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Anguilla Villa Rentals

With its perennially pristine beaches, sublime food, underwater wonders, and rugged hiking trails, Anguilla is one of the more off-the-beaten-track islands in the Caribbean, but one that is well worth the time it takes to get there. Considered one of the region’s best-kept secrets, it has started to attract the attention of travelers far and wide, which means the time to get a luxury villa in Anguilla is now when you can experience this West Indies paradise for yourself.

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Anguilla For Kids

Horseback riding

Anguilla’s Seaside Stables offers multiple options for kids. Children up to age 5 can ride in front of an adult on horseback for an hour beach ride, and kids age 2+ can also enjoy a half-hour pony ride if they want something a bit more independent.

SeaBob

Discover Anguilla’s underwater world à la 007, with a SeaBob, an underwater contraption that enables users to ‘swim like a dolphin’. Explore the island’s many amazing snorkeling sites, as you steer and dive using your bodyweight.

Anguilla Aqua Park

A great destination for kids wanting action, it features a main inflatable obstacle course that is set some 45m from the shoreline. There’s a min. height of 48”/ and anyone under 9 has to be accompanied by an adult.

Boat tours & charters

A trip on the water may be the perfect way to enjoy a family outing as you explore the island by water. Several companies offer tours and private charters, with a typical day spent visiting off-island cays and different beaches on the island.

Featured Themes in Anguilla

Weddings & Romance

Luxury villas have long been a feature of the romantic traveler looking to celebrate a special event with friends and family. The privacy not afforded in hotels or resorts sets romantic villa experiences apart. Weddings, vow renewals, anniversaries and our villa experiences are a match made in heaven.

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Active & Adventurous

Kite-boarding in Antigua, cycling in the Alps, wakeboarding in Mexico, or a more sedate paddle down the Dordogne, our villas are perfectly located and our hosts can make it happen. Novice or expert – let's do this!

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Listings in Anguilla

Latest Additions

Caribbean / AnguillaVilla Odyssey

Per Night From US $1,800
Max Group Size

8

Bedrooms

4

Bathrooms

4

This four bedroom villa sitting on Anguilla’s South Shore commands eye catching views of the cove beach and the mountains of St. Marten.

Beachfront Bliss

Caribbean / AnguillaSandcastle Beach House

Per Night From US $1,450
Max Group Size

6

Bedrooms

3

Bathrooms

3

Located directly on the beach, Sandcastle Beach House is the perfect spot for active families that don’t want to miss one minute of vacation time indoors! With kayaks, paddle boards, bikes, and a “toes in the sand” location, this is true beach living.

Caribbean / AnguillaHarmony

Max Group Size

16

Bedrooms

8

Bathrooms

8

Only the finest materials accent almost every inch of this 14,000 square foot haven including exquisite marble floors and balustrades, exotic hardwood ceilings and immaculate granite countertops. The sunken living room exudes the richness of elegant island living, while the kitchen offers contemporary comforts such as GE Monogram appliances. Outdoor dining affords dazzling views of Cove Beach, Maundays Bay beach and the coastline of St. Martin.

Latest Additions

Caribbean / AnguillaShiloh Estate

Max Group Size

8

Bedrooms

4

Bathrooms

4

Located on the southern Caribbean coast of Anguilla in the desirable West End, Shiloh Estate radiates secluded luxury within the private gated community of the Resorts & Residences by CuisinArt.

Beachfront Bliss

Caribbean / AnguillaLimin da Coconut

Per Night From US $2,928
Max Group Size

10

Bedrooms

5

Bathrooms

5

Open-aired courtyard and gathering spaces lead to five sublimely private bedrooms. Stunning views with beachfront access complete this property.

Beachfront Bliss

Caribbean / AnguillaCerulean

Per Night From US $14,289
Max Group Size

18

Bedrooms

9

Bathrooms

8

A gorgeous villa full of amenities with an special attention to detail that makes Cerulean a truly special experience.

Caribbean / AnguillaChampagne Shores

Per Night From US $1,699
Max Group Size

10

Bedrooms

5

Bathrooms

5

Steps away from a secluded beach, Champagne Shores offers expansive views of the ocean and a chance to relax in the cool natural breezes of Anguilla.

Beachfront Bliss

Caribbean / AnguillaKandara

Per Night From US $5,599
Max Group Size

12

Bedrooms

6

Bathrooms

7

Six gorgeous suites round out this incredible villa on prestigious Rendevous Bay in the West End of Anguilla.

Caribbean / AnguillaZemi Beachfront 3

Per Night From US $2,399
Max Group Size

8

Bedrooms

3

Bathrooms

3

Zemi Beachfront is 3 bedroom oasis with privacy and superb amenities throughout.

Caribbean / AnguillaZemi Beachfront 2

Per Night From US $2,349
Max Group Size

4

Bedrooms

2

Bathrooms

2

This two bedroom suite offers luxurious privacy while meeting the highest demands of even the most discerning of guests.

Caribbean / AnguillaZemi Penthouse 3

Per Night From US $2,399
Max Group Size

8

Bedrooms

3

Bathrooms

3

Stunning views are the order of the day in this 3 bedroom penthouse suite overlooking the ocean.

Caribbean / AnguillaPelican Bay Villa

Per Night From US $999
Max Group Size

8

Bedrooms

4

Bathrooms

4

Waterside villa with 3 King suites and a bonus King suite in the poolside guest house.

Beachfront Bliss

Caribbean / AnguillaBird of Paradise

Per Night From US $1,849
Max Group Size

8

Bedrooms

4

Bathrooms

4

Luxurious elegance and stunning beauty await at the award winning Bird of Paradise villa tucked away on Sandy Hill Bay Beach.

Caribbean / AnguillaBeaches Edge

Per Night From US $1,399
Max Group Size

10

Bedrooms

5

Bathrooms

5

Beaches Edge are two sleek and gorgeous villas that can be rented as one exclusive retreat or both to accommodate larger groups.

Caribbean / AnguillaKishti Blackgarden

Per Night From US $3,499
Max Group Size

10

Bedrooms

5

Bathrooms

5

Signature sloping roofs blend seamlessly with the surroundings creating a harmonious environment of peace and tranquility unlike anywhere else on the island.

Beachfront Bliss

Caribbean / AnguillaSandcastle Villa

Per Night From US $1,899
Max Group Size

12

Bedrooms

5

Bathrooms

4.5

Take in the gorgeous views of the Atlantic Ocean on the islands north side while the kids indulge themselves in their own private playroom

Caribbean / AnguillaKishti West

Per Night From US $4,999
Max Group Size

10

Bedrooms

5

Bathrooms

5

Relax by the infinity pool and be pampered by the staff or take part in an endless myriad of activities.

Caribbean / AnguillaLe Bleu

Per Night From US $8,599
Max Group Size

20

Bedrooms

10

Bathrooms

10

With 2.5 private acres of tropical gardens and beach, Le Bleu is simply one of the most unique and glamorous homes in Anguilla.

Caribbean / AnguillaIndigo

Per Night From US $7,619
Max Group Size

20

Bedrooms

10

Bathrooms

10

Indigo is a gorgeous and luxurious villa divided into three main buildings making it the most versatile yet private property on the island.

Beachfront Bliss

Caribbean / AnguillaLong Bay Villa Santosha

Per Night From US $6,999
Max Group Size

18

Bedrooms

9

Bathrooms

9

From the private pool to the beach access, Santosha has everything you’ll need for that large group.

Caribbean / AnguillaLong Bay Villa Sky

Per Night From US $2,899
Max Group Size

10

Bedrooms

5

Bathrooms

5

Perched above the beach Villa Sky opens up to the limitless blue of the heavens while looking down on the vast expanse of the beach and the sea.

Caribbean / AnguillaLong Bay Villa Sea

Per Night From US $3,299
Max Group Size

10

Bedrooms

5

Bathrooms

5

Views from the terrace blend seamlessly with the pool to the ocean and beyond to an endless horizon of blues and greens.

Caribbean / AnguillaLong Bay Villa Sand

Per Night From US $3,099
Max Group Size

10

Bedrooms

5

Bathrooms

5

Terraces open to the infinity pool and then sweep down towards the ocean giving this haven a feeling of airy light and serenity.

Caribbean / AnguillaKishti East

Per Night From US $4,999
Max Group Size

12

Bedrooms

6

Bathrooms

7.5

This home is a dream for the food lovers. Located just a short walk down the beautiful beach are some of the islands best restaurants .

Beachfront Bliss

Caribbean / AnguillaThe Beach House

Per Night From US $10,719
Max Group Size

16

Bedrooms

8

Bathrooms

10

This masterpiece of design is set along the pristine white sand of Meads Bay on the islands west end. The landscaped gardens are dotted with more than a dozen outdoor deck and lounge areas that are perfect for enjoying unrivalled sunsets and ocean views.

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