Known for its quiet luxury and peaceful ambiance, Anguilla, one of the northernmost Leeward Islands, is home to 33 of the most unspoiled beaches in the Caribbean, some great snorkeling, a rich cultural heritage, and warm and welcoming locals. Anguilla villas bring you powder-soft sand, turquoise shallows, and low-rise elegance, paired with the privacy, space, and personalized service that only a luxury villa can offer. Think private pools, seamless indoor-outdoor living, chef-led meals, and the freedom to enjoy the island entirely on your terms.
Anguilla began attracting international visitors in the mid-20th century, drawn by its beaches and relaxed atmosphere. Many of the island’s earliest villas were built during this period. While tourism has continued to develop since then, Anguilla maintains its sense of authenticity, and this distinct character is reflected in its villas.
Rental Escapes offers a curated collection of Anguilla luxury villas, from beachfront estates to private hillside retreats. Each stay is selected for its setting, design, and level of service, with your Villa Specialist guiding you to the right fit and your Concierge handling every detail, from arrival to departure.
Anguilla is known for understated luxury. The island has no cruise ships, few high-rise hotels, and a slower pace that feels worlds away from busier Caribbean destinations.
Staying in an Anguilla villa lets you experience that atmosphere in complete privacy. Many villas sit directly on the sand or on low cliffs overlooking the sea, with open terraces, infinity pools, and breezy indoor-outdoor living designed around the island’s landscape.
For families and groups, villas also offer space that hotels simply cannot match. Multiple bedrooms, outdoor dining areas, private pools, and optional staff allow everyone to relax at their own pace.
Your Concierge can also arrange chef service, boat charters to offshore cays, snorkeling excursions, and beach picnics, turning a beautiful villa stay into a fully personalized island experience.
Guests who stay in Anguilla villas often find that the days take on a slower rhythm.
Many of the most memorable moments on the island begin with a simple conversation with the Concierge team.
For many guests, that conversation leads to the water. Snorkeling around Anguilla’s reefs reveals coral gardens filled with parrotfish, angelfish, blue tangs, and the occasional hawksbill turtle drifting through the shallows. Calm conditions and remarkable visibility make even casual swims feel like a full marine experience.
Back at the villa, food often becomes the highlight of the evening. A private chef might prepare local favorites such as grilled crayfish, conch fritters, johnny cakes, or fresh snapper with rice and peas. Meals unfold slowly on the terrace as the trade winds move through the house.
Your Concierge can also arrange beach picnics, private chef dinners, boat charters, sunset sails, or quiet snorkeling excursions along the coast, turning a villa stay into a series of memorable island experiences.
Despite its small size, Anguilla offers several distinct areas for a villa stay. Some are known for long sandy beaches and lively dining scenes, while others feel more secluded and residential.
Each area offers a slightly different experience, but all share Anguilla’s signature combination of natural beauty, relaxed pace, and refined beachfront living.
Still deciding on the right area? Read our guide to where to stay in Anguilla for a closer look at Meads Bay, Long Bay, Shoal Bay, Rendezvous Bay, and other top villa areas.
You can find Anguilla luxury villas all along the coast of the main island and on some of the smaller islets. The design philosophy here is to leverage the landscape while offering a wealth of modern amenities and comforts.
Unlike a hotel, an Anguilla villa gives you total privacy and space to spread out, making it perfect for families and groups. Many come with dedicated staff and private chef options, and your Concierge handles every detail so you can focus on the beach. It's the difference between a room and your own Caribbean retreat.
Located on the island's western coast, Long Bay offers serene, low-traffic, barefoot luxury. The soft, white-sand shores here are among the most beautiful in Anguilla, making this area ideal for couples, families, and groups wanting quiet beachfront. Long Bay villas are usually beachfront and include a host of amenities designed to maximize your beach enjoyment. They include:
Nevaeh: Heaven spelled backwards, Nevaeh truly lives up to its name. It has a privileged position directly on Long Bay beach, a full staff including a private chef, and all kinds of ornate details that elevate every corner of this 6-bedroom masterpiece.
Santosha: With a traditional West Indies décor, private gym, and full staff, the beachfront Santosha is a perfect choice for larger groups and families. Enjoy a distinct experience, as all 9 bedrooms are decorated with unique antiques and treasures.
Sea Villa: As with so much of Anguillan life, Sea Villa honors the warm, turquoise waters of the coast. Take in the view from the private infinity pool, the plush outdoor living area, or your comfortable, well-appointed bedroom. Then walk down the steps to your secluded stretch of beach. Heavenly.
If you're looking for the island's most vibrant luxury stretch, Meads Bay is the place. Meads Bay villas are beachfront and close to some of Anguilla's best restaurants, entertainment, and nightlife, perfect for those who want to enjoy the beach all day, then be minutes from great dining without sacrificing privacy. They include:
Beach House: Winner of an International Property Award for architectural design, the Beach House is a modernist marvel that stuns with its clean lines, pristine interior and bold exterior. Amenities like a private gym, tennis court, home theatre, and games room elevate the experience further. Easily one of Anguilla's best villas.
Kishti Villas: A sprawling estate set on Meads Bay, Kishti is rentable as two separate villas or as one complex. Each villa features floor-to-ceiling windows, immaculate ocean views, and private infinity pools. This makes Kishti ideal for two families or groups traveling together, including for a destination wedding.
The Cottage: Enjoy an authentic Anguillan experience with The Cottage, a 3-bedroom villa owned by Anguillan residents with deep roots. It's a soulful choice both inside and out, especially as you overlook the soft sand of Meads Bay.
Just a short drive from The Valley, Shoal Bay on Anguilla's northeastern coast offers iconic Anguilla color and a calmer pace, ideal for beach-first travelers. Shoal Bay villas exemplify this with their prized beachfront locations and modern amenities, and your Concierge can arrange snorkel days, private charters, and beach picnics. They include:
Kishti Blackgarden: Carved into the volcanic rock shoreline, Kishti Blackgarden is a contemporary architectural masterwork that stuns with its abundance of details and wealth of amenities. They include a large infinity pool, a grotto with hot tub, a striking angular roof, floor-to-ceiling-windows, a supremely secluded location, and more.
Alkera: A 10,000-square-foot villa that's elegantly appointed and offers beautiful ocean views, Alkera is a great choice for up to 10 guests. It includes a full staff with a private chef, so you can enjoy true relaxation in privacy.
Fiore: Just a two-minute walk from Shoal Bay Beach, Fiore is a gorgeous 4-bedroom villa that offers stunning views and unexpected styling, both inside and out. Take a dip in the large pool, relax in the outdoor lounge area, or take the footpath to the beach.
If you're still deciding where to stay, two nearby areas are also worth a look. Blowing Point offers an easygoing coastal feel with great access for boat days, while Rendezvous Bay feels wonderfully spacious and serene, ideal for travelers craving privacy and calm.
Most travelers to Anguilla, including from the US, Canada, Mexico, the EU, the UK, Australia, and New Zealand, do not need a visa to enter Anguilla but do require a valid passport. A visa is required if traveling from certain countries, including Jamaica, China, Saudi Arabia, Venezuela, and more. Your Concierge can confirm the latest requirements and help coordinate arrival logistics.
The most common way to travel to Anguilla is by taking a ferry from nearby Saint Martin, which takes about 20-25 minutes.
You can also arrange private boat charters from Saint Martin, as well as from St. Barts, BVI, St. Kitts, and more.
Flying into Saint Martin's Princess Juliana Airport is easy, as the airport services flights from around the world. In fact, it is one of the busiest in the Caribbean. Anguilla has its own international airport, Clayton J. Lloyd International Airport, however it is quite small and services limited flights.
Once you arrive, a rental car or private driver is the best way to get around.
Your Rental Escapes Concierge can assist with ferries, boat charters, airport transfers, rental cars, private drivers, and more.
A rental car or private driver is highly recommended. While some villas are within walking distance of restaurants and beaches, having your own transportation gives you the freedom to explore the island's many beach areas, dining spots, and hidden gems at your own pace. Your Concierge can arrange either option based on your preference.
The official currency of Anguilla is the Eastern Caribbean Dollar, though many establishments accept US dollars as well.
Anguilla is one of the safest destinations in the Caribbean, with a low crime rate. That said, you'll want to take the same precautions you would in any other travel destination.
It depends on the kind of experience you want. Meads Bay is the best all-around choice, with beachfront villas and walkable dining. Shoal Bay is known for its powdery sand and more relaxed, beach-first atmosphere. Long Bay offers more privacy and space, ideal for travelers looking for a quieter, more secluded stay. Other areas like Rendezvous Bay and Blowing Point offer a more local, laid-back feel.
Anguilla is better for travelers seeking quiet, low-density luxury, with uncrowded beaches and a relaxed pace. St Martin offers more nightlife, shopping, and a wider range of activities. Many travelers choose Anguilla for its privacy and refined atmosphere, especially for villa stays.
High season in Anguilla is from December to April. This is when you'll see the best weather, including all-day sunshine and low humidity. The island books up fast this time of year, so it's advisable to book in advance.
Shoulder season is from May-June and November-December. The weather's still great at this time of year, though you may see the occasional afternoon shower. Crowds are lower, though, and you can get great deals on Anguilla luxury villas.
Low season is from July-October, which corresponds to hurricane season. Though your chances of encountering a hurricane are very low, this time of year sees an elevated risk of rainfall. Some businesses close at this time of year. Still, this is when you'll find the best deals, and when you can enjoy Anguilla's Summer Festival, a ten-day carnival.
For a deeper seasonal breakdown, read our guide to the best time to visit Anguilla.
Many Anguilla luxury villas offer staffing options, and your Concierge can arrange chef service and villa provisioning for any property. Availability varies by villa, so we'll confirm details when presenting your options.
Absolutely. Anguilla villas are ideal for families, offering the space and privacy that hotels can't match. Many have multiple bedrooms with ensuite bathrooms, kid-friendly pools, and direct beach access. Plus, having a private chef means you can accommodate picky eaters and dietary needs easily. Your Villa Specialist can recommend properties with the best layouts and amenities for your family.
Yes. Many of Anguilla's best villas sit directly on the sand, giving you immediate access to the island's stunning beaches. Areas like Long Bay, Meads Bay, and Shoal Bay are particularly known for their beachfront properties. Let your Villa Specialist know if beachfront is a priority, and they'll show you the best available options.
For high season (December to April), we recommend booking 6-12 months in advance, especially for popular beachfront villas. Shoulder and low season offer more flexibility, though the best properties still book early. If you're planning a last-minute trip, reach out anyway—we can often find exceptional options even on shorter notice.
Anguilla is best known for its relaxing atmosphere, its beautiful, unspoiled beaches, and its abundant coral reefs. This makes it one of the best destinations in the Caribbean for those looking to truly unwind.
Relax by the beach: Anguilla doesn't have cruise ships or casinos. Instead, it has a seriously relaxing atmosphere that is best enjoyed from one of the island's many pristine, unspoiled, white-sand beaches all along its coast.
Go snorkeling: Anguilla's waters are home to vibrant coral reefs and a diverse array of marine life thanks to being protected for so long. Popular snorkeling spots can be found on the main island and around the islets, including Little Bay, Sandy Island, Prickly Pear Cays, and more.
Visit the Heritage Collection: If you want to know more about Anguillan history and culture, then the Heritage Collection museum, located in the capital of The Valley, is a great way to experience it firsthand, including through interactive exhibits such as the Wallblake House, a restored 18th-century plantation.
For more beach inspiration, explore our guide to the best beaches in Anguilla.
Anguilla benefits from a thriving food scene that's rich in both authentic local cuisine and international favorites.
As you might expect, there's a big emphasis on fresh seafood, including local fish like mahi mahi, snapper, and grouper, and shellfish like lobster, conch, and crayfish, all prepared simply so the freshness shines through.
Fusion cuisine is also popular and offered by international chefs, both at fine dining establishments and at simple, unpretentious restaurants on the beach.
Your Concierge can also arrange private chef service and villa pre-stocking on any Anguilla villa stay.
Anguilla has a tropical climate characterized by a dry season in the winter and spring, and a wet season in the summer and fall.
Winter in Anguilla is warm and pleasant, with low humidity and lots of sunshine. Average temperatures range from 24-28°C (75-82°F), and average rainfall ranges from 55-80 mm (2-3 inches).
Spring sees slightly warmer temperatures and a slightly elevated chance of rain. Average temperatures range from 25-29°C (77-84°F), and average rainfall ranges from 40-60 mm (1.5-2.5 inches).
Summer sees the warmest overall temperatures, with an elevated risk of rain. Average temperatures range from 26-30°C (79-86°F), and average rainfall ranges from 60-90 mm (2.5-3.5 inches).
Fall, lastly, sees high temperatures and the highest overall risk of rainfall. Average temperatures range from 25-29°C (77-84°F), and average rainfall ranges from 80-120 mm (3-4.5 inches).
Rental Escapes can turn your Anguilla villa stay into a fully personalized luxury experience.
Our curated collection includes the finest Anguilla luxury villas, with exceptional stays in Long Bay, Meads Bay, Barnes Bay, Shoal Bay, and more.
Your Villa Specialist will recommend the best available options, then your Concierge can plan transfers, pre-stocking, and unforgettable boat days.
Connect with a Villa Specialist to find the right villa and start planning your Anguilla escape.
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