House - Rating 5 (9)

Upstay 16 Guest Mansion w Pool Hot Tub Billiards


Bedroom 8 bedrooms
Bathroom 6 baths
Guests 16 guests
Pets Allowed Pets Allowed

  • Location: Orlando, Florida
  • Type: House

Location Location

Description Description
This pet-friendly, 16-guest capacity home is perfect for large families or big groups of friends! But, let me first tell you about the resort it's located in. Windsor by Westside is a secure, gated, family-friendly resort close to Disney and other Orlando attractions. The resort has an incredible clubhouse packed with amenities – think a romantic pier with lake views, a huge resort-style swimming pool, and concierge service. Your kids will go bonkers for the awesome water playground and splash zone. And for you? How about lounging on the sundeck with a drink in hand from the TuCasa Tiki bar. Or, maybe you'd rather float down the lazy river while soaking up the Florida sunshine. Looking for something more active? We've got your fitness covered too with a top-notch gym, plus beach volleyball and sports courts for some friendly competition. Our guests get access to the clubhouse and all of its amenities.

The house itself though, is so loaded with goodies that you may never want to leave! Starting with the garden-facing screened-in back patio - you'll love the added privacy of no rear facing neighbours. Imagine stretching out on a sun lounger by your own private swimming pool. The spill-over jacuzzi hot tub is perfect for those winter months, or in the evening any time of year. After a swim, why not indulge in a home-made BBQ meal cooked right off your patio grill? You can enjoy it poolside at the covered outdoor dining area.

Had enough sun? Well step inside to the garage-turned-games-room. That's right - we've converted the garage into a fun room filled with games like billiards and foosball. We've even added some puzzles and board games to play! Not to worry about the lack of a garage though - there's still plenty of free onsite parking on the driveway, and any overflow cars are welcome to park at the clubhouse.

Now, step inside the kitchen! The open concept design feels spacious and airy, while the large kitchen island provides extra room for prepping meals, additional dining space, serving food, or just resting your elbows! There's plenty of cupboard space for everyone's snacks and lots of countertop space for chopping, slicing and dicing!

The amenities continue on the second floor, where you and your crew can enjoy a movie night-in in the theater room, complete with a huge projector screen and cozy seating. All of the bedrooms are located upstairs as well, with the exception of one master suite, located on the ground floor. This bedroom has a King sized bed and features a sparkling ensuite bathroom.

So, what are you waiting for? Gather up your gang and prepare for the ultimate family getaway. The only thing missing is you! Come on over and let the good times roll at this jaw-dropping paradise. Trust us, this slice of vacation heaven is an opportunity you won't want to miss!

Home Features:
• 8 bedrooms (10 beds in total)
• 6 Bathrooms (including 4 en suite)
• Garage-turned-games-room (pool table, foosball table, and board games)
• In-home movie theatre with large projection screen
• Private pool with removable safety fence
• Spill-over jacuzzi hot tub
• Screened-in garden-facing furnished patio
• Sun loungers
• Outdoor dining area
• BBQ grill
• Fully equipped kitchen with high end appliances
• Large dining room with seating for up to 10
• Additional dining space at the kitchen island seating (for up to 4) and outdoor patio
• Smart TV's with complimentary cable
• High speed internet
• Central air conditioning
• In-home laundry machines
• Free onsite parking
• Complimentary resort access

Windsor at Westside Resort Features:
• 24hr gated entrance with security guard
• Clubhouse with licensed restaurant and lounge
• Lazy river for floating
• Resort-style heated pool with shallow-entry
• Children's splash zone with waterslide
• Outdoor jacuzzi hot tub
• Tiki bar
• State-of-the-art fitness center
• Children's playground
• Video arcade
• Market and Deli/Sundries Shop
• Tennis/Basketball court

*IMPORTANT NOTICE *

Please note that the ice maker is not available. We are sorry for the inconvenience this may cause. Do not hesitate to contact us if you have nay concerns.

• There is basic cookware available in the house.

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/day per service and $60/day 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.

Pet Friendly:
• Pets up to 70lbs. are very welcome at our home. The pet fee is $129/animal (one-time fee).

Additional Services:
• We're happy to deliver:
- a full BBQ propane tank upon request for $70/per tank.
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).
- We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.

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
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September 2024
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
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15 $105 16 $105 17 $105 18 $105 19 $210 20 $210 21
$105 22 $105 23 $105 24 $105 25 $105 26 $210 27 $210 28
$105 29 $105 30          
October 2024
Su Mo Tu We Th Fr Sa
    $105 1 2 3 4 5
6 7 $105 8 $105 9 $105 10 11 12
13 $105 14 $105 15 $105 16 $105 17 $210 18 19
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27 28 29 30 31    
November 2024
Su Mo Tu We Th Fr Sa
          1 $257 2
3 4 5 6 7 8 9
$284 10 $226 11 $167 12 $161 13 $183 14 $263 15 $263 16
$167 17 $242 18 $343 19 $343 20 $386 21 $433 22 $477 23
$269 24 $280 25 $436 26 $809 27 $822 28 $815 29 $563 30
December 2024
Su Mo Tu We Th Fr Sa
$183 1 $149 2 $150 3 $160 4 $171 5 $263 6 $263 7
$178 8 $171 9 $162 10 $183 11 $215 12 $263 13 $264 14
$354 15 $241 16 $338 17 $347 18 $426 19 $741 20 $897 21
$1010 22 $1213 23 $1094 24 $1073 25 $966 26 $1039 27 $1117 28
$1037 29 $1082 30 $1001 31        
January 2025
Su Mo Tu We Th Fr Sa
      $737 1 $635 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
$227 26 $234 27 $234 28 $200 29 $228 30 $263 31  
February 2025
Su Mo Tu We Th Fr Sa
            $281 1
$235 2 $212 3 $208 4 $220 5 $244 6 $294 7 $346 8
$308 9 $249 10 $259 11 $268 12 $315 13 $453 14 $455 15
$417 16 $326 17 $324 18 $330 19 20 21 22
23 24 25 26 $424 27 $459 28  
March 2025
Su Mo Tu We Th Fr Sa
            $451 1
$397 2 $402 3 $338 4 $415 5 $402 6 $418 7 $394 8
9 10 11 $312 12 $382 13 $391 14 $393 15
$353 16 $344 17 $334 18 $346 19 $432 20 $445 21 $454 22
$394 23 $383 24 $380 25 $394 26 $478 27 $479 28 $431 29
$360 30 $345 31          
April 2025
Su Mo Tu We Th Fr Sa
    $340 1 $362 2 $413 3 $427 4 $378 5
$334 6 $328 7 $333 8 $439 9 $406 10 $490 11 $471 12
$482 13 $542 14 $567 15 $516 16 $511 17 $666 18 $659 19
$724 20 $301 21 $296 22 $325 23 $381 24 $426 25 $434 26
$331 27 $292 28 $280 29 $288 30      
May 2025
Su Mo Tu We Th Fr Sa
        $277 1 $323 2 $315 3
$276 4 $206 5 $197 6 $195 7 $202 8 $273 9 $271 10
$201 11 $171 12 $161 13 $177 14 $208 15 $267 16 $277 17
$226 18 $167 19 $153 20 $166 21 $201 22 $403 23 $403 24
$403 25 $178 26 $230 27 $230 28 $276 29 $319 30 $315 31
June 2025
Su Mo Tu We Th Fr Sa
$270 1 $272 2 $192 3 $222 4 $260 5 $310 6 $286 7
$246 8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 $345 23 $275 24 $346 25 $416 26 $443 27 $386 28
$305 29 $266 30          
July 2025
Su Mo Tu We Th Fr Sa
    $270 1 $360 2 $613 3 $603 4 $591 5
$326 6 $257 7 $259 8 $343 9 $444 10 $436 11 $386 12
$304 13 $362 14 $362 15 $412 16 $424 17 $437 18 $412 19
$315 20 $267 21 $267 22 $305 23 $386 24 $433 25 $398 26
$311 27 $297 28 $277 29 $273 30 $314 31    
August 2025
Su Mo Tu We Th Fr Sa
          $347 1 $329 2
$254 3 $223 4 $215 5 $218 6 $254 7 $278 8 $263 9
$208 10 $185 11 $182 12 $185 13 $202 14 $263 15 $263 16
$186 17 $166 18 $167 19 $213 20 $213 21 $263 22 $263 23
$212 24 $162 25 $154 26 $156 27 $177 28 $272 29 $272 30
$271 31            
Swipe Swipe for Availability


Amenities 65 Amenities
  • 24-hour check-in
  • Air conditioning
  • Baking sheet
  • Barbecue utensils
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Children’s books and toys
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Dvd player
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fire extinguisher
  • Flat smooth pathway to front door
  • Free parking on premises
  • Garden or backyard
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot tub
  • Hot water
  • Indoor pool
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Long term stays allowed
  • Microwave
  • Oven
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Private living room
  • 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
  • Trash can
  • TV
  • Washer
  • Wireless Internet
  • Communal pool
  • Game room
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (9) Reviews
Rating 5
Perfect for our size of group.
Anonymous - Posted: 3/19/2024
Thank you for your kind review, Stacey! We're thrilled to hear that our property was a perfect fit for your group. We hope to have the opportunity to host you again in the future. Safe travels!
Upstay staff
Posted: 3/20/2024
Rating 5
Amazing spacious house for a big family. We had a great time. We felt just like home.
Anonymous - Posted: 2/28/2024
Rating 5
The house met all of our family's needs, eleven of us. However, the projector did not work and the ice maker did not work. This definitely did not deter our enjoying the house and all the amenities. The house was beautiful and location was perfect for our Disney adventures. I would most certainly stay again and encourage others with larger families to do the same. Pricing was so much better than Disney properties. The money we saved went to enjoying Disney more and that's what our family went for anyway. Thank you UpStay for being a great Host.
Anonymous - Posted: 2/8/2024
Thank you for choosing to stay with us, Nancy! We're glad to hear that our house met all of your family's needs and that you enjoyed the amenities and location. We apologize for the inconvenience with the projector and ice maker, and we appreciate your understanding. Rest assured that my team already checked and fixed them. We would be delighted to host you and your family again in the future. Thank you for your kind words and for being a great guest!
Upstay staff
Posted: 3/4/2024
Rating 5
Muy satisfecho
Anonymous - Posted: 9/30/2023
Rating 5
The place was huge and comfortable. Would stay again. Thanks for being a great host.
Anonymous - Posted: 9/27/2023
Rating 5
The house was better than expected and had more than we needed it was also super comfortable and clean would highly recommend highly recommended and would definitely book again. 10/10
Anonymous - Posted: 9/25/2023
Rating 5
Beautiful spacious home, great for big family gatherings. Pool was nice and clean. The projector tv screen was phenomenal with surround sound.
Anonymous - Posted: 9/12/2023
Thank you for your feedback, Gregory! We're delighted to hear that you found the home beautiful and spacious, making it perfect for big family gatherings. It's great that the pool was clean and enjoyable. We're especially pleased that you loved the projector TV screen with surround sound. If you ever decide to stay with us again, we'll be here to provide another phenomenal experience for you and your family.
Upstay staff
Posted: 9/15/2023
Rating 5
Valerie and Kyle were excellent hosts.
Anonymous - Posted: 7/30/2023
Rating 5
I absolutely enjoyed my stay at this house. It was so gorgeous.
Anonymous - Posted: 7/26/2023
Thank you, Trinity!
Upstay staff
Posted: 8/10/2023
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