Anguilla Villas & Luxury Vacation Rentals

Luxury Villa Rentals for 2+ people

DISPLAYING PROPERTIES 49 to 64 of 64

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DISPLAYING PROPERTIES 49 to 64 of 64

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Sky Villa
Long Bay, Anguilla
10
5
5
from $4,500 per night
approx $900 per bedroom
Sand Villa
Long Bay, Anguilla
12
5
5 + 1
from $4,700 per night
approx $940 per bedroom
Sheriva Mystique
West End Village, Anguilla
10
5
7 + 1
from $4,800 per night
approx $960 per bedroom
Kandara
West End Village, Anguilla
16
8
8
from $4,920 per night
approx $615 per bedroom
Sheriva Harmony
West End Village, Anguilla
16
8
8
from $5,000 per night
approx $625 per bedroom
Sea Villa
Long Bay, Anguilla
10
5
5 + 1
from $5,200 per night
approx $1,040 per bedroom
Kishti West
Meads Bay, Anguilla
10
5
5
from $6,027 per night
approx $1,205 per bedroom
Santosha
Long Bay, Anguilla
21
8
9 + 3
from $6,500 per night
approx $813 per bedroom
Kishti East
Meads Bay, Anguilla
12
6
6
from $6,888 per night
approx $1,148 per bedroom
Nevaeh
Long Bay, Anguilla
18
9
8
from $7,850 per night
approx $872 per bedroom
Indigo
Little Harbour, Anguilla
20
10
10
from $9,077 per night
approx $908 per bedroom
Le Bleu Villa
Little Harbour, Anguilla
22
11
11
from $12,448 per night
approx $1,132 per bedroom
Kishti Villas
Meads Bay, Anguilla
22
11
11
from $12,915 per night
approx $1,174 per bedroom
Beach House
Meads Bay, Anguilla
16
8
8 + 2
from $15,560 per night
approx $1,945 per bedroom
ANI Anguilla
Little Bay, Anguilla
20
10
10
from $16,000 per night
approx $1,600 per bedroom
Cerulean Villa
Barnes Bay, Anguilla
18
9
8 + 2
from $21,968 per night
approx $2,441 per bedroom

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Your Guide to Anguilla Luxury Villas

Celebrated for its fun and peaceful ambiance, Anguilla, the northernmost Leeward island, is home to 33 of the most unspoiled beaches in the Caribbean, some great snorkelling, a rich cultural heritage, and warm and welcoming locals. Often located on one of those 33 beaches, Anguilla luxury villas let you experience the best of this beautiful part of the Caribbean in style, comfort, and privacy.

Anguilla luxury villas first started popping up in the mid-20th century, when the island first started 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. First, determine your approximate travel dates and party size. From there, your Rental Escapes villa specialist will be happy to present you with the best available villa options. Afterward, your concierge customizes your trip, including 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.

Top locations for Anguilla villas include the West End, home to famous beach areas like Meads Bay and Barnes Bay; Shoal Bay, which offers a serene atmosphere and one of the best beaches in the Caribbean; Sandy Ground, where some of Anguilla’s best restaurants and entertainment can be found; and more.

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; Island Harbour, a picturesque fishing village to the northeast; and Long Bay, which offers a sense of supreme relaxation while still being close enough to the West End Village.

Long Bay Anguilla Villas

Located on the island’s western coast, Long Bay's soft, white-sand shores are among the most beautiful in Anguilla. Villas here are usually beachfront and include a host of amenities designed to maximize your beach enjoyment. They include:

Neveah: Heaven spelled backwards, Neveah 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. Truly one of the top places to stay in Anguilla.

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 a more vibrant atmosphere along Anguilla’s West End, then Meads Bay is a great choice. Meads Bay villas tend to be beachfront, while still being close enough to some of Anguilla’s best restaurants, entertainment, and nightlife. 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 a perfect choice 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 a great balance of tranquillity and convenience. Shoal Bay villas exemplify this with their prized beachfront locations and modern amenities. 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.

Anguilla Luxury Villas FAQ

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.

How to 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.

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.

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: Aruba’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 selfish 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 Rental Escapes reservations expert can find the best villa for your group, and your concierge personalizes your trip to create the ultimate Anguilla villa experience.

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