• 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
  • Resort clubhouse
    Resort clubhouse
  • Resort tennis court
    Resort tennis court
  • Resort volley ball
    Resort volley ball
  • Resort Sweet Shoppe
    Resort Sweet Shoppe
  • 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
-
Close Quote
Detailed Quote

House of Dreams at Windsor Westside

Kissimmee, FL

Save to Favorites
Close Inquiry

Inquire about this property:

Ask A Question
Share This

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
  • 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
  • Tennis
  • 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.


Reviews

LEAVE A REVIEW

We are sorry, there are no reviews for this unit. Be the first to leave a review!


Availability

-
Close Quote
Detailed Quote

May 2025
S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11 12 13 14 15 16 17
18 19 20
$114
21
$114
22
$114
23
$114
24
$114
25 26
$114
27
$114
28
$114
29
$114
30
$114
31
June 2025
S M T W T F S
01
$114
02
$114
03
$114
04
$114
05
$114
06
$114
07
08 09
$114
10
$114
11
$114
12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
S M T W T F S
    01 02 03 04 05
06 07
$114
08
$114
09 10 11 12
13 14 15 16 17 18 19
$141
20
$114
21 22 23 24 25 26
$138
27
$114
28 29 30 31    
August 2025
S M T W T F S
          01 02
03 04 05 06 07 08 09
10 11 12
$114
13
$114
14
$114
15
$133
16
17 18 19 20 21 22 23
24 25 26
$114
27
$114
28
$114
29
$134
30
$132
31
$115
           
September 2025
S M T W T F S
  01
$114
02
$114
03
$114
04
$114
05
$114
06
$114
07
$114
08
$114
09
$114
10
$114
11
$114
12
$114
13
$114
14
$114
15
$114
16
$114
17
$114
18
$114
19
$114
20
$114
21
$114
22
$114
23
$114
24
$114
25
$114
26
$115
27
$114
28
$114
29
$114
30
$114
       
October 2025
S M T W T F S
      01
$114
02
$114
03
$114
04
$116
05
$114
06
$114
07
$114
08
$114
09
$114
10
$127
11
12 13 14
$114
15
$114
16
$114
17
$122
18
$124
19
$114
20
$114
21
$114
22
$114
23
$114
24
$124
25
$125
26 27 28 29 30 31  
November 2025
S M T W T F S
            01
02 03 04 05
$114
06
$115
07
$155
08
$156
09
$137
10
$126
11
$114
12
$114
13
$139
14
$160
15
$158
16
$139
17
$128
18
$114
19
$114
20
$144
21
$176
22
$170
23
$150
24
$130
25
$128
26
$190
27
$212
28
$241
29
$233
30
$128
           
December 2025
S M T W T F S
  01
$114
02
$132
03
$135
04
$156
05
$180
06
$167
07
$135
08
$125
09
$127
10
$126
11
$143
12
$181
13
$187
14
$163
15
$176
16
$184
17
$193
18
$235
19
$315
20
$324
21
$343
22
$320
23
$348
24
$337
25
$384
26
$439
27
$444
28
$390
29
$347
30
$366
31
$352
     
January 2026
S M T W T F S
        01
$363
02
$410
03
$409
04
$264
05
$237
06
$237
07
$232
08
$259
09
$294
10
$293
11
$187
12
$148
13
$168
14
$155
15
$162
16
$192
17
$192
18
$169
19
$138
20
$134
21
$128
22
$144
23
$171
24
$172
25
$139
26
$122
27
$121
28
$121
29
$143
30
$177
31
$177
February 2026
S M T W T F S
01
$146
02
$129
03
$127
04
$129
05
$154
06
$197
07
$211
08
$169
09
$153
10
$154
11
$150
12
$171
13
$253
14
$254
15
$225
16
$162
17
$163
18
$160
19
$186
20
$239
21
$244
22
$185
23
$164
24
$164
25
$168
26
$193
27
$232
28
$259
March 2026
S M T W T F S
01
$219
02
$195
03
$197
04
$193
05
$220
06
$261
07
$282
08
$242
09
$222
10
$222
11
$217
12
$242
13
$306
14
$272
15
$234
16
$215
17
$197
18
$197
19
$235
20
$273
21
$261
22
$213
23
$191
24
$202
25
$197
26
$231
27
$260
28
$254
29
$234
30
$209
31
$205
       
April 2026
S M T W T F S
      01
$201
02
$227
03
$342
04
$341
05
$300
06
$199
07
$199
08
$198
09
$230
10
$273
11
$254
12
$210
13
$186
14
$183
15
$188
16
$220
17
$262
18
$248
19
$205
20
$179
21
$173
22
$175
23
$207
24
$248
25
$230
26
$190
27
$171
28
$144
29
$141
30
$173
   
May 2026
S M T W T F S
          01
$203
02
$194
03
$168
04
$153
05
$147
06
$138
07
$151
08
$170
09
$174
10
$153
11
$140
12
$114
13
$124
14
$134
15
$189
16
$165
17
$132
18
$115
19
$114
20
$114
21
$132
22
$213
23
$213
24
$187
25
$119
26
$119
27
$119
28
$147
29
$187
30
$193
31
$155
           
    Available     Unavailable  Check-In Only  Check-Out Only