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 Anguilla Villa, Anguilla Villa Alegria, IDP ALE, Blowing Point, Anguilla Vacation Rentals from WIMCO Villas

Private Anguilla Luxury Villas & Waterfront Houses

Once a remote, sun-drenched outpost in Britain's colonial empire, today Anguilla holds a spot as one of the most talked about Caribbean vacation destinations. Complete with miles of gentle white sand beaches, this long and flat island lures golf lovers with two well-groomed courses.

Gourmands agree, Anguilla restaurants are some of the best in the Caribbean, rivaling St. Barths. With both upscale dining and low-key beach bars humming with live music, Anguilla radiates a casual elegance that appears unaffected by growth and attention.

With the recent addition of non-stop flights from San Juan, Puerto Rico, an increase in private jets, commuter flights and ferry service from nearby St. Martin, Anguilla has become an even easier place to visit.

Anguilla Villas

Anguilla villas are known for their modern architecture, clean white tones, and sprawling infinity pools. Most of them sit directly on the beach, or overlook the tranquil Caribbean waters. Villas are tucked off the main roads, and some feature access to nearby resorts.

Tennis lovers can take advantage of a number villas with private tennis courts on the grounds, and families will enjoy both the spacious accommodations, and the proximity to calm beaches.

Anguilla Hotels

For some, nothing beats hotel life-the ease of room service and on-site restaurants is a treat in and of itself. Take advantage of our team of hotel specialists, who have spent time at each of the intimate hotels we represent, and who actively reflect client feedback into their recommendations.

Our hotel specialists will spend time to understand your group's specific needs and wants, research available rooms, and secure the best available price. In other words, let us do the heavy lifting!

Anguilla offers a variety of small hotels-from deluxe Relais & Chateau, to simple (and lovely) boutique options. Our hotel team can book long weekend getaways or full length vacations, and would be thrilled to help arrange destination weddings and honeymoons.

Anguilla Vacation Ideas

Featured Anguilla Villa Rentals

WIMCO Villas,  Anguilla Vacation rentals RIC PAR, Anguilla, Blowing Point Vacation home rentals, Blowing Point Villas


Spacious and luxurious, gated seaside property, breathtaking views, steps from 2 cove beaches

6 br / 5.5 ba

WIMCO Villas,  Anguilla Vacation rentals IDP LEM, Anguilla, Forest Bay Vacation home rentals, Forest Bay Villas


Secluded villa on a small beach, perfect for kayakers, rooftop patio with spectacular views

3 br / 3 ba

WIMCO Villas,  Anguilla Vacation rentals RIC WHI, Anguilla, Sandy Hill Vacation home rentals, Sandy Hill Villas


Simple and calming, unique design boasts breathtaking views of the ocean and neighboring islands

3 br / 3 ba

WIMCO Villas,  Anguilla Vacation rentals AXA TEQ, Anguilla, Sandy Hill Vacation home rentals, Sandy Hill Villas


Sophisticated and spacious, a short walk from the beach, breathtaking views of the ocean and islands

3 br / 3 ba

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Featured Anguilla Hotels and Resorts

WIMCO Villas and Hotels, Cap Juluca, Anguilla Resorts. Book now with WIMCO

Cap Juluca

Located on Maundays Bay, on the southwest coast, this private resort offers first class accomodation. Private beach, golf range, watersports, spa. Choose from the casual elegance of the rooms or suites, from 1 to 5 bedrooms with private pool.


WIMCO Villas and Hotels, CoveCastles, Anguilla Resorts. Book now with WIMCO


Situated on Shoal Bay West, this villa complex offers the privacy and luxury of a villa with the full service of a first class hotel. Watersports, tennis, bikes, restaurant, full kitchen.


WIMCO Villas and Hotels, CuisinArt Resort & Spa, Anguilla Resorts. Book now with WIMCO

CuisinArt Resort & Spa

On Rendez-Vous Bay, this Spa resort offers luxury beachfront accommodations. Hydroponics garden, watersports, tennis, pool, beach service, over-sized marble bathroom, private patios or terraces.


WIMCO Villas and Hotels, Carimar Beach Club, Anguilla Resorts. Book now with WIMCO

Carimar Beach Club

Directly on Mead's Bay, this hotel offers great value, an incredible beach, tennis, fully equipped apartments with patio or balcony. Perfect for families, couples or honeymooners.


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