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Luxury properties in The Valley, Anguilla

Curated Luxury Properties · The Valley · 1 Stay

Luxury Villas in The Valley, Anguilla

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1 property in The Valley

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Editor picks

We chose Little Bay Villas for the combination of a dramatic clifftop setting and a fully inclusive, staffed offering that is rare even in Anguilla. The two-villa layout lets a group of 20 take the whole headland while keeping bedrooms spread across separate buildings, and the position above a private cove gives it a sense of seclusion that beachfront houses rarely match. What sets it apart is how much is included: meals, premium drinks, spa treatments, a tennis pro, watersports, a sunset cruise and a children's programme all come as standard, so the cost is largely known before you arrive. For a milestone celebration, a multi-generational holiday or a group of friends who want everything arranged, it is one of the most complete all-inclusive villas in the Caribbean.

Little Bay VillasOur rating  9.2 / 10

Best time to visit

winter
25C to 29Cdec · jan · feb
peak crowd

December to April is the dry season on Anguilla, with reliable sunshine, low humidity and calm, clear seas, ideal for the pools, the watersports and the island's beaches.

winter

Recommended

dec · jan · feb

The dry season brings warm, sunny days, low humidity and calm, clear seas, the most reliable weather of the year.

25C to 29C

peak crowd

Peak Anguilla season; book well ahead for festive and winter dates.

spring

mar · apr · may

Warm and mostly dry, easing into the first light showers by late May, with fewer visitors than the winter peak.

26C to 30C

moderate crowd

A strong balance of good weather and better value than winter.

summer

jun · jul · aug

Hot and humid with short afternoon showers; the start of the wider hurricane season, though direct storms are uncommon.

27C to 31C

low crowd

Lower rates fall here; keep an eye on forecasts as hurricane season begins in June.

autumn

sep · oct · nov

The most humid stretch and the peak of hurricane season, with the quietest demand and the keenest prices.

27C to 30C

low crowd

Hurricane season peaks in September and October; flexible dates and travel cover are advised.

Local guide

Local guide to The Valley

dining

Meads Bay

A beautiful west-coast beach lined with some of Anguilla's best restaurants and beach bars.