House - Rating 5 (9)

Spacious 8BR Home for Your Big Crew Pool Games


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

  • Location: Kissimmee, Florida
  • Type: House

Location Location

Description Description
Book your stay now and receive a special welcome amenity!

Looking for a fantastic Orlando vacation rental that will house the whole crew? Needing a place with loads of indoor and outdoor entertainment for all ages? Hoping to find somewhere that's close to Disney and other Orlando attractions? Well look no further!

BEDROOMS & BATHROOMS
With 8 bedrooms, 6 bathrooms, and room for 16 of your nearest and dearest, this house is meant to be shared with those who mean most, and even can fit the friends of friends who you don’t actually know that well. Enjoy restful nights with room-darkening shades and premium linens.

AMAZING DECK
Relax in the private screened-in patio, complete with a glistening swimming pool and jacuzzi, optionally heated for a fee. Soak up the sun on the comfortable recliners, and for the kids, there's an inflatable slide and a removable safety fence. Unwind with poolside dining and BBQ grilled meals under the stars.

KITCHEN + LIVING + DINING
Experience seamless living in our open-concept space, designed for relaxation and enjoyment. The kitchen is a culinary masterpiece, equipped with high-end stainless steel appliances, granite countertops, and ample cupboard space. Gather around the large dining table seating up to 10, or the kitchen island accommodating 4. Need downtime? Lounge in the nearby living room with plush couches and smart TV offering complimentary cable, Netflix, and high-speed internet.

ENTERTAINMENT
Immerse yourself in cinematic magic with our deluxe movie theater, featuring plush modular seating, a massive projection screen, and ambient mood lighting. It's movie night done right! Unleash your competitive spirit in our personal arcade game room, converted from the garage. Enjoy classics like billiards and foosball, along with a big screen TV and cozy furnishings, the ultimate hangout after a day of sun-soaked fun.

+ A/C + Laundry + Wi-Fi + Onsite Parking

RESORT AMENITIES & LOCATION
Located within the luxurious Windsor at Westside Resort, our home grants you full access to its 10,000 sqft resort-style clubhouse and amenities:
– 24hr gated entrance with security
– Zero-entry pool with waterslide & jacuzzi + Lazy river for floating
– Clubhouse with restaurant, bar & lounge
– Fitness center & sports courts

Don't wait another moment! Reserve your dream vacation now!

Home Features:
• 8 bedrooms (11 beds in total)
• 6 Bathrooms including 4 ensuite
• Theater loft with plenty of seating and a 135" smart projector
• Private games room (pool table, foosball table, and arcade console)
• Fully equipped kitchen with high end appliances
• Large dining table (seating for up to 10) / Kitchen island (seating for up to 4)
• Smart TV's with complimentary Cable, Netflix, plus high speed internet
• Central air conditioning
• Laundry room in house
• Private pool and hot tub (removable safety fence included)
• Spacious patio with furniture/loungers
• Outdoor dining (plenty of seating)
• BBQ Grill
• Free onsite parking
• Complimentary resort access

Availability Calendar Availability Calendar
Available
Unavailable
Check-In
Check-Out
May 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
$158 19 $158 20 $158 21 $158 22 $158 23 $346 24 25
26 27 28 29 30 31  
June 2024
Su Mo Tu We Th Fr Sa
            $333 1
$300 2 $242 3 $258 4 $226 5 $286 6 7 8
9 10 11 12 13 $402 14 $440 15
16 17 18 19 $451 20 $469 21 $492 22
$491 23 $451 24 $447 25 26 27 28 29
30            
July 2024
Su Mo Tu We Th Fr Sa
  1 $453 2 $752 3 $785 4 $801 5 $747 6
$564 7 $519 8 $491 9 $518 10 $573 11 $564 12 $572 13
$475 14 15 16 17 18 19 $498 20
$470 21 $531 22 $423 23 $520 24 $538 25 $522 26 $530 27
$468 28 $452 29 $417 30 $411 31      
August 2024
Su Mo Tu We Th Fr Sa
        $470 1 $530 2 $525 3
$450 4 $381 5 $423 6 $457 7 $382 8 $394 9 $475 10
$466 11 $447 12 $381 13 $440 14 $446 15 $443 16 $473 17
$461 18 $465 19 $473 20 $419 21 $409 22 $451 23 $437 24
$352 25 $339 26 $343 27 $357 28 $393 29 $519 30 $518 31
September 2024
Su Mo Tu We Th Fr Sa
$516 1 $311 2 $256 3 $264 4 $313 5 $371 6 $297 7
$261 8 $210 9 $216 10 $264 11 $276 12 $317 13 14
15 16 17 18 19 20 $356 21
$240 22 23 24 25 26 27 28
29 30          
October 2024
Su Mo Tu We Th Fr Sa
    1 2 3 $365 4 $395 5
$263 6 $254 7 $308 8 $328 9 $390 10 $374 11 12
13 14 15 16 17 18 $433 19
$439 20 $444 21 $364 22 $418 23 $570 24 $570 25 $545 26
$448 27 $374 28 $385 29 $371 30 $414 31    
November 2024
Su Mo Tu We Th Fr Sa
          $466 1 $460 2
$328 3 $273 4 $271 5 6 7 8 9
$393 10 $344 11 $301 12 $291 13 $322 14 $364 15 $342 16
$344 17 $441 18 $939 19 $939 20 $939 21 $634 22 $697 23
$422 24 $451 25 $474 26 $1007 27 $1005 28 $1005 29 $762 30
December 2024
Su Mo Tu We Th Fr Sa
$342 1 $243 2 $244 3 $263 4 $305 5 $347 6 $329 7
$300 8 $252 9 $286 10 $314 11 $314 12 $377 13 $397 14
$606 15 $588 16 $570 17 $585 18 $611 19 $1109 20 $1269 21
$1462 22 $1664 23 $1662 24 $1859 25 $1768 26 $1665 27 $1743 28
$1439 29 $1416 30 $1377 31        
January 2025
Su Mo Tu We Th Fr Sa
      $1101 1 $942 2 $684 3 $522 4
$448 5 $362 6 $345 7 $404 8 $369 9 $408 10 $390 11
$329 12 $275 13 $278 14 $280 15 $330 16 $420 17 $447 18
$365 19 $371 20 $335 21 $255 22 $275 23 $298 24 $328 25
$300 26 $302 27 $303 28 $302 29 $308 30 $334 31  
February 2025
Su Mo Tu We Th Fr Sa
            $355 1
$328 2 $299 3 $299 4 $301 5 $341 6 $383 7 $438 8
$407 9 $367 10 $348 11 $359 12 $461 13 $516 14 $494 15
$572 16 $464 17 $460 18 $466 19 $471 20 $530 21 $519 22
$571 23 $618 24 $622 25 $669 26 $645 27 $679 28  
March 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 $413 12 $483 13 $539 14 $566 15
$490 16 $470 17 $466 18 $495 19 $549 20 $691 21 $722 22
$672 23 $645 24 $690 25 $690 26 $690 27 $690 28 $636 29
$608 30 $551 31          
April 2025
Su Mo Tu We Th Fr Sa
    $550 1 $538 2 $570 3 $563 4 $566 5
$481 6 $412 7 $413 8 $425 9 $449 10 $459 11 $466 12
$403 13 $381 14 $362 15 $445 16 $430 17 $1019 18 $1019 19
$1019 20 $354 21 $333 22 $360 23 $362 24 $383 25 $396 26
$365 27 $373 28 $373 29 $326 30      
Swipe Swipe for Availability


Amenities 66 Amenities
  • Air conditioning
  • Bathtub
  • BBQ grill
  • Bed linens
  • Cable TV
  • Carbon monoxide detector
  • Cleaning Disinfection
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Dishwasher
  • Downtown
  • Dryer
  • Enhanced cleaning practices
  • Essentials
  • Extra pillows and blankets
  • Family/kid friendly
  • Fire extinguisher
  • Flat smooth pathway to front door
  • Free parking on premises
  • Garden or backyard
  • Grab-rails for shower and toilet
  • Gym
  • Hair dryer
  • Hangers
  • Heating
  • High touch surfaces disinfected
  • Hot water
  • Internet
  • Kettle
  • Kitchen
  • Lake
  • Lake access
  • Lake Front
  • Laptop friendly workspace
  • Microwave
  • Oven
  • Path to entrance lit at night
  • Patio or balcony
  • Pets allowed
  • Private entrance
  • Refrigerator
  • Resort
  • Room-darkening shades
  • Shampoo
  • Smoke detector
  • Step-free access
  • Stove
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Toaster
  • Towels provided
  • Town
  • TV
  • Washer
  • Water View
  • Waterfront
  • Wide clearance to bed
  • Wide clearance to shower and toilet
  • Wide doorway
  • Wide hallway clearance
  • Wireless Internet
  • Communal pool
  • Outdoor pool
  • Private pool
  • Swimming pool

Reviews Rating 5 (9) Reviews
Rating 5
Thank you very much for your reply response when we needed something! Beautiful place, everything like in pictures. We enjoyed our time there!
Anonymous - Posted: 4/11/2024
We're so glad to hear that you enjoyed your stay with us, Alla! It was our pleasure to assist you whenever you needed something. We strive to provide a beautiful and comfortable experience for all of our guests, and we're glad that everything lived up to your expectations. Thank you for choosing to stay with us, and we hope to welcome you back again in the future! Safe travels!
Upstay staff
Posted: 4/25/2024
Rating 5
This was probably my top two places to stay! So clean and had everything you could ever imagine to have a fun and relaxing stay. The beds were amazing, the kitchen was fully loaded, it was so clean, safe and peaceful area, I want to stay here again! It’s not often that the home is actually as beautiful as they say it is. I’m so grateful ??
Anonymous - Posted: 2/9/2024
Thank you for your wonderful review, Dana! I'm glad you enjoyed your stay and found the place clean, well-equipped, and peaceful. You're always welcome back, and I look forward to hosting you again!
Upstay staff
Posted: 2/11/2024
Rating 5
Hosts were very responsive reaching out to us prior to our trip, once we checked in, any questions we had, and preparation for departure. Very friendly and professional. The house was larger than we expected. Plenty of room for a large family. You can park up to 6 vehicles, 3 in the drive way in front of the house, and 3 along the curb as long as the vehicle is not on the grass. So, the house and parking accomomdated our 3 vehicles. We used the heated hot tub and it was well worth the extra cost. We cooked meals in the kitchen, DoorDashed a couple, and hit several restaurants in the local area. The location is great, close enough to everything Orlando. Highly recommend and we would stay here again with our large group.
Anonymous - Posted: 1/19/2024
Thank you for the great feedback! We're thrilled that the house, parking, and amenities met your expectations. Your recommendation means a lot, and we'd love to host your group again. If you have any questions or need assistance in the future, feel free to reach out. Looking forward to welcoming you back! ?
Upstay staff
Posted: 1/19/2024
Rating 5
Amazing stay! Thanks for having this beautiful property available
Anonymous - Posted: 12/18/2023
Thank you for your awesome feedback, Robert! It was a pleasure hosting your stay. We hope to host you again in the future. Safe travels, and thank you for choosing our place!
Upstay staff
Posted: 12/19/2023
Rating 5
Es un muy buen sitio para pasar unos dias , reunidos con la Familia ! , nos gusto mucho la zona de billar y el cine!Seguro que volveremos!
Anonymous - Posted: 11/30/2023
Glad to know that you and your family had a great time, Edwin! Happy to have the chance to host your stay. Wishing you all the best on all of your travels!
Upstay staff
Posted: 12/3/2023
Rating 5
We had an awesome time, the home was cozy and very welcoming. I wish the price included the heating of the pool and the hot tub so we could enjoy more. Overall, we had a great time. Mark and Lyndsey were great host. Their home was absolutely beautiful. We cant wait to book with them again in the future.
Anonymous - Posted: 11/25/2023
Thank you for your review! I want to assure you that we have addressed the concerns you raised. Hosting your stay was a pleasure, and I'm grateful for the care you took with my property.
Upstay staff
Posted: 12/10/2023
Rating 5
This is the best place I have ever stayed in. It is huge and for the price it was well worth it. Plenty of rooms and beds. The movie area was amazing as well as the pool, and game room. Perfect place for a large number of guests or just a few!
Anonymous - Posted: 11/17/2023
Thank you for your review! We are happy to hear you have enjoyed your stay. We appreciate you taking the time to rate your experience!
Upstay staff
Posted: 12/5/2023
Rating 5
MY FAMILY AND I HAD A VACATION. THE HOUSE WAS BEAUTIFUL. IT WAS VERY CLEAN. BEDROOMS WERE COMFORTABLE. MY GRANDCHILDREN WERE DISAPPOINTED THAT TV IN THE THEATER ROOM DID NOT WORK. THE OVERALL APPEARANCE WAS EXCELLENT.
Anonymous - Posted: 11/14/2023
Thank you for choosing our property for your family vacation, Jacqueline. We're thrilled to hear that you found the house beautiful and very clean. We apologize for any disappointment regarding the TV in the theater room and appreciate your understanding. Please know that it is now in working order as per my team. Your feedback is invaluable, and we're pleased to know that the overall appearance of the house met your expectations. We hope to have the opportunity to welcome you and your family again, ensuring a seamless and enjoyable stay.
Upstay staff
Posted: 12/4/2023
Rating 5
Definitely recommended
Anonymous - Posted: 1/31/2022
Hello Marcones, Thank you for your review! We are happy to hear you have enjoyed your stay. As hosts, we appreciate you taking the time in rating your experience. We look forward to hosting you again in the future!
Upstay staff
Posted: 2/13/2022
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