Business Details
31 Years
experience
Emergency
services
Your Key West Vacation Rental Awaits
As the vacation rental division of Preferred Properties, we have been providing authentic Key West experiences since 1995. Our locally owned and managed boutique agency specializes in curated vacation homes designed to immerse guests in island life, featuring private pools, outdoor showers, and verandas. With properties just steps from Duval Street's vibrant attractions, we offer fully equipped accommodations including high-speed Wi-Fi, comfortable workspaces, and linens for modern travelers.Our 24/7 guest services and concierge support ensure seamless stays, while our 25-year legacy of excellence reflects our commitment to client satisfaction. We pride ourselves on delivering personalized service that combines local expertise with professional standards, helping guests create lasting memories in the Florida Keys.
Services
Vacation Rentals
Property Management
Concierge Services
Monthly Rentals
Pet-Friendly Rentals
Details
- Year established: 1995
Highlights and features
- We offer 25 years of local real estate and rental expertise
- Our 24/7 guest services ensure uninterrupted support
- Properties include free high-speed WiFi and premium amenities
- Concierge services personalize your Key West experience
- Pet-friendly options available with advance arrangements
Services
Vacation Rentals
Our vacation rentals provide fully equipped accommodations in Key West's historic district. Properties feature private pools, outdoor showers, and modern amenities including high-speed internet. Guests enjoy proximity to Duval Street's attractions while experiencing authentic island living through our curated selection of one- to multi-bedroom homes.
Property Management
We offer comprehensive property management for Key West real estate owners. Services include maintenance, cleaning, and guest coordination for vacation rental properties. Our local expertise ensures properties remain well-maintained and profitable while meeting all regulatory requirements in the Florida Keys.
Concierge Services
Our 24/7 concierge services enhance guest experiences with personalized assistance. From restaurant reservations to activity bookings, we provide real-time support for emergencies and special requests. This service ensures guests maximize their Key West vacation with insider knowledge and immediate problem resolution.
Monthly Rentals
Monthly rental options cater to extended stays in Key West. These fully furnished properties include all necessary amenities for comfortable living, with flexible terms for seasonal visitors. Ideal for remote workers or families seeking immersive island experiences beyond typical tourist durations.
Pet-Friendly Rentals
Selected properties welcome pets with advance notice. We provide pet-friendly amenities and local knowledge about Key West's animal-friendly attractions. Our staff helps match guests with suitable accommodations that meet specific pet requirements while maintaining property standards.
People
Laurie McChesney
Broker/Founder
With 25 years in Key West real estate, Laurie established Preferred Properties to deliver exceptional service that creates lifelong clients through superior results and community commitment.
Jose Wenzel
Key West resident and team member who contributes local expertise to enhance guest experiences through personalized service and community knowledge.
Phil Lavoie
Active community participant who helps deliver Preferred Properties' mission of combining professional service with authentic Key West hospitality for all guests.
Angela Hart
Team member dedicated to creating welcoming environments for guests, reflecting Key West's unique character through attentive service and local insights.
Questions
What types of vacation rentals do you offer in Key West?
We offer one- to multi-bedroom homes with private pools, modern amenities, and pet-friendly options in historic Old Town locations.
Can I get assistance with booking a rental?
Yes, our 24/7 guest services team provides real-time support for bookings and special requests via phone or email.
Are your properties equipped for remote work?
All rentals include high-speed WiFi and dedicated workspaces to accommodate remote professionals during their stays.
Do you offer concierge services for guests?
Yes, our concierge team assists with reservations, activity bookings, and emergency support throughout your vacation.
What is your cancellation policy?
Policies vary by property - contact our office directly for specific cancellation terms associated with your chosen rental.
How close are your rentals to Duval Street?
Our properties are located just steps from Duval Street's restaurants, bars, and attractions in historic Old Town Key West.
Reviews (4)
Paul Lacasse
May 23, 2022
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This was our third time at the Conch Cottage, a beautiful 1-bedroom cottage with a wonderful and private outdoor patio. Everything we could ask for in a central, historic Key West location. Cottage is well-maintained and very clean. The folks at Preferred Properties are fantastic to deal with and always immediately responsive. We can't wait to return!
Steve Kalkofen
May 19, 2022
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Thank you Preferred Properties for making our dream vacation a huge success! Your team was amazing (thank you) and our vacation rental was BEAUTIFUL! We can't wait to visit again!
Phil Lavoie
Feb 28, 2022
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Preferred Properties is a locally owned, full service real estate company. Vacation Rentals, Home Sales, Long-term rentals, commercial properties, absentee owner management. They will get it done!
Eric Simone
Feb 24, 2021
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I strongly recommend staying away from this rental property group. Unfortunately, We had a member of our party catch Covid-19 and we thought it would be best to cancel to help protect others in the keys and not take a chance to get anyone sick or even spread germs at the rental. Please be advised our trip was still 20 days out and within the cancellation policy. Upon conversation with the management group, which was handled extremally poorly.
We explained the situation and Preferred Properties cancelled us without a refund of our trip OR even a chance to re-book for another time. This is an action of theft. As someone that personally works in the hospitality industry and deals with a high volume of bookings, you would think they would accommodate any guest within the proper cancellation time frame. Instead, they kept our money and said "oh well" During a Global Pandemic - especially from another person from another area of Florida, you should be ashamed of yourself of the way business is practiced here. You stole from us and you know it. We would appreciate if you call us to make things right. I will be writing a letter to city of Monroe county explaining this situation.
We explained the situation and Preferred Properties cancelled us without a refund of our trip OR even a chance to re-book for another time. This is an action of theft. As someone that personally works in the hospitality industry and deals with a high volume of bookings, you would think they would accommodate any guest within the proper cancellation time frame. Instead, they kept our money and said "oh well" During a Global Pandemic - especially from another person from another area of Florida, you should be ashamed of yourself of the way business is practiced here. You stole from us and you know it. We would appreciate if you call us to make things right. I will be writing a letter to city of Monroe county explaining this situation.