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Updated for 2016

When considering investing in a Disney area neighborhood to use for a vacation rental your number one consideration when buying shouldn’t be which neighborhood you think is the coziest or which house has the most expensive window treatments but rather which home is going to bring me in the best return on bookings and would anyone even book this house.  Here are seven of the most booked Disney area neighborhoods based on the input I have received from multiple property managers and owners over the last decade.

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Lake Berkley Resort- Kissimmee

No matter what changes in the market or how many new build vacation rental communities pop up the Lake Berkley Resort keeps on standing the test of time. I think the reason that it is so popular and such a sought after destination for tourists is because of the oversized private lots and the beautiful lake. This community offers something that none of the new communities have, it offers the feeling of arriving home instead of arriving at a resort. There are so many people who don’t want to feel like a tourist when they come to Orlando and Lake Berkley fills that need. 

Encantada Resort- Kissimmee

If you’ve ever been to Encantada you will understand why it’s always so booked. It’s such a fun little community of all colorful townhouses with flowers and a lake and a beautiful clubhouse to go with it. It doesn’t lack any amenities a person would want in a Disney area neighborhood and the rates are also fair. For someone who wants to own here, it’s very easy to get into this investment because the price points are budget friendly and it’s low cost to furnish and maintain the unit. The location is also fabulous, right off the 192 highway next to everything. 

Regal Palms Resort- Davenport

Regal Palms is a well oiled booking machine. It’s one of the few resorts in Davenport with its own onsite Waterpark, restaurant, Bar, Arcade and a ton of other amenities you would expect at a five star resort. It has a loyal following of guests who come back and stay every year and it’s also a very reasonably priced Disney area neighborhood to invest into for vacation renting.  The location isn’t bad, it’s about 15 minutes to Disney and right next to the Berry Town Center. Davenport is still being built up and has far more options than it did 5 and 10 years ago. 

Windsor Palms Resort- Kissimmee

The Windsor Palms resort, honestly speaking, is my least favorite Disney area neighborhood for vacation rental however, it books like a boss. It was recently voted the number one vacation rental resort in Kissimmee on Tripadvisor. I feel the resort is in good shape for the age but many of the homes in there are starting to look dated. Despite that, the homes in there are almost always booked solid. It’s not an entry level investment unless you want to buy a condo (which doesn’t book as well as the townhouse or single family). 

Oakwater Resort- Kissimmee

The Oakwater resort is the closest vacation rental resort to Disney World, so in terms of Disney area neighborhoods they are literally neighbors. The properties in here are all condos but they don’t really feel like condos. They have garages and the community is kept up beautifully. They book so well because of their close proximity to Disney World and their awesome location right off 192. I’m positive the amenities onsite also have something to do it with as well, but people truly book this for the location. 

Windsor Hills Resort- Kissimmee

The Windsor Hills Resort could be referred to as the King of Disney area neighborhoods for vacation rental. The homes here are typically booked almost the entire 52 weeks of the year and I have had owners come back and buy more than one (as many as 4) just so they could have enough homes to keep up with the demand AND have one for themselves. That may be a bit extreme for the entry level investor but if you are serious about riding the wave of brand recognition with the tourists who pay top dollar to stay in a top resort, than this is the place for you.

Sandy Ridge– Davenport

Sandy Ridge is a cute little Disney area neighborhood tucked away just outside of Champion’s Gate. This community is almost always booked. The rental rates are very reasonable and the prices to invest here are also. It’s a perfect entry level community for anyone just dipping their toe in the vacation rental world. If you invest in Sandy Ridge, and you can’t keep your home booked at least 38 weeks per year than I would be shocked. You either have poor management or your home needs a complete overhaul. Maybe both.

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