Luxury Villas in Anguilla

SEARCH CRITERIA SELECTED:
Type: Villa    Country:Anguilla    Location: Any    Sleeps: Any    No. of Bedrooms: or more    Collection: Any

The tiny island of Anguilla is a beach-lover’s idea of paradise. The 16-mile-long by three-mile-wide island boasts more than 30 beaches along its coastline, every one of them with white sand and turquoise seas – the perfect base for your luxury villa holiday in Anguilla. The island is full of laid-back Caribbean charm and you’ll find the food scene as delicious as it is relaxed.

If you feel you must do more than lie on a stunning beach or the pool of your luxury villa with a crime thriller, the island offers great snorkelling and diving with a beautiful reef.

Ani Villas North Villa
Anguilla, Anguilla

The smaller of the two villas on this stunning exclusive estate, North Villa on the Ani estate is a real gem. The four-bedroom luxury villa on the island of Anguilla is quite simply an exotic paradise. Perched high up on the cliff overlooking...

4 Bedrooms
Sleeps 8
From $35,700 per week

Luxury Villas by the Beach

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Saffir
Anguilla, Anguilla

There’s a true sense of ‘bringing the outdoors in’ at this luxury villa in Anguilla. Living areas open out onto a large terrace where there is a pool and Jacuzzi - the perfect place to relax in the sun whilst the beach is just moments away via your...

4 Bedrooms
Sleeps 8
From $15,400 per week

Luxury Villas by the Beach

Luxury Villas with Sea Views

Villa Summer
Anguilla, Anguilla

You won’t get much more Caribbean than this luxury beachfront villa in Anguilla – you can practically touch the sea from the door of the property, and the house simply oozes laid-back island charm. Modern, airy suites open out onto balconies with...

4 Bedrooms
Sleeps 8
From $16,800 per week

Luxury Villas by the Beach

Luxury Villas with Sea Views

Villa Sari
Anguilla, Anguilla

A luxury Caribbean villa demands a highly exclusive location and Villa Sari ticks that box and then some. The sea views from this luxury villa – particularly its balconies and pool terraces – are simply out of this world. Perched high above the...

5 Bedrooms
Sleeps 10
From $16,800 per week

Luxury Villas by the Beach

Luxury Villas with Sea Views

Ani Villas South Villa
Anguilla, Anguilla

Welcome to paradise! This six-bedroom luxury villa on Anguilla is one of a pair of highly exclusive villas that overlook the Little Bay area of his stunningly beautiful island. With sunny spots just where you want them for soaking up a few rays, as...

5 Bedrooms
Sleeps 10 - 12
From $44,800 per week

Luxury Villas by the Beach

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Kasari West
Anguilla, Anguilla

As luxury Caribbean villas go, this is one of the best, with a simply stunning location and a design that makes the most of its unbelievable ocean views. At this luxury villa in Anguilla it seems you glimpse the ocean every few seconds, and step...

5 Bedrooms
Sleeps 10
From $29,400 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa CeBlue
Anguilla, Anguilla

Island life doesn’t get much better than this. Villa CeBlue is a stunning six-bedroom property on the pretty north-western coast of the island of Anguilla, in an area known as Crocus Hill. The luxury villa in the Caribbean with a private salt...

6 Bedrooms
Sleeps 12 - 14
From $11,165 per week

Luxury Hotel Villas

Luxury Villas by the Beach

Luxury Villas with Sea Views

Villa Kasari East
Anguilla, Anguilla

Perched right on the sands, this luxury beachfront villa on Meads Bay enjoys a stunning location that befits its high standards. This luxury villa in Anguilla has floor-to-ceiling windows from which you can enjoy the fabulous ocean view – the...

6 Bedrooms
Sleeps 12
From $29,400 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Serene
Anguilla, Anguilla

Relax in your own private paradise. This luxury villa in Anguilla is right on the beachfront in a secluded spot on this beautiful and peaceful island, giving you a feeling of being right on the very edge of the world. Cleverly designed, this luxury...

7 Bedrooms
Sleeps 14
From $65,000 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Marlin
Anguilla, Anguilla

With the soothing lull of breaking waves as a backdrop, Villa Marlin, on the eastern Caribbean island of Anguilla, is the ultimate in total escapism. Accommodating up to 16 guests, Villa Marlin is the perfect destination for friends and family to...

8 Bedrooms
Sleeps 16
From $7,000 per week

Luxury Villas by the Beach

Luxury Villas with Sea Views

Villa Ocean
Anguilla, Anguilla

So much more than simply a luxury villa in the Caribbean, this award-winning property in Anguilla is real pinch-yourself stuff. Nestled right on the white sand on the beautiful Meads Bay, with spectacular ocean views, you would be hard-pressed to...

8 Bedrooms
Sleeps 16
From $75,000 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Caelum
Anguilla, Anguilla

A location as special as the naturally beautiful island of Anguilla demands a bolthole that is its equal, and we think we’ve found it in Caelum Villa. Perched right on the beachfront at Barnes Bay, the turquoise sea is ever-present at this luxury...

9 Bedrooms
Sleeps 18 - 22
From $150,000 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Niamh
Anguilla, Anguilla

Luxury beachfront villas don’t come much closer to heaven than Villa Niamh. Set on its own stretch of beach in the upmarket residential area of Long Bay, you can be out with your toes in the white sand within minutes of getting out of bed. The...

9 Bedrooms
Sleeps 10 - 18
From $63,756 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Bianchi
Anguilla, Anguilla

This luxury villa in Anguilla, with private chef, is the perfect place to enjoy a slice of paradise. Your every whim is catered to at Villa Bianchi, which is nestled in a private estate. Spread over the main house and separate annex (Petite Bianchi)...

10 Bedrooms
Sleeps 10 - 20
From $60,200 per week

Luxury Villas by the Beach

Flagship Villas

Luxury Villas with a Chef

Luxury Villas with Sea Views

Villa Ivy
Anguilla, Anguilla

Enjoy all the perks of a world-class hotel in the quiet of your own luxury villa with private chef. Villa Ivy is truly a luxury home from home. Manicured gardens and shady terraces tumble down towards the sea. And of course, you won’t be expected...

10 Bedrooms
Sleeps 10 - 20
From $53,340 per week

Luxury Villas by the Beach

Luxury Villas with a Chef

Luxury Villas with Sea Views

Destination Guide: Anguilla

About Anguilla

At 16 miles long and 3 miles across at its widest point, Anguilla boasts over 33 white sandy beaches, many of which are quite secluded. But not all of Anguilla’s finest points are on dry land and, with temperatures typically ranging between 70°F and 80°F, the sea tends to be gentle and calm, with some occasional surf on the Atlantic side of the island. Its unparalleled reefs, make diving or snorkelling excursions a must, while a day spent deep sea fishing is sure to get the adrenaline pumping. Should you fancy a change in scenery from one of Anguilla’s pristine beaches, you could take in a round of golf or visit one of the island’s many art galleries, museums or historic sites, or book yourself in for a day of total indulgence at one of two world-class spas. There is something for everyone on a luxury villa holiday in Anguilla.

Best places to eat and drink in Anguilla

It’s not just its beaches and luxury villas that are world-class, Anguilla boasts some truly outstanding restaurants that deliver the very best ingredients that the island and the surrounding Caribbean have to offer – both in local delicacies and dishes inspired from further afield. While the food may be the height of sophistication and elegance, Anguilla operates a warm and inviting vibe, so stuffy dress codes are dismissed in favour of a more relaxed attire, perfect for when you’ve thoroughly switched over into holiday mode. And for a true taste of island life, swing by one of the many beach bars or roadside barbecues, which tend to mostly take place at the weekends. Just use your nose to hunt them out as the smoky waft of sizzling ribs and chicken pull you in their direction. Of course you can’t have a luxury villa holiday in the Caribbean without sampling some of the local rum, whether it’s a fruity rum punch or a tropical Pina Colada, a rum cocktail is as mandatory in Anguilla as your suncream or passport!

Best time to visit Anguilla

Boasting near perfect weather all year round, Anguilla is the ideal luxury villa holiday destination no matter what time of year. However, September and October are considered the rainy season, with rain unlikely to last all day, while February and March make up the dry season. Anguilla’s average temperature tends to be 80°F, with warm sunny days and gentle trade wind breezes.

What we love about Anguilla

We love the sophisticated but inviting feel of this little island with endless white sand beaches to choose from.

Luxury Villa Holidays in Anguilla

 

Relaxation is top of the agenda on the laid back Caribbean island of Anguilla. Paradise is a word often bandied about, sometimes unjustly. But we can assure you it’s a fitting description for this luxury villa holiday destination. 

 

This 16-mile-long by three-mile-wide island offers more than 30 incredible beaches with soft white sand and azure waters. With villas located in picturesque settings such as Meads Bay, Little Bay, Long Bay and Crocus Hill, you’re truly spoilt for choice.

 

Whether you prefer a luxury villa on the beach or a private bolt hole perched high on the cliff tops you won’t be far from those stunning sea views. 

 

Snorkeling and diving at the island’s beautiful reef is recommended. But if you prefer to stay close to home, you can. Outdoor swimming pools and Jacuzzis come as standard at luxury villas in Anguilla. Grab a lounger and a good book and ask your butler for another cocktail, freshly mixed to your specifications. 

 

There’s always space for larger groups to spread out at luxury villas in Anguilla. Light and airy bedrooms with en-suite bathrooms ensure relaxation however you choose to spend your Caribbean days. 

 

Whether you envisage an intimate wedding breakfast or a relaxed waterfront barbecue, where swimwear is derigueur and drinks are free flowing, the team of staff, including private chefs, will sort it. 

 

For the ultimate in relaxation, book a massage in the sunshine as the waves gently lap the shoreline.

 

You’re sure to find a little slice of heaven here in Anguilla. There’s just one problem. It’s unlikely you’ll ever want to leave. 

 

 

Luxury Villas on the Beach in Anguilla

 

Villa Kasari East & West

 

It’s all about alfresco living at these luxury holiday villas by the beach in Anguilla.

 

As luxury Caribbean villas go, Villas Kasari East & West on Meads Bay are pretty unbeatable. sitting alongside each other, these neighbouring luxury catered villas can sleep up to 22 people in 11 bedrooms in total.

 

The outdoor spaces offer stunning ocean views at almost every turn. The swimming pools at each villa are surrounded by inviting sun loungers. Find your spot, order a cocktail (or three) and let your butler do the rest. 

 

The team of diligent staff at these luxury Caribbean villas are always on hand to ensure that you need never lift a finger. But when you’re not sunning yourself poolside or relaxing in the outdoor Jacuzzis at these luxury villas by the beach, you can head for the golden sands of Meads Bay, which are just a few paces away.  

 

There are some wonderful restaurants and bars on the island just a short drive away. But if you prefer to hang out chez vous, the outdoor dining spaces at these luxury villas were made for entertaining. 


Gather your party for an atmospheric alfresco meal, courtesy of your chef, as you watch the sun set on another perfect Caribbean day.

 

 

Villa Ocean, Anguilla

 

This award-winning villa on the beach in the Caribbean is described as ‘paradise in paradise’ and we’d have to agree. Located right on Meads Bay, with spectacular ocean views, it doesn’t get more fabulous than this. 

 

If you’re feeling energetic, round up the gang for a game of beach volleyball or football. Or grab the paddle boards, kayaks and snorkeling gear and dive into those clear turquoise waters. 

 

In calmer moments, relax on one of the loungers surrounding the infinity pool and chill out with those ocean views. 

 

With the top notch service and facilities more akin to a five-star hotel and the relaxed vibe of a Caribbean hideaway, Villa Ocean ticks every box.

 

Minimalists will rejoice in the sleek white palette, lifted with zesty patterns and funky furniture. The double-height living and entertaining space was designed for cocktail parties. Just ask butler to get the drinks on ice.

 

High spec features add a five star feel. There’s a private cinema room, huge games room and gym along with a well-appointed office if you can’t break away completely from work. Don’t worry because you’ll still have time left to chill out in your own private bar too.

 

 

Luxury Villas in Anguilla with a Chef

 

Villa Serene, Anguilla

 

Ocean views from almost every room and the wraparound terrace at this luxury villa in Anguilla create an elegant colonial feel. Villa Serene really does live up to its name - and then some. Located in a secluded spot right on the beachfront, you can enjoy solitude and peace during your luxury Caribbean holiday. 

 

The only sound will be the gentle lapping of the waves onto the beach in front of your luxury villa.

 

With two guest houses offering an additional three bedroom suites, this luxury villa with a swimming pool is ideal for larger parties. Whether you’ve rounded up the gang for a special occasion or have gathered all the family together, you’ll certainly have plenty of space to spread out at Villa Serene. 

 

The layout lends itself to social gatherings. Along with a swimming pool, there are two heated Jacuzzis, a private gym and floodlit tennis courts. 

 

Your own private chef will be on hand to provide delicious gourmet meals. Alfresco dining is very much standard here. Nothing could be nicer than breakfast on the terraces looking out to sea, or dinner in the magical grotto on the beach.

 

The entire team of staff will be at your beck and call, from butler and housekeeper to the 24 hour security staff. All you have to do is order another drink and relax.

 


Villa Ivy, Anguilla

 

With two swimming pools in which to luxuriate, you’ll be spoilt for choice during your luxury villa holiday in the Caribbean. But Villa Ivy in Anguilla also delivers the goods for ocean lovers.  Staying at this luxury villa by the beach, you’re a mere heartbeat from the turquoise waters of the Caribbean Sea.

 

Meals can be enjoyed with an ocean view too – just ask the dedicated team of staff to arrange one of Villa Ivy’s renowned waterfront barbecues or beach parties.  

 

Back at your luxury villa, the main pool is flanked by palm trees, giving it a real tropical feel. Constructed with natural stone and mosaic and can be heated on request. The second pool on the terrace offers mesmerizing ocean views. It’s just the spot for a cocktail as you relax in the water. 

 

In more energetic moments, you can head to this luxury villa’s private gym or tennis court. 

 

For calmer moments, you can retreat inside Villa Ivy’s cavernous, bright white interior, accented by stone and designer furniture. The spacious entertainment and living areas are just the spot when you fancy relaxing on the inviting sofas with friends or just a good book and a long tall glass of something fizzy.

 

There’s certainly space for large groups to spread out at this luxury villa with private chef.  A separate building offers two bedroom suites with an additional kitchen and lounge. 

 

It goes without saying that you needn’t lift a finger at this luxury villa on the beach because the diligent staff will be on hand to do everything for you and your own private chef will conjure up gourmet meals.

 

 

Luxury Villas in Anguilla with Sea Views

 

Ani Villas North & South

 

These two luxury villas on a beautiful estate on Anguilla have paradise pretty much covered. A clifftop location overlooking beautiful Little Bay? Tick. Diligent staff on hand to sort everything from a beach barbeque to organising water sports equipment? Tick. Light and airy indoor communal rooms with sea views as standard? Tick. Super comfy beds in each spacious bedroom with en-suite bathroom?

Outdoor pools and hot tubs overlooking the sea? Tick.

 

Oh and did we mention the wonderful butler service for which the villa is renowned? When your glass is in need of refreshment your butler will bring miraculous cocktails for you at your sun lounger. There are even golf buggies to whisk you from your luxury villa to the nearby beach.

 

North Villa is the smaller of these two luxury villas in Anguilla, offering four bedrooms. The larger South Villa has six bedrooms. But both villas have unsurpassed sea views. 


You might fancy a day of turtle spotting or snorkeling during your luxury villa holiday. Or you may prefer to chill out poolside with a cocktail and a good book.

 

Naturally, the choice is yours.

 

 

Villa Sari, Anguilla

 

You can’t help but feel yourself unwind at this luxury villa with sea views. Everywhere you turn, you’re faced with views of the azur waters of stunning Long Bay. 

 

Whether you’re relaxing on one of Villa Sari’s well placed balconies or pool terraces, you’ll hear the sound of waves gently lapping on the sea front. 

 

So just order another cocktail and feel your cares ebb away. Perched high above the glorious beach, this luxury villa affords all the privacy you might require. At the same time, it also offers private access to the gorgeous white sands and beach pavilion, where you can spend the whole day if you wish. 

 

Golf fans will also be happy as you’re only a few minutes from the Greg Norman golf course. But you’d be forgiven for never setting foot out of your own private paradise. 

 

There’s so much to do - from snorkeling and sailing to diving and tennis. Then of course there’s the stunning private pool with terrace. White walls and airy rooms filled with Caribbean light, along with all mod cons including a gym, DVD player, TV, and iPod should keep everyone entertained.

 

The dedicated staff will see to your every demand and you can enjoy al fresco meals, courtesy of your chef, as you gaze out at those unforgettable views.

 

Luxury Waterfront Villas in the Anguilla

 

Villa Caelum

 

What’s even more impressive than a luxury waterfront villa with private chef? Why, a luxury waterfront villa with three chefs, of course. Villa Caelum’s team of expert gourmets will ensure that every meal, during your luxury stay in Anguilla, is just as memorable as the last. 

 

Whether you envisage formal sit down meals or alfresco barbecues, they’ll make your dream a reality. 


Located on the beachfront at Barnes Bay, the turquoise sea is a welcome constant. Wherever you find yourself – whether you’re relaxing in one of the luxury bedroom suites – or chilling out by the pool – you’ll see the ocean. 

 

The diligent staff will see to your every need, from whisking away and sorting your luggage on arrival to bringing fresh drinks whenever you give the nod. For the ultimate in R&R, ask them to arrange a massage in the sunshine on the terrace, accompanied by the gentle sound of the waves lapping the shoreline. 

Heaven.

 

In livelier moments, you might fancy paddle-boarding, golf, tennis, kayaking or beach volleyball. Then again, you might prefer to float in the outdoor pool or enjoy a dip in the Jacuzzi. There’s even a private cinema room at your disposal.

Choices, choices... 

 

 

Villa Niamh

 

With its own stretch of beach in the upmarket residential area of Long Bay, you’re at the heart of the action at his luxury waterfront villa in Anguilla.  Airy rooms filled with Caribbean light are the order of the day at Villa Niamh. 

 

There are eight en-suite bedrooms at this luxury villa with chef so you and your party will have plenty of space to spread out. 

 

Private landscaped gardens and a gorgeous Japanese-style courtyard, with sea views, make this luxury villa with swimming pool a totally unique offering. There’s a sense of Balinese peace and tranquility thanks to the carved wood furniture, and cool linens adorning the light and airy rooms.

 

There’s something to entertain everyone here, no matter your age or interest. Film buffs, big and small, will find their natural home in the nine-seat private cinema. 

 

Sports fans will love the tennis and basketball courts, gym and golf simulator. You might also try your hand at paddle-boarding and kayaking. 

 

Or you may prefer to just hang out in this luxury villa’s infinity pool and outdoor Jacuzzi – the perfect spot for sundowners at the end of another perfect Caribbean day. 

 

 

Luxury Villas in Caribbean with Swimming Pool

 

Villa Summer, Anguilla

 

Alfresco living is king at this luxury villa with private swimming pool in Anguilla. The beautiful white sandy beach and pavilion are just a few flights of steps away. 

 

The appropriately named Villa Summer affords you private access to the beach and there’s kayaks on hand to play with on the water. 

 

But if you’d prefer to sunbathe chez vous, that’s understandable. The private swimming pool and Jacuzzi are mere steps from the villa. They’re yours for the taking. Just choose a sun lounger and order an ice cold cocktail. The butler will see to your every request in a heartbeat. 

 

They can also organize a visit to the renowned Greg Norman golf course which is just minutes away from Villa Summer. And if you have your heart set on a table at that beachfront restaurant you spotted, they’ll sort that out for you too.

 

If you prefer to dine in the privacy of your own luxury villa, they can also organise for a skilled private chef to conjure up a magical meal for you. 

 

For those rare moments when you might fancy a break from the Caribbean sunshine, you can enjoy the mod cons offered by this luxury villa in Anguilla. There’s a gym, DVD library, flat screen TV, and iPod docks to keep everyone happy. So there you have it – everything’s organised and all you have to do is simply relax. 

 

 

Villa Bianchi

 

With a private beach and two private swimming pools, you’re spoilt for choice at this luxury villa with private chef in Anguilla. The beaches are protected by the reef, so that the waters are tranquil and safe for swimming. 

 

Gather your gang for a barbecue at Villa Bianchi’s very own beach gazebo, organised by the team of top notch staff. And would you like a cocktail with your freshly caught, barbecued seafood? Well, of course you would!

 

Life is pretty wonderful at this luxury villa on the beach in Anguilla. If you don’t fancy the beach every day, that’s fine because you can hang out by one of the pools. Or you could try out the floodlit tennis court and its pavilion. There’s also a gym so your fitness regime doesn’t have to slip during your luxury villa holiday in the Caribbean. 

 

Coastal shades of white and blue give a light and airy nautical feel.  There’s certainly plenty of space for you and your party to spread out as Villa Bianchi is ideal for larger groups. Spread over the main house and separate annex (Petite Bianchi) there are 10 bedrooms sleeping up to 20 people. 

 

And there’s plenty to keep everyone entertained including a luxury cinema room with Amazon TV and Netflix.

 

 

Luxury Hotel Villas in Anguilla

 

Villa CeBlue

 

Located in an area called Crocus Hill on the north-western coast of the island of Anguilla is Villa CeBlue. Offering sea views from almost every angle, this six-bedroomed luxury hotel villa the ideal island bolt hole. 

 

But whilst it feels like a secluded retreat, it’s actually part of the exclusive CeBlue resort. This fabulous complex offers three restaurants and two bars. There’s also a spa, gym and games room. If you’re feeling lively, activities such as paddle boarding, scuba diving, yacht trips, golf and more can all be arranged.

 

In quieter moments, you can hang out chez vous at your luxury hotel villa. Take a dip in the private salt water pool with sea views – the ideal spot for whiling away the hours in the Caribbean sunshine. 

 

The kitchen offers all the holiday essentials such as a wine fridge and espresso machine. There’s a state-of-the-art media room with Bose surround sound and a flat screen TV and DVD player. It’s the ideal den for the kids – big and little!

 

Many of the bedrooms open onto a terrace, allowing you wake up and drift off to sleep listening to the sound of the waves. Well, that’s Caribbean island life for you.