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

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

Pool
Property video
Pool
Games room
A swimming pool with a tiled edge, surrounded by palm trees and greenery.

Reviews

10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Private pool
  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪2 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, beach near Bahama Bay
    ‪3 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 Queen Bed

4 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

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.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

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.

Important information

You need to know

Property # 4721089vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
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

About the area

Kissimmee

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.
Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 2 min drive - 2.1 km
  • Lake Davenport - 3 min drive - 2.1 km
  • beach near Bahama Bay - 3 min drive - 2.1 km
  • Walt Disney World® Resort - 9 min drive - 9.4 km
  • Disney's Animal Kingdom® Theme Park - 13 min drive - 11.4 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
  • ‪Twistee Treat Berry Town - ‬5 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.

How much does it cost to stay at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families?

As of 9 May 2026, prices found for a 1-night stay for 2 adults at Charming 5BR Villa at Windsor Westside w/ Private Pool, BBQ – Ideal for Families on 12 Jun 2026 start from £538, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

8.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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
Response from VrboOwner on 7 Oct 2025
Thank you so much for your wonderful review! I'm truly happy to hear that you and your family had such a great experience, especially that the kids enjoyed having the pool all to themselves haha,It was a pleasure hosting you, and I’d be delighted to welcome you all back anytime!

About the host

Hosted by American Star Vacation Homes

Host profile image

What makes this property unique

This charming 5-bedroom villa at Windsor at Westside stands out for its perfect blend of comfort, fun, and convenience.

With a private pool, themed kids' bedrooms, and access to world-class resort amenities, including a lazy river, water playground, and tiki bar, it’s ideal for creating unforgettable family memories.

Plus, it's located just minutes from Disney, offering the magic of Orlando right at your doorstep!

Languages:

English, Spanish, Portuguese
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