House - Rating 5 (5)

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.


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
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Check-Out
April 2025
Su Mo Tu We Th Fr Sa
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$132 27 $132 28 $132 29 $132 30      
May 2025
Su Mo Tu We Th Fr Sa
        $135 1 2 3
$125 4 $125 5 $125 6 $125 7 $125 8 $250 9 $250 10
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$125 18 $125 19 $125 20 $125 21 $125 22 $286 23 $293 24
$287 25 26 27 28 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 $160 3 $201 4 $196 5 6 7
8 9 10 11 12 $290 13 $313 14
$318 15 $335 16 $314 17 $327 18 19 20 21
$335 22 $323 23 $269 24 $316 25 $373 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 $546 3 $632 4 5
6 7 8 $340 9 $385 10 $417 11 $393 12
$365 13 $354 14 $343 15 $306 16 $350 17 $416 18 $380 19
$320 20 $293 21 $268 22 $286 23 $339 24 $405 25 $379 26
$312 27 $280 28 $268 29 $331 30 $329 31    
August 2025
Su Mo Tu We Th Fr Sa
          $376 1 $364 2
$297 3 $298 4 $334 5 $285 6 $296 7 $319 8 9
10 11 12 13 14 15 16
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24 25 26 27 28 $274 29 $267 30
$260 31            
September 2025
Su Mo Tu We Th Fr Sa
  $125 1 $125 2 $125 3 $134 4 $250 5 $250 6
$153 7 $131 8 $125 9 $129 10 $157 11 $250 12 $250 13
$185 14 $165 15 $151 16 $169 17 $165 18 $250 19 $250 20
$147 21 $134 22 $130 23 $136 24 $149 25 $250 26 $250 27
$145 28 $139 29 $132 30        
October 2025
Su Mo Tu We Th Fr Sa
      $150 1 $172 2 $250 3 $250 4
$164 5 $151 6 $154 7 $182 8 9 10 11
12 $192 13 $187 14 $178 15 $192 16 $250 17 18
19 20 21 22 23 24 $250 25
$182 26 $184 27 $182 28 $196 29 30 31  
November 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 $250 7 $250 8
$216 9 $237 10 $163 11 12 13 14 15
16 17 18 $170 19 $242 20 $337 21 $343 22
$351 23 $358 24 $379 25 $571 26 $549 27 $548 28 $514 29
$173 30            
December 2025
Su Mo Tu We Th Fr Sa
  $146 1 $153 2 $200 3 $213 4 $250 5 $250 6
$183 7 $164 8 $169 9 $178 10 $208 11 $253 12 $250 13
$188 14 $230 15 $252 16 $230 17 $319 18 $539 19 $597 20
$684 21 $748 22 $788 23 $720 24 $688 25 $723 26 $665 27
$736 28 $778 29 $763 30 $689 31      
January 2026
Su Mo Tu We Th Fr Sa
        $671 1 $646 2 $648 3
$366 4 $285 5 $301 6 $271 7 $272 8 $262 9 $262 10
$177 11 $160 12 $159 13 $144 14 $143 15 $250 16 $250 17
$247 18 $144 19 $128 20 $135 21 $152 22 $250 23 $250 24
$174 25 $169 26 $170 27 $170 28 $171 29 $250 30 $250 31
February 2026
Su Mo Tu We Th Fr Sa
$170 1 $157 2 $156 3 $168 4 $181 5 $250 6 $250 7
$192 8 $169 9 $161 10 $183 11 $197 12 $312 13 $348 14
$348 15 $233 16 $210 17 $207 18 $217 19 $250 20 $250 21
$219 22 $182 23 $184 24 $194 25 $207 26 $250 27 $273 28
March 2026
Su Mo Tu We Th Fr Sa
$239 1 $213 2 $220 3 $232 4 $262 5 $290 6 $293 7
$265 8 $286 9 $285 10 $250 11 $278 12 $319 13 $344 14
$330 15 $332 16 $331 17 $346 18 $347 19 $363 20 $332 21
$291 22 $249 23 $293 24 $293 25 $294 26 $323 27 $317 28
$348 29 $359 30 $374 31        
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 (5) Reviews
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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