High season
Dec – Apr
Dry, warm and sunny: the weather most people picture, with strong demand throughout.
Anguilla · Private Villa Concierge
A quieter way to arrive.
Private villas for rent across Anguilla’s best bays, from Meads Bay and Shoal Bay to Long Bay and the quiet east end. Book direct, with villa matching and concierge support from enquiry to arrival.
International Recognition
Luxury Lifestyle Awards is an international body that evaluates luxury goods and services worldwide. In 2021 it named our parent company, Retreats Luxury Oceanfront Rentals, winner of Best Luxury Villa Rental and Accommodation Services in Mexico.
We have grown a long way beyond Mexico since — Anguilla among the destinations we now host in — and the standard that earned that recognition came with us: direct booking with no platform fees, villas we have seen ourselves, and a concierge team that knows every property personally.
Read the citationThe Collection
Meads Bay Anguilla, Anguilla
11 Bed · 22 Guests · 11.5 Bath
West End Anguilla, Anguilla
8 Bed · 16 Guests · 8.5 Bath
Shoal Bay West Anguilla, Anguilla
5 Bed · 11 Guests · 7 Bath
Long Bay Anguilla, Anguilla
9 Bed · 20 Guests · 13 Bath
Rendezvous Bay Anguilla, Anguilla
6 Bed · 12 Guests · 6.5 Bath
Shoal Bay East Anguilla, Anguilla
4 Bed · 8 Guests · 5 Bath
Little Harbour Anguilla, Anguilla
10 Bed · 20 Guests · 11.5 Bath
Lockrum Anguilla, Anguilla
6 Bed · 12 Guests · 6.5 Bath
Sandy Hill Bay Anguilla, Anguilla
7 Bed · 14 Guests · 8 Bath
Meads Bay Anguilla, Anguilla
3 Bed · 6 Guests · 3.5 Bath
Limestone Bay Anguilla, Anguilla
9 Bed · 20 Guests · 12 Bath
Cul De Sac Anguilla, Anguilla
2 Bed · 4 Guests · 2 Bath
Concierge Preview
Many Anguilla villas can include or arrange a private chef, housekeeping, transfers, boat days and wellness. What each villa offers varies, so we confirm it before you book.
Availability varies by villa and season.

A private chef may be available for a dinner or the whole stay, depending on the villa.
Ask about services
Housekeeping and staff vary by villa and length of stay.
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Ferry and airport transfers can be arranged on request where available.
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Boat days to the offshore cays may be arranged, weather permitting.
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In-villa massage and wellness may be arranged at select villas.
Ask about servicesDirect Booking
Skip the platform fees, the automated responses, and the third-party delays. Book direct with Anguilla Beach Luxury Villas and work with a concierge team that knows every property personally.
No Platform Markups
Book direct and skip the fees third-party sites add on top of the villa rate.
Local Villa Matching
Our team knows every property personally and shortlists the right fit for your group.
Direct Availability Guidance
Clear windows and pricing guidance up front — no waiting on a booking platform.
Concierge-Led Matching
Share your dates, group size, and travel style. Our concierge team shortlists the best-fit villas across Anguilla faster than manual browsing.
Browse by Area
Start with the island's signature bays, then refine by the areas guests book most for beach access, privacy, and group-friendly layouts.
7 Villas
6 Villas
Key Areas
Anguilla is a small island, around sixteen miles end to end, and what separates one villa rental from another comes down to three things: which bay it sits on, how many bedrooms it has, and how much of the service is already included.
Choosing a bay. The west end holds the best-known beaches. Meads Bay and Rendezvous Bay have calm water and the island’s best-known restaurants close by. Shoal Bay West and the West End are quieter and more residential, and Long Bay is wide and peaceful. To the east, Shoal Bay East is the island’s most famous public beach, while Lockrum, Cul de Sac, Little Harbour and Sandy Hill Bay trade nightlife for privacy. Where to stay in Anguilla compares them side by side.
Choosing a size. Villas for rent here run from two and three-bedroom homes for couples and small families to estates of nine, ten and eleven bedrooms for weddings, reunions and multi-generational trips. Several can be combined with a neighbouring villa when a group outgrows one house.
What is included. Inclusions drive the real price. Some villas arrive fully staffed, with a house manager, daily housekeeping and breakfast; others include housekeeping only and arrange a chef on request. Each villa page lists what is included and what costs extra.
Rates. Where an owner sets a fixed rate, the villa page shows it as a “from” price per night. Many owners price by season and group size, so those villas show rates on request and we quote within the day. What an Anguilla villa costs explains how seasons, minimum stays and tax shape the total.
Booking direct. You deal with one team from first enquiry to departure: we match you to a shortlist, confirm availability with the owners, and arrange arrival, chef, transfers and activities once you are booked.
Browse by Group Size
11 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →17 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →3 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →4 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →3 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →3 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →3 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →9 villas at this size across Anguilla, each with its beach setting on the villa page.
Browse →Good to Know
Anguilla keeps a classic Caribbean calendar: warm all year, with the busiest and quietest months far apart in demand.
Dec – Apr
Dry, warm and sunny: the weather most people picture, with strong demand throughout.
Christmas, New Year, Easter
The most requested dates, with the longest minimum stays. Larger villas over New Year book far ahead.
Late Apr – Jun and Nov
Often the best value on the island. The weather is still good and rates soften noticeably.
Jul – Oct
The quietest island and the lowest rates of the year. Some properties and restaurants close for part of it.
Plan Your Trip
Browse all Anguilla villa guides →
Before you go
The Destination FileOur travel magazine — the practical side of an Anguilla trip, written for the days you are not at the villa.