Why Anguilla Is the Best Caribbean Island to Own Real Estate

When it comes to owning property in the Caribbean, the options are vast—but for discerning buyers seeking a smart investment paired with a world-class lifestyle, one island consistently stands out: Anguilla. 

Whether you're looking for a beachfront villa, a luxury vacation home, or investment-ready land, Anguilla offers a rare mix of advantages that few destinations can match.

Here’s why Anguilla is the best Caribbean Island to own real estate.

• Voted the #1 Island in the Caribbean, Bermuda & the Bahamas by @travelandleisure readers in the 2025 World’s Best Awards (for the 5th year)!
• Consistently ranked among top island destinations by Conde Nast 
• Beaches voted among top 10 worldwide by USA Today readers every year
• Caribbean’s Leading Culinary Destination at World Travel Awards 2024 
• Daily direct non-stop flights to Anguilla on @AmericanAirlines from Miami (MIA)
• Direct non-stop flights to Anguilla launching December 2025 from Boston (BOS) and Baltimore (BWI) with the debut of @flybermudair
• 25-minute ferry ride or 8-minute local flight to international gateway St. Martin/St. Maarten
• Many restaurants, resorts and excursions ranked "Best of the Best" on Tripadvisor based on consistently exceptional guest reviews

1. Favourable Tax Structure

Anguilla is a British Overseas Territory with one of the most favorable tax structures in the Caribbean, like the Cayman Islands:

• No income tax
• No capital gains tax
• No inheritance or estate tax
• Minimal property tax

This makes owning and holding property here especially attractive for international investors, retirees, and entrepreneurs looking to preserve wealth.

2. Unmatched Beauty and Lifestyle

Anguilla is home to some of the world’s most beautiful and celebrated beaches, including:

• Meads Bay
• Shoal Bay East
• Rendezvous Bay

Anguilla's crystal-clear waters, fine dining, wellness retreats, and low-density development make it a haven for peace, privacy, and high-end living.

Unlike more commercialized Caribbean islands, Anguilla maintains its charm with strict building codes and thoughtful planning.

3. High Demand, Limited Supply

With only 35 square miles of land and no high-rise developments, real estate in Anguilla is limited by design.

This scarcity has created a resilient market with strong long-term value, especially in sought-after areas like:

• West End (Meads Bay, Barnes Bay)
• Island Harbour
• Little Harbour
• Shoal Bay East

Premium properties here often generate excellent rental income from the luxury vacation market.

4. Ease of Ownership for Foreigners

Foreigners can buy property in Anguilla with minimal restrictions. The process is transparent and secure:

• Apply for an Alien Landholding License (ALHL)
• Hold title in your name or through a company or trust
• Enjoy full freehold ownership (akin to Fee Simple)

With a trusted Trophy Properties agent, the process is straightforward and highly secure.

5. Political and Economic Stability

As a British Overseas Territory, Anguilla enjoys:

• A stable legal system based on English common law
• Protection and oversight from the UK government
• Strong ties with international financial markets

This level of governance offers peace of mind not always found elsewhere in the Caribbean.

6. Connectivity and Modern Amenities

Anguilla may feel like a secluded paradise, but it’s incredibly accessible:

• Regular flights from the US, UK, and Canada via Sint Maarten (SXM)
• Private jet access via Clayton J. Lloyd International Airport (AXA)
• AXA terminal building 75% complete and expected to have grand opening November 2025
• GOA finalizing land negotiations for runway expansion with aim to start first quarter 2026
• Launch of BermudAir’s new direct non-stop ‘AnguillAir’ service from Boston (BOS) and Baltimore (BWI) to AXA starting winter 2025
• Increased weekly flights from Philadelphia to SXM, including daily service December 18, 2025 through January 5, 2026 during holiday/winter peak
• New American Airlines direct flight from Chicago O’Hare (ORD) to SXM on Saturdays starting November 8, 2025
• Continued strengthening of connectivity through Antigua, St. Kitts, St. Thomas, St. Maarten, St. Barth’s in collaboration with AnguilAir Services, Trans Anguilla, Cape Air, and Tradewind.
• Modern utilities, fiber-optic internet, and healthcare services

7. Residency by Investment Opportunities

Anguilla offers a straightforward Residency by Investment (RBI) Program:

• Invest $750,000+ in real estate to qualify for permanent residency
• Residency extends to your immediate family
• Pathway to British Overseas Territories Citizenship (BOTC)

This program is perfect for those seeking a second home with the option to live part- or full-time on the island.

Final Thoughts

Anguilla delivers everything the modern investor or homeowner could want: security, lifestyle, beauty, and financial efficiency.

Whether you’re looking to relax under the palms or build long-term wealth, there’s simply no better place in the Caribbean to call home.

Get Started...

Looking to invest in Anguilla real estate? Contact us today for expert guidance, exclusive listings, and personalized service from agents who live and work on the island.

Disclaimer: This blog post is intended for informational purposes only and does not constitute legal, financial, or investment advice. Always consult with a licensed real estate attorney and financial advisor before making property decisions.