✦ ONLY 6–8 GUESTS PER HOME ✦ ST. ANN, JAMAICA ✦

THE EASE OF WINTER LIVING

Escape the demands of daily life and embrace effortless winter living at June Henry Homes, St. Ann, Jamaica.

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Trusted by Global Seniors & Diaspora Retirees

ABOUT US

Elevated winter living

where luxury meets the comfort of home !

June Henry Homes is designed for active adults who desire extended stays of one month or longer, the ease of elevated hospitality, wellness, lifestyle services and light support during the winter season in a warm climate environment that promotes vitality, rest and connection. Whether you’re seeking a seasonal retreat, a respite from home maintenance, or simply a more effortless way to enjoy the winter months, June Henry Homes provides exceptional hospitality, comfort, and care allowing you to focus on what matters most. Our homes are fully staffed and offers the comfort of home paired with the personalized service of a luxury retreat.
Your stay includes:
• Chef-curated meals served daily including breakfast, lunch, dinner, and thoughtfully prepared snacks.
• A dedicated chef, butler, housekeeper, laundress, and gardener to attend to every detail.
• Personalized concierge services to arrange activities, appointments, transportation, and special requests.
• A secure, private environment where you can relax with complete peace of mind.

Founded with hospitality, heart, and a vision for dignified seasonal living.

June Henry Homes was created from a deep belief that later-life living should feel warm, personal, and life-giving not restrictive or institutional.

With a background in luxury hospitality, sales, event design, and high-touch client care, June Henry brings together the warmth of home, the ease of elevated service, and the spirit of meaningful connection.

Her vision is to create a refined winter living experience where guests are not only cared for, but truly known, engaged, and at peace.

THE EXPERIENCE

Hospitality, wellness, and effortless daily living.

Elevated Home Environment

Beautiful, intimate residential settings designed for comfort, dignity, warmth, and peace.

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Chef-Prepared Meals

Fresh, nourishing meals and snacks inspired by Caribbean warmth and thoughtful hospitality.

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Wellness & Vitality

Gentle movement, serene walks, restorative rhythms, and opportunities for renewal.

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Connection & Community

Meaningful conversation, music, cultural outings, shared meals, and daily engagement.

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Light Personalized Support

Respectful presence, coordination, and everyday ease without the feeling of institutional care.

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Peace of Mind

Families can feel confident knowing their loved one is supported, known, and truly living well.

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Choose Your Winter Experience

The Collection

Beach Front Collection

Wake up to waves rolling up to your feet
• Premium Amenities.
• Expanded wellness experiences – spa.
• Entertainment & excursions.
• Airport VIP arrival/departure.
• Private beach access with ocean views.
• Fine dining featuring authentic Caribbean flavors.
• Personalized concierge services for seamless stay.

Veranda Collection

Experience relaxed island living in lush gardens
The Veranda Collection
• Elegant sea-view home.
• Intimate community.
• Signature hospitality.
• luxury sea-view estate.
• VIP transportation to and from airport and excursions/cultural experiences.

Founder Collection

The Founder Collection
• Golf/Tennis.
• 2 Bedrooms Suite.
• Personal Butler.
• Highest level of personalization.
• Concierge medical partnership.
• Wellness Concierge.
• Exclusive excursions and concierge services.

SIGNATURE MOMENTS

Lifetime

Memories

Chit-Chat by the Bonfire

Warm conversations. Lasting connections.

As the sun sets and the evening cools, guests gather around the bonfire to enjoy warm drinks, meaningful conversations, and unforgettable moments. It’s a place where friendships grow, stories are shared, and every evening ends with comfort, connection, and the simple joy of being together.

Sip & Paint

Where creativity comes to life.

Spend an afternoon painting, connecting, and enjoying the simple pleasures of island living. Surrounded by music, conversation, and beautiful company, every session offers a chance to relax, express yourself, and take home a unique keepsake from your winter in Jamaica.

Catamaran Coastal Escape

Adventure and unforgettable island moments.

At June Henry Homes, guests can experience the beauty of Jamaica from the water with our Catamaran Coastal Escape. Cruise along the stunning coastline, enjoy refreshing ocean breezes and meaningful moments with friends all while embracing the joy, connection, and relaxed rhythm of island living.

WHAT OUR GUESTS SAY

A Conversation That

Feels Like Family

5/5

"Just six to eight of us, one table, and conversation that feels like family. The rhythm is easygoing, social when desired, and never forced. We feel like we are living at home, not attending a program."

5/5

"June Henry Homes offers something truly rare, luxury boutique winter living that feels deeply personal and elegant. The attention to detail, beautiful surroundings, and genuine hospitality made my winter stay unforgettable."

5/5

"I was looking for more than a vacation; I wanted a place where I could relax, connect, and feel cared for. June Henry Homes exceeded every expectation. By the end of my stay, everyone felt like family."

Inquiry Questionnaire

Tell us about your interest.

Complete the form below and our team will follow up to learn more and discuss whether June Henry Homes may be right for you.

Let's Connect

info@junehenryhomes.com