House - Rating 4.8 (7)

16 Guest Pool Home w HotTub Cinema Games BBQ


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

  • Location: Kissimmee, Florida
  • Type: House
  • View: Downtown

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
February 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 24
$212 25 $182 26 $208 27 $224 28 $277 29    
March 2024
Su Mo Tu We Th Fr Sa
          $327 1 $354 2
$293 3 $264 4 $258 5 $263 6 $326 7 8 9
10 11 12 13 14 15 16
$344 17 $343 18 $326 19 $317 20 $370 21 22 23
$437 24 $427 25 $428 26 $420 27 $470 28 $668 29 $681 30
$649 31            
April 2024
Su Mo Tu We Th Fr Sa
  $576 1 $486 2 $492 3 $527 4 $495 5 $536 6
$469 7 $469 8 $469 9 $469 10 $469 11 $469 12 $469 13
$335 14 $304 15 $301 16 $384 17 $384 18 $498 19 $498 20
$493 21 $516 22 $542 23 $542 24 $542 25 $566 26 $566 27
$458 28 $458 29 $458 30        
May 2024
Su Mo Tu We Th Fr Sa
      $355 1 $255 2 $338 3 4
5 6 7 8 9 10 11
12 13 14 $179 15 $195 16 $278 17 $299 18
$262 19 $202 20 $192 21 $189 22 $258 23 $454 24 $452 25
$443 26 $379 27 $221 28 $235 29 $282 30 $384 31  
June 2024
Su Mo Tu We Th Fr Sa
            $382 1
$351 2 $331 3 $339 4 $264 5 $315 6 $361 7 $388 8
$314 9 $375 10 $360 11 $284 12 $371 13 $477 14 $464 15
$372 16 $287 17 $348 18 $361 19 $410 20 $503 21 $532 22
$461 23 $449 24 $436 25 $398 26 $363 27 $488 28 $459 29
$387 30            
July 2024
Su Mo Tu We Th Fr Sa
  $346 1 $341 2 $555 3 $618 4 $607 5 $610 6
$381 7 $353 8 $341 9 $327 10 $398 11 $536 12 $506 13
$430 14 $430 15 $398 16 $342 17 $449 18 $551 19 $539 20
$407 21 $460 22 $458 23 $523 24 $448 25 $586 26 $504 27
$394 28 $316 29 $325 30 $330 31      
August 2024
Su Mo Tu We Th Fr Sa
        $399 1 $448 2 $432 3
$380 4 $302 5 $293 6 $305 7 $319 8 $352 9 $332 10
$294 11 $247 12 $232 13 $241 14 $266 15 $282 16 $285 17
$230 18 $216 19 $197 20 $208 21 $220 22 $259 23 $258 24
$217 25 $173 26 $171 27 $177 28 $196 29 $281 30 $273 31
September 2024
Su Mo Tu We Th Fr Sa
$271 1 $293 2 $146 3 $144 4 $163 5 $250 6 $250 7
$191 8 $187 9 $187 10 $188 11 $173 12 $250 13 $250 14
$190 15 $173 16 $151 17 $163 18 $170 19 $250 20 $250 21
$173 22 $163 23 $161 24 $162 25 $182 26 $250 27 $250 28
$165 29 $155 30          
October 2024
Su Mo Tu We Th Fr Sa
    $152 1 $166 2 $169 3 $250 4 $250 5
$171 6 $161 7 $173 8 $190 9 $191 10 $269 11 $268 12
$257 13 $270 14 $217 15 $201 16 $189 17 $274 18 $250 19
$175 20 $182 21 $154 22 $150 23 $167 24 $250 25 $250 26
$166 27 $157 28 $205 29 $204 30 $200 31    
November 2024
Su Mo Tu We Th Fr Sa
          $250 1 $250 2
$178 3 $177 4 $139 5 $135 6 $157 7 $261 8 $256 9
$296 10 $297 11 $210 12 $223 13 $253 14 $308 15 $301 16
$237 17 $322 18 $217 19 $362 20 $374 21 $419 22 $429 23
$298 24 $288 25 $295 26 $795 27 $815 28 $795 29 $653 30
December 2024
Su Mo Tu We Th Fr Sa
$184 1 $139 2 $212 3 $216 4 $230 5 $250 6 $250 7
$149 8 $150 9 $171 10 $183 11 $192 12 $250 13 $260 14
$349 15 $363 16 $365 17 $387 18 $459 19 $804 20 $894 21
$966 22 $1006 23 $892 24 $902 25 $829 26 $911 27 $902 28
$957 29 $954 30 $815 31        
January 2025
Su Mo Tu We Th Fr Sa
      $679 1 $612 2 $463 3 $377 4
$304 5 $269 6 $223 7 $201 8 $197 9 $250 10 $250 11
$234 12 $236 13 $233 14 $204 15 $203 16 $250 17 $250 18
$205 19 $173 20 $167 21 $170 22 $179 23 $250 24 $250 25
$184 26 $171 27 $171 28 $170 29 $192 30 $250 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 4.8 (7) Reviews
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 4
Overall stay was okay seeing as most days we weren’t really in the house. Approximately 30-40 min from Orlando where most of me and my family’s day were spent. Minor problems, ice dispenser, dryer, dish washer, and connecting the TV in the living room we’re not working well. The ice machine wouldn’t dispense, the dryer would have to spin through multiple cycles to dry clothing and towels even if towels mostly air dried, the dish washer wasn’t working half way through the stay then towards the end it began to work, and the TV in the living room wouldn’t connect to the network or let us sign in to watch anything. The pictures provided are not accurate and the overall condition of the house can be seen as well used compared to the pictures that caught our eyes. Overall pricing was accurate and affordable just sucks to have to pay for heated pool or jacuzzi or other additional features if wanted.
Anonymous - Posted: 8/13/2023
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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