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Florida Keys

Vacation Home Rentals


We appreciate your desire to learn more about our rental program! There are many reasons why you should choose KeysCaribbean to manage your home. Established in 2008, KeysCaribbean is a longstanding and effective choice for vacation rental property management. Our team of professional hosts and management with over 60 years of combined experience are readily available to serve both you and our mutual guests so that you get the most out of your investment and our guests get the most out of their getaway. You can choose KeysCaribbean with confidence knowing that we have the knowledge, experience, and technology to navigate the complex task of marketing and booking your vacation rental property and maximizing your revenue. That’s right! A “full-service” vacation rental company that you can depend on. We offer a full range of services to give you peace of mind. Our existing owners love the service they receive and the rental income they’re making as a part of our rental program. Join KeysCaribbean today and let us take care of your vacation home!

With two office locations in Key Largo and Marathon, we serve the entirety of the Upper & Middle Keys areas from which we can quickly attend to our guests’ needs at any time helping to ensure they have an excellent experience during their visit to paradise. In addition, through use of the latest communications platforms, we correspond with guests before, during, and after their stay to establish a positive rapport, further our already extensive repeat customer base, and rectify potential problems before they can affect the guest’s experience! The same technology enables us to communicate important information and notices such as HOA rules as well as to collect details from our guests in advance of their stay via an app accessible by phone, tablet, or desktop browsers. Not only is it simpler for us, but guests also enjoy the ease of completing and submitting required documents. 

You need a management company that is ready to adapt to market changes. KeysCaribbean employs innovative rate analysis tools to determine nightly, weekly, monthly, or seasonal costs for your property and drive occupancy rates. This program forecasts seasonality and helps us to establish the rates at which to market your property by factoring current trends and historical seasonality as well as the prior performance of your property and/or other properties to which yours compares. Although we find these rate solutions to be highly effective, we’re more than happy to work with you individually to assess your needs and determine the most appropriate rate structure for your property. Once we have determined the right rate at which to list your property, distribution begins with a comprehensive list of leading channels including AirBnB, VRBO, and Expedia’s expanded distribution network (for eligible properties): Travelocity, CheapTickets, Orbitz, Expedia, Trivago, KAYAK, and other affiliates that specialize in vacation rentals.

We would love to hear from you. Use the form below to reach out to our management team directly.

What We Offer: 

  • Professional vacation rental property management services at competitive commission rates
  • Marketing via a comprehensive list of distribution channels including AirBnB, VRBO, and Expedia’s expanded distribution network (for eligible properties): Travelocity, CheapTickets, Orbitz, Expedia, Trivago, KAYAK, and other affiliates that specialize in vacation rentals
  • Effective rate management service using the latest, innovative tools providing greater insight than ever before to boost your occupancy and maximize your revenue
  • Dedicated Professional Hosts to manage your individual AirBnB and VRBO listings
  • Travel booking commissions and internet pass through fees are a shared expense — Most rental companies will charge 100% of the cost to you, but with KeysCaribbean any booking fees are taken from the gross rental before the owner/management company split
  • Online owner portal with access to up-to-date availability calendar, monthly owner statements, reservation bookings, and maintenance work orders
  • Housekeeping service upon guest departure and arrival setup. High quality linens and towels that are professionally laundered, sanitized, and pressed by our contracted commercial laundry
  • Maintenance services including emergency service provided inhouse. KeysCaribbean manages all repairs and payments on behalf of the owner. This includes normal maintenance repairs as well as larger appliances and HVAC, plumbing and electrical with certified, bonded, licensed technicians
  • Guest Services & Reservations Specialists available by phone 24/7 – 365 days per year, and web chat services available from 8 a.m. to 10 p.m. 365 days per year
  • Mobile ready website and reservation bookings
  • Optional billing management including utilities, insurance, etc.

Rental Program Inquiry

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High Praise From Our Guests