Pineapple Harbor Villa

Experience Pineapple Harbor

Our Story

Our Property

We started Pineapple Harbor with the belief that every vacation should be a unique and unforgettable experience. Your hosts Darren and Gaetan have years of experience in traveling and have learned what is important to travelers.

We have created a sophisticated yet comfortable home for you to enjoy, whether you choose to relax in the priva

We have created a sophisticated yet comfortable home for you to enjoy, whether you choose to relax in the private pool/hottub or join the other residents of the gated community at the club house which boasts a tiki bar, gym and sauna.

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Our Property

Welcome to Pineapple Harbor, where you'll find safe, stylish and unique accommodations in a sophisticated relaxed resort setting. Our property features beautifully designed themed rooms, a large private pool and hot tub in an inviting relaxed setting. This guest house is located in a well sought out gated community 3 miles from Walt Disney world and other local major attractions.

Our Services

Our Property

Our Services

We provide a range of services to enhance your stay, including housekeeping, and personalized local recommendations. Our goal is to make your vacation as stress-free and enjoyable as possible.

Escape to Pineapple Harbor Vacation Rentals

How to book

Let us help you get ready for your getaway!

1. Check your dates on the calendar

NOTE: Dates in red are not available

2. Complete the booking form by clicking on the REQUEST A RESERVATION button below.

Please include your requested dates of arrival and departure, and the number of guests. Arrivals are accepted 7 days a week. Minimum 5 night stay.

3. Wait for our email

We will send you an email with an invoice for your deposit. Once your deposit is received, your booking will be confirmed via email.