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Business Details
50+ Years
experience
Your Trusted Florida Keys Vacation Rental Experts
Florida Keys Vacation Rentals has been the most trusted name in Florida Keys real estate since 1955, offering unparalleled expertise in vacation rental management and property services. With five strategically located offices stretching from Key Largo to Key West, our dedicated team of rental management professionals ensures seamless access to hundreds of curated properties tailored to every traveler's needs. Our commitment to excellence is reflected in our personalized approach, where each property is marketed through a robust digital platform featuring detailed descriptions, virtual tours, and global SEO optimization. We prioritize client satisfaction by providing 24/7 support, secure payment processing, and meticulous property oversight, including inventory checks and damage prevention.

As industry leaders, we combine decades of local market knowledge with innovative marketing strategies to maximize property exposure and rental income. Our integrated reservation system and weekly owner payouts demonstrate our dedication to transparency and efficiency. Recognized as the number-one organic search result for Florida Keys vacation rentals, we leverage strategic partnerships with tourism platforms to ensure global visibility. Our team's deep understanding of local regulations and licensing safeguards property owners' interests while maintaining compliance. With offices open seven days a week and a proven track record of client success, we deliver peace of mind through comprehensive property management solutions that prioritize both owner and guest satisfaction.
Services
Vacation Rentals Property Management Online Booking Rental Marketing Guest Check-In Damage Prevention Owner Payouts Inventory Checks SEO Optimization Local Compliance
Details
  • Year established: 1955
Highlights and features
  • We offer 65+ years of local market expertise since 1955
  • Our dedicated staff provides personalized rental assistance
  • We guarantee secure payment processing with no third-party reservations
  • Our properties undergo regular inventory checks for damage prevention
  • We maintain seven-day office availability across five strategic locations
What people say
Expertise on getting the rentals Look forward to many more Truly managed in your absence Secure payment gateway Prompt and personalized attention
Services
Vacation Rentals
We offer curated vacation rentals across the Florida Keys, featuring beachfront homes and condos with detailed online listings. Our properties include virtual tours, availability calendars, and location maps for seamless booking. Guests receive personalized recommendations based on travel plans and preferences.
Property Management
Our comprehensive management service includes property marketing, guest qualification, damage prevention, and weekly owner payouts. We handle inventory checks, compliance, and maintenance while providing digital tools for property tracking and income reporting.
Online Booking
Our secure platform enables direct reservations with live agent support. Features include real-time availability, property comparisons, and integrated communication tools. We avoid automated third-party systems to maintain quality control and guest verification.
Guest Services
We provide personalized check-in assistance, local area guides, and 24/7 support during stays. Our team offers activity recommendations and connects guests with property-specific amenities for enhanced vacation experiences.
Owner Support
Property owners receive marketing exposure through global SEO and partnerships. We offer weekly income reports, monthly statements, and tax documentation with dedicated account management for investment optimization and compliance.
Questions
How do I find vacation rentals in specific Florida Keys locations?
Use our advanced search tool to filter properties by location, including Key Largo, Islamorada, Marathon, and Key West.
What payment methods do you accept for vacation rentals?
We process payments through our secure gateway with no third-party reservation systems for direct, transparent transactions.
How does your property management service work for owners?
We handle marketing, guest qualification, check-ins, damage prevention, and weekly owner payouts with detailed monthly statements.
Are your vacation rentals available year-round?
Yes, our properties accommodate seasonal rentals and special events throughout the year with flexible booking options.
What areas do your offices cover across the Florida Keys?
Our five offices serve Key Largo, Islamorada, Marathon, Lower Keys, and Key West locations with seven-day availability.
Reviews (5)
Pat Agius
Feb 05, 2022 Report
Barbara is extremely helpful and professional. I have been working with her for almost 10 years and would not use any one else. Thanks Barbara for your customer service!
Amber Mattia
Jun 14, 2021 Report
The house was not up to code there were wires hanging out all over the place and on the trees outside leading up to the electrical box. Barbara is the most unprofessional person I have ever dealt with in my life. Also upon arriving we had no hot water and had to have it serviced, being that it wasn't hooked up the breaker. we went to do wash the water was not hooked up either. So our first three days on vacation we had service men in our house.

We were emailed if we weren't happy we could just leave. So the owner giving us 75.00 is supposed to compensate the whole situation. There are electrical wires hanging all over outside and in the house. The building Is not up to code. We were kicked out a day before our contract, I can post if needed. Whoever kicks out a family with 5 children under six years old is not only unprofessional but the lowest of the low.

Her tone and people skills are horrible and according to reviews I'm not the only one who's had a horrible experience. I will post on facebool.marathon rentals as well if anyone would like to see all the pictures.
Craig Punzirudu
Jun 01, 2021 Report
Rented a deck boat for the day, ran like a champion, actually saw a couple pods of dolphins and a sae turtle. Cathy was awesome!
Kayla Meigs
Dec 02, 2019 Report
Wanted to rent a place for this coming June. We talked to Barbara and she was the rudest person we have ever dealt with. We canceled our trip and we will go through another company.
Jennifer
Jun 10, 2019 Report
We have rented multiple times from Barbara and always a great experience. She's very quick to respond to emails and is a seamless check in.