey Mouse themed movie room up here. Enjoy your favorite Disney movies on the massive projection screen - the perfect way to wind down after a day at the theme parks.

Plus, there's all the comforts of home you'd expect, including air conditioning, in-home laundry machines, free onsite parking, and complimentary wifi. Located in the Windsor at Westside community, you'll have access to the resort amenities, including a clubhouse, fitness center, lazy river, and more. Plus, with Disney just a short drive away, you'll have endless entertainment options at your fingertips.

Important:
• To help ensure a safe and trusted experience for all guests, ID verification may be required after booking.

Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.

We're happy to deliver:
> Your BBQ comes with a complimentary full propane tank at check-in! Running low? Get a one-time refill for just $55 and keep the grill going!
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).

Quality Assurance:
• Your wellbeing is our top priority. We have built upon our foundation of pre-existing high cleaning standards with additional COVID-19 specific recommendations from the WHO, CDC and Canadian Public Health Agency guidelines.

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
May 2025
Su Mo Tu We Th Fr Sa
        1 2 3
$132 4 $132 5 $132 6 $132 7 $132 8 9 10
11 12 13 14 $129 15 $250 16 $250 17
$158 18 $142 19 $127 20 $132 21 $157 22 23 24
$260 25 26 27 28 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 $155 3 $198 4 $185 5 6 7
8 9 10 11 12 $283 13 $307 14
$311 15 $326 16 $280 17 $281 18 19 20 21
$325 22 $340 23 $304 24 $312 25 $368 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 $544 3 $621 4 5
6 7 8 $329 9 $380 10 $409 11 $391 12
$345 13 $348 14 $342 15 $337 16 $352 17 $422 18 $403 19
$336 20 $323 21 $261 22 $283 23 $347 24 $422 25 $401 26
$315 27 $267 28 $248 29 $270 30 $300 31    
August 2025
Su Mo Tu We Th Fr Sa
          $354 1 $347 2
$284 3 $285 4 $310 5 $289 6 $289 7 $301 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 $271 29 $266 30
$255 31            
September 2025
Su Mo Tu We Th Fr Sa
  $129 1 $125 2 $131 3 $141 4 $250 5 $250 6
$150 7 $132 8 $125 9 $130 10 $147 11 $250 12 $250 13
$173 14 $154 15 $128 16 $154 17 $168 18 $250 19 $250 20
$142 21 $132 22 $126 23 $133 24 $147 25 $250 26 $250 27
$140 28 $132 29 $127 30        
October 2025
Su Mo Tu We Th Fr Sa
      $146 1 $168 2 $250 3 $250 4
$168 5 $171 6 $175 7 $188 8 9 10 11
12 $186 13 $181 14 $170 15 $194 16 $250 17 18
19 20 21 22 23 24 $250 25
$177 26 $180 27 $181 28 $190 29 30 31  
November 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 $250 7 $250 8
$211 9 $234 10 $159 11 12 13 14 15
16 17 18 $165 19 $230 20 $334 21 $334 22
$357 23 $359 24 $374 25 $559 26 $543 27 $541 28 $504 29
$179 30            
December 2025
Su Mo Tu We Th Fr Sa
  $151 1 $157 2 $204 3 $209 4 $250 5 $250 6
$185 7 $163 8 $168 9 $177 10 $203 11 $250 12 $250 13
$185 14 $227 15 $243 16 $220 17 $303 18 $509 19 $597 20
$700 21 $754 22 $792 23 $751 24 $716 25 $760 26 $677 27
$746 28 $756 29 $773 30 $698 31      
January 2026
Su Mo Tu We Th Fr Sa
        $672 1 $648 2 $657 3
$377 4 $328 5 $338 6 $296 7 $296 8 $293 9 $294 10
$184 11 $156 12 $154 13 $142 14 $142 15 $250 16 $250 17
$245 18 $147 19 $128 20 $135 21 $149 22 $250 23 $250 24
$176 25 $171 26 $176 27 $176 28 $181 29 $250 30 $250 31
February 2026
Su Mo Tu We Th Fr Sa
$177 1 $159 2 $159 3 $173 4 $185 5 $250 6 $250 7
$215 8 $186 9 $179 10 $202 11 $218 12 $313 13 $356 14
$362 15 $260 16 $225 17 $218 18 $214 19 $250 20 21
22 23 24 25 26 27 28
March 2026
Su Mo Tu We Th Fr Sa
$241 1 $217 2 $210 3 $219 4 $247 5 $273 6 $285 7
$259 8 $244 9 $237 10 $235 11 $267 12 $305 13 $344 14
$330 15 $324 16 $326 17 $326 18 $309 19 $344 20 $329 21
$309 22 $265 23 $287 24 $288 25 $290 26 $331 27 $356 28
$357 29 $355 30 $369 31        
April 2026
Su Mo Tu We Th Fr Sa
      $428 1 $429 2 $634 3 $561 4
$562 5 $281 6 $301 7 $355 8 $382 9 $416 10 $402 11
$271 12 $304 13 $234 14 $266 15 $295 16 $319 17 $315 18
$273 19 $241 20 $242 21 $268 22 $294 23 $321 24 $291 25
$242 26 $197 27 $256 28 $195 29 $208 30    
Swipe Swipe for Availability


Amenities 60 Amenities
  • Air conditioning
  • Baking sheet
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Children’s books and toys
  • Cleaning Disinfection
  • Coffee maker
  • Desk
  • Dishes and silverware
  • Dishwasher
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • Free parking on premises
  • Free parking on street
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • 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
  • TV
  • Washer
  • Wireless Internet
Resorts
  • WindsorWestside
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (6) Reviews
Rating 5
Had a great time at the home everything was enjoyable. Lots of space, the kids enjoyed the pool and the game room. We will definitely be back and booking here again!!!!!!
Anonymous - Posted: 4/20/2025
Rating 5
Beautiful home, plenty of space for big families. Host was responsive and pleasant! Lots of parking space as well since the home is a corner lot.
Anonymous - Posted: 3/16/2025
Thank you so much for your kind words, Gladys! We're truly happy to hear that you and your family enjoyed the space, the convenient parking, and our hospitality. It was a pleasure hosting you, and we would love to welcome you back anytime!
Upstay staff
Posted: 4/2/2025
Rating 5
Great host, great communication
Anonymous - Posted: 1/22/2025
Thank you for your kind words! We're glad you appreciated the communication and had a great experience with us. We hope to welcome you back soon!
Upstay staff
Posted: 2/5/2025
Rating 5
Communication was well and house was nice .
Anonymous - Posted: 11/13/2024
Thank you for your review, Cheyenne! We are happy to hear you have enjoyed your stay. We appreciate you taking the time to rate your experience!
Upstay staff
Posted: 11/15/2024
Rating 5
We loved staying at this beautiful home. We were several group of families and love how we all had our private restroom. Location was great, game room was a hit with the kids. We would definitely be staying here in the future!
Anonymous - Posted: 11/6/2024
Thank you for your wonderful review, Indra! We're delighted to hear that the home was perfect for your group and that everyone enjoyed having private restrooms. It's great to know the location and game room were highlights of your stay. We look forward to hosting you again in the future!
Upstay staff
Posted: 2/5/2025
Rating 5
We will be back loved that the hosted always got back fast and very friendly
Anonymous - Posted: 10/13/2024
Thank you for your wonderful feedback, Michelle! We’re thrilled to hear that you loved your stay and appreciated our prompt and friendly communication. We look forward to welcoming you back in the future!
Upstay staff
Posted: 10/29/2024
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