Enjoy a spacious layout that gives everyone more room to relax.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
4 bedrooms3+ bathroomsSleeps 10
Popular amenities
Spa pool on site
Patio
Private pool
Barbecue
Air-conditioning
Pet-friendly
Explore the area
Kissimmee, FL
Northeast Regional Park
Place, Northeast Regional Park
3 min drive
Lake Davenport
Place, Lake Davenport
3 min drive
Highland Reserve Golf Club
Place, Highland Reserve Golf Club
6 min drive
Orlando, FL (MCO-Orlando Intl.)
Airport, Orlando, FL (MCO-Orlando Intl.)
40 min drive
Rooms & beds
4 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Single Bunk Beds
Bedroom 4
2 Single Beds
3 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Bathtub or shower · Toilet
Bathroom 4
Toilet
Spaces
Deck or patio
Kitchen
About this property
4BR Private Pool Home Near Disney
Welcome to your vacation home at Windsor at Westside Resort, a comfortable 4-bedroom, 3-bathroom property designed to accommodate families and groups of up to 10 guests. With a private pool, spacious living areas, a fully equipped kitchen, and access to resort amenities, this home provides an excellent base for enjoying everything Kissimmee and Orlando have to offer.
At the property, enjoy your own private pool and outdoor furniture, perfect for relaxing between theme park days. Inside, complimentary high-speed Wi-Fi keeps everyone connected, while the fully equipped kitchen gives you the freedom to prepare meals and snacks throughout your stay.
The home also provides bed linens and towels, a full-size washer and dryer, an iron and ironing board, as well as keyless entry for a more convenient arrival. With professional management and a setup designed with families in mind, the property combines the independence of a vacation home with the convenience you need to make the most of your time in Orlando.
ROOM SETUP
GROUND FLOOR
Bedroom 1: 1 King bed — sleeps 2 guests.
UPPER FLOOR
Bedroom 2: 1 King bed — sleeps 2 guests.
Bedroom 3: Bunk bed configuration with 1 Full bed + 2 Twin beds — sleeps up to 4 guests.
Bedroom 4: 2 Twin beds — sleeps 2 guests.
Total: 4 bedrooms | 3 bathrooms | Sleeps up to 10 guests.
GUEST ACCESS
The property features keyless entry with an access code, allowing guests to go directly to the vacation home without having to pick up a physical key.
Detailed arrival and property information will be provided for your stay.
A maximum of 3 vehicles is allowed per address.
WINDSOR AT WESTSIDE RESORT AMENITIES
10,000 sq. ft. Clubhouse Modern Fitness Center Resort-Style Pool Lazy River Splash Pad Water Slide Hot Tub / Spa Tiki Bar Video Arcade Convenience Store Gated Community
The location provides convenient access to Central Florida’s best-known attractions. Disney is approximately 8 miles away, while Universal, SeaWorld, and International Drive are approximately 13 miles from the resort. Restaurants and grocery stores are about 2.4 miles away, with golf, shopping, and entertainment options also within a convenient driving distance.
EXTRA SERVICES
Pool Heating Policy: Pool heating is available for US$35 per day and requires a minimum booking of 2 consecutive days. The service must be requested at least 48 hours in advance. The maximum temperature is 95°F, approximately 35°C. Because the system uses heat-exchange technology, its performance depends on outdoor weather conditions. No refunds will be provided if cold weather prevents the water from reaching the desired temperature.
Grill Rental: The property does not include a grill. A grill is available to rent for US$60 for the entire stay.
Pets: Pets are welcome! A fee of US$135 per pet, per stay applies. This is a one-time charge for the entire stay, not a nightly fee. A maximum of 2 pets is allowed, with a maximum weight of 35 lb each.
Check-in: from 4:00 PM | Check-out: by 10:00 AM. Early Check-In and Late Check-Out: US$80 each, upon request and subject to availability.
HOUSE RULES AND IMPORTANT CONDITIONS
Smoking is not permitted anywhere on the property.
The home may not be used for events or group gatherings that exceed its maximum capacity of 10 guests.
A maximum of 3 vehicles is allowed per address.
Check-in: from 4:00 PM. Check-out: by 10:00 AM.
We hope you have a wonderful stay and create unforgettable memories with your family and friends at Windsor at Westside Resort!
Pets - allowed
Please check your e-mail for arrival instructions once the reservation process is complete.
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 4902560vb
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, a first aid kit and a deadlock
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
Kissimmee is home to this holiday home. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed.
Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive
Restaurants
McDonald's - 5 min drive
Twistee Treat Berry Town - 5 min drive
7-Eleven - 16 min walk
Taco Bell - 7 min drive
Culver's - 6 min drive
Frequently asked questions
Does 4BR Private Pool Home Near Disney have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at 4BR Private Pool Home Near Disney?
As of 7 October 2026, prices found for a 1-night stay for 2 adults at 4BR Private Pool Home Near Disney on 8 October 2026 start from NZ$882, 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 4BR Private Pool Home Near Disney pet-friendly?
Yes, this property allows pets (limit 2 total) with a maximum weight of up to 453 kg per pet.
How much is parking at 4BR Private Pool Home Near Disney?
On-site parking is available at the property.
What time is check-in at 4BR Private Pool Home Near Disney?
Check-in begins at 4:00 PM.
What time is check-out at 4BR Private Pool Home Near Disney?
Checkout is at 10:00 AM.
Where is 4BR Private Pool Home Near Disney located?
Situated in Kissimmee, this holiday home is within 3 miles (5 km) of Highland Reserve Golf Club, Lake Davenport and Four Corners FC. Northeast Regional Park and Surfari Water Park are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The check in process was very smooth and contactless. This unit is a 2 minutes or less walk to the clubhouse. The communication with the owner was great. I had 2 small issues. I e.ailed the owner and each time the reply was very timely!!!! My children loved the heated pool!!!!! With the 5 of us, there was more than enough space for us all!!! More than enough room.
Stayed 8 nights in May 2026
About the host
Hosted by Leandro Cruz
Hi, I'm Leandro.
I lived in Boston for 25 years and came to Orlando for the quality of life I wanted for my family. I found it here, and it's what I want you to feel in one of our homes.
They're all minutes from the parks, but chosen with the after in mind: the pool at the end of the day, everyone together, and a good bed waiting.
I know every house, and everyone who takes care of them.
Come, rest, and let us take care of the details.
Why they chose this property
We chose Windsor at Westside because it offers a peaceful, welcoming, and family-friendly setting for guests who want to enjoy Orlando with comfort and convenience. This gated and well-maintained community provides a great atmosphere for relaxing between busy days of sightseeing and spending quality time with family and friends.
Another feature we really like is its convenient Kissimmee location, providing easy access to Orlando's theme parks, as well as restaurants, supermarkets, shopping, and entertainment throughout the area.
There are also plenty of ways to enjoy a relaxing day without leaving the community. The resort-style pool, lazy river, children's water play area, and sports facilities provide activities for different ages. The clubhouse also offers recreational spaces, a fitness center, and options for food and drinks.
We also enjoy the outdoor areas and walking and jogging paths throughout the community, which add to its relaxing atmosphere. It is a great setting for combining exciting days at Orlando's attractions with comfortable and enjoyable time closer to home.
What makes this property unique
This home stands out for offering comfort, privacy, and spaces designed for families and groups of up to 10 guests. With 4 bedrooms and 3 bathrooms, the property features a practical layout, including two King bedrooms and sleeping arrangements that work especially well for families traveling with children.
One of the main highlights is the private pool, where guests can relax, cool off, and spend quality time together between exciting days at Orlando's theme parks. The outdoor area also includes furniture for enjoying relaxing moments by the pool.
Inside, the living area provides a comfortable place for everyone to gather, while the fully equipped kitchen makes it easy to prepare anything from a quick breakfast before heading to the parks to complete family meals at home.
The property also includes a full-size washer and dryer, high-speed Wi-Fi, and keyless entry, adding extra convenience throughout the stay.
With a private pool, comfortable spaces, and a family-friendly layout, this home provides a welcoming place to enjoy Orlando while still having plenty of opportunities to relax and spend time together.