Wesley House: Anguilla's East End Hideaway Above Savannah Bay
A private hilltop villa with five-island views and an infinity pool all to yourself
Why Go
Perched 150 feet above sea level on Anguilla's quiet eastern end, Wesley House isn't a hotel in the conventional sense ΓÇö it's a 4,000-square-foot private retreat where the only crowd is the panorama of five neighboring islands spread across your deck railing. While most visitors cluster around Meads Bay and the west end resorts, this hideaway near White Hill and Island Harbour delivers the Anguilla that regulars come back for: barefoot luxury, total privacy, and sea views in every direction.
The Experience
Expect indoor-outdoor Caribbean living done properly. The villa's tropical architecture opens onto expansive bougainvillea-draped decks, with plush eclectic and British colonial furnishings inside and a private infinity pool with a waterfall just steps from the living room and bedrooms. Three air-conditioned bedrooms and three bathrooms sleep up to six, making it ideal for families or two couples traveling together. Evenings are for the surround-sound home theater or simply watching the lights of St. Martin and Scrub Island flicker across the water from the pool deck overlooking Savannah Bay.
What to Try
Claim the deck at sunrise ΓÇö the east-facing perch above Savannah Bay means Wesley House gets some of the best morning light on the island. Cook at least one dinner in the lavishly equipped gourmet kitchen with fresh catch from Island Harbour's fishermen, then make the short drive down to the harbour village for grilled crayfish at the beachside BBQ shacks. The nearest beach is about five minutes away by car, and the wilder east end sands like Savannah Bay and Junks Hole reward those willing to explore beyond the resort strip.
Insider Tip
Rent a car ΓÇö it's non-negotiable out here, and it's the whole point. The east end location puts you 10ΓÇô15 minutes from a string of Anguilla's least crowded beaches, and having wheels means Island Harbour's legendary local restaurants and the ferry to Scilly Cay are effectively on your doorstep while day-trippers rarely make it this far east.
The Practical Stuff
Wesley House is a full-villa rental rather than a room-by-room hotel, with nightly rates starting around $965 ΓÇö competitive for Anguilla when split across three bedrooms and six guests. It books through villa rental agencies and local property managers, so reserve well ahead for winter high season. Anguilla is reached via ferry or short flight from St. Maarten; the drive to the villa from Blowing Point ferry terminal takes roughly 20ΓÇô25 minutes. Bring groceries from The Valley's supermarkets on your way in, as the east end has limited shopping.
Pair It With
- Island Harbour — The nearby fishing village serves the island's freshest crayfish and grilled fish at unpretentious beachside spots, minutes from the villa.
- Scilly Cay Guide — A tiny islet off Island Harbour famous for its lobster lunches ΓÇö wave from the dock and a boat comes to fetch you.
- Savannah Bay — The wild, often-empty beach the villa overlooks; ideal for long walks and beachcombing away from any crowds.
- ALAK Art Gallery — A local gallery near The Valley worth a stop on supply runs for authentic Anguillian art to remember the trip by.