Windsor at Westside Resort 5 Bed Home w/ 3 King Suites & Private Pool Near Disney

Pool
Living area
Living area
Living area
Living area
Don't miss out! Price and availability may change

House in Osceola County, FL

11 guests · 5 bedrooms · 4 baths

Reasons to book

High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more

About this house rental

Designer Windsor at Westside Retreat | Private Pool, Resort Amenities & Minutes to Disney

Welcome to Castle Disney a beautifully furnished 5-bedroom, 4-bath vacation pool home located in the highly sought-after Windsor at Westside Resort — one of Kissimmee's premier resort communities near Walt Disney World®. From the moment you arrive, the home has a bright, modern feel with stylish décor, thoughtfully designed spaces, and a relaxing Florida vacation atmosphere throughout.

Step inside and enjoy a spacious open-concept layout designed for families and groups to gather comfortably while still having plenty of room to spread out. The interiors blend modern comfort with warm Florida vacation charm, creating a space that feels both upscale and welcoming.The home features:

- Beautifully styled living spaces with modern furnishings
- A large fully equipped kitchen with island seating and dining space
- Comfortable bedrooms with designer touches throughout
- Natural light and clean, contemporary finishes
- Multiple TVs for entertainment and relaxation

The screened private pool area is perfect for enjoying Florida sunshine after a day at the parks. Whether you're starting the morning with coffee by the pool or unwinding in the evening, the outdoor space is designed for easy vacation living.

As a guest of Windsor at Westside Resort, you'll have free access to exceptional resort-style amenities including:

- Resort clubhouse
- Large community pool
- Lazy river
- Fitness center
- Arcade and game room
- Sports courts & playgrounds
- On-site dining and bar area

At A Glance
2,492 square feet of living area
5 bedrooms
4 full bathrooms, including three en-suite bathrooms
Smart TVs in every bedroom
Sleeps 11 people
Large private swimming pool with woodland view
Spacious Family Room with smart TV
Dining area
Fully equipped kitchen
Breakfast bar
Fully equipped laundry room with separate washer dryer.
Off road parking

Bedrooms
Master Suite #1 - King bed, smart TV, en-suite bathroom with separate bath & shower.
Master Suite #2 - King bed, smart TV, en-suite bathroom with walk-in shower.
Master Suite #3 - King bed, smart TV, en-suite bathroom with walk-in shower.
Bedroom #4 - Twin bedroom (sleeps 2), smart TV, shared bathroom with combined bath & shower shared with Bedroom #5
Bedroom #5 - Double with twin over bunkbed, smart TV, shared bathroom with combined bath & shower shared with Bedroom #4

Amenities

Free Wi-Fi Internet included
Free Cable/Satellite TV included
Central AC
Dishwasher
Fridge
Microwave
Oven / Stove
Laundry Room with washer and dryer
All linens and towels provided
Toilet paper (2 rolls per bathroom)
Soap and shampoo
Hairdryers in every bathroom
Ironing board and Iron

Prime Kissimmee Location
Conveniently located just minutes from:

- Walt Disney World® Resort
- Universal Orlando® Resort
- SeaWorld® Orlando
- Margaritaville Resort & Sunset Walk
- Golf courses, shopping outlets, restaurants, and grocery stores

Why Guests Love This Home

✔ Stylish, professionally furnished interiors
✔ Private screened pool
✔ Spacious layout ideal for families and groups
✔ Located in Windsor at Westside Resort
✔ Resort amenities included
✔ Excellent location near Disney and attractions

Whether you're planning theme park adventures, relaxing pool days, or quality time with family and friends, Castle Disney provides the perfect home base for your Central Florida vacation.

Book your stay today and experience resort-style living near Disney!

PLEASE NOTE:
Arrival:
Community Access – Windsor at Westside
Windsor at Westside is a 24-hour guard-gated community.
Upon arrival, please proceed directly to the Main Entrance located at:
12100 Tripoli Court, Kissimmee, FL 34747
Do not go to the clubhouse, as check-in is completed at the guard gate.
The primary guest should present:
A valid government-issued photo ID
Your booking confirmation (if requested)
The security officer will verify your reservation and issue your community access pass (proxy card) for the duration of your stay.
Please allow a few extra minutes for this process, particularly during busy check-in times.

PARKING:
There is room to park 2 cars in the driveway of the home. Additional street parking is also available, but parking on the grass, sidewalk or common areas is prohibited at all times. Parking rules are strictly enforced and may result in vehicles being towed at vehicle's owner's expense.

Quiet time in the community is from 10:00 PM to 8:00 AM and is strictly enforced.

Pool heating is not currently offered.

Grill/BBQ Rental (optional, minimum $90/week plus tax)

This home is not pet friendly. Due to severe allergies of one of the owners, we are not able to accommodate Service Animals.

Due to local laws, regulations, or Homeowner Association rules, guests are required to complete a guest registration form prior to arrival.

Pool cleaning is done weekly by a professional company, and they will need access to the pool/Spa area. On rare events they may have to come a 2nd time. The days and times of this may vary depending on weather, Holiday's etc. If you are in the pool when they come, you will have to come out of it so that they can perform their work. Generally, the pool service takes approximately 30 minutes.

Landscaping services are performed weekly by a professional landscaping company. They will need access to the lawn/bushes around the home including any fenced in back yards. The days and times of this may vary depending on weather, Holiday's etc.

Due to HOA Policy Rv's, Boats and Commercial Vehicles are not permitted on the premises.

Starter welcome packet supplies:
- 2 rolls toilet paper per bathroom
- 2 round hotel-size bar soap per bathroom
- 1 hotel-size shampoo/conditioner per full bathroom
- 1 roll paper towel
- 1 packet dishwasher detergent
- 1 trash bags size-13-gallon
- 1 small box laundry detergent (enough for one load)
- Garbage can liners in each bedroom/bathroom small garbage cans
- No salt/pepper or cleaning supplies are stocked due to safety issues.
Any supplies beyond this are up to the guest to replenish, we do not restock these items. This is an industry-standard practice.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Osceola County, FL


$$$$
expedia logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Windsor at Westside Resort 5 Bed Home w/ 3 King Suites & Private Pool Near Disney. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Windsor at Westside Resort 5 Bed Home w/ 3 King Suites & Private Pool Near Disney pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Windsor at Westside Resort 5 Bed Home w/ 3 King Suites & Private Pool Near Disney?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


Explore similar stays in Osceola County

Explore all stays

Osceola County travel inspiration

Read our blog

Keep exploring