About PleasantStays


PleasantStays is a Limited Liability Company (LLC) established August 07, 2000. The PleasantStays headquarters is located in Orlando, Florida and is owned solely by the founders.


Vacation rental homes are the last frontier in the lodging industry. Our goal is to provide Travelers the same experience that they have when they rent high-end hotel rooms, except with our vacation rental homes. Unlike hotel rooms, every vacation home is different - from number of bedrooms and bathrooms to the quality of the fixtures and furnishings. We have a very strict process to get listed on our site. We only invite homeowners and management companies with the finest vacation homes and the necessary support to provide exceptional quality customer service. Since we are right here in the Disney/Orlando area, we are able to ensure that all of the homes meet our high quality standards and ensure that your vacation lodging experience will be better than you can imagine! PleasantStays provides Comfort, Quality and Peace of Mind!

Our Team

The PleasantStays team is proud to offer you the best vacation rental properties in the Orlando/Disney area using the latest Internet technologies. Our highly diverse team has a breadth of experience in real estate, software engineering, marketing and management. Our team comes from Florida, Ohio, Oregon, Michigan and New York. Our educational backgrounds include graduates from the Rensselaer Polytechnic Institute in New York, Kalamazoo College in Michigan, the Florida Institute of Technology, Washington University at Saint Louis and the United States Military Academy at West Point, New York.
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