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
Check-In
Check-Out
April 2025
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May 2025
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        $125 1 $250 2 $250 3
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$125 11 $125 12 $125 13 $125 14 $125 15 $250 16 $250 17
$125 18 $125 19 $125 20 $125 21 $125 22 $291 23 $300 24
$291 25 26 27 28 29 30 31
June 2025
Su Mo Tu We Th Fr Sa
1 2 $164 3 $199 4 $197 5 6 7
8 9 10 11 12 $295 13 $309 14
$345 15 $315 16 $324 17 $352 18 19 20 21
$361 22 $310 23 $301 24 $352 25 $372 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 $520 3 $603 4 5
6 7 8 $338 9 $373 10 $408 11 $392 12
$403 13 $405 14 $406 15 $375 16 $391 17 $421 18 $402 19
$333 20 $302 21 $271 22 $299 23 $348 24 $411 25 $395 26
$316 27 $294 28 $275 29 $362 30 $339 31    
August 2025
Su Mo Tu We Th Fr Sa
          $387 1 $376 2
$309 3 $309 4 $372 5 $308 6 $298 7 $323 8 9
10 11 12 13 14 15 16
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24 25 26 27 28 $250 29 $250 30
$238 31            
September 2025
Su Mo Tu We Th Fr Sa
  $125 1 $125 2 $125 3 $139 4 $250 5 $250 6
$160 7 $158 8 $150 9 $126 10 $140 11 $250 12 $250 13
$152 14 $133 15 $129 16 $163 17 $168 18 $250 19 $250 20
$144 21 $145 22 $128 23 $139 24 $153 25 $250 26 $250 27
$144 28 $134 29 $125 30        
October 2025
Su Mo Tu We Th Fr Sa
      $150 1 $171 2 $250 3 $250 4
$164 5 $151 6 $147 7 $167 8 9 10 11
12 $201 13 $198 14 $194 15 $192 16 $250 17 18
19 20 21 22 23 24 $250 25
$179 26 $180 27 $186 28 $187 29 30 31  
November 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 $250 7 $250 8
$208 9 $228 10 $160 11 12 13 14 15
16 17 18 $178 19 $253 20 $354 21 $355 22
$350 23 $360 24 $382 25 $589 26 $567 27 $553 28 $521 29
$176 30            
December 2025
Su Mo Tu We Th Fr Sa
  $147 1 $156 2 $209 3 $220 4 $250 5 $250 6
$177 7 $160 8 $166 9 $174 10 $198 11 $250 12 $250 13
$182 14 $223 15 $243 16 $225 17 $306 18 $514 19 $586 20
$707 21 $756 22 $781 23 $786 24 $764 25 $818 26 $753 27
$787 28 $794 29 $767 30 $685 31      
January 2026
Su Mo Tu We Th Fr Sa
        $662 1 $621 2 $625 3
$355 4 $279 5 $287 6 $263 7 $263 8 $250 9 $255 10
$179 11 $169 12 $168 13 $147 14 $147 15 $250 16 $261 17
$257 18 $143 19 $128 20 $133 21 $149 22 $250 23 $250 24
$168 25 $168 26 $167 27 $167 28 $168 29 $250 30 $250 31
February 2026
Su Mo Tu We Th Fr Sa
$166 1 $155 2 $154 3 $164 4 $178 5 $250 6 $250 7
$190 8 $168 9 $158 10 $178 11 $194 12 $304 13 $339 14
$339 15 $237 16 $213 17 $207 18 $213 19 $250 20 $250 21
$214 22 $178 23 $177 24 $187 25 $201 26 $250 27 $267 28
March 2026
Su Mo Tu We Th Fr Sa
$241 1 $217 2 $221 3 $234 4 $262 5 $292 6 $289 7
$259 8 $280 9 $281 10 $243 11 $275 12 $315 13 $347 14
$357 15 $369 16 $369 17 $368 18 $370 19 $370 20 $337 21
$292 22 $247 23 $289 24 $290 25 $287 26 $321 27 $312 28
$285 29 $241 30 $289 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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