

About us
Jon & Courtney Schomburg
Owners
Hi there! We’re Jon and Courtney Schomburg, the husband-and-wife team behind Pink Pineapple Properties! 🍍
Eight years ago, we made the move to sunny Sarasota to follow our dream of creating beautiful beach homes where families and friends could make unforgettable vacation memories. What started as a passion for real estate, design, and hospitality has grown into something we truly love!
I’m an Interior Decorator, Home Stager, and Realtor with a passion for transforming houses into welcoming, stylish retreats. I love incorporating fun, coastal-inspired designs that capture the laid-back beauty of Florida living.
Jon is a talented musician, an incredible dad to our daughter, Olive, and the guy who can always make you laugh. He's our problem-solver, numbers guy, and the calm presence who keeps everything running smoothly.
Together, we're the perfect balance of yin and yang. I'm the creative perfectionist, while Jon is the laid-back analytical thinker. We each bring something different to the table, and that's what makes us such a great team!
Above all, we believe that a vacation should be more than just a place to stay. It should be an experience filled with wonderful memories, thoughtful touches, and genuine hospitality.
We're so happy you're here and can't wait to welcome you to one of our little slices of paradise!
Cheers to sunshine, sandy toes, and unforgettable memories!
Courtney & Jon 🍍
Pink Pineapple Properties

Why choose us for your Vacation Rental Management?
SHORT TERM RENTAL FURNISHING & DESIGN
If you are a current or new owner of a short term/vacation rental, you know how important it is for your listing to stand out from the competition. Having a fresh, vibrant design that appeals to the largest number of renters can give you the competitive edge that you need. With years of experience in home staging and in the rental industry, the team at Pink Pineapple Properties are experts at knowing how to balance design, durability and homeyness — covering all of your guests needs. Let us do the work, and watch the positive reviews roll in.


STAY WITH US!
When you book with us you know you are getting a beautifully decorated and maintained property with the most accommodations of any short term rental company in Sarasota.
We look forward to showing you why we are consistently ranked as one of the top vacation rental companies in the Sarasota Florida area.

we dedicate ourselves to the management of your investment through constant hands on communication.
let our experience work for you!
earn more
As Vacation Rental experts we provide professionally decorated, photographed and well written listings which result in more revenue and occupancy than other managed homes.
locally owned
Being local gives us a competitive advantage. We know the events, seasons, and trends for the area to maximize bookings.
Great stylish place with a great touch! Very clean and cozy with lots of amenities. Close to Siesta Key and shopping. Courtney and Jon are very reactive to any request. I highly recommend their really cool place overflowing with awesomeness!
- John, April 2020
Testimonials
Bright, cheerful décor. Easy drive to the shoreline. Close to grocery store and shopping. Large pool to do laps in. All the amenities needed to either stay in or dine out were included plus full laundry services.
- Cas, March 2020
We knew it was the perfect place to spend our week vacation as soon as we walked in! Everything was so neat and clean! We never felt not at home all week! There were so many little touches all over that made the entire house picture perfect! There was even a book with pamphlets from different places to go, things to do, and restaurant menus! We definitely will come again!
- Jordan, October 2019
941-313-2097 | info@pinkpineappleproperties.com | Sarasota, Florida

