Luxury Anguilla house rentals

Meads Bay, Anguilla

12 people ∙ 6 bedrooms ∙ 6 bathrooms

In the heart of Anguilla’s Meads Bay lies Villa Kishti East, a breathtaking villa designed by esteemed architectural firm Cecconi Simone. Offering a serene sense of seclusion, whilst remaining just a stroll away from the area’s top restaurants and beach cafes, this exceptional villa is the pinnacle of perfection in both location and design. The three-storey residence accommodates 12 guests across six bedrooms, each elegantly furnished with a king bed and well-appointed ensuite bathrooms. Enjoy the unparalleled views of Meads Bay, one of Anguilla’s finest beaches, from your private terrace, before retreating to the soaker tub built for two, framed with large windows overlooking the turquoise waters. The main floor is home to a lofty living space, furnished with plush couches and a wood dining table. Culinary enthusiasts will delight in the two gourmet kitchens both equipped with state of the art cookware and appliances, making cooking large family meals easy. Wall-to-wall sliding glass doors reach out onto the sun-kissed terrace, providing panoramic views of the garden’s tropical plants and the white sand beach beyond. Kishti is the Urdu word describing a mystical sense of being at one with the sea, a theme seen throughout the idyllic outdoor space in the blue and neutral colour palette. Guests can enjoy an abundance of secluded outdoor areas, including a zen garden, perfect for morning meditation, and sumptuous daybeds with drawn curtains, just made for mid-day naps. Take a dip into the pool or relax in the attached jacuzzi while enjoying the picturesque ocean views. Afterwards, dry off on the warm wooden deck laden with soft lounge chairs and a shaded dining table, perfect for al fresco meals. There’s no shortage of activities to keep everyone entertained at Villa Kishti East. Cosy up on the media room wraparound sectional and watch a movie on the big screen or host a games night; the villa has a large selection of board games. Meanwhile, those craving outdoor activities can grab a paddleboard or kayak and explore the crystal clear waters teeming with sea life. The exceptional private staff are at the disposal of guests, ensuring a memorable experience. With a full-time manager and chef on hand to meet your requests, you can sit back and relax in pure island bliss.

Rendezvous Bay, Anguilla

12 people ∙ 3 bedrooms ∙ 8 bathrooms

Experience the beauty of Anguilla at the contemporary Round Rock Estate, located in the scenic Rendezvous Bay area with its excellent choice of beaches and amenities. This incredible waterfront villa is the ultimate retreat for those who want to enjoy the island in style. Sleeping up to 12 guests, Round Rock Estate is often visited by families and those celebrating special occasions. At its forefront, a large heated swimming pool overlooks the glittering sea. Seating areas within the pool allow you to bathe in its warm waters while enjoying a refreshing cocktail. A tropical oasis, Round Rock Estate maximises space both inside and out. Indoors, you’ll find multiple living areas for everyone to chill out and relax in; but if you’d prefer to keep on the move then the on-site gym is sure to please. With plush designer furnishings and a state-of-the-art kitchen, you’ll fall in love with the modern design of this gorgeous villa from the moment you step inside. After morning coffee looking out to the azure waters of the Caribbean Sea, soak any stresses away in the private jacuzzi. Gather everyone together for a barbecue to sample some local delights; there are so many fantastic features here to help you relax and unwind. With the village of Blowing Point less than a ten-minute drive away, it’s well worth exploring. Here, you’ll find a choice of restaurants and bars, as well as the opportunity to try out some coastal excursions. From dolphin discovery tours to guided scuba diving days, there’s something for everyone to enjoy here.

Little Harbour, Anguilla

12 people ∙ 4 bedrooms ∙ 6 bathrooms

Villa Triton truly is an exceptional home; from the mesmerising ocean views to its opulent and well-thought design, this is an absolutely unforgettable island retreat. Sitting in a slightly elevated position on Little Harbour, overlooking the glittering Caribbean Sea and the mountains of St. Martin in the far distance. The charming Little Harbour Bay is a popular destination for both locals and expats, all thanks to its spectacular scenery. At Villa Triton, you’ll have direct access to a secluded cove via a private pathway at the back of the home. With gentle waters protected by an outer reef, it’s a delightful spot to while away the day. Day beds and umbrellas are already at the cove; so you can relax while the children splash about in the cove’s calm waters. In separate wings on the first floor are two master bedrooms, complete with private ensuites and refreshing outdoor showers. The ground floor mini master room offers stunning ocean views, as well as a private ensuite. This room connects to the garden view bedroom, with vibrant views onto the verdant flora surrounding the villa. With an ensuite bathroom, this room is particularly suited for children to stay in. You’ll also find two more spacious, ocean-view bedrooms on the ground floor. The layout of Villa Triton leaves very little barriers between the interior and exterior of the villa. The sumptuous day beds and beach chairs surrounding the huge infinity pool are excellent for sinking into with a good novel and cool drink in hand.

Little Harbour, Anguilla

10 people ∙ 3 bedrooms ∙ 4 bathrooms

On an elevated position overlooking the Caribbean Sea and mountains of St. Martin, Villa Anani is a spacious West Indian style villa accommodating up to 10 guests. Located on the south coast of Anguilla in the popular cove of Little Harbour, you are just steps away from pristine sands and gentle rolling shores. One of the most splendid features in Villa Anani is its private walkway down to the secluded cove below. Protected by an outer reef, the waters here are calm enough to bathe and splash around in. With beach beds and umbrellas already waiting on its sands, adults can enjoy some time in the sun while children splash around in the sea! The spacious indoor and outdoor living spaces blend seamlessly together, creating a sun-kissed environment with so much space to unwind in. The two master bedrooms are set on opposite wings of the house, providing privacy with unparalleled coastal views. You will also find a ground-floor ocean view bedroom, which connects directly onto the garden bedroom; this set-up is excellent for those with small children. The size of Villa Anani means that you’ll find lots of lovely spaces for a bit of ‘me time’, but also plenty of room for entertaining - whether you’re travelling with family or friends. During the day, enjoy a swim in your private infinity pool overlooking the coast. Or, nestle up on one of the sunbeds and quietly bask in the afternoon heat. Later, the outdoor living area becomes a gorgeous spot for lively al fresco dinners with everyone together.

Little Harbour, Anguilla

8 people ∙ 3 bedrooms ∙ 4 bathrooms

Situated on the stunning South Shore of Anguilla, Kamique - Odyssey exudes style and class. Surrounded by lush rolling landscape overlooking the glittering Caribbean Sea, this delightful villa offers a true slice of paradise for each and every one of its visitors. A short private pathway leads to a secluded cove, where you can bathe on its powdery white sands, or enjoy a swim in its gentle shores. Protected by an outer reef, the waters are excellent for a spot of snorkelling with the family. Here, you’ll also find day beds and umbrellas ready for your arrival. The West Indian style of Odyssey creates a warm and contemporary atmosphere, yet with plenty of traditional tropical charm. Its modern, open-plan kitchen and living area invites everyone to relax together in comfort. Outside, a spacious outdoor living space awaits, complete with its own private pool and barbecue. Why not grill up some fresh lobster for everyone after a cooling swim in the pool? From here, you can enjoy some of the best ocean views around. Each of the four bedrooms contains a private ensuite, complete with refreshing outdoor showers. There’s something so wonderful about stepping outside in the warm air to enjoy your morning soak! After a busy day exploring the natural beauty of Anguilla, retreat to the media room to snuggle up with a good film. Or, you could simply sit out under the stars on your private patio with a well-earned cocktail...

Meads Bay, Anguilla

10 people ∙ 5 bedrooms ∙ 5 bathrooms

Located beachside overlooking one of Anguilla’s finest bays, Villa Kishti West is an exclusive villa that offers the very best of indoor/outdoor living. The chic and contemporary home boasts spacious accommodation and direct access to the pristine golden sands of the beach, as well as luxurious facilities on-site. The three-story villa is perfectly located for family fun on the beautiful mile-long stretch of beach, as well as being just a short walk from upscale local restaurants and quaint cafes. Located in the Southwest of Anguilla - between the gentle waves of Meads Bay and the serene Meads Bay Pond - Kishti is a great spot for a peaceful break without feeling isolated. The vast villa provides a barbecue and large al fresco table so guests can choose whether they want to dine inside or outside. There are also a wealth of comfortable nooks and cosy sofas - both indoors and outdoors - so you can lounge in the sun, shade or air-conditioning. Catch up on your favourite TV show, gather together for a movie night using the home cinema system or, if you need to check in at work, use the home office to make calls. Floor to ceiling windows and glass balconies mean guests can enjoy uninterrupted views of the dazzling seascape from every angle at this elegant home. There are five double bedrooms with king-sized beds and ensuite bathrooms as well as a larger master suite. There’s a guest kitchen as well as a second chef’s kitchen, where private cooks can prepare a banquet of delicacies while you relax in the swirling hot tub. Lounge uninterrupted on the rooftop terrace, fringed with plants for added privacy, or sit back and enjoy a book poolside on the sun-drenched patio. Spend your afternoon relaxing on one of the plush cabanas or sun loungers lining the manicured lawn and sipping a sweet cocktail, while the children play in the sparkling infinity pool. Come evening, watch as the beautiful sunset skies - awash with colours as day makes way for night - reflect in the tranquil pool.

Meads Bay, Anguilla

22 people ∙ 11 bedrooms ∙ 11 bathrooms

Resting on the pristine white sands of the beautiful mile-long Meads Bay, Kishti Villas are truly the pinnacle of beachfront living. Boasting incredible views of the surrounding seascape and the ever-changing colours of the horizon, this is an idyllic haven perfectly crafted for a relaxing group getaway. The two adjacent villas – Kishti East and Kishti West – can be rented separately or together. Furnished mostly in sandy neutrals with occasional blue accents, Kishti Villas’ interiors evoke the natural tranquility of the shore. Whichever villa you’re in, you’ll find all the space and amenities you’ll need for an island escape like no other. Swim lengths of the shimmering heated infinity pool, or step out into the warm tides; tuck into a delicious home-cooked meal artfully prepared by your private chef, or take the gentle stroll to nearby restaurants and beach cafés for a sample of sumptuous local cuisine. Kayaks, paddle boards and snorkeling equipment are at hand for adventurous seafarers, while others may simply take in the breathtaking panoramic views from the rooftop garden or curl up on a plush canopied daybed with a good book. For peaceful evenings in, gather together in the home cinema for an immersive film or retreat to the hot tub for an indulgent late-night soak. When rented together, the two Kishti Villas boast 11 gorgeous king-sized bedrooms in total – accommodating up to 22 guests – making this island palace ideal for larger parties celebrating a special occasion or reunion. Every little detail is seen to by the dedicated villa staff, from gardening to housekeeping to maintenance, and, with optional amenities including pampering spa treatments and professional tennis lessons, the very best of Anguilla is right at your fingertips when you stay at Kishti Villas.

Limestone Bay, Anguilla

12 people ∙ 3 bedrooms ∙ 7 bathrooms

A favourite among stars and VIPs, Sandcastle Villa is an exceptional Caribbean retreat. With direct access to the white, powdery sands of Limestone Bay, family days by the seaside are just a few steps away from your door. Boasting six bedrooms, Sandcastle Villa is ideal for all sorts of groups. Complete with opulent furnishings and deluxe Tempurpedic mattresses, drifting into a deep and fulfilling sleep becomes an easy task each night. The two primary bedrooms benefit from their own private balconies, where you can soak up panoramic views of the far-reaching aquamarine sea. With a dedicated children’s lounge equipped with an AppleTV and Xbox, Sandcastle Villa offers an unrivalled stay for families with young children. Relax by the outdoor swimming pool while the children splash about, or explore the vibrant grounds of the tropical garden. Those wanting to keep up with their workout regime will enjoy use of the on-site gym every morning, while children will relish the outdoor playground. Swings, slides, and a mini rock climbing wall offer plenty to keep them entertained! Upon request, a protective fence can be placed around the pool for added safety and peace of mind. There’s so much attention to detail at Sandcastle Villa - every feature has been carefully considered, and all needs are thoroughly catered to. A concierge service will greet you from the moment you step off from your plane or ferry. From keeping the villa absolutely spotless, to washing your laundry and providing fresh towels - every aspect is taken care of. Your concierge will be on hand to book all of your activities, including diving excursions, restaurants, fishing, and private catering services. You’ll even have the private use of a sleek Chevy Tahoe to get you around the island in comfort. The exclusivity and excellence of Sandcastle Villa truly is above and beyond, meeting and exceeding the highest expectations.

Limestone Bay, Anguilla

8 people ∙ 4 bedrooms ∙ 5 bathrooms

One of Anguilla’s finest stays, Sandcastle Beach House is an easy ten-minute drive from the airport. Located on the sands of Limestone Bay beach the residence provides a unique experience for watersports enthusiasts, with a private stretch of lovely tree-lined beachfront and access to everything from kayaks to paddleboards. The home comfortably accommodates eight guests with four king-size bedrooms and ensuite bathrooms, furnished with modern casual touches. The newly renovated fourth bedroom has a separate entrance and living space with gorgeous views of the ocean. An open concept living room with vaulted ceilings and terrazzo floors invites you to unwind and sink into plush sectionals meticulously laid out. There is no shortage of indoor activities, with a shuffleboard table, cards table, and an Xbox gaming console perfect for keeping the kids entertained. Gather the family together and watch a movie on the stunning 65” television complete with Sonos surround sound. Sink your toes in the soft sands of Anguilla and relax in a hammock under the foliage of tropical trees while the gentle waves of Limestone Bay lull you to sleep. An infinity pool and hot tub adjacent to the terrace invite you to relax and recharge. After a long day of fun in the sun, guests can refuel in the kitchen, which features all the latest culinary equipment, pleasing even to the most passionate chefs and cooks. A marble top eat-in island provides a cosy breakfast spot and in the evening enjoy a sunset dinner at the long dining table with picturesque views of the beach or else take in the island breeze in the outdoor dining area. Sandcastle Villa is located next to The Beach House, and these properties can be booked together housing a total of 16 guests.

Little Harbour, Anguilla

12 people ∙ 3 bedrooms ∙ 6 bathrooms

Situated just outside Blowing Point, Limin Da Coconut is an eye-catching villa perched on the rocks overlooking the sheltered bay of Little Harbour. This beautiful home is in a prime location, sitting on a secluded stretch of coast, meaning you can roll out of bed and, in just a few steps, feel the warm sand between your toes or paddle in the crystal clear waters. Revel in the breathtaking views as the azure sea meets the turquoise skies, not a cloud in sight. The stylish and chic villa has large windows and huge doors, which fold back to create seamless indoor/outdoor living, allowing the gentle Caribbean breeze to blow in. The home is arranged over three floors and, cocooned in the centre, is a peaceful palm tree-lined courtyard. The ground floor houses two ensuite bedrooms, one with a private terrace, as well as a large living room and a dining room area which flows smoothly into a contemporary kitchen, complete with breakfast bar and pantry. A lounge with huge bi-fold doors sits at the centre looking out over the sparkling pool below. There’s also a self-contained annexe with a kitchenette, living room, ensuite bedroom and private access; perfect for accompanying staff or a nanny. The first floor is home to three beautiful suites - each with grand ensuite bathrooms and sun-drenched balconies - and the top floor hosts an observation deck for marvelling in those spectacular views. Modern materials, like concrete and glass, meet earthy finishings of stone, marble and wood in this contemporary home which celebrates its natural environment. The beautiful colours of the island are reflected in the design of the villa, with bright, white walls creating light and airy rooms and deep blue furnishings paying tribute to the ever-changing hues of the ocean. Step out of the house and onto the warm poolside patio to enjoy the sun’s rays on your skin. A fabric sail offers relief from the sunshine and plush loungers line the staggered terraces wrapping around the building, upon which you can make the most of the sun all day, while taking in all of the breathtaking vistas. Spend your morning lazing around on the deck and splashing in the sparkling pool before an afternoon on your own private beach, just steps away, where you can listen to the waves gently splashing against the sand or snorkel amongst the colourful fish that call this beautiful shoreline home. If you’re looking for adventure away from home, Rendezvous Bay beach is less than a 10-minute drive, although trust us when we say you’ll find it hard to tear yourself away from this gorgeous villa.

Blowing Point, Anguilla

10 people ∙ 5 bedrooms ∙ 5 bathrooms

A delightful waterfront home close to the village of Blowing Point on the southern coast, Pelican Bay Villa boasts far-reaching views of the glittering Caribbean coast and the neighbouring island of St. Martin. With its soft blue and white accents, the interior of Pelican Bay Villa reflects the azure waters and crisp white sands that surround you on the beautiful island of Anguilla. The open plan living and dining area creates a bright, open space where you can relax in comfort while letting the gentle, warm breeze drift in from the terrace. Each of the five bedrooms features glorious views of the ocean or surrounding lush tropic greenery with their floor-to-ceiling windows; inviting you to relax as you sink into your sumptuous bed. Just a short walk from Blowing Point’s soft sandy beach, you can pack a quick beach bag and be beside its glimmering waters in absolutely no time at all. Or, you can simply relax by your private pool on the terrace, complete with ultra-comfortable recliners just made for a quiet afternoon nap under the Caribbean sun. The lanai on the terrace offers a shaded place to enjoy al fresco brunches and dinners together. A five-minute drive will take you into the charming village of Blowing Point, where you can pick up some fresh, locally-sourced ingredients. If you don’t feel like cooking, then you’ll find a good selection of bars and restaurants here too.

Sandy Hill Bay, Anguilla

14 people ∙ 3 bedrooms ∙ 7 bathrooms

Perched high on the hillside of Sandy Hill Bay, this elegant private estate has stunning sweeping views over the sparkling Caribbean Sea to St Barts and the mountains of St Martin beyond. A stay here is all about the chance to relax in a very special setting – the estate has its own sea-view infinity pool and it’s just a five-minute stroll down a private path to the soft white sands of a deserted beach. There’s a huge sense of space at Zenaida Estate. It’s set in three acres of lush gardens, where a 17th century Dutch fort once stood, and the seven ensuite bedrooms are housed in two villas and a garden cottage, so there’s plenty of privacy. Décor is modern Anguillan; think dark wood, light tiles and smart shutters. Bedrooms are designed to frame the gorgeous views, with picture windows and sliding doors to let in the warm breeze. There’s also a light and airy entertainment pavilion with a plush kitchen and wraparound dining terrace, which is the ultimate spot for a special family gathering. Start the days right with a morning yoga session in the beach gazebo or a game of tennis on the Har-Tru court, then spend the rest of the day drinking in the views from the infinity pool, unwinding with a poolside massage and sipping zesty cocktails in the hot tub as the sun sets over the sea. Zenaida Estate is the perfect setting from which to enjoy the slower pace of island life.

Shoal Bay East, Anguilla

8 people ∙ 3 bedrooms ∙ 3 bathrooms

With its wide terrace overlooking the idyllic white sands of Shoal Bay and the glittering azure ocean beyond, Waves Villa is an aptly-named spot indeed. Just five minutes from one of Anguilla’s finest beaches and complete with a private outdoor pool and sun-kissed deck, this villa promises a relaxing escape for you and your loved ones. Featuring the perfect blend of modern and traditional design, here you’ll find all the amenities you need to settle into your island getaway. Spend your days soaking up the sun on the terrace, sampling delicious fresh seafood at local bars and cafés, swimming lengths in the gorgeous pool or cooking up a storm in the spacious kitchen. The kitchen and large kitchen island allow for plenty of socialising while you cook, while the picturesque outdoor dining patio is the perfect spot for al fresco dinners. The ideal size for a family or group of friends, Waves Villa boasts three gorgeous double bedrooms, each complete with an en-suite bathroom. Light streams into each room through large French doors, which open out directly onto the terrace and incredible sea views. Meanwhile, the living room is the central hub of the villa, with its widescreen TV and an abundance of plush seating. With features including a gas grill, outdoor shower and a hammock, Waves Villa has something to satisfy everyone.