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Homeowner’s Guide: Preparing Your Keys Property for Rental Season

  • Writer: Krystal Thomas
    Krystal Thomas
  • Nov 4
  • 2 min read

If you own a vacation rental in the Florida Keys, now’s the time to get your property ready because rental season is about to take off! From December through April, demand skyrockets as visitors escape the cold and flock to the islands. Whether you manage your own rental or work with a property manager, this quick guide will help you prep your home to stand out and book up.


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1. Deep Clean & Refresh

Start with a thorough top-to-bottom clean. Focus on windows, outdoor furniture, ceiling fans, and tile grout. Those little details make a big difference in photos and guest reviews.


Pro tip: Replace worn towels and linens with fresh, beach-friendly neutrals. A small investment goes a long way in perceived value.


2. Update Your Listing Photos

Great photos sell bookings. Schedule new professional shots during daylight hours, showcasing the home’s best features, think sunrise views, poolside lounging, or your tropical garden. If you’ve made updates (new furniture, paint, or décor), refresh your listing before high season starts.


3. Check Your Permits & Compliance

Short-term rentals in the Keys require proper licensing and compliance with local regulations. Make sure:

  • Your vacation rental license is active and displayed.

  • Your occupancy limits, parking, and noise rules are clearly posted.

  • You’re collecting and remitting the correct tourist development taxes.


Staying compliant not only avoids fines but also builds guest trust and repeat business.


4. Review Your Pricing Strategy

Demand jumps from December through April, but pricing should be dynamic. Use your platform’s analytics (Airbnb, VRBO, etc.) to track competitor rates and occupancy trends.


Quick tip: Increase slightly for major events like Fantasy Fest or spring festivals and consider early-bird discounts for multi-week stays.


5. Inspect & Maintain Before Guests Arrive

Check that all systems are running smoothly:

  • AC filters cleaned and serviced

  • Pool and spa equipment inspected

  • Outdoor lighting and landscaping refreshed

  • Wi-Fi tested (and passwords updated!)


These small steps prevent emergency calls mid-season and keep your guests happy.


The rental season in the Florida Keys moves fast, but with a little prep now, your property can shine when bookings surge. Clean, compliant, and photo-ready homes with smart pricing tend to fill calendars early. Get ahead of the rush, and let your slice of paradise pay for itself this season.

 
 
 

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