Entire home

Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families

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Consider a stay at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families and take advantage of a garden, an arcade/games room and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms4 bathrooms232 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families

This charming home at Windsor at Westside Resort is the perfect spot for your Orlando vacation!

• Community: Windsor at Westside
• 5 Bedrooms/ 4 Bathrooms/ Sleeps 10
• Disney (6.5–7.5 mi) SeaWorld (16.5–18.0 mi) Legoland (29.0–32.0 mi)
• Convention Center (11.0–13.0 mi) Universal Studios (20.0–22.0 mi)
• Location: Dubai Street, Kissimmee, Florida 34747

The space
ACCOMMODATION

FIRST FLOOR
1 Queen Bed

Second Floor
2 Twin Beds – Star Wars Themed Room
2 Twin Beds – Mickey & Friends Themed Room
1 Queen Bed (Private Bathroom)
1 King Bed (Private Bathroom)

PARKING
The community allows a maximum of 3 vehicles per property.
There is a rotating parking spot in front of the property and additional free parking at the clubhouse.
To enter through the gate guard, a gate code will be required.
No boat, camper, trailer, RV, motor home, recreational vehicle, commercial vehicle, equipment, or construction vehicle of any type is allowed beyond the gate guard.

Accessibility Items
We provide a shower chair and an accessibility ramp at no extra cost. We kindly ask that these items be requested in advance.

POOL HEAT – Additional service
Cost: $55/day (plus taxes)

10% discount for 3+ nights
15% discount for 7+ nights
20% discount for 14+ nights
Minimum: 2 consecutive days.
Must be requested 48h in advance.
Heater works through heat exchange and will not work in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund.

PET FRIENDLY
Bringing your furry friend? They are more than welcome! We allow up to 2 pets (up to 50 lbs each) with a pet fee of $149+ taxes.
We kindly ask that guests take responsibility for their pet, including cleaning up after them and preventing damage. Additional charges will be applied in case of non-compliance.

BBQ PROPANE TANK
The propane tank for the BBQ is an additional service priced at $65 + taxes. Guests may choose to bring their own tank or request ours.

DAMAGE PROTECTION (OPTIONAL)
We offer optional Damage Protection coverage for your stay for $79+ taxes.
This coverage helps protect against accidental damages and can help avoid potential extra charges. Many guests choose this option for added peace of mind during their stay.
If this protection is not selected, guests will be responsible for any damages caused during the stay.

ITEMS NEEDED DURING YOUR STAY
We provide a small welcome kit to help you get started.
Guests are responsible for purchasing any additional items needed during their stay. We recommend stopping by the nearest supermarket to pick up anything else you may need.

DELIVERY
We are not responsible for any lost items on the property or lost packages.

TRASH DISPOSAL
Please place the trash daily in the bench-style bin located in front of the house to help keep the home clean.

Guest access
Guests will enjoy full access to the world-class amenities at Windsor at Westside Resort

The Clubhouse Features:
• Resort-style pool with comfortable loungers
• Kid-friendly water playground & splash zone
• Relaxing lazy river
• Tiki bar with snacks & refreshing drinks
• Multi-sports courts for active fun
• Modern fitness center & relaxing spa
• Sundry shop for everyday essentials
• Game & arcade room for all ages
• Access to the resort amenities is upon availability

The neighborhood
Choose the perfect balance of convenience, value, and luxury — all in one place!
This property is located in an exclusive gated resort community in Kissimmee, ideally positioned near Orlando’s top attractions

Approximate distances to major attractions:

• Disney World – 15–20 minutes
• Universal Parks – 25–30 minutes
• Magic Kingdom – 20–25 minutes
• SeaWorld – 20–25 minutes
• Amway Center – 30–35 minutes
• Legoland – 60–70 minutes
• Gatorland – 20–25 minutes
• Medieval Times – 15–20 minutes

Nearby essentials:

• 7-Eleven – 3–5 minutes
• Publix Supermarket – 5–8 minutes
• Publix Pharmacy – 5–8 minutes

Plus, the community itself offers excellent on-site facilities, so you’ll have everything you need for comfort, entertainment, and relaxation right at your doorstep

Getting around
Parking is available at the property's driveway and there is additional free parking at the clubhouse (Maximum of 3 vehicles per stay)
To enter the gate guard, it will be requested a gate code
No boat, camper, trailer, RV, motor home, recreational vehicle, commercial vehicle or equipment, or construction vehicle of any type is allowed in the gate guard

Interaction with guests
We value your privacy, which is why our guests can perform a self check-in and check-out using the door code. We will be in touch via message or phone, and if you require any assistance, our team will be available to assist you.

Property amenities

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Front entrance ramp
  • In-room accessibility
  • No lift (single-level property)
  • Smooth flooring in public areas
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre

Things to do

  • Arcade/game room
  • Foosball table
  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Snorkelling nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Property located in a resort
  • Unit size: 2,492 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Don't forget to check that you haven't forgotten any belongings. Please send us a message as soon as you have departed so we know everything is ok.
Failure to complete these may result in a negative review from the host.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
2 total (up to 23 kg per pet)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

About the area

Located in Kissimmee, this holiday home is near theme parks and near a water park. Flamingo Crossings Town Center and Old Town are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Epcot®. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking/biking trails. Visit our Kissimmee travel guide
View more Holiday homes in Orlando
Map
Kissimmee, FL

What's nearby

  • www.alamy.com
    Walt Disney World® Resort
    9 min drive - 9.4 km
  • www.alamy.com
    Disney's Animal Kingdom® Theme Park
    13 min drive - 11.4 km
  • Disney Springs™
    Disney Springs™
    20 min drive - 22.7 km
  • Northeast Regional Park
    2 min drive - 2.1 km
  • Lake Davenport
    3 min drive - 2.1 km

Getting around

  • Kissimmee Station
    29 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    38 min drive

Restaurants

  • Wawa
    5 min drive
  • McDonald's
    5 min drive
  • 7-Eleven
    3 min walk
  • Circle K
    5 min drive
  • Dutch Bros Coffee
    4 min drive

Frequently asked questions

Does Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families have a pool?

Yes, this property has an outdoor pool.

Is Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families pet-friendly?

Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families?

On-site parking is available at the property.

What time is check-in at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families?

Check-in begins at 4:00 PM.

What time is check-out at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families?

Checkout is at 10:00 AM.

Where is Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families located?

This family-friendly Kissimmee holiday home is within 3 mi (5 km) of Lake Davenport, Four Corners FC and Highland Reserve Golf Club. Northeast Regional Park is 2.7 mi (4.4 km) away.

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Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

8.0

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Lindsay F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was in a great gated resort , it was about a 1 minute walk from the secondary resort pool which never had anyone in it, the kids loved having a huge pool to themselves ! The street was quiet , no loud parties.The communication with the host was amazing, the responses were almost immediate.We were a party of 7 ( 5 kids and 2 adults)I would definitely stay in this house again with my family.
Stayed 11 nights in Sep 2025