Entire home

Windward Cay 2209

Holiday home in Kissimmee with an outdoor pool

Choose dates to view prices

Where to?

Dates

January 2026

27

February 2026

Windward Cay 2209 provides an arcade/games room and more.

Popular amenities

Pool
Kitchen

Check prices for these days

Room options

About the area

Windward Cay, a neighbourhood in Kissimmee, is home to Windward Cay 2209. Old Town and Disney Springs™ 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 Hollywood Studios®. Epcot® and Disney's Animal Kingdom® Theme Park are not to be missed. Visit our Kissimmee travel guide

View more Holiday homes in Orlando

2209 Chappell Court, Kissimmee, FL, 34746

What's nearby

Medieval Times
15 min walk - 1.3 km
192 Flea Market
3 min drive - 2.7 km
Kissimmee Go-Karts
16 min walk - 1.3 km
Capone's Dinner Show
2 min drive - 1.8 km
Shingle Creek Regional Park
3 min drive - 2.1 km

Getting around

Kissimmee Station
10 min drive
Poinciana Station
12 min drive
Kissimmee, FL (ISM-Kissimmee Gateway)
12 min drive

Restaurants

Wawa
4 min drive
McDonald's
4 min drive
Chipotle
5 min drive
Wendy's
5 min drive
Steak 'n Shake
5 min drive

About this property

Windward Cay 2209

Holiday home near Old Town

Windward Cay 2209 provides an arcade/games room and more.

You'll also enjoy perks such as:

An outdoor pool
Barbecues

Room features

All guest rooms at Windward Cay 2209 include comforts, such as private pools, in addition to

More conveniences in all rooms include:

TVs with cable channels

Similar properties

Pool
Kitchen
Washing machine
Dryer

Compare similar properties

Policies

Check-in

Check-in start time: 4:00 PM; check-in end time: 7:00 PM

Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

Guests will receive an access code

Information provided by the property may be translated using automated translation tools

Access methods

Access code

Children and extra beds

Children are welcome

Payment types at the property

Important information

You need to know

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

This property accepts credit cards

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

Property is also known as

Windward Cay 2209 Kissimmee

Windward Cay 2209 Private vacation home

Windward Cay 2209 Private vacation home Kissimmee

Frequently asked questions

Does Windward Cay 2209 have a pool?

Yes, this property has an outdoor pool.

What time is check-in at Windward Cay 2209?

Check-in start time: 4:00 PM; check-in end time: 7:00 PM.

What time is check-out at Windward Cay 2209?

Checkout is at 10:00 AM.

Where is Windward Cay 2209 located?

Located in Windward Cay, this holiday home is within 2 miles (3 km) of Medieval Times, Kissimmee Go-Karts and 192 Flea Market. Capone's Dinner Show and Lake Cecile are also within 3 miles (5 km).