Entire home

⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside

Photo gallery for ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside

A residential building with a swimming pool, multiple windows, and a paved driveway.
A residential area with modern houses, a swimming pool, and a clear sky.
An aerial view of a resort with a large pool, tennis courts, and a dock extending into a lake.
A large, single-story building with a central courtyard, surrounded by a parking lot and palm trees.
A fountain with multiple tiers in a landscaped area with palm trees and a building in the background.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
5 bedrooms5+ bathroomsSleeps 10

Popular amenities

  • Balcony
  • Private pool
  • Waterpark access
  • On-site fitness centre
  • Barbecue grill
  • Air-conditioning

Explore the area

View in a map
Four Corners, FL
  • Place, Northeast Regional Park
    ‪2 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪14 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪40 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

Bedroom 5

1 King Bed

5 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Bathroom 5

Bathtub · Toilet · Shower only

Bathroom 6

Toilet

Spaces

Kitchen
Balcony
Garden

About this property

⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside

Summary:

Welcome to your family-friendly Kissimmee retreat near Disney – a relaxing getaway with space, comfort & fun for all ages✨🏡



• Community: Windsor at Westside

• 5 Bedrooms/ 5.5 Bathrooms/ Sleeps 10

• Disney (7.5 mi) SeaWorld (18.0 mi) Legoland (32.0 mi)

• Convention Center (13.0 mi) Universal Studios (22.0 mi)

• Location: Tangier Dr, Kissimmee, FL 34747, USA



The Space:

ACCOMMODATION✨



FIRST FLOOR

🛏️1 King Bed (Private Bathroom)



SECOND FLOOR

🛏️1 Queen Bed (Private Bathroom)

🛏️2 Single Beds (Private Bathroom)

🛏️1 King 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 Grill

🔥The BBQ grill is available for $50 + taxes for your entire stay. 🔥For added convenience, we also offer a promotional package for $100 + taxes, which includes the BBQ grill and one propane tank delivered to the property.



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 have full access to Windsor at Westside Resort’s world-class features & amenities 🌴✨

🏡 The Clubhouse Features:

• Resort-style pool 🏊‍♀️

• Water playground 💦

• Lazy River 🌊

• Kid's water playground 🛝

• Tiki bar 🍹

• Multi-sports court 🏀

• Fitness center 💪

• Spa 🧖‍♀️

• Sundry shop 🛒

• Game & arcade room 🎮

• Access to the resort amenities is upon availability



The Neighborhood:

Choose convenience, budget-friendly, and luxury all in one location ✨🏡

The property is located in an exclusive gated resort community in Kissimmee, ideally placed near Orlando’s top attractions 🌴



📍 Nearby Attractions:



• Disney World: 15–20 minutes 🎢

• Universal Parks: 30–35 minutes 🎬

• Magic Kingdom: 20–25 minutes 🏰

• SeaWorld: 25–30 minutes 🌊

• Amway Center: 30–35 minutes 🏀

• Legoland: 45–55 minutes 🧱

• Gatorland: 25–30 minutes 🐊

• Medieval Times: 20–25 minutes 🏹



🛒 Nearby Essentials:



• 7-Eleven: 3–5 minutes ⛽

• Publix: 5–8 minutes 🛒

• Publix Pharmacy: 5–8 minutes 💊



And many other premium establishments are just minutes away. The community also features excellent on-site amenities 🌟



Getting Around:

🅿️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.



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: less than 23 kg per pet (limit 2 pets total)
Charge may apply
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Smoking

Smoking is not permitted
🏡 HOUSE RULES & CONDITIONS ⚠️This accommodation may show normal signs of wear due to frequent use, such as minor wear on furniture, carpets, curt...

Important information

You need to know

Property # 2995636vb
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
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. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity 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? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex.
View more Holiday homes in OrlandoOpens in a new window
Map
Four Corners, FL

What's nearby

  • Northeast Regional Park - 2 min drive - 2.0 km
  • Lake Davenport - 3 min drive - 2.4 km
  • Disney's Animal Kingdom® Theme Park - 14 min drive - 13.8 km
  • Magic Kingdom® Park - 20 min drive - 24.2 km
  • Disney Springs™ - 20 min drive - 26.4 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Twistee Treat Berry Town - ‬5 min drive
  • ‪7-Eleven - ‬2 min walk
  • ‪Taco Bell - ‬5 min drive
  • ‪Culver's - ‬5 min drive

Frequently asked questions

Does ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside have a pool?

Yes, this property has a pool.

How much does it cost to stay at ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside?

As of 19 Oct 2026, prices found for a 1-night stay for 2 adults at ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside on 4 Nov 2026 start from £458, 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 ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside pet-friendly?

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

How much is parking at ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside?

On-site parking is available at the property.

What time is check-in at ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside?

Check-in begins at 4:00 PM.

What time is check-out at ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside?

Checkout is at 10:00 AM.

Where is ⭐⭐⭐⭐⭐ Price Drop! OCT-NOV Book Now | 5BR Pool | Windsor Westside located?

This family-friendly Kissimmee holiday home is within 3 mi (5 km) of Lake Davenport, Four Corners FC and Northeast Regional Park. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

Reviews

9.0

Wonderful

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 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

8.0/10

Cleanliness

8.0/10

Check-in

10/10

Communication

9.0/10

Location

9.0/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Confusing Check-in/Pretty Clean/Convenient Location

Things were difficult from the beginning - the last time I'd used Vrbo, I'd read, then signed the contract via Docusign, and I'd gotten the entrance codes via email days before, which made it easy for me to forward it to the three other families meeting us. This was much more difficult. First, the contract was sent via some email - I did not sign it, but checked the box that I did. (?) Then, they wanted a picture of my license (which I did not do before), and told me to reply with the pictures. I did, not really paying attention. They did not receive it, and I saw the receiving line of the "reply" - it said "Do not Reply". So I looked at the sending address, and tried sending a new message to it. That didn't work. So I contacted them AGAIN, and got Lucas, who was nice enough to give me his personal email - that went through. They needed something else, and I had to use Lucas's email again to answer. This seems a little weird Flying from California, not knowing the entrance codes, I was uncomfortable. Turned out I had reason: when I asked for the codes, I was told I would receive them 40 minutes prior to our checkin. As we were flying and had limited access to communication, I got a little anxious. I was told that the email would be automatic. I got the gate code, instructions for opening the front door, but no door code. When I contacted American Star, they sent a flippant response that the info was in the previous text (if it was, would I be asking for it again?)
Stayed 6 nights in Feb 2024
Response from VrboOwner on 19 Apr 2024
Hello Diane, Each property manager carries their own way to take your signature and to give their codes. We from American Star follow these steps: First, the guest will receive the house address and will be asked to sign the contract and to send us their ID. After that on the check-in day the guest will receive the check-in instructions on VRBO chat 15 min before their standard time of check -in for security reasons. Thank you for choosing our home and we hope to host you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in May 2025
Response from VrboOwner on 17 Jun 2025
Thank you so much for the perfect rating! We're glad you had a great experience and hope to host you again soon

About the host

Hosted by American Star Vacation Homes

Host profile image
Hello and welcome to American Star Vacation Homes!⭐
We are passionate about making your Orlando vacation unforgettable. Since 2019, we’ve had the privilege of hosting thousands of happy guests. We manage over 30 amazing properties in the top resorts near Disney, such as Windsor Island, Storey Lake, Bella Vida, ChampionsGate, and more. Our homes are fully equipped, many featuring private pools, hot tub, and backyard grills — perfect for relaxing with family. We're pet-friendly, committed to professional cleaning, and always ready to deliver exceptional service. Count on us to make your dream vacation a reality!

Why they chose this property

Welcome to Your Ideal Orlando Getaway
Looking for convenience, affordability, and a touch of luxury all in one place? You’ve found it. This beautiful home is located in an exclusive resort-style gated community, just a short drive from Orlando’s most iconic attractions — including Disney World, Magic Kingdom, Universal Studios, SeaWorld, and more.
Whether you're planning magical days at the parks or relaxing moments at home, this property offers the perfect balance between comfort and location.
And the best part? You’ll have access to fantastic resort amenities right within the community — including a sparkling pool, fitness center, game areas, and more. Ideal for unwinding after a fun-filled day of adventure.

What makes this property unique

Feel right at home in a place designed for unforgettable memories. This charming home comfortably sleeps up to 10 guests and offers everything you need for the perfect getaway: a private pool, BBQ grill, a fully equipped kitchen, and fun custom-themed kids’ bedrooms the whole family will love.
After a day of adventure, unwind and enjoy your favorite shows with Netflix, Peacock, and Roku — every detail has been thoughtfully prepared to make you feel relaxed and cared for.
Comfort, fun, and special moments are waiting for you here.

Languages:

English, Spanish, Portuguese
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