About Casiola

About Casiola vacation homes

We create everlasting memories through EXTRAordinary hospitality!

Casiola is an award-winning vacation rental management company where a vacation rental is in safe hands while the owner earns an effortless income. And our guests book vacations with peace of mind, knowing they’re going to find exactly what they’re looking for.

Casiola offers full-service property management, including powerful marketing, sophisticated revenue management to maximize your income, excellent 24/7 guest support, 5-star property care with in-house maintenance and housekeeping and a worry-free crisp linen program.

Welcome to Casiola:  “A vacation home you’ll love!

Julia & Stuart – Casiola Aruba Hosts


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A Casiola vacation home history

We relocated to Central Florida in 2014 and began managing vacation rental properties in the Greater Orlando area. We began with only 27 units and quickly established a reputation for providing excellent service to both owners and guests.

In January 2021, we launched Casiola Aruba as our first partnership outside the Orlando area, followed by Casiola Miami in 2022.

2021 was also the year we started our vacation rental investment company Guestor with a  mission to make vacation rental investing accessible, safe, and fun for everyone.

Fast forward to 2023, and here we are: a 100-person team spread across three locations in the United States and abroad. Over 400 homes of various types are managed, ranging from family-oriented pool homes and townhomes to bustling city condos and studios and luxurious Caribbean beach homes.

We have big plans for the future, but our main goal remains the same: we want our owners, guests, and team members to be part of the world’s best hospitality provider.

Our mission

We create everlasting memories through EXTRAordinary hospitality

casiola cvalues

Our values

Not just a bullet list of good thoughts, these values are the core of our company and we live them out each and every day. 

  • We love our owners, our guests, our partners and our teammates and we make sure they love us too.
  • We love what we do and we do what we love. We love to do things differently, always finding a better way.
  • We love promise keepers; we do what we say!
  • We love doing the right thing, even when no one is watching.
  • We love to keep things personalsimple and fun.
  • And we love coffee and cake.

Casiola is an award-winning property management company!

We are extremely happy to announce that we have recently won two awardsBest Marketing Campaign Award at the VMRA Excellence Awards 2022 and the Destinationaire Award 2022. 

Thank you, Casiola vacation homes team!  You are the real heroes creating everlasting memories through EXTRAordinary hospitality each and every day!

Dennis – CEO & Founder


vacation homes

What’s going on at Casiola?