House - Rating 5 (9)

Vacation Mode ON Families Friends Pets Welcome


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
April 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 25 26 27
$218 28 $218 29 $199 30        
May 2024
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 $328 8 9 10 11
12 13 14 15 $187 16 $242 17 $242 18
$228 19 $192 20 $158 21 $158 22 $158 23 $396 24 25
26 27 28 29 30 31  
June 2024
Su Mo Tu We Th Fr Sa
            $410 1
$368 2 $367 3 $362 4 $306 5 $376 6 $381 7 $369 8
9 10 11 12 13 $485 14 $527 15
$499 16 $473 17 $499 18 $469 19 $494 20 $538 21 $558 22
$613 23 $611 24 $613 25 26 27 28 29
30            
July 2024
Su Mo Tu We Th Fr Sa
  1 $475 2 $742 3 $789 4 $815 5 $762 6
$618 7 $590 8 $578 9 $543 10 $587 11 $504 12 $514 13
$446 14 15 16 17 18 19 $480 20
$548 21 $571 22 $414 23 $488 24 $477 25 $483 26 $476 27
$465 28 $434 29 $396 30 $399 31      
August 2024
Su Mo Tu We Th Fr Sa
        $464 1 $477 2 $456 3
$414 4 $416 5 $417 6 $438 7 $377 8 $384 9 $443 10
$449 11 $432 12 $367 13 $428 14 $431 15 $436 16 $456 17
$448 18 $441 19 $452 20 $396 21 $402 22 $451 23 $435 24
$366 25 $339 26 $342 27 $359 28 $402 29 $539 30 $533 31
September 2024
Su Mo Tu We Th Fr Sa
$533 1 $309 2 $243 3 $261 4 $311 5 $375 6 $303 7
$260 8 $203 9 $206 10 $208 11 $247 12 $298 13 14
15 16 17 18 19 20 $321 21
$212 22 23 24 25 26 27 28
29 30          
October 2024
Su Mo Tu We Th Fr Sa
    1 2 3 $324 4 $361 5
$251 6 $249 7 $306 8 $359 9 $377 10 $359 11 12
13 14 15 16 17 18 $411 19
$404 20 $404 21 $355 22 $348 23 $570 24 $570 25 $514 26
$427 27 $378 28 $387 29 $384 30 $412 31    
November 2024
Su Mo Tu We Th Fr Sa
          $458 1 $456 2
$330 3 $273 4 $260 5 6 7 8 9
$349 10 $326 11 $296 12 $289 13 $318 14 $342 15 $319 16
$334 17 $441 18 $294 19 $431 20 $448 21 $634 22 $697 23
$437 24 $440 25 $464 26 $970 27 $969 28 $965 29 $729 30
December 2024
Su Mo Tu We Th Fr Sa
$335 1 $248 2 $246 3 $259 4 $309 5 $341 6 $334 7
$303 8 $261 9 $288 10 $320 11 $320 12 $376 13 $399 14
$599 15 $594 16 $579 17 $577 18 $627 19 $1085 20 $1293 21
$1483 22 $1596 23 $1542 24 $1712 25 $1548 26 $1524 27 $1655 28
$1438 29 $1359 30 $1369 31        
January 2025
Su Mo Tu We Th Fr Sa
      $1004 1 $895 2 $536 3 $529 4
$443 5 $361 6 $346 7 $375 8 $351 9 $382 10 $362 11
$305 12 $255 13 $250 14 $247 15 $264 16 $332 17 $345 18
$341 19 $313 20 $288 21 $259 22 $289 23 $305 24 $362 25
$324 26 $321 27 $321 28 $329 29 $344 30 $354 31  
February 2025
Su Mo Tu We Th Fr Sa
            $381 1
$343 2 $342 3 $348 4 $355 5 $393 6 $424 7 $432 8
$382 9 $344 10 $328 11 $367 12 $454 13 $478 14 $467 15
$543 16 $388 17 $387 18 $416 19 $470 20 $504 21 $513 22
$577 23 $617 24 $617 25 $641 26 $670 27 $695 28  
March 2025
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 $448 12 $531 13 $548 14 $565 15
$503 16 $487 17 $502 18 $525 19 $592 20 $742 21 $760 22
$711 23 $659 24 $659 25 $625 26 $695 27 $711 28 $630 29
$635 30 $562 31          
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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