Property Management in Key West, FL

Short-Term Rental Property Management by iTrip

See what you can earn
Scott and Tina Reichard

By Property Owners
For Property Owners

At iTrip®, we’re all about personalized property management because we get it—we’re property owners, too. Your property is your income, and our location franchisees are invested in your success. Our boutique customer service ensures your questions are answered, your peace of mind is intact, and your property is expertly maintained. Plus, we partner with dozens of rental services to maximize marketing and keep your property booked.

iTrip Key West manages vacation rentals along 20 islands in the lower Florida Keys from Key West to Layton. Our Key West vacation rentals offer a tropical retreat in one of Florida's most beautiful destinations.

It’s all about island living in Key West. Our team has managed vacation rentals since 2019, and oversees a selection of accommodations. Guests may visit Big Pine Key, Cudjoe Key, Sugarloaf Key, and other destinations. Many rentals have waterfront views, private pools, boat docks and outdoor areas with seating. We also welcome month-long stays and have pet-friendly options, which provide more flexibility for visitors. When in Key West, we encourage you to visit our vacation guide to learn about popular destinations and attractions that are well-known around Key West.

Vacation rental owners who list with iTrip Key West receive personal support while our team oversees each aspect. From listing on top websites to gathering guest reviews, we do it all. Plus, we offer security as we only rent to guests 25 and older, require mid-stay cleanings for 30-day stays, and live in the area in case an issue arises, such as inclement weather.

Own a vacation home? Meet our Key West vacation rental property management team today.
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Reasons to List with iTrip

Lower Owner Fees
Keep more of your money, just by listing with iTrip.
Superior Property Marketing
Your property gets maximum exposure on up to 85 international websites.
No Markups on Maintenance
Because you shouldn’t get a $20 bill to change a lightbulb. And with iTrip, you never will.
  • Competitive Management Fees
  • Free Light Maintenance
  • 24/7 Support from Local Property Managers
  • Quick-response Systems that Automatically Send Quotes
  • Free High-quality Photos and Videos
  • Worldwide Marketing and Social Media Efforts
  • Exposure on 80+ International Online Listing Sites
  • Owners' Portal: Online Statements, Bookings, Updated Calendars
  • No Restrictions on Owner Usage

Your Key West, FL Property Manager

iTrip Key West
937 Gulf Drive
Summerland Key, Fl
(305) 946-1543
Scott and Tina Reichard own and operate iTrip Key West, managing vacation rental properties in the middle and lower Florida Keys, from Layton to Key West.

Before moving to the Florida Keys, Scott and Tina lived in the Baltimore, Maryland, area with their daughter and son. Scott has worked in healthcare management for the last 20 years where he served as Clinic Director for outpatient therapy clinics and Director of Rehabilitation for a skilled nursing facility. Scott has a strong background in operations management and customer service.

Tina has spent the last 25 years in retail management and sales and marketing. She has managed specialty and big-box companies, including Aeropostale, Ann Taylor Loft and Dick’s Sporting Goods. More recently, Tina served as an account manager responsible for sales and marketing for a textile restoration company. Her years of experience in customer service and her get-it-done attitude allow her to build strong, positive relationships with her property owners and guests.

Tina, Scott and their children regularly vacation in Florida. It was during a trip to the Florida Keys in 2015 when they realized this is where they wanted to spend the rest of their lives. They are thrilled to live the “Keys Life,” and share it with their property owners and guests
Let's talk
Reviews and Testimonials from Property Owners
  • With iTrip, I can get my time back, enjoy my family and never miss a call because they're there taking them for me. I feel they look out for my property as much and as well as I could.

    - Francine D.
  • It's good to know the people behind the scenes at iTrip take care of your stuff as if it's their own. If you have any indication or thought of having your own extra income with your rental property, I strongly recommend using iTrip.

    - Greg J.
  • To my surprise and financial enjoyment, my property grossed $50,000 in one year. The level was professionalism and financial reporting was second to none.

    - Chris S.
How to List with iTrip
Step One
Fill out the simple form below with some basic info about you and your property.
Step Two
We'll reach out to gather more details, if necessary, and answer any questions.
Step Three
You'll receive a custom revenue forecast that show exactly how much more you could earn from your property by listing with iTrip®.

Request your personalized revenue forecast to see what you can earn.

Questions? Let's talk.

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(305) 340-1355

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iTrip Key West
148 Peary Court
Unit A
Key West, FL 33040

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