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Flindt Building, 1st Street, Holetown St. James

Chestertons Barbados specialises in luxury property sales, long and short-term rentals and property management in Barbados, affectionately referred to as Little Britain. Everything from a bespoke Caribbean getaway, buying your dream vacation home, and management services to protect your investment; the team at Chestertons is the leading luxury estate agents in Barbados.

Office Location

Flindt Building, 1st Street, Holetown, St. James. Barbados W.I.


+(1) 246 432 4663

Bajan, or Barbadian cuisine, has English, Asian, African, Creole, and Irish influences. It uses a lot of sauces, marinades and spices.


Our Team

Daryl Kelly
Managing Director, Barbados

Daryl Kelly, Managing Director, has 16 years' experience in the luxury real estate and financial services sectors and a wealth of knowledge in the luxury real estate market, providing clients with unrivalled service and representation. Daryl is also responsible for marketing, branding and advertising for Chestertons Barbados.

Out & About in Barbados

Area Guide

Our sales and rental office is located in Holetown, the heart of the Platinum Coast. Barbados is close to British hearts founded by the friendliness of its people, mature infrastructure and some of the world’s finest dining, private villas, golfing, water sports and beaches; Caribbean lifestyle in Barbados is priceless.

The West Coast of Barbados spans from the most southern corner of the island, through Holetown to the most northern charming town of historic Speightstown. Properties along the west coast of the island are some of the most sought after in the Caribbean. The area has hosted royalty, presidents and prime ministers from the world over.

Options can include beachfront private villas and condominiums, colonial townhouse mews, exclusive gated golf and polo communities and modern hotel condominium developments. Designs vary from traditional elegance with contemporary accents to state-of-the-art modern smart homes and eco-friendly options with wrap around terraces of breath-taking views overlooking the Caribbean Sea.

The main Barbadian festival is the Crop Over, a traditional harvest festival that takes place over the summer to celebrate the local culture, music and food. There are many other popular festivals to choose from, such as the International Horticultural Flower Show, Reggae Music Festival, Holetown Festival, as well as The Barbados Food and Rum Festivals and the weekly local Oistins Fish Fry on the south coast.

Pamper yourself at world class spas and lounge at beach clubs such as Nikki Beach, with mega yachts nearby. Be adventurous on an island safari, cave excursions, submarine and catamaran tour. Choose from swimming with sea turtles, snorkelling, horseback riding on the beach, or simply take a stroll or sit back and relax in paradise. A wide variety of sporting activities are also available, including cricket matches, regattas, golf tournaments, polo season, or horse racing with the highly anticipated Sandy Lane Gold Cup. On the west coast of Barbados, you will find luxury shopping at its best in Holetown, with international brands in jewellery and fashion with local arts and crafts exhibits and house shops.

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