About Company

The Leading Rental Marketplace

Maximize the potential of real estate and real assets to accelerate the success of our customers, our investors and our people.

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Total Listings
6 0
Team Menbers
Rental Marketplace
Happy Customers
9 0

Professional People

Meet Our Team

Jessica Brown

Team member

Kevin Martin

Team member

Christine Eve

Team member

Jessica Brown

Team member

Kevin Martin

Team member

Christine Eve

Team member

Kevin Martin

CEO and Co-founder

Kevin has been involved in the Travel Industry, International Real Estate and online startups for the past 20 years. As CEO and co-founder of Rental Escapes, he is responsible for setting the company's strategic objectives and leading Rental Escapes' growth and acquisition strategies in new markets around the world.

Kevin has established a customer-centric culture at Rental Escapes, where exceeding travelers' expectations is the goal for each and every team member, ... from the Marketing team to the Reservations department. This philosophy has helped make Rental Escapes one of the fastest growing villa wholesalers in the world today. Beyond Rental Escapes, Kevin enjoys traveling with his family, playing golf, and is an avid sports fan.

John Alberto Silva

COO and Co-founder

John is an entrepreneur with a solid background in travel, sales, online marketing and website development. He has more than 25 years of management experience under his belt and before co-founding Rental Escapes, he held an executive position at a successful online marketing and technology company in his hometown of Montreal.

As COO of Rental Escapes, John spends his days (and nights!) ensuring that all of
... the company's various departments and teams operate smoothly and efficiently to ultimately deliver a memorable and seamless experience for our guests. When he's not working, John loves spending time with his family, dining, and traveling.

Macon Chesterton


Macon experience in the travel industry spans more than 30 years across the cruise, hotel, vacation and villa industries. He is also an accomplished and award winning digital marketer who has transformed some of the industry’s most recognized brands. As CMO, he is responsible for Rental Escapes’ brand strategy and marketing initiatives. He also oversees the agency relations and product teams who liaise with our travel advisor partners and villa suppliers. ...
When he is not at his desk, you can usually find him competing nationally on the BASS circuit. He also enjoys spending time with family and traveling.

Ashley Gilmore

Vice President of Guest Experience

Ashley Gilmore hails from Ontario, Canada where she graduated with an Honours Specialization in Language and Literature. She took her studies further to complete a Bachelor of Education as well as a Masters of Education.

With family living in Canada, The U.S., and Panama, Ashley Gilmore is no stranger to the world of travel. Having worked in the travel industry for more than 10 years, she works daily to assist her team in providing the best experience for guests and...
partners when working with Rental Escapes! Her interest in world culture led her to explore many different countries and she shares that with her guests to help paint the picture of what a good trip can do to bring one closer to themselves, their loved ones, and their world. Being able to travel anywhere, stay in luxurious properties, and interact with new people is a growing passion for her.

It's through Ashley Gilmore’s experience in education and travel that she can create the best vacation for her clients at Rental Escapes. Her dedication and affinity for detail propel her to accommodate all requests, no matter how big or small they might be.

Robert Smith

Director of Reservations

Robert Smith is a native Montrealer who studied Commerce and Psychology in College. With that he brings over 15 years of sales and marketing experience and a thirst for travel. While running an online business, Robert Smith spent 5 months traveling to Hawaii, New Zealand, Bali, Thailand, Hong Kong, the UK and the Caribbean before settling back in Montreal.

When Robert Smith isn't practicing photography and music he's working hard to help his ...
team deliver the best experience possible with a heightened level of service, support and attention to detail. It's this experience and his unrelenting drive to help others that has brought him to Rental Escapes.

Jessica Brown

Director of Concierge

Jessica first passion growing up was dance, but travel was a very close second. Her love for travel began at a very young age when her family went on road trips to cities close to home in Montreal. As she grew up, and began visiting more distant destinations, her passion for travel was strengthened. Her favorite trips are those that blend learning about the history and culture of a region, along with fine dining, exploring local adventures and museums. Jessica started working in the luxury villa rental industry in 2013, and has loved every minute of it. She has had ... the opportunity to tour and stay in a variety of properties in the Caribbean, Costa Rica, and California. Her passion for meeting new people, listening to and understanding their needs, and her wealth of industry knowledge, allow her to create memorable experiences for her guests. Outside of work, Jessica loves getting to know new people, going for long walks with her dog, and taking in as many concerts as she can!

Monica Helleona

Director of Learning & Development

With more than 15 years of experience working for luxury travel brands under her belt, Monica joined the Rental Escapes team in 2015 when she moved to Montreal from Canada's east coast. Her vibrant personality, experience and passion for travel, made her a perfect fit for our reservations team. After seven years of planning countless stays for her guests, Monica assumed the role of Director of Learning and Development, passing on her knowledge and experience to the team. ...
Monica has travelled throughout the Caribbean, Europe and the United States. She has personally inspected and stayed in many of our luxury villas in destinations like Barbados, St. Martin, Anguilla, Turks & Caicos, Dominican Republic, and Mexico. Monica prides herself on being able to use her vast knowledge of the industry to help our team curate the perfect vacations for our guests.

Michale Joe

Web Team Manager

Michale brings experience, eagerness and a scrupulous nature to an already amazing team. His work ethic and drive are second to none. Though not a frequent traveler, Michale eagerness to learn has given him extensive knowledge of different places around the world. That knowledge has helped him move through the ranks at Rental Escapes. Michale is responsible for ensuring that every property in the Rental Escapes portfolio looks fantastic and provides our loyal travelers with a complete picture of all the features and amenities that the villa has ...
to offer.

Born in Florida, Michale has lived in Montreal since 1994. Outside of work, he is completing a college degree and plays competitive curling. Michale is an avid sports fan and loves to spend his weekends on the baseball diamond or the hockey rink.

Zenifar Lopez

Senior Villa Specialist

Zenifar has spent the last ten years working and living in the Middle East, Europe and Asia, where she developed and managed sales and customer care centres for a variety of companies. Her travels afforded her the opportunity to live in fabulous properties around the world and ignited her passion for travelling. Zenifar is always looking for the next occasion to experience a new country and she particularly enjoys helping guests who want to leap out of their comfort zone and plan their first stay in a new destination. ...


Senior Villa Specialist

Theodore love of travel developed early in life as a kid growing up in Toronto, Canada. When he wasn't indulging in his original passions, playing hockey or soccer, he enjoyed travelling to destinations around the world with family and friends. His passion for the tourism industry ultimately led him to study Hospitality and Tourism Management at Ryerson University. Theodore has travelled extensively through many Caribbean Islands, Mexico, Europe, Asia, the United States, and Canada. His favorite destinations to date have been Hawaii, Thailand and Los ... Cabos.

Theodore travels eventually led him to Montreal where he lives and works at Rental Escapes, talking to guests about the places he's been and helping them plan their own unforgettable experiences. These days, when he's not travelling or playing sports, he is playing music, as he has drummed for more than 10 years.

Lorna Lopez

Senior Villa Specialist

Before choosing to pursue her career in travel, Lorna studied accounting in university and worked as an accountant for 10 years. She held positions in a large accounting and consultancy firm, and Cirque du Soleil before joining the Rental Escapes team. Lorna has travelled to more than 30 countries and destinations all over the world. She counts India, Morocco, Turkey, Colombia, and South East Asia among her favorites, but her absolute favorites are Tulum, Mexico and New York City where she lived for 2 years. These days though, Lorna prefers to enjoy the sun- ...
and-sand destinations of the Caribbean over some of the more adventurous places she’s visited in the past.

Lorna is also a huge foodie, particularly when it comes to pizza, and can probably name the best place to grab a slice anywhere her guests are going. She also really enjoys indoor spinning and drone photography, particularly in the sea (despite being a really bad swimmer).

Cameron Williams

Villa Specialist

Cameron was born and raised in Indiana, where she attended Indiana University and graduated with a bachelor's degree in Tourism, Hospitality and Event Management. Her passion for travel led her to continue her studies in Australia where she spent several months studying and exploring the region. She had the opportunity to travel to New Zealand and Indonesia and has plans to continue exploring the world. ...
After completing her studies Cameron worked in customer service and as an event planner, managing and organizing events ranging in size from a handful to thousands of attendees. As a Villa Specialist, Cameron applies her love of travel and aptitude for organization to carefully curate experiences for her guests.

James Walker

Villa Specialist

James was born in London, England and developed a passion for travel at an early age after his first trip to Barbados. When he was 17 years old, he relocated to Spain where he began a successful ten year career in International Real Estate. His experience selling luxury properties helped him develop his expert instinct for customer service. When working with clients, James always strives to go above and beyond to exceed their expectations. ... These days, there's not much James enjoys more than meeting new people and immersing himself in new places and other cultures. Whether it's city life in Paris or small villages in Portugal, James loves exploring new locations and of course trying the local cuisine. His first-hand knowledge of overseas destinations allows James to plan exotic, luxurious vacation experiences that his clients never forget.

Esther Howard

Villa Specialist

Born in Los Angeles and raised in Montreal, Esther passion for travel began growing at an early age. She earned a college degree in Travel & Tourism, followed by a B.A. in Urban Planning Specialization from Concordia University. After spending five years working in project management for tech companies, she decided to pursue a career that would satisfy her love for travel and joined Rental Escapes.

After having travelled all around the globe to surf in Mexico, Costa Rica, Nicaragua, ...
Morocco, Hawaii, and more, she is now ready and committed to bringing the best service to travellers, and understands what it truly takes. Aside from being an avid surfer, she is also an abstract acrylic painter, and loves to cook Korean cuisine. Her "joie de vivre" is contagious and transpires in her work.

Brooklyn Simmons

Villa Specialist

Brooklyn has always enjoyed travelling. Growing up, she travelled throughout Mexico and the Caribbean with her family, and in her 20s she spent a good deal of time extensively exploring Europe. It wasn’t until a fateful stay at a private home in Jamaica in 2014 that Brooklyn fell in love with the villa vacation lifestyle. She decided to leave her career in insurance to pursue a new career in the luxury villa rental space, and she never looked back. ...
Brooklyn has stayed in incredible properties around the world (her favorites have been Ani Thailand and Casa Aramara). Her favorite destinations are Italy, Maui, Napa and Mexico, but Brooklyn mostly chooses destinations based on what she feels like eating, fully embracing the adage “will travel for food.” Wherever a guest wants to go, or whatever they want to do, chances are, Brooklyn done it. That’s what makes her such a great addition to the Rental Escapes team.

Vanessa Doe

Villa Specialist

Vanessa is a passionate traveller with more than 15 years of experience serving customers in insurance, luxury event planning and account management roles. She has travelled throughout the Caribbean, Europe, Mexico and Canada, usually preferring to venture off the beaten path. A part of travelling that Vanessa enjoys most is learning about new cultures and she always prefers to spend more time in fewer locations so she can enjoy a truly authentic experience. Some of her fondest memories are of the months she would spend visiting family in Hungary, or driving ... up the California coast with the top down. Vanessa credits her first solo trip to St-Petersburg, FL when she was 16, as the experience that sparked her love for travel. To this day, she still experiences the same thrill navigating airports, making her way from one gate to another, as she did that very first time. At Rental Escapes, Vanessa is able to apply the planning and service skills that she has honed over her career to help guests meticulously plan luxury vacations and memorable experiences. She loves getting into the details and making sure that her guests pick a home and a destination that are a perfect fit. She feels great pride when her guests return home relaxed and excited to plan their next trip.


Villa Specialist

successful career in the corporate world. She worked as a talent recruiter specializing in the fashion industry and worked for more than 10 years in the Toy & Novelty industry in various management positions.

Amelia travelled a lot growing up, visiting many Caribbean destinations like Cayman Islands, St. Lucia, St. Barts, St. Martin, St. Kitts, St. Thomas, Puerto Rico, and Aruba; but she truly fell in love with travel when she was lucky enough to ...
travel through Europe before beginning her Law degree. She spent time in numerous cities in the UK, France, Span, Italy and Greece. In fact, it was in Corfu that Amelia almost chose not to return home for Law School at all, but ultimately did.

Since making a major career pivot and choosing to join the team at Rental Escapes, Amelia has never looked back. She is passionate about helping our guests plan their perfect escapes and these days, when asked what she does for a living, she tells people she makes dreams come true.


Villa Specialist

After graduating from the Desautels Faculty of Management at Mcgill University, Olivia chose to take the road less travelled and spent time working as a musician. She was the lead singer of a band, and wrote and produced music for other artists, tv and film. Eventually Olivia decided to put her education to use and began working in marketing. After a few years, Olivia passion for travel and hospitality led her to pursue a career in the travel industry. ...
Olivia has travelled extensively through Europe, South East Asia and has lived in Los Angeles, where she spent her weekends travelling the West Coast. These days, her thirst for travel tends to lead her to a lounge chair on the white sandy beaches of Riviera Maya and the Caribbean. Becoming a Villa Specialist has allowed Olivia to satisfy her passion for travel, while helping others see all the wonders that the world has to offer. Olivia truly believes that travel leads to a richer life. As the saying goes, "why not take the scenic route? You never know what you'll see and learn along the way!"


Villa Specialist

Millie has always had the travel bug. Growing up, she was lucky enough to travel pretty frequently, visiting some of the most beautiful destinations in the Caribbean, Mexico, Asia, and South America. In her university years, she explored Europe with friends and travelled to countless destinations across the United States. These experiences left her with a real appreciation for experiencing other cultures whether through visiting museums or sampling local restaurants! ...
After graduating from business school with a marketing major, Millie spent more than a decade working in the fashion industry. Her position afforded her the opportunity to travel quite often and was always fascinated by the impact different cultures have on fashion. Eventually, Millie realized her passion wasn’t for the clothes but for the places that inspired them. As a Villa Specialist for Rental Escapes, Millie gets to live her passion every day, whether it's by visiting beautiful homes in destinations around the world herself, or experiencing the excitement vicariously through her customers!


Senior VIP Concierge

Emme holds a degree in Hotel Management & Tourism and is a passionate traveler. She has visited over 25 different countries and cities and speaks four languages. She began her career at Rental Escapes as a Personal Concierge where she showed an exceptional capacity for working with guests to plan memorable experiences, and achieving the highest levels of customer satisfaction. Now, as a Senior VIP Concierge, Emme continues to works closely with our team of Concierges to support them and our guests; sources and vets the best suppliers around the world; and works with her own guests to plan their holidays. ...
When she's not spinning a thousand plates, Emme likes to relax with a good book. Preferably, somewhere with a beach and pool.


VIP Concierge

Alaska is a native Montrealer with a background in event planning and management. She is fluent in three languages and has a passion for travel and all things beautiful. Before joining Rental Escapes, she spent more than 6 years working in the event industry, handling vendor relations and planning and coordinating events of all sizes. Those who know her would say she is a planner to her core, always the one to coordinate trips and activities with her friends and family. Even her own day-to-day is planned to the very end! ...
Alaska has travelled frequently to many destinations in North America, the Caribbean and Europe, but her favorite – her home away from home – is still Greece. Her earliest memory of travelling as a child was of her first trip to Greece, where her mother was born. Next on her list are Italy and the South of France. When she’s not working as a VIP Concierge, planning the nitty gritty details of her guests’ trips, Alaska loves dining with friends and trying new restaurants – especially in new cities. She will even plan the occasional event on the side, just for fun!


VIP Concierge

With over 10 years of experience in customer service and a background in Mathematics & Statistics, Stevie uses her problem solving and analytical thinking skills to go above and beyond the client’s needs to ensure an unforgettable experience. Having touched many diverse fields such as marketing, accounting, hospitality and sales for the Fairmont Hotels, Stevie varied experience helps her achieve a clear and creative understanding of what her customers are seeking. ...
Stevie is passionate and romantic at heart. This translates into her love of helping people live new meaningful experiences and create new memories. She believes that it is the little things in life that make the biggest difference. During her free time, she enjoys working out and loves browsing through natural health stores. As a coffee enthusiast, she is actively searching for the best cup of coffee in the world. Having traveled to Australia, Hawaii, Costa Rica, and Mexico among other countries, she will confirm that she has come close but she won’t stop searching!


Personal Concierge

Daisy joins the Rental Escapes team with more than twelve years of customer service and digital marketing experience, having worked with several brands to help build their communities and put initiatives in place to increase customer satisfaction. She has also always loved to travel, visiting several destinations in Europe, South East Asia, Mexico, the Caribbean, Central America, and the United States. She is equally passionate about all the research and planning that goes into getaways of all sizes - whether it's across the ocean to Hawaii or an hour north to ...
the cabin for a weekend. Now as a Personal Concierge, Daisy uses her empathy, and ability to understand her clients’ needs, to help them plan the holidays of their dreams.

When she’s not planning luxury getaways, she enjoys spending time with her loved ones, getting into a good British crime drama, or, like a classic Italian — trying to emulate her late-Nonna's recipe for tomato sauce!


Personal Concierge

Stevie started traveling at the age of fifteen when she began to work as an international fashion model. She has traveled to 24 countries and lived in half of them. Her expertise and enthusiasm for travel motivated Stevie to pursue a career in hospitality and tourism gaining over 10 years of experience working as an estate manager, managing properties worldwide. As a Personal Concierge for Rental Escapes, Stevie uses her ability to multi-task and quick problem solving skills to coordinate all the details of her clients' trips and provide an exceptional level of ...

Stevie continues to remain a passionate traveler. When she is not working or traveling, she is constantly researching new destinations and experiences that she can recommend to her clients.


Full Stack Developer

William was born in a small Pacific port city in Russia that was about a 7-days journey by train to Moscow. He soon found himself living on the other side of the continent where he studied Applied Mathematics in Simferopol, Crimea. While earning his degree, William began working as a programmer and never looked back. William made Canada his home in 2007 and has continued to work steadily as a programmer in a variety of industries. He genuinely enjoys his work and approaches every task with enthusiasm, placing a great deal of importance on ...
user experience. He has worked in teams of various sizes and has always enjoyed mentoring interns or junior programmers, passing on his extensive knowledge and experience.

Programming may be William first passion, but Volleyball and Ping Pong are definitely tied for second.William is skilled at both and enjoys an intense game. But when he feels like a more relaxing diversion, William usually enjoys bowling and playing billiards with friends after work.


Marketing and Social Media Coordinator

Chloe grew up in the south of France surrounded by olive trees and lavender. Although her region has all the makings of a paradise, she has always had a passion for travel. Chloe has travelled through all corners of the earth including Bali, the United States and even the North Pole, but it is in Montreal where she decided to pitch her tent and join the Rental Escapes team. With a degree in communication and strategic marketing, her role is above all to communicate the idyllic atmosphere of our villas through our marketing channels and social ...
networks. In her free time, Chloe likes to go out with her friends, work out, but especially take long nature walks with her golden retriever Riley.


Accounting Coordinator

Originally from China, Odette came to Canada to experience a new culture and study at McGill University. She earned her degree in Linguistics and Social Entrepreneurship. Odette has studied many languages including French, Japanese, Russian and Latin. She is deeply attracted to the culture behind each language she learns and is very driven by her curiosity of the unknown. She has toured her native China extensively, as well as Singapore and Korea. While studying in Lyon, she explored France, Switzerland, Germany and other European countries. Since ...
she has been in North America, she has been to a dozen cities in the United States and Canada.

When Odette is not processing payments and helping balance the books for Rental Escapes, she is either planning her next road trip with friends, travel adventure, or relaxing at home with her two lovely cats.


Web Content Coordinator

Elsa was born and raised in Kitchener-Waterloo, Ontario where she attended University and earned and Graduate Certificate in Human Resources Management. Her passion for travel and sense of adventure have led Elsa to travel extensively — preferably off the beaten path — often spending months at a time immersing herself in her surroundings. She is thoroughly familiar with Romania, where she has spent many months, but has also extensively explored Madrid, Sevilla, Cordoba and other areas of Spain while living in Bilbao. In all, Elsa has visited ...
nearly a dozen countries across Europe. Recently, Elsa embarked on a months-long road-trip across Canada's beautiful east coast where she lived out of a backpack and spent 5 weeks studying French in Nova Scotia.

Elsa embarked on her biggest adventure yet when in September 2018, she decided to move on her own to Montreal, looking to establish a life in Canada's most exciting city. Her penchant for travel led her to Rental Escapes where she works with our team to carefully curate our website's content and inventory of properties. And, when the snow melts, she plans to run her first half-marathon.


Web Content Coordinator

Evangeline was born in Vancouver, British Columbia but spent time living in Calgary and Toronto as she gradually moved east towards her current home in Montreal. She studied fashion marketing in college and worked in marketing, and in the airline industry for nearly six years before joining the team at Rental Escapes. Evangeline has spent lots of time travelling around the Americas and the Caribbean, visiting destinations from California to Maine, New York to Florida, Punta Cana and Belize. But her favorite place to visit is New York City! ...
As part of the Web Team, Evangeline uses her eye for detail and marketing know-how to curate and build the endless property listings and content that customers use on the Rental Escapes website everyday. In her downtime, Evangeline enjoys spending time with family and can usually be found with her head behind a book, reading anything and everything she can get her hands on!

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Our Testimonials

What They Say

This is due to their best service, competitive pricing and customer support. It’s throughly refresing to get such a personal touch. Duis aute irure repre.

Shirley Smith

This is due to their best service, competitive pricing and customer support. It’s throughly refresing to get such a personal touch. Duis aute irure repre.

Shirley Smith

This is due to their best service, competitive pricing and customer support. It’s throughly refresing to get such a personal touch. Duis aute irure repre.

Shirley Smith