The Compass Collection is the go to destination for discerning travelers seeking amazing vacation rentals and unique experiences. We live by our mantra, “The generous and friendly treatment of visitors and guests,” and believe that every guest and homeowner deserves to experience the “WOW” factor. We hand select every vacation home and guarantee to provide personal service and hospitality that is generally considered a lost art in the world today.
Redefining the Lost Art of Hospitality
List Your Property With Us
At The Compass Collection, we are experts at providing exemplary service and results for vacation rental owners.. Years of experience and our proven and successful art of marketing, dynamic pricing, reservations management and expansive online reach including AirBNB and VRBO, ensure that each of our homeowner partners are achieving optimum results.
We will build a relationship with you
based on trust, transparency and superior service.
Dedicated Rental Management Specialists
use their extensive knowledge to take vacation rental earnings to the next level.
We manage reservations, marketing and revenue management,
making money for our Homeowner Partners, while they operate their properties.
Our outstanding concierge service
creates lasting impressions with every guest and maximum results for every owner.
The Story of our Success
The Compass Collection was built by homeowners for homeowners. Born out of need during the “Great Recession” of 2008, myself and my father decided to make a leap of faith and place our own homes on Siesta Key on the vacation rental market. We had lost everything and wanted to salvage very last assets… our homes. Founding The Cottages On The Key, we humbly began renting to avid vacationers, while learning about the true art of hospitality and the vacation rental industry from scratch. We also learned about guest expectations and marketing, while carefully watching budgets and developing homeowner and guest relationships. Along the way we grew close to many of our guests, ultimately understanding the depth of our commitment to them and the impact that vacations had on their family time together. It was nothing short of inspiring!
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