Anguilla Luxury Vacation Rentals

LVH's collection in Anguilla is composed exclusively of luxury villas, spanning a spectrum of styles that reflects the island's architectural character, from crisp contemporary residences to classic Caribbean estates with covered verandas, tropical gardens and timeless island proportions. Properties accommodate groups ranging from intimate parties in 3-4 bedroom villas to large family gatherings in expansive estates offering 8 bedrooms or more, each with its own distinct personality and setting. Every residence in our portfolio is carefully curated to deliver the highest standard of island living, complete with full-service staffing, world-class amenities and unparalleled access to Anguilla's finest experiences.

LVH offers luxury villa rentals across Anguilla's most coveted locations, from secluded hillside estates overlooking private coves to beachfront residences positioned directly on the island's most celebrated stretches of sand. Our portfolio includes homes in the following areas:

• Blowing Point: A sheltered southern community near the ferry terminal, convenient for arrivals from St. Martin and close to several of the island's finest restaurants.
• Crocus Bay: A scenic north-coast bay known for its calm waters and dramatic cliff backdrop, including residences such as ANI Anguilla.
• Island Harbour: A characterful fishing village on the northeastern tip of the island, valued for its authenticity and proximity to Scilly Cay.
• Limestone Bay: A serene and largely undeveloped stretch on the island's north shore, including residences such as Sandcastle Villa.
• Little Harbour: A calm, south-facing bay with quiet waters ideal for families, including residences such as Villa Le Bleu.
• LockRum Bay: A private and peaceful bay on Anguilla's western coast, favored by guests seeking complete seclusion.
• Long Bay: One of the island's longest and most beautiful beaches, featuring residences such as Villa Nevaeh.
• Long Pond: A quiet inland area offering privacy and a more residential pace of island life.
• Maundays Bay: Home to one of Anguilla's most exclusive beachfronts, consistently ranked among the finest beaches in the Caribbean.
• Meads Bay: A long, calm crescent of white sand on the northwest coast, widely regarded as the island's social and culinary hub, including residences such as The Beach House.
• Rendezvous Bay: A two-mile stretch of pale sand facing St. Martin, offering some of the most dramatic sunset views on the island, including residences such as Villa Catalina.
• Sandy Hill Bay: A sheltered eastern bay known for its tranquility and natural beauty.
• Shoal Bay East: Frequently cited as one of the best beaches in the world, with vivid turquoise water and fine coral sand, including residences such as Villa Alkera.
• South Hill: An elevated area on the island's southern coast with panoramic views across the channel toward St. Martin.
• West End Village: The island's most westerly residential community, home to residences such as Villa Cerulean.

For a deeper look at what each area offers, from seasonal activities to dining and culture, explore our Complete Guide to Anguilla: Luxury Villas, Beaches and Island Experiences.

LVH's luxury villas in Anguilla are equipped with amenities designed to complement the island's environment, with an emphasis on outdoor living and the seamless integration of interior space with the Caribbean setting. Defining features across the portfolio are private swimming pools, while select estates include private gyms and fitness facilities, tennis courts and sports amenities for guests who prefer to stay active during their stay. Beachfront location is among the most sought-after attributes in this collection, with several villas offering direct access to the sand and water. With LVH's customized services and the exclusive access our team provides, these residences represent the pinnacle of Caribbean island living.

Beachfront positioning is one of the defining qualities of the most coveted luxury villas in Anguilla, and a significant portion of LVH's collection is situated directly on or immediately beside the island's celebrated stretches of sand. A number of our residences offer guests the rare experience of stepping from their private terrace directly onto the beach. Anguilla's beaches are among the most pristine and least crowded in the region, which means that beachfront living here carries a quality of privacy and natural immersion that few destinations can match.

Every luxury home in Anguilla through LVH arrives with a dedicated on-site team whose sole focus is the seamless delivery of your stay. A field manager oversees all logistics from arrival through departure, while a full-time steward provides the attentive, personalized service. Daily housekeeping maintains each residence and concierge access ensures that restaurant reservations, activity bookings and any last-minute arrangements are handled with the same care and efficiency. Pre-arrival stocking of your preferred provisions, a welcome ceremony on arrival and unpacking assistance complete the package. Every element is in place before you arrive so that your attention can remain entirely on the pleasure of being here.

Beyond the services included as standard, LVH's experience team coordinates an extensive range of additional arrangements to shape your Anguilla stay into something entirely your own. Private jet and helicopter charters facilitate seamless travel to and from the island, while yacht charters extend the experience beyond the shore. LVH also arranges exotic car rentals and dedicated chauffeurs to explore Anguilla in complete comfort. For wellness, LVH coordinates spa and esthetics services, personalized wellness programs and any additional staffing required to meet your household's needs. The concierge team curates exclusive experiences and bespoke itineraries, manages entertainment arrangements and oversees wardrobe care, ensuring that every element of your Caribbean retreat is handled with discretion and care.

Privacy is intrinsic to Anguilla's character as a destination committed to low-density, low-profile tourism. Each property in the LVH collection is selected with secure settings and the highest standards of guest confidentiality, and standard security measures are integrated into every stay without intruding on the relaxed atmosphere that defines island life at this level.

For guests who require formalized security arrangements, LVH coordinates executive protection services and estate security through a network of trusted specialist partners. Bespoke solutions are developed in consultation with each guest, taking into account party size, property layout and individual requirements. Our team works discreetly alongside specialized security professionals to establish a protection framework that allows you to experience Anguilla's remarkable serenity with complete confidence.

Anguilla is served by two primary air options, with most guests arriving via Clayton J. Lloyd International Airport on the island itself or through the nearby Princess Juliana International Airport in St. Martin.

Clayton J. Lloyd International Airport (AXA), located near The Valley in the center of the island, is the most direct arrival point for guests traveling to Anguilla. The airport handles regional turboprop and charter services, with connections from San Juan (Puerto Rico), St. Thomas and several other Eastern Caribbean hubs. Transfer times to properties across the island typically range from 10 to 25 minutes. For guests traveling on private jets, AXA accommodates a range of private aircraft and offers the most streamlined arrival experience available.

Princess Juliana International Airport (SXM) in St. Martin, approximately a 35-minute journey from Anguilla including the short ferry crossing from Marigot or a water taxi from Simpson Bay, provides significantly broader flight options including nonstop service from major US cities, the UK and Europe on carriers such as American Airlines, United, Delta, Air France and KLM.

LVH coordinates comprehensive transportation services to ensure that every movement during your Anguilla stay is seamless. Chauffeur-driven transfers are arranged as part of our arrival and departure service, providing a seamless transition from journey to island life. For guests who prefer a dedicated driver at their disposal throughout the stay, full-time chauffeur service is available on request.

For ultimate convenience, helicopter transfers from St. Martin to the island can be coordinated, offering spectacular aerial views and the fastest possible arrival from SXM. Every detail is managed by our concierge team to match your preferences precisely.

Nightly rates for luxury villa rentals in Anguilla vary based on property size, location and the time of year. During high season — November through April — rates typically range from $8,000 to $50,000 per night, with pricing driven primarily by the number of bedrooms, the property's beach positioning and the extent of its amenities and staffing.

Christmas week and New Year's are the most sought-after dates on the island calendar, commanding premium rates and requiring early booking to secure the most exceptional properties. The shoulder periods of late November and early April offer excellent value relative to peak-season rates, while still delivering Anguilla's characteristic sunshine, calm seas and the full range of the island's dining and cultural experiences.

Each LVH residence is priced individually based on its own features, location advantages and service inclusions. Our team provides transparent, complete pricing and is well-equipped to present options across the rate spectrum to align with your specific requirements and group profile.

Booking an Anguilla luxury villa through LVH is a personalized process from the first conversation.

You can begin by browsing our curated collection of Anguilla properties directly on our website, where each residence is presented with the detail needed to understand its character, setting and service offering. For a more tailored introduction, our luxury vacation specialists are available to guide you through the portfolio with your specific preferences in mind.

LVH specialists will take time to understand your requirements before presenting the residences most likely to become your ideal Anguilla retreat. From the moment your villa is confirmed through the final day of your stay, our concierge team remains actively engaged, coordinating in-villa services, arranging experiences, managing logistics and responding to any needs that arise.

Many of the most remarkable properties in our Anguilla collection are available exclusively through direct inquiry and are not listed publicly. To access the full range of options and to speak with a specialist, contact our team by phone at 1-646-603-0166, via the website chat or through our contact form.