Reserve Your Personal Oasis at the World’s Most Ultra Luxurious Villas

Experience an ultimate oasis in magnificent destinations around the globe. From seaside escapes to hilltop havens, revel in stunning settings that evoke feelings of home with amenities that cater to every desire.

Breathtaking Locations





St. Barts





The Hamptons

Sienna Charles personally vets every restaurant, spa, hotel and experience before offering them to clients, which partly explains a customer pool that ranges from CEOs and bankers to George W. Bush and his family.

Total Tranquility, Unparalleled Luxury

An ultra luxury villa experience with Sienna Charles delivers the ultimate getaway from the hustle and bustle of life to relax and reconnect with family and friends in remarkable settings around the globe. We personally select luxury villas featuring unparalleled amenities and VIP services that offer our members the white-glove advantages of a first-class hotel in the utmost peace of a private villa.

From expansive views of a sparkling turquoise sea to a haven hidden in the heart of a tropical jungle, each private villa is curated for its organic beauty and exclusive location, as well as its unparalleled level of privacy and serenity. Offering discretion and maintaining anonymity is of utmost importance to Sienna Charles, and we carefully craft every detail of the luxury villa holiday with that in mind. Our strategic and thoughtful approach to privacy allows us to deliver the flawless experience our discerning clients expect and deserve.

Escape the ordinary with a bespoke luxury villa holiday that will meet any desire and exceed every expectation.

Impeccable Escapes, Meticulously Executed

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Unparalleled Experiences Curated by a Luxury Maestro

Sienna Charles has become one of the world’s most highly sought-after luxury travel concierge services for ultra-high-net-worth individuals thanks to the incredible passion and experience of our founder, Jaclyn Sienna India. Jaclyn’s ability to connect our members’ desires with ideal experiences is just one of the many reasons she has earned a reputation as a foremost authority in the luxury travel industry. Following her unparalleled eye for the magnificent, Jaclyn spends over 200 days on the road annually and has traveled to more than 90 countries in her mission to discover the most unique, exclusive and extraordinary experiences in the world. She leaves nothing to chance as she personally vets, selects and curates the finest things the world has to offer.

Armed with her priceless Little Black Book, Jaclyn uses her dedication to quality, inimitable taste and knowledge of the world’s most prestigious properties to deliver exclusive travel and lifestyle experiences for our discerning clientele. Sienna Charles has become the go-to luxury travel concierge for ultra-high-net-worth individuals around the world, and Jaclyn takes that honor seriously. Whether our members desire a stay in a luxury beachfront villa or to be whisked away on a once-in-a-lifetime trip, we deliver unparalleled luxury experiences that will be remembered forever. Live a limitless life of luxury with Sienna Charles.

Your Questions, Answered

While 5-star hotels are an incredible option complete with luxurious rooms, white-glove service and a vast array of amenities, an ultra luxury villa enhances that experience by adding an unrivaled level of privacy and peace. Discerning travelers appreciate the ability to entertain family and friends in unique destinations around the globe, from luxury beachfront villas to secluded tropical settings, all of which include breathtaking views surrounded by wondrous beauty.

Luxury villas not only offer unparalleled levels of privacy, but the amenities included are designed to create a stay that is unmatched in its luxury and comfort. Our luxury travel concierge service secures world-class personal chefs, butlers and personal masseuses to ensure our members have everything needed to enjoy a world-class experience.

Our luxury travel concierge team offers a curated list of private luxury villas around the world. Once members have made a selection, we secure reservations and arrange amenities that serve to elevate the experience, including booking flights and transportation and ensuring the kitchen is fully stocked with snacks and drinks designed to personal tastes. In our quest to deliver an unforgettable luxury villa experience for our members, our luxury travel concierge team can also secure a personal chef, in-house massage and other activities upon request.

Sienna Charles works with our members to select the ideal villa in the perfect location. Once a selection has been made, our team meticulously handles every detail, from booking flights and transportation to fulfilling any special requests. With 24/7 unlimited contact via text or email, our travel concierge service team is available to answer questions, address concerns and provide information to ensure that our discerning clientele enjoys a richly deserved getaway.

Anytime is the perfect time to contact us for private villa reservations, but we recommend that members reach out as soon as travel dates are known. Once an email or text is received with a reservation request, our travel concierge service will compile a curated list of private villas from Jaclyn’s little black book that reflects the member’s personal preferences within 24 hours. After the villa is selected and confirmed via email or text, members can complete direct payment.

We only offer access to luxury accommodations that have been confirmed as available, and final reservations will be immediately verified directly with the villa upon selection. Our team assists members through the reservation process as soon as we receive a booking inquiry.

Payment depends on each individual villa’s policy. Most require that a reservation is paid in full at the time of booking. However, some will allow only the deposit to be paid at that time, with the balance due prior to the arrival date. Our travel concierge service team will provide all the information necessary to secure the reservation.

A reservation can be adjusted by contacting us 24/7. Oftentimes, a reservation may be modified or canceled without incurring additional fees; however, this depends on each individual villa’s policy. Sienna Charles will work directly with the villa to secure the best terms available to proceed with the changes.

Sienna Charles recognizes that plans may unexpectedly change at any moment, and we will work directly with the villa to facilitate a cancellation on our members’ behalf. While many villas allow reservations to be canceled up to 24 hours before the arrival date without incurring fees, some have different policies in place. We will negotiate the best terms possible to complete a cancellation.

We meticulously plan every detail of the ultra luxury villa accommodation to ensure an impeccable experience. But, in the event of an unforeseen situation, our travel concierge team is available 24/7 via email or text. Upon notification of a circumstance requiring attention, our team will work to resolve it expeditiously so our members can continue enjoying an ultimate escape from the ordinary.

A Sienna Charles membership, which begins at $75,000 annually, includes luxury private villa or 5-star hotel reservations, once-in-a-lifetime trip planning, reservations at the most in-demand fine dining and Michelin-star restaurants, access to exclusive events and 24/7 luxury concierge services.

We extend memberships to ultra-high-net-worth individuals who are an ideal match for our luxury concierge service. Interested parties can apply online, and our team will reach out to those who are a perfect fit to schedule a consultation call, which is intended to allow our team to uncover members’ interests, preferences and desires. By getting to know our members on a deeper level, we are able to deliver exclusive hand-tailored luxury experiences that exceed expectations.

Experience an Oasis of Tranquility with Sienna Charles