Crestwynd Bay

Crestwynd Bay Vacation Rentals in Kissimmee, FL

MyOrlandoStay rents 12 pet-friendly 3-bedroom townhomes in Crestwynd Bay, a gated community in Kissimmee, Florida about 1–2 miles from Walt Disney World. Each home has a fully equipped kitchen, free Wi-Fi, free parking, washer and dryer, air conditioning and a smart TV, and every guest can use the community's year-round heated outdoor pool at no extra charge.

Crestwynd is just off US-192 near Celebration Ave with a Walmart and a gas station within walking distance, so stocking the kitchen on arrival takes minutes. Celebration's town center, Old Town Kissimmee and the Premium Outlets are all a short drive away, and Walt Disney World's main gate is about 1–2 miles away.

Every Crestwynd home is managed by MyOrlandoStay (MyOrlandoStay-com LLC), a family-run vacation rental company — book direct online and pay no booking-platform service fees.

Our Crestwynd Bay homes

UnitCommunityBedroomsBathroomsSleepsPetsBook
Unit 2Crestwynd338YesBook now
Unit 4Crestwynd338YesBook now
Unit 5Crestwynd32.58YesBook now
Unit 6Crestwynd338YesBook now
Unit 7Crestwynd32.58YesBook now
Unit 8Crestwynd337YesBook now
Unit 9Crestwynd338YesBook now
Unit 10Crestwynd338YesBook now
Unit 14Crestwynd338YesBook now
Unit 20Crestwynd32.58YesBook now
Unit 21Crestwynd338YesBook now
Unit 24Crestwynd32.58YesBook now

Frequently asked questions

Where is Crestwynd Bay?
Crestwynd (also written Crestwynd Bay) is a gated vacation-home community in the Celebration–Kissimmee area of Florida, roughly 1–2 miles from the Walt Disney World main gate.
How many bedrooms do Crestwynd homes have?
Our 12 Crestwynd homes are 3-bedroom townhomes with up to 3 bathrooms, sleeping 7–8 guests each.
Are Crestwynd vacation homes pet-friendly?
Yes. Well-behaved dogs are welcome in every MyOrlandoStay Crestwynd home; the pet fee is $25 per night or $100 per month.

Ready to book your Orlando vacation?

Check real-time availability and reserve your preferred home today.