• Welcome to House of Dreams at Windsor Westside!
    Welcome to House of Dreams at Windsor Westside!
  • Living, dining, and kitchen area
    Living, dining, and kitchen area
  • Bedroom #4 with King Bed and attached En-Suite
    Bedroom #4 with King Bed and attached En-Suite
  • Dining table with seating for 6
    Dining table with seating for 6
  • Outdoor dining by the pool
    Outdoor dining by the pool
  • Incredible location!
    Incredible location!
  • Outdoor dining by the pool
    Outdoor dining by the pool
  • Bedroom #2 with 2 Twin Beds
    Bedroom #2 with 2 Twin Beds
  • Loft room with TV
    Loft room with TV
  • Cozy and spacious living area with TV
    Cozy and spacious living area with TV
  • Cozy and spacious living area with TV
    Cozy and spacious living area with TV
  • Cozy and spacious living area with TV
    Cozy and spacious living area with TV
  • Living, dining, and kitchen area
    Living, dining, and kitchen area
  • Kitchen bar counter with seating for 4
    Kitchen bar counter with seating for 4
  • Kitchen bar counter with seating for 4
    Kitchen bar counter with seating for 4
  • Fully furnished and equipped kitchen
    Fully furnished and equipped kitchen
  • Living, dining, and kitchen area
    Living, dining, and kitchen area
  • Dining table with seating for 6
    Dining table with seating for 6
  • Half Bath
    Half Bath
  • Bedroom #1 with Queen Bed
    Bedroom #1 with Queen Bed
  • Bathroom #1 with Shower
    Bathroom #1 with Shower
  • Loft room with TV
    Loft room with TV
  • Family room with TV
    Family room with TV
  • Bathroom #2 with Shower/Tub Combo
    Bathroom #2 with Shower/Tub Combo
  • Bedroom #3 with Bunk Bed Twin over Full and a Twin Bed
    Bedroom #3 with Bunk Bed Twin over Full and a Twin Bed
  • Bedroom #4 with King Bed and attached En-Suite
    Bedroom #4 with King Bed and attached En-Suite
  • Bedroom #4 with King Bed and attached En-Suite
    Bedroom #4 with King Bed and attached En-Suite
  • Bathroom #3 with Shower attached to Bedroom #4
    Bathroom #3 with Shower attached to Bedroom #4
  • Bathroom #3 with Shower attached to Bedroom #4
    Bathroom #3 with Shower attached to Bedroom #4
  • Bedroom #5 with Queen Bed and attached En-Suite
    Bedroom #5 with Queen Bed and attached En-Suite
  • Bathroom #4 with Shower/Tub Combo
    Bathroom #4 with Shower/Tub Combo
  • Laundry room
    Laundry room
  • Front Entry
    Front Entry
  • Private pool with lounge chairs, outdoor dining, and gas BBQ grill
    Private pool with lounge chairs, outdoor dining, and gas BBQ grill
  • Private pool with lounge chairs, outdoor dining, and gas BBQ grill
    Private pool with lounge chairs, outdoor dining, and gas BBQ grill
  • Private pool with lounge chairs, outdoor dining, and gas BBQ grill
    Private pool with lounge chairs, outdoor dining, and gas BBQ grill
  • Lounge chairs by the pool
    Lounge chairs by the pool
  • Private pool with lounge chairs, outdoor dining, and gas BBQ grill
    Private pool with lounge chairs, outdoor dining, and gas BBQ grill
  • Outdoor dining by the pool
    Outdoor dining by the pool
  • Aerial view
    Aerial view
  • Front Exterior and entry
    Front Exterior and entry
  • Aerial view
    Aerial view
  • Top view
    Top view
  • Aerial view
    Aerial view
  • Big parking lot
    Big parking lot
  • Aerial view
    Aerial view
  • Aerial view
    Aerial view
  • Windsor at Westside
    Windsor at Westside
  • Windsor at Westside
    Windsor at Westside
  • Resort clubhouse
    Resort clubhouse
  • Resort tennis court
    Resort tennis court
  • Resort volley ball
    Resort volley ball
  • Resort Sweet Sho[[e
    Resort Sweet Sho[[e
  • Bar & Lounge
    Bar & Lounge
  • Bar & Lounge
    Bar & Lounge
  • Build your Buddy
    Build your Buddy
  • Resort arcade
    Resort arcade
  • Resort arcade
    Resort arcade
  • Resort arcade
    Resort arcade
  • Resort fitness center
    Resort fitness center
  • Resort lake
    Resort lake
  • Resort lake
    Resort lake
  • Resort lake
    Resort lake
  • Resort dock
    Resort dock
  • Aerial View
    Aerial View
  • Aerial View
    Aerial View
  • Aerial View
    Aerial View
  • Aerial View
    Aerial View
  • Aerial View
    Aerial View
  • Aerial View
    Aerial View
  • Resort pool
    Resort pool
  • Resort pool
    Resort pool
  • Resort pool seating
    Resort pool seating
  • Resort pool seating
    Resort pool seating
  • Resort pool
    Resort pool
  • Resort pool seating
    Resort pool seating
  • Resort pool lounges
    Resort pool lounges
  • Resort pool
    Resort pool
  • Resort pool lounges
    Resort pool lounges
  • Resort pool
    Resort pool
  • Resort pool
    Resort pool
  • Resort pool
    Resort pool
  • Resort volley ball
    Resort volley ball
  • Resort playground
    Resort playground
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House of Dreams at Windsor Westside

Kissimmee, FL

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Townhouse

12 Guests

5 Bedrooms

7 Beds

5 Bathrooms

Pets OK

Enjoy your next Florida vacation in style at the House of Dreams at Windsor Westside! Located in fun-filled Kissimmee, this spacious 5-bedroom townhome is conveniently located within minutes of a variety of exciting amenities, with all major Orlando theme parks within less than a 15-minute drive. Speaking of amenities, the home itself is packed with them as well! A spacious, shaded lanai includes a refreshing pool that the kids are sure to love, with ample lounge and table seating to suit any occasion. Enjoy a quiet morning with a cup of coffee or enjoy a meal or two al fresco surrounded by the lovely Floridian outdoors. Outside your front door, even more, excitement awaits within this exclusive community with resort-style amenities aplenty.

Inside the home, the open floor plan seamlessly blends one space to the next, providing your group with plenty of space to spread out while coming together to create memorable moments. Plentiful windows provide an abundance of natural light, keeping you close to the sunshine this state is known for. The industrial mod décor and elegant furnishings provide a chic and modern look and feel. Whether you want to be central to all the action or escape to a quiet place for an afternoon nap, you have the option between two separate living rooms, one on the main level and the other in the loft, offering comfy sofa seating and smart TVs. Back on the main level, a formal dining area offers seating for 6 with an additional 4 high-top barstool chairs at the kitchen counter. The well-equipped kitchen features granite countertops accented by dark cabinetry, with stainless steel appliances, a drip coffee maker, and all the cookware and dining ware for the chef in your group to whip up a home cooked meal.

This home comfortably sleeps 12 guests between 5 private bedrooms.

Bedroom #1 includes a queen size bed.

Bedroom #2 includes 2 twin size beds and a smart TV.

Bedroom #3 includes 1 twin over full bunk bed and a twin bed, as well as a smart TV.

Bedroom #4 includes a king size bed, smart TV, and ensuite bathroom with a dual vanity and walk-in shower.

Bedroom #5 includes a queen size bed and ensuite bathroom with a single vanity and walk-in shower.

The home also includes 3 additional guest bathrooms – a full bathroom with a single vanity and walk-in shower, another full bathroom with a dual vanity and shower/tub combo, and a half bathroom located in the lanai.

THINGS TO NOTE:
Washer and dryer in home.
Parking lot spaces are available for up to 4 vehicles on a first-come, first-serve basis.
Pet friendly! Maximum of 2 pets allowed. An additional daily pet fee of $35 per pet will be applied after booking. To avoid fines, please make sure your pet is on a leash and you pick up after them.
- A private grill can be rented for $95 for your stay up to one week depending on availability and subject to change. To request the use of a BBQ grill, please contact our customer service team few days prior to your check-in date. Please note that BBQ grill rental fees are non-refundable.

- Pool can be heated for an additional fee of $29 per night. Please contact our customer service after you have booked your stay for further payment. Please be advised that the pool heat is not included in your reservation cost. Charges for pool heat are non-refundable unless the heating system is experiencing issues. Pools need a minimum of 48 hours to heat properly. Pool heat is added for the whole stay or none of the stay. There is no partial pool heat allowed due to the high costs to bring up the temperature in the home.

Note: cold fronts in the winter months (<60 degrees) can cause the electric pool equipment not to function; this does not constitute mechanical failure and refunds for pool heat will not be issued. Home with heat pumps can only pull heat from the ambient air, and generally only 15-20 degrees above ambient is the temp the pools can get to.

-In case of hurricanes or inclimate weather or due to necessary repairs, certain amenities may be closed and unavailable during your stay. We cannot guarantee the availability of each amenity? in the community.
-Due to unusually high amount of theft and destruction we regret to tell you we no longer supply wash clothes. If this is a “must have” item for you, you may request them ahead of your stay. Thank you for understanding as this helps keep our rent low for you and your family.

This home is located in Windsor at Westside, a luxurious gated resort that offers an exclusive vacation experience. Guests are welcome to enjoy a lengthy list of amenities including a 10,000-square-foot clubhouse, a lake and pier, a community pool with a waterslide, a lazy river, and a kid's water playground. There is also a fitness center, tennis court, volleyball court, sweet shop, bar and lounge, kids center, and arcade - all onsite!

Beyond the benefit of resort amenities, this location provided guests with convenient access to all the major theme parks. An endless list of shopping and dining is also mere minutes from the property!

- If you are bringing a pet - please note that the Pet Fee is not included in the total price paid at booking. An additional Daily Pet Fee of $35 will be applied after the booking is complete. A maximum number of 2 pets can be brought to this property. If you have any questions or concerns please feel free to contact us. To avoid fines, please make sure your pet is on a leash and that you pick up after your pet.

- A 3-burner BBQ rental delivery is available at $119 or a 4-burner grill at $125 per week for your stay - the service is not included within your reservation rate. Please contact our Customer Care Team before your arrival to initiate the request.

- $19/night to heat the pool. Please let us know 24 hours in advance. We would recommend adding pool heat to your reservation between the months of November and April. If the temperature falls below 50 degrees, the heating unit may not heat the pool adequately and may shut down. The pool will only heat approximately 10-15 degrees above the outside temperature during the cold months.

Read more

Where you'll sleep

Bedroom 1

2 Queen

Bedroom 2

3 Twin

Bedroom 3

1 Bunk Bed

Bedroom 4

1 King


Amenities

  • Air Conditioning
  • Arcade
  • BBQ
  • Backyard
  • Body Soap
  • Cable TV
  • Call to Book
  • Carbon Monoxide Detector
  • Ceiling Fan
  • Close to ATM/Bank
  • Close to Aquarium
  • Close to Biking Trails
  • Close to Downtown
  • Close to Equipment Rentals
  • Close to Golf
  • Close to Groceries
  • Close to Gym
  • Close to Hiking Trails
  • Close to Mail Services
  • Close to Medical Services
  • Close to Movie Theater
  • Close to Museums
  • Close to Park
  • Close to Rec Center
  • Close to Restaurants
  • Close to Shopping
  • Close to Shuttle
  • Close to Theme Parks
  • Close to Town
  • Close to Water Parks
  • Close to Zoo
  • Clubhouse
  • Coffee Maker
  • Communal Pool
  • Cookware
  • Dining Room
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Dock
  • Dryer
  • Essentials
  • Fitness Room
  • Foosball
  • Full Kitchen
  • Game Room
  • Garden View
  • Guest House
  • Hair Dryer
  • Heating
  • Hiking
  • Hot Tub
  • Hot Water
  • Internet
  • Iron Board
  • Lanai
  • Laptop Workspace
  • Linens Provided
  • Long Term Stays
  • Microwave
  • Oven
  • Parking
  • Parking Info
  • Parking Lot Parking
  • Pet Friendly
  • Pool Table
  • Private Entrance
  • Private Pool
  • Refrigerator
  • Required Stairs
  • Shampoo/Conditioner
  • Smoke Detector
  • Stove
  • Television
  • Toaster
  • Video Games
  • Washer
  • Wineware

House rules

  1. - This property is non-smoking. You will be fined $500 plus mitigation costs.
  2. - Do not exceed the maximum number of cars or occupants.
  3. - Do not park automobiles in the grass, as you will be towed/ticketed.
  4. - Always observe quiet hours after 9 PM, as there are neighbors close by.
  5. - If you are bringing a pet - please note that the Pet Fee is not included in the total price paid at booking. An additional Daily Pet Fee of $35 will be applied after the booking is complete. A maximum number of 2 pets can be brought to this property. If you have any questions or concerns please feel free to contact us. To avoid fines, please make sure your pet is on a leash and that you pick up after your pet.
  6. - $24/night to heat the pool. Please let us know 24 hours in advance. We would recommend adding pool heat to your reservation between the months of November and April. If the temperature falls below 50 degrees, the heating unit may not heat the pool adequately and may shut down. The pool will only heat approximately 10-15 degrees above the outside temperature during the cold months.

Book with Confidence

Our policy is simple and transparent. Read our cancellation policy >

Enhanced Cleaning Protocols

Your safety is our priority. Our professional housekeepers are going above and beyond to provide your family with a clean stay.

Local Support

Our customer care department is available round-the-clock to assist you with any queries or concerns you may have. Additionally, our local office is open during normal business hours to serve you. In case of emergencies outside of business hours, please contact our after-hours support team.


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February 2025
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April 2025
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May 2025
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$141
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$175
June 2025
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$145
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$135
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$181
         
July 2025
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$198
   
August 2025
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$264
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$256
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September 2025
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October 2025
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$135
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$153
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$179
 
November 2025
S M T W T F S
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$182
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$145
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$135
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$135
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$135
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$146
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$203
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$180
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$167
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$135
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$209
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December 2025
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$149
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$390
     
January 2026
S M T W T F S
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$398
02
$453
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$428
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$242
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$177
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$166
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$193
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$230
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$215
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$186
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$163
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$140
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$135
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$152
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$195
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$193
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$169
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$135
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$135
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$135
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$153
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$188
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$183
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$151
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$135
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$135
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$135
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$157
30
$194
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$188
February 2026
S M T W T F S
01
$154
02
$135
03
$138
04
$142
05
$171
06
$222
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$225
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$178
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$167
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$173
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$171
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$200
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$298
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$314
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$270
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$184
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$182
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$183
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$217
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$273
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$275
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$225
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$199
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$200
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$199
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$235
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$285
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$284
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