Like a Longtail – Nestled on the side of the cliffs of the beautiful south shore you will find “The Cliff”. This home is special because of its location, but another extraordinary feature about it is the home itself. The glamour and beauty of the modern Bermudian style and the building itself is a work of art, enchanting and a pleasure to visit. Having been restored to perfection in 2016, the property is elegant, timeless and luxurious. The property is south facing, has panoramic sea views and an abundance of natural light. Staying at The Cliff gives you a rare… Read more

Hamilton Parish, sleeps 15 Tucked within 1.5 acres of lush tropical gardens, Leamington Caves Estate is a private sanctuary overlooking Harrington Sound. This 12,000 sq. ft. retreat—with a main house, guest house, pool, fire pit, and yoga deck—offers luxury island living at its finest, perfect for families or groups seeking space, serenity, and style.

Leamington Caves is a hidden gem of unparalleled beauty and tranquility. Steeped in a rich tapestry of history and architectural splendor, the expansive 8,500 square-foot main residence evokes a sense of timeless elegance with its exposed beams, soaring cathedral ceilings, cedar embellishments, and luxurious Brazilian cherry wood flooring throughout. Embracing a central focal point of a verdant garden enclave adorned with enchanting dwarf palm trees, the main floor exudes a harmonious blend of nature and sophistication. Housing a total of 5 bedrooms and 4.5 baths, the main house offers a sanctuary of comfort and luxury. Reverse cycle air-conditioning/heating units keep guests… Read more

5 bedroom, 4.5 bathroom, sleeps 15 One of Bermuda’s loveliest private homes can be made available for your family’s vacation whether celebrating a milestone birthday, anniversary or just an occasion to vacation together to create family memories. Extensive private grounds provide space for outdoor recreation and relaxation along with swimming in the large pool. Enjoy unparalleled island and panoramic water views – which provide spectacular sunsets – in the spacious well furnished rooms, designed with your family’s comfort and enjoyment in mind, and where generations of families have created new memories before you. Each area of the house boasts the… Read more

Perched above one of Bermuda’s most stunning waterfront views, The Escape is a sleek 3-bedroom, 2.5-bath retreat designed for refined travelers with an eye for art, comfort, and style. With gallery-like interiors, panoramic vistas, a pool, and thoughtful extras like airport pickup and EV charging, this home offers a truly elevated island experience. An adjoining 1-bedroom apartment can be booked separately or together for added space and privacy.

You have found the vacation property whose name says it all GEMSTONES, located in Southampton, Bermuda. Gemstones is a luxury villa on its very own private beach. Upon arrival as you approach the property all you can say is ‘WOW!’. This three bedroom accommodation has an open plan design with a large balcony off the dining room where you can enjoy panoramic views of the south shore. With another balcony off the master bedroom, fresh coffee and the sunrise will start your day off just right. In the master bedroom a king sized bed, Jacuzzi, and the walk through closet… Read more

If you’re looking for a true Bermuda experience, bursting with beauty, and made for relaxed island living, you’ve found your spot. Welcome to Homestead at Moresby House, one of the island’s most iconic hilltop residences, just steps from the heart of the Royal Naval Dockyard. Perched privately above it all, this historic 6-bedroom home has been lovingly renovated to give you modern comfort with that effortless island charm. The perfect getaway for the whole crew.

Perched on a half-acre oceanfront estate in Sandys, Tigerlily is a sleek 4-bedroom, 2.5-bath villa with sweeping views of Bermuda’s South Shore. Enjoy direct sea access, a freshwater infinity pool, and stunning vistas from every level. Perfect for families or groups, the home features a king suite with Jacuzzi bath, multiple queen bedrooms, modern amenities, and spacious indoor-outdoor living. Stylish, serene, and made for unforgettable stays.

Tucked away on a lush estate in Hamilton Parish, Banana Cottage is a stylish 3-bedroom, 2-bath hideaway overlooking Harrington Sound. With a private dock, sun deck, and hot tub under the palms, this waterfront retreat blends coastal charm with elevated comfort—perfect for couples or families seeking laid-back luxury just minutes from Bermuda’s top beaches and dining.

Set on the edge of the picturesque Turtle Hill golf course and overlooking the iconic blue horizon of Horseshoe Bay, Southern Views is a tranquil 4-bedroom sanctuary designed for travelers seeking beauty, calm, and connection. Just a 15–20 minute walk to some of Bermuda’s most celebrated beaches, this villa blends effortless comfort with sweeping ocean vistas that set the tone for true island bliss. Ideal for romantic escapes, group getaways, or unforgettable honeymoons, Southern Views offers spacious indoor–outdoor living, serene bedrooms, and access to the very best of Bermuda’s coastline and water adventures.