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We are devoted to vacations

And we have been doing so for the last 25 years.

7,000+ Luxury
Villas
90+ Fabulous
Destinations
25 Years of Creating
Memories
Revamping

The Vacation Experience

We all look forward to that next vacation, the one that’ll remind us what’s really important:

being together and discovering life again.

This is why we always go the extra mile to make sure you get the most out of your much-needed downtime.

Watch a couple enjoying their luxury vacation

Watch a couple enjoying their luxury vacation
Watch a couple enjoying their luxury vacation
Watch a couple enjoying their luxury vacation
Featured in
  • Conde Nats
  • Caribbean
  • Islands
  • Robb Report
  • Travel+ Leisure
A Rich Tradition

Over 25 years of experience

Over 25 yeats of tradition

Travel Keys is an elite travel broker representing an enticing collection of 7000 personally inspected luxury villas throughout more than 90 destinations throughout the Caribbean, Mexico, Hawaii, Europe, Asia, Africa and the United States.

Our expertise has been noted in the following publications: Conde Nast, Travel and Leisure, Islands, Caribbean Travel & Life and Robb Report.

More than 7000

Hand-Picked Luxury Villas

Our personally inspected luxury villa rentals represent the best selection of luxury vacation homes in any of our featured markets.

We are dedicated to providing personalized service and professional vacation planning.

Your Personal

Dedicated Concierge Service

We feature personally inspected and professionally curated luxury house rentals.

Our agents have first hand experience with our inventory and are ready to assist you in planning your luxury villa vacation.

The Best Rates

Low rate guarantee

Our contracts with property owners ensure you always receive the lowest possible rate available for your luxury vacation rental.

Even More

Virtual tours and HD movies

Many of our listings online include high definition virtual tours of our listings so that you can better acquaint yourself with your private vacation home.

What's next: Featured Specialists

OUR specialists are on the ground to assist you

In over 90 destinations worldwide.

Meet Our

Featured Specialists

One of the unique strengths of Travel Keys is our international network of villa and concierge specialists. Locally-based agents ensure that our guests are provided with the highest levels of service and expertise across our many global destinations.

Our team of specialists travel the world to guarantee you find not only the best villa, but also the best vacation experience in a given destination.

Our experts are located in many of our Top Destinations throughout the world and remain ready to assist.

Introducing

Our Executive Team

Bobby Gibson | Chief executive officer

Bobby Gibson

Chief executive officer

An experienced entrepreneur, Bobby has helped to drive a business founded by his parents from an established leader in the luxury villa rental market to one of the largest luxury villa rental marketplaces in the world.

Bobby served on the Expedia Specialty Lodging Advisory board for several years and has earned numerous awards for entrepreneurship. Bobby graduated from the University of Pennsylvania.

Bryan Leblang | Chief operating officer

Bryan Leblang

Chief operating officer

Bryan is a seasoned hospitality professional, honing his skillset with experience at premier properties including the Mandarin Oriental Hotel Group and Deer Valley Resort before joining TravelKeys in 2005 to help lead operations. Having extensively toured the world, he is familiar with luxury travel destinations on all continents and has visited over 50 countries during his tenure, expanding the reach of TravelKeys global collection. Bryan is a graduate of the University of Pennsylvania.

Stewart Caughman | Senior VP Sales Department

Stewart Caughman

Senior VP Sales Department

As Senior Vice President of Sales, Stewart oversees our global Villa Specialist team and serves as director of supplier relations. With 10+ years in the villa marketplace, Stewart has an extensive knowledge of the Travel Keys collection, covering over 7000 properties worldwide. He is an experienced world traveler and looks to utilize his knowledge of the vacation rental industry to provide Travel Keys’ guests with the most experienced destination consultants, ensuring that you may have the villa experience of a lifetime.

Nicolas Meakins | Chief intelligence officer

Nicolas Meakins

Chief intelligence officer

Nicolas joins TravelKeys bringing a decade of experience in the villa industry with him, in which time he pioneered successful Guest Relations, Business Development, Staff Training and Business Intelligence initiatives. His love for travel is second to none and has brought him around the world, living in exotic countries such as Argentina, Ghana, India, and presently the BVI (Virgin Gorda).

Nic’s focus at TravelKeys revolves around improving internal efficiencies/systems whilst maintaining a focus on delivering the perfect guest experience, along with analysis and interpretation of big data to identify actionable items and make informed business decisions that drive results.

Michele Snakovsky | Director of concierge services

Michele Snakovsky

Director of concierge services

"Not all who wander are lost". With this mantra in mind and a zeal for adventure, Michele offers over 15 years of industry experience. Initially joining Travel Keys' Sales Department more than 10 years ago, Michele moved to the Concierge Department in 2008 and never looked back. In 2009, she was promoted to Concierge Director. Today, she still believes Villa Vacations are Tourism's "best kept secret" and the greatest way to immerse oneself in any destination. Michele remains impassioned while helping guests create "once in a lifetime" memories and true luxury experiences.

Meet Our

Featured Villa Specialists

Denise | Maui, Hawaii, USA

Denise

Hawaii Sales Director,
Maui, Hawaii, USA

Working from the Hawaiian Islands, Denise is able to provide exemplary local insight and service. Denise specializes in Hawaii (Maui, Kauai, Oahu, and Big Island) but also closely oversees interest in other USA destinations like Napa Valley, Lake Tahoe and more.

Zach | Palm Springs, California, USA

Zach

Villa Specialist,
Palm Springs, California, USA

Situated in the heart of our California collection, Zach is immersed in the pace and culture of Southern California. Zachâ's location enables him to better serve our West-Coast guests and allows easy travel to our West-Coast accessible destinations like Hawaii, Cabo San Lucas, Puerto Vallarta, Colorado, Utah, and more.

Allegra | Boston, Massachusetts, USA

Allegra

Villa Specialist,
Boston, Massachusetts, USA

Allegra was bitten by the travel bug after a summer's long trip through Europe following college. Having majored in art history, she instantly fell in love with Florence, Italy. After that trip, she just knew she HAD to work in the travel business. While working for a world renowned architect as his personal assistant, she worked part time for a villa rental company in Tuscany and knew this was her calling "combining her two favorite things" travel AND Italy. After more world exploration (one needs to experience other places, right?), she parlayed this experience into a position with a villa rental company in New England, a villa company on the island of St Barth and then later a custom travel planning business of her own with a focus on Italy. After having been in the travel business for over 17 years and traveled all over the northern and eastern hemispheres, Allegra has carved out a niche with specialized knowledge of destinations: Italy, Anguilla, St Barths, Maui, the US and British Virgin Islands, Cabo San Lucas, Aspen and Park City/Deer Valley, Utah. Certified as a Destination Specialist for Italy, St Barths, the US Virgin Islands and Maui, Allegra loves to send people to her most favorite places on the planet but will be happy to help send you anywhere you would like to go.

In her spare time, Allegra likes to hit the beach with a good book, checking out farmer's markets, cooking and spending time with family and friends. Upcoming trips for Allegra are her annual trips to Italy and St Barths!

Elizabeth | Miami, Florida, USA

Elizabeth

Villa Specialist,
Miami, Florida, USA

A Miami native born to Caribbean parents, Elizabeth holds a Bachelor's Degree in Business Administration and has steadily worked in the fields of Creative Services, Customer Service Management and Sales. She has been a part of the Travel Keys family for six years and has traveled to several islands throughout the Caribbean, Costa Rica and Mexico, several states across the U.S., Italy and Africa. When not in the office, Elizabeth enjoys watching basketball, traveling (of course) and is a professional dancer.

Kelley | Charleston, South Carolina, USA

Kelley

Concierge Specialist,
Charleston, South Carolina, USA

I have been working at Travel Keys since I graduated from the University of Georgia in 2011 and have enjoyed being a part of such a wonderful team of travel enthusiasts. I have always enjoyed traveling and seeing what the world has to offer and I enjoy helping others do the same. My two personal favorites have been St. John, USVI and Italy. The places I have been to include St. John, Virgin Gorda, St. Martin, St. Barts, Anguilla, Greece, Turkey, Italy, Hawaii, Mexico (east and west coast), and have traveled a good amount throughout the US. The best part is being able to share my experiences and knowledge with our clients.

David | Toronto, Ontario, Canada

David

Villa Specialist,
Toronto, Ontario, Canada

Working from Toronto, David is best able to serve many of our East Coast and Canadian guests. Some of David's specialized destination knowledge includes: Barbados, St. Martin, Riviera Maya, Greece and more.

Richard | USVI, Caribbean

Richard

Villa Specialist,
USVI, Caribbean

Working from the heart of the U.S. Virgin Islands, Richard provides great local insight and guidance for Caribbean travelers. Richard specializes in the Virgin Islands (St. John, St. Thomas, Virgin Gorda, Tortola) but also closely oversees interest in other Caribbean destinations.

Alesia | USVI, Caribbean

Alesia

Concierge Specialist,
USVI, Caribbean

Alesia is a long time resident of sunny St John in the beautiful US Virgin Islands. In addition to local Caribbean island-hopping, she loves to travel abroad whenever possible to experience the arts, food, and culture of other countries. Some favorite recent visits include Rome, Punta Mita, and Havana.

Philip | Tokyo, Japan

Philip

Asia Villa Specialist,
Tokyo, Japan

Japan is the jumping off point to much of Asia. After running our Thailand office, Philip has moved to Tokyo to provide centralized oversight for our growing Asia villa collection. Philip specializes in the Koh Samui, Bali, Cambodia and other Asian destinations.

Johnny | Koh Samui, Thailand

Johnny

Asia Concierge Specialist,
Koh Samui, Thailand

Traveling isn't a hobby for me anymore, it's a career. I've always had a thirst for adventure and a curiosity of things unfamiliar. That outlook took me all over Europe during college, from studying abroad in Spain to Eastern Europe with the Peace Corps following my graduation. Through the "love of travel" I met my wife and together we have since explored multiple continents enriching our lives. Travel Keys has taken me from the colorful Caribbean all the way to the exotic coasts of East Asia. One thing I've learned is, you don't have to be rich to travel, and as J.R.R. Tolkien puts it, "not all those who wander are lost."

Severine | Florida, USA

Severine

Villa Specialist,
Florida, USA

Born and raised in France, I started traveling at a very young age, spending several weeks each summer on the Costa Brava in Spain, which gave me a deep appreciation and love for all things Spanish. Later on, as a young adult, I traveled by myself and lived many wonderful places such as Chamonix, St Tropez, Corsica, St Barth, Ireland and more. After a total of 16 months in St Barth, I moved to the US. Through my travels I have experienced a number of cultures, giving me a unique aptitude to prepare my clients for the differences experienced when traveling outside the US.

In the last 18 years, I have visited 100's of villas, acquiring knowledge in many destinations. In personally visiting the villas and destinations, I can assure my clients that the information provided is accurate and true. I can indeed tell my clients "I have been there! I slept in this villa! I have eaten at this restaurant! Let me give you the differences between the 2 villas!" My personal knowledge is what separate me from the internet.

Garrett | Atlanta, USA

Garrett

Villa Specialist,
Atlanta, USA

I was born and raised in Atlanta, Georgia and spent my summers traveling around the United States on family vacations. My first experiences of traveling abroad were cruises to the Caribbean with my family that sparked my interest into seeing more of the World. This interest continued in college as I was fortunate enough to back pack across Europe on multiple occasions. It was also in college that I met my future wife and upon graduating I returned to live in her home town of Xalapa, Mexico. During this time I was exposed to many new experiences in Latin America. My love of traveling continues today as I am always on the lookout for locations to visit that will expose me to new cultures.

Julie | Cortona, Tuscany, Italy

Julie

Villa Specialist,
Cortona, Tuscany, Italy

Julie is located in the Tuscany region of Italy, where she has been living for the past five years. Her extensive knowledge of the Italian Language and Culture have proven to be very helpful in providing guests with insider tips for their Italian Villa Vacations.

Pascal | Montreal, Canada

Pascal

Villa Specialist,
Montreal, Canada

Originally from Zurich, lived and worked in London, Rome, California, Barcelona, Southern France. Now living in Montreal since 2000. Travelled to: all over Europe, and UK, Hawaii, Peru, Costa Rica, by car across the USA from west to east.
Interests: mid century modern design furniture and art, preservation of mid century architecture ("less is more"), all forms of art, languages, cultures, travelling. Passion: Palm Springs and desert living.

Laurel | Kauai, USA

Laurel

Villa Specialist,
Kauai, USA

Born and raised in Ontario, Canada. Have been in Hawaii since 1986, residing on Kauai 20 years and the Island of Hawaii for 10 years. Have also visited Maui and Oahu multiple times. Have traveled through Manitoba, Saskatchewan, Alberta, British Columbia, England, Scotland, Whales, Spain, Belgium, Holland, Germany, Yugoslavia, Greece, Ireland, Ohio, Michigan, Indianapolis, Illinois, Iowa, Minnesota, South Dakota, North Dakota, Montana, Wyoming, Idaho, Washington, California, and Baja California.
Interests: Love the beach, water sports, and spending time with my grandchildren. I also have a propensity to adopt severely abused dogs that nobody else wants—I love watching them heal and blossom into animals with self-confidence.

Carmen | Maui, USA

Carmen

Villa Specialist,
Maui, USA

Originally from North Carolina, I now live in Maui with my husband and two young sons. I love to surf, dive, paddle, and whale watch. I also enjoy sports and travelling. I have been fortunate to spend time in all of the Hawaiian Islands, the USVI, BVI, Fiji, Poland, Thailand, Mexico, Panama, and multiple mainland States. One of my most unique experiences was delivering a boat from St. Thomas to Maui, via the Panama Canal.

A global mindset with a luxurious perspective.

Where do we go from here?

Vacation rentals have changed dramatically since Travel Keys was first established in 1991. We were founded with the belief that consumers need an objective resource to ensure they were experiencing the best private villa rentals, not just the homes most easily found.

As villa rental listing websites continue to grow, thousands of homes with no structured set of standards are flooding the marketplace making it difficult for consumers to know what is quality and what is not.

With such confusion, Travel Keys focuses on objectivity and delivering the best possible villa for a guest’s needs is more important than ever! We deliver inspected homes with personal concierge service at a time when many companies just want to you book online.

Travel Keys is different. We provide not just a villa marketplace, but a truly authentic local experience.

While many vacation rental companies operate a generic call center (often located thousands of miles from your intended destination), Travel Keys has built a global network of locally-based villa and concierge specialists to ensure we provide the value and expertise you expect from your luxury vacation.

We’re committed to providing guests access to our highly skilled and experienced team of travel professionals. Our villa inspection program features an exacting set of standards for inclusion, with the majority of villas not accepted.

An earth globe

All of our agents travel the world inspecting our portfolio, with certain staff spread out through our various regions, providing exceptional local service. This is truly the Travel Keys Difference"

What's next: Careers

We are devoted to vacations

And we have been doing so for the last 25 years.

Featured in
  • Conde Nats
  • Caribbean
  • Islands
  • Robb Report
  • Travel+ Leisure
Featured in
  • Conde Nats
  • Caribbean
  • Islands
  • Robb Report
  • Travel+ Leisure
We Create New Ways To

Get Inspired And Think Big, With Purpose.

We invent. We tinker. We share snippets of our life experiences with each other because it helps influence the way we think and the way we work.

We raise the bar and we constantly challenge ourselves to create the best vacation experience for our existing and future customers.

At around 95 people, we are small enough to solve big problems. Care to join us?

Work at Travel Keys

Apply for a job opportunity.

Choose one of the available positions below and apply.

If none of the listings below match your expertise, please send us your resume at info@travelkeys.com followed by a letter of recommendation, and we’ll make sure you’ll get your chance as soon as your skills will meet our job requirements.

Marketing

Affiliate Account Manager

You will will be responsable of direct response advertising, meticulous attention to detail and strong analytical and problem solving skills.

Apply
Marketing

SEM Specialist

As a Search Engine Marketing passionate, you will manage high-yield and highly-profitable search campaigns.

Apply
Portfolio Development

Listing Development Coordinator

As a Listing Development Coordinator, you will be responsible for developing accurate and informative listing details for new inventory.

Apply
Sales

Villa Specialist - Training Manager

As a training manager, you will analyze performance and service level in conjunction with the department managers, determining the best course of development and delivery for training.

Apply
Product Engineering

Front-End Developer

You’re responsible for the front-end development of interactive projects and collaborating with a very skilled and passionate team of designers.

Apply
What's next: About Us

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