No platform service fees
Booking sites add a guest service fee to every reservation. Booking direct removes that layer entirely, so the rate you are quoted is the rate you pay.
Reserve your stay
Book direct with the owners
Every home here is owned and cared for by people who live and work in the Florida Keys. Booking direct means you talk to them, and you keep what a booking platform would have taken.
Why book with us
Book direct with the owners, not a platform
Every home here is owned and cared for by people who live and work in the Florida Keys. When you book direct you talk to them, not a call centre — and you keep the money that would otherwise disappear into booking-platform service fees.
You speak to the owner
Questions about dockage, the golf cart, whether your dog is welcome or which home suits a six-month stay get answered by the person who owns it.
Flexibility a platform cannot offer
Extended stays, arrival dates that fall outside a rigid calendar and month-to-month arrangements are all worth a conversation.
Local knowledge included
Where the fish are running, which marina to call, who to book a charter with, where to eat on a Tuesday in September. We live here.
How it works
Booking, step by step
- Tell us your dates and the home. Call 305-240-1851 or email. Not sure which home fits? Describe the stay and we will tell you honestly which one suits it.
- We confirm availability and the full cost. Rate, any cleaning fee, any pet deposit, what utilities include. No fees appear later that were not discussed here.
- We hold your dates while you decide. No pressure and no commitment to have the conversation.
- Sign and secure. Once you are ready we send the agreement and confirm the booking directly with you.
The Islamorada Resort
The Castaway II, High Tide Hideaway, Island Vibes Villa and Aqua Paradise. Monthly rentals, 28 to 30 day minimum depending on the home.
The Bungalow Resort
The Original Castaway Bungalow. Three-night minimum, and the only one of our rentals available for short stays.
Good to know
Several homes are pet friendly and a pet deposit may apply. Utilities are included on select homes. Marina slips are limited, so ask early if you are bringing a boat.
Reserve your stay
Your Islamorada escape begins here.
Contact Castaway Vacation Rentals of the Florida Keys directly for availability, rates and personalized assistance.