• Pool with outdoor seating
    Pool with outdoor seating
  • Theater with seating for 9
    Theater with seating for 9
  • Outdoor gas BBQ grill
    Outdoor gas BBQ grill
  • Spacious living area with TV
    Spacious living area with TV
  • Welcome area
    Welcome area
  • Open floor plan
    Open floor plan
  • Kitchen bar counter with seating for 4
    Kitchen bar counter with seating for 4
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Fully equipped kitchen
    Fully equipped kitchen
  • Dining table with seating for 10
    Dining table with seating for 10
  • Bathroom #1 Shower
    Bathroom #1 Shower
  • Bedroom #1 King
    Bedroom #1 King
  • Bedroom #1 King
    Bedroom #1 King
  • Bedroom #1 King
    Bedroom #1 King
  • Bathroom #2 Shower/Tub Combo
    Bathroom #2 Shower/Tub Combo
  • Washer area
    Washer area
  • Bedroom #2 King with En-Suite
    Bedroom #2 King with En-Suite
  • Bedroom #2 King with En-Suite
    Bedroom #2 King with En-Suite
  • Bedroom #2 King with En-Suite
    Bedroom #2 King with En-Suite
  • Bedroom #2 King with En-Suite
    Bedroom #2 King with En-Suite
  • Bedroom #2 King with En-Suite
    Bedroom #2 King with En-Suite
  • Bathroom #3 Shower and Tub
    Bathroom #3 Shower and Tub
  • Bathroom #3 Shower and Tub
    Bathroom #3 Shower and Tub
  • Bathroom #3 Shower and Tub
    Bathroom #3 Shower and Tub
  • Game room with theater
    Game room with theater
  • Pool table
    Pool table
  • Great Theater Lighting
    Great Theater Lighting
  • Great Theater Lighting
    Great Theater Lighting
  • Lazy boy seats
    Lazy boy seats
  • Bedroom #3 Twin Beds
    Bedroom #3 Twin Beds
  • Bedroom #3 Twin Beds
    Bedroom #3 Twin Beds
  • Bedroom #3 Twin Beds
    Bedroom #3 Twin Beds
  • Bedroom #3 Twin Beds
    Bedroom #3 Twin Beds
  • Bathroom #4 Shower
    Bathroom #4 Shower
  • Bedroom #4 Twin Beds
    Bedroom #4 Twin Beds
  • Bedroom #4 Twin Beds
    Bedroom #4 Twin Beds
  • Bedroom #4 Twin Beds
    Bedroom #4 Twin Beds
  • Bedroom #4 Twin Beds
    Bedroom #4 Twin Beds
  • Bedroom #4 Twin Beds
    Bedroom #4 Twin Beds
  • Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #5 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
    Bedroom #6 Bunk Bed Twin/Full with Twin Trundle
  • Bedroom #7 King
    Bedroom #7 King
  • Bedroom #7 King
    Bedroom #7 King
  • Bedroom #7 King
    Bedroom #7 King
  • Bedroom #7 King
    Bedroom #7 King
  • Bathroom #5
    Bathroom #5
  • Bedroom #8 King
    Bedroom #8 King
  • Bedroom #8 King
    Bedroom #8 King
  • Bedroom #8 King
    Bedroom #8 King
  • Bathroom #6 Shower
    Bathroom #6 Shower
  • Hot tub
    Hot tub
  • Outdoor seating by the pool
    Outdoor seating by the pool
  • Have a fire by the pool
    Have a fire by the pool
  • Pool Lights
    Pool Lights
  • Lounge chairs
    Lounge chairs
  • Enjoy the nights in the hot tub
    Enjoy the nights in the hot tub
  • Outdoor dining with ample seating for friends and family
    Outdoor dining with ample seating for friends and family
  • Aerial view
    Aerial view
  • Aerial view
    Aerial view
  • Aerial View
    Aerial View
  • Backyard
    Backyard
  • Backyard
    Backyard
  • 8895 Menton Loop - Additionals_0013
    8895 Menton Loop - Additionals_0013
  • backyard
    backyard
  • 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 playground
    Resort playground
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • Resort  pool area
    Resort pool area
  • 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 fitness center
    Resort fitness center
  • Resort lake
    Resort lake
  • Resort lake
    Resort lake
  • Resort lake
    Resort lake
  • Resort dock
    Resort dock
-
Close Quote
Detailed Quote

Timeless Memories at Windsor Westside

Kissimmee, FL

Save to Favorites
Close Inquiry

Inquire about this property:

Ask A Question
Share This

House

20 Guests

8 Bedrooms

12 Beds

6 Bathrooms

Timeless Memories at Windsor Westside welcomes you and your family to an unforgettable Florida getaway. Endless resort amenities can fill entire days with recreation, Disney is less than 10 miles away, and your private heated pool promises hours of fun in the Florida sun. Chic lounge chairs line the pool’s edge, while steps away the covered patio offers a shaded escape with dining table, hot tub, and grill station.

An open concept space meant for gathering, the home’s main living area has a modern design filled with neutral colors, chic furnishings, and homey decor. Relax and enjoy time spent together in the living area with ample seating, smart tv, and electric fireplace. Sliding glass doors provide views straight to the patio and pool area so you can easily keep an eye on the action outside.

The beautiful kitchen is a part of the home you’ll want to enjoy with its contemporary feel, stainless steel appliances, and full suite of cookware. Share meals at the gorgeous dining table while reliving your favorite parts of the day, and wind down with a laid-back movie night in the theater, complete with a wall-to-wall screen and reclining seats. Having an immersive theater in your home is sure to take your trip to the next level, plus the room includes a pool table for extra fun between screenings.

This home sleeps up to 18 guests between 8 private bedrooms.

Bedroom #1 has a king size bed.

Bedroom #2 has a king size bed, smart tv, patio access, and ensuite bathroom.

Bedroom #3 has a king size bed, smart tv, and ensuite bathroom.

Bedroom #4 features a subtle princess theme with beautiful wallpaper, 2 twin size beds, a smart tv, and Jack-and-Jill bathroom.

Bedroom #5 transports guests to the world of Harry Potter with 2 twin size beds, a smart tv, and Jack-and Jill bathroom.

Bedroom #6 is designed for Star Wars lovers and has bunk beds with a trundle for a total of 2 twin size beds and 1 full size bed, plus a smart tv.

Bedroom #7 has a classic Mickey Mouse theme and bunk beds with a trundle for a total of 2 twin size beds and 1 full size bed, plus a smart tv.

Bedroom #8 has a king size bed, smart tv, and ensuite bathroom.

THINGS TO NOTE:
Grill available for an additional $35 cleaning fee.
2 vehicles parking comfortably and up to 4 parking spaces with potentially smaller vehicles are provided in the driveway.
Washer and dryer in unit.
Pool Heat fee of $39 a day

The property is located in Windsor at Westside, a luxurious gated resort that offers an exclusive selection of amenities including a 10,000 square foot clubhouse, lake and pier, community pool with a waterslide, lazy river, and kid's water playground and basketball courts.

There is also a fitness center, tennis court, volleyball court, sweet shop, bar and lounge, kids center, and arcade - all onsite! Beyond the community, guests have easy access to all the major theme parks. An endless list of shopping and dining options are also mere minutes from the property.

Please note that requests for late checkout must be received no later than 10:00 AM local time on the day prior to your departure. Early check-in and late checkout are based on availability and require approval, and may be subject to an additional fee of $30 per additional hour requested. Please feel free to contact us if you are interested in arranging.

Read more

Where you'll sleep

Bedroom 1

4 King

Bedroom 2

4 Twin

Bedroom 3

2 Bunk Bed

Bedroom 4

2 Trundle


Amenities

  • Air Conditioning
  • Arcade
  • Backyard
  • Blender
  • 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 Lake
  • 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
  • Clubhouse
  • Coffee Maker
  • Communal Pool
  • Cookware
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Driveway Parking
  • Dryer
  • Essentials
  • Fireplace
  • Full Kitchen
  • Garden View
  • Hair Dryer
  • Heating
  • High Chair
  • Home Theater
  • Hot Tub
  • Internet
  • Iron Board
  • Laptop Workspace
  • Microwave
  • Oven
  • Pack and Play
  • Parking
  • Pool Table
  • Private Entrance
  • Private Pool
  • Refrigerator
  • Shampoo/Conditioner
  • Smoke Detector
  • Stove
  • Television
  • Tennis
  • Toaster
  • Washer
  • Wineware

House rules

  1. This property is non-smoking. You will be fined $500 plus mitigation costs.
  2. Pets of any kind are not allowed. You will be fined $500 plus cleaning costs.
  3. Do not exceed the maximum number of cars or occupants. Extra parking can be found on the quiet cul de sac.
  4. Do not park automobiles in the grass, as you will be towed/ticketed.
  5. Always observe quiet hours after 9PM, as there are neighbors close by.

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 24/7 Support

Our boots on the ground local team is here to cater to anything you need.


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

January 2023
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 21
22 23 24 25 26 27 28
29 30
$209
31
$209
       
February 2023
S M T W T F S
      01
$209
02
$209
03
$210
04
$216
05
$209
06
$209
07
$209
08
$209
09
$217
10
$241
11
$247
12
$229
13
$219
14
$224
15
$233
16
$328
17
$375
18
$421
19
$381
20
$369
21
$390
22
$391
23
$384
24
$418
25
$407
26
$293
27
$283
28
$282
       
March 2023
S M T W T F S
      01
$285
02
$295
03
$334
04
$324
05
$314
06
$306
07
$305
08 09 10 11
12 13 14 15
$420
16
$413
17
$427
18
$398
19
$359
20
$353
21
$330
22
$329
23
$335
24
$384
25
$417
26 27 28 29 30 31  
April 2023
S M T W T F S
            01
$476
02
$416
03
$465
04
$457
05
$456
06
$456
07
$566
08
$478
09
$490
10
$466
11
$466
12
$463
13
$466
14
$456
15
$460
16
$350
17
$336
18
$344
19
$345
20
$356
21
$385
22
$434
23
$397
24
$360
25
$365
26
$372
27
$425
28
$447
29
$420
30
$429
           
May 2023
S M T W T F S
  01
$334
02
$320
03
$322
04
$344
05
$384
06
$362
07
$334
08
$318
09
$320
10
$323
11
$330
12
$364
13
$361
14
$330
15
$319
16
$322
17
$325
18
$331
19
$359
20
$386
21
$347
22
$331
23
$336
24
$340
25
$347
26
$430
27
$430
28
$430
29
$344
30
$346
31
$349
     
June 2023
S M T W T F S
        01
$410
02
$535
03
$534
04
$473
05
$370
06
$375
07
$379
08
$449
09
$454
10
$433
11
$396
12
$386
13
$411
14
$406
15
$433
16
$535
17
$650
18
$414
19
$402
20
$404
21
$479
22
$567
23
$578
24
$664
25
$548
26
$460
27
$428
28
$466
29
$437
30
$503
 
July 2023
S M T W T F S
            01
$503
02
$504
03
$504
04
$428
05
$433
06
$439
07
$478
08
$482
09
$441
10
$442
11
$429
12
$432
13
$460
14
$481
15
$693
16
$467
17
$427
18
$467
19
$478
20
$557
21
$686
22
$590
23
$514
24
$489
25
$478
26
$469
27
$486
28
$478
29
$477
30
$436
31
$423
         
August 2023
S M T W T F S
    01
$424
02
$427
03
$434
04
$515
05
$495
06
$433
07
$420
08
$423
09
$432
10
$625
11
$690
12
$670
13
$587
14
$416
15
$405
16
$408
17
$411
18
$444
19
$443
20
$417
21
$407
22
$430
23
$434
24
$487
25
$535
26
$428
27
$391
28
$373
29
$375
30
$373
31
$383
   
September 2023
S M T W T F S
          01
$512
02
$517
03
$517
04
$361
05
$364
06
$369
07
$383
08
$418
09
$424
10
$377
11
$367
12
$393
13
$434
14
$433
15
$473
16
$470
17
$441
18
$432
19
$429
20
$375
21
$382
22
$415
23
$419
24
$387
25
$374
26
$376
27
$380
28
$384
29
$419
30
$422
October 2023
S M T W T F S
01
$388
02
$383
03
$383
04
$382
05
$390
06
$501
07
$501
08
$501
09
$418
10
$398
11
$415
12
$446
13
$455
14
$466
15
$420
16
$421
17
$424
18
$436
19
$443
20
$501
21
$438
22
$401
23
$387
24
$391
25
$392
26
$407
27
$442
28
$467
29
$456
30
$413
31
$416
       
November 2023
S M T W T F S
      01
$414
02
$417
03
$454
04
$449
05
$412
06
$397
07
$400
08
$402
09
$415
10
$503
11
$507
12
$421
13
$407
14
$410
15
$414
16
$449
17
$499
18
$528
19
$595
20
$650
21
$677
22
$737
23
$733
24
$827
25
$717
26
$602
27
$524
28
$471
29
$461
30
$460
   
December 2023
S M T W T F S
          01
$503
02
$482
03
$439
04
$423
05
$421
06
$423
07
$430
08
$468
09
$474
10
$433
11
$418
12
$426
13
$434
14
$455
15
$513
16
$538
17
$520
18
$525
19
$552
20
$560
21
$574
22
$713
23
$846
24
$813
25
$846
26
$966
27
$979
28
$993
29
$1087
30
$1132
31
$924
           
January 2024
S M T W T F S
  01
$725
02
$640
03
$579
04
$564
05
$611
06
$607
07
$527
08
$499
09
$496
10
$490
11
$495
12
$531
13
$533
14
$476
15
$454
16
$461
17
$465
18
$471
19
$513
20
$520
21
$475
22
$459
23
$462
24
$464
25
$476
26
$518
27
$637
28
$520
29
$468
30
$471
31
$479
     
    Available     Unavailable  Check-In Only  Check-Out Only