Anguilla Villas & Luxury Vacation Rentals

Luxury Villa Rentals for 2+ people

DISPLAYING PROPERTIES 1 to 24 of 59

FILTERS

DISPLAYING PROPERTIES 1 to 24 of 59

FILTERS

WE'RE HERE TO HELP! CONTACT US.

Your Guide to Anguilla Luxury Villas

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 snorkelling, 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 luxury villas started popping up in the mid-20th century, when the island began attracting international attention for its stunning landscapes and beautiful weather. While tourism has continued to develop since then, Anguilla maintains its sense of authenticity, and this distinct character is reflected in its villas.

Renting an Anguilla luxury villa is easy with Rental Escapes. Share your dates and wish-list with your Rental Escapes Villa Specialist, and they'll find you the best Anguilla villas available. From there, your Concierge customizes the details—transportation, chef service, boat charters, excursions, and more.

Luxury Villas in Anguilla

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—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.

Top locations for Anguilla villas include beach areas like Long Bay, Meads Bay, and Shoal Bay Village—each offering its own character. You'll also find beautiful villas throughout the West End, home to famous beaches like Barnes Bay; Sandy Ground, where some of Anguilla's best restaurants and entertainment can be found; and other sought-after coastal areas across the island.

There are also plenty of great locations that are a little more off the beaten path. They include Little Harbor, a serene enclave by Sandy Ground on the southeastern coast, and Island Harbour, a picturesque fishing village to the northeast.

Long Bay Anguilla Villas

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.

Meads Bay Villas

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 travelling 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.

Shoal Bay Villas

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.

Anguilla Luxury Villas FAQ

Do Anguilla villas come with staff or a private chef?

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.

Are Anguilla villas good for families?

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.

Can I rent a villa directly on the beach in Anguilla?

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.

How far in advance should I book an Anguilla villa?

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.

What are the entry requirements for Anguilla?

Most travellers 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 travelling from certain countries, including Jamaica, China, Saudi Arabia, Venezuela, and more. Your Concierge can confirm the latest requirements and help coordinate arrival logistics.

How do I travel to Anguilla?

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.

Do I need a car in Anguilla?

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.

What is Anguilla well known for?

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.

Is Anguilla safe?

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.

What currency is used in Anguilla?

The official currency of Anguilla is the Eastern Caribbean Dollar, though many establishments accept US dollars as well.

When's the best time to visit Anguilla?

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.

What are the best things to do in Anguilla?

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 snorkelling 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.

How's the food in Anguilla?

Anguilla benefits from a thriving food scene that's rich in both authentic local cuisine and international favourites.
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.

How's the weather in Anguilla?

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).

Book a Villa in Anguilla with Rental Escapes

If you're hoping to visit this beautiful part of the Caribbean, Rental Escapes can elevate your Anguilla villa rental into a true luxury experience.

Our portfolio includes the finest Anguilla luxury villas, including villas in Long Bay, Meads Bay, Barnes Bay, Shoal Bay, and more.

Your Villa Specialist will curate the best available options, then your Concierge can plan transfers, pre-stocking, and unforgettable boat days.

Enjoy a Personalized Luxury Villa Experience — Contact us today to reserve your next dream vacation!

Compare destinations

Promotions by Destination