House - Rating 5 (9)

Upstay Theater Games Pool Hot Tub Sleeps 16


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 10,000 square foot clubhouse that's off the charts – think lake views, a cozy pier, and a resort-style pool with a waterslide that screams fun! 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
• 10,000 square foot clubhouse with licensed restaurant and lounge
• Lazy river for floating
• Resort-style heated pool with shallow-entry
• Children's splash zone
• 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

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
June 2024
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 $278 24 $278 25 $278 26 $278 27 28 29
$278 30            
July 2024
Su Mo Tu We Th Fr Sa
  $278 1 $278 2 $380 3 $419 4 $507 5 $492 6
$320 7 $280 8 $248 9 $248 10 11 12 13
14 15 $344 16 $351 17 $345 18 19 20
$338 21 $294 22 $313 23 $312 24 $340 25 $501 26 $458 27
$330 28 $259 29 $251 30 $252 31      
August 2024
Su Mo Tu We Th Fr Sa
        $322 1 $402 2 $395 3
$327 4 $250 5 6 7 8 9 10
11 12 $248 13 $248 14 $285 15 $312 16 $285 17
$248 18 $248 19 $252 20 21 22 23 24
25 26 27 28 $248 29 $311 30 $319 31
September 2024
Su Mo Tu We Th Fr Sa
$308 1 $248 2 $248 3 $248 4 $248 5 $263 6 $263 7
$248 8 $248 9 $248 10 $248 11 $248 12 $263 13 $263 14
$248 15 $248 16 $248 17 $248 18 $248 19 $263 20 $263 21
$248 22 $248 23 $248 24 $248 25 $248 26 $263 27 $263 28
$248 29 $248 30          
October 2024
Su Mo Tu We Th Fr Sa
    $248 1 $248 2 $248 3 $292 4 $335 5
$248 6 $248 7 $248 8 $259 9 10 11 12
$313 13 $248 14 $254 15 $265 16 $254 17 $318 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
November 2024
Su Mo Tu We Th Fr Sa
          1 $257 2
3 4 5 6 7 8 9
$248 10 $248 11 $248 12 $248 13 $248 14 $270 15 $263 16
$248 17 $290 18 $411 19 $411 20 $411 21 $416 22 $458 23
$265 24 $279 25 $446 26 $789 27 $795 28 $796 29 $573 30
December 2024
Su Mo Tu We Th Fr Sa
$248 1 $248 2 $248 3 $248 4 $248 5 $263 6 $263 7
$248 8 $248 9 $248 10 $248 11 $248 12 $263 13 $263 14
$325 15 $314 16 $315 17 $322 18 $378 19 $717 20 $846 21
$957 22 $1089 23 $977 24 $974 25 $855 26 $960 27 $1049 28
$958 29 $959 30 $881 31        
January 2025
Su Mo Tu We Th Fr Sa
      $645 1 $573 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 $248 22 $248 23 $263 24 $263 25
$248 26 $248 27 $248 28 $248 29 $248 30 $263 31  
February 2025
Su Mo Tu We Th Fr Sa
            $263 1
$248 2 $248 3 $248 4 $248 5 $248 6 $263 7 $268 8
$251 9 $248 10 $248 11 $248 12 $256 13 $318 14 $311 15
$360 16 $248 17 $248 18 $248 19 $248 20 21 22
23 24 25 26 27 $354 28  
March 2025
Su Mo Tu We Th Fr Sa
            $367 1
$405 2 $414 3 $451 4 $461 5 $455 6 $376 7 $361 8
$327 9 $349 10 $349 11 $380 12 $370 13 $361 14 $378 15
$315 16 $296 17 $286 18 $298 19 $352 20 $364 21 $406 22
$376 23 $366 24 $454 25 $454 26 $454 27 $454 28 $412 29
$348 30 $353 31          
April 2025
Su Mo Tu We Th Fr Sa
    $352 1 $332 2 $360 3 $364 4 $341 5
$289 6 $294 7 $304 8 $367 9 $364 10 $416 11 $390 12
$286 13 $272 14 $277 15 $310 16 $369 17 $571 18 $571 19
$625 20 $269 21 $271 22 $303 23 $324 24 $389 25 $391 26
$303 27 $252 28 $248 29 $271 30      
May 2025
Su Mo Tu We Th Fr Sa
        $260 1 $310 2 $306 3
$277 4 $255 5 $255 6 $248 7 $248 8 $265 9 $263 10
$248 11 $248 12 $248 13 $248 14 $248 15 $263 16 $263 17
$248 18 $248 19 $248 20 $248 21 $248 22 $352 23 $352 24
$350 25 $248 26 $248 27 $248 28 $248 29 $287 30 $280 31
Swipe Swipe for Availability


Amenities 66 Amenities
  • 24-hour check-in
  • Air conditioning
  • Barbecue utensils
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Children’s books and toys
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Crib
  • 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
  • Internet
  • Iron
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Microwave
  • Oven
  • Path to entrance lit at night
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Private living room
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Smoke detector
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • Trash can
  • TV
  • Washer
  • Wide clearance to bed
  • Wide clearance to shower and toilet
  • Wide hallway clearance
  • Wireless Internet
  • Communal pool
  • 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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