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Anguilla Country: Anguilla (183) | Region: Caribbean (84) |
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82 Caribbean holiday rentals found    page 1 of 3     Subscribe: XML Feed Anguilla, Caribbean, Caribbean holiday rentals
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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
9
Baths
pets
pool
Villa-House
€17,411, £15,494
From

$ 20,300 /week
or $2,900/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 20,300 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
9
Baths
pets
pool
Villa-House
€24,016, £21,372
From

$ 28,000 /week
or $4,000/night
Min Stay 4 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 28,000 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

Availability Calendar     booked Booked     Available Available           highlight_off
6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 4/5 Reviews (4)
12
Sleeps
6
Bedrooms
6
Baths
pets
pool
Villa-House
€11,407, £10,152
From

$ 13,300 /week
or $1,900/night
Min Stay 5 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,300 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Named after the Arawak word for “heaven,” Coyaba Villa assures a divine time in sunny Anguilla filled with joy and peace. This luxurious villa rests on the scenic southern coast, overlooking the breathtaking mountains of St. Martin. The villa’s secluded cove, a stone’s throw from the home, is perfect for sunning or swimming. With its beautiful surroundings and spacious accommodations, Villa Coyaba makes an ideal setting for families, groups of friends and corporate retreats. Coyaba Villa features a spacious swimming pool with a built-in hot tub. Outdoor showers and a poolside bathroom provide utmost convenience. For a slice of true decadence, slink into the sunken covered bar by the pool. By the ocean’s edge, little could be more romantic than gently swaying in either of the hammocks while enjoying the fresh ocean breeze. The playground with slide and climbing wall is sure to be a hit wi...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
5
Baths
pool
Villa-House
€6,574, £5,850
From

$ 7,665 /week
or $1,095/night
Min Stay 3 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 7,665 /week (minimum stay 3 nights)
Swimming Pool

A true villa resort escape on the island of Anguilla, CeBleu is set along the scenic beauty of Crocus Bay and provides up to eight, full-size villas for guests to enjoy. Each villa has six bedrooms and six baths, and can accommodate up to 10 adults and 2 children at once. Far more than just a villa resort, each property boasts more than two thousand square feet of interior space and even more outdoor living space. A private pool with a rain shower and outdoor bath ensures that guests can truly live in the gorgeous Caribbean surroundings when spending time on the deck and patio surrounding. Al fresco dining, covered or open lounge areas, and endless scenery to explore and enjoy might keep guests outdoors all day. However, the interior spaces of the villas are just as appealing. With beautiful decor, a complete gourmet kitchen, interactive game room, and completely private bedrooms (with...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (4)
12
Sleeps
6
Bedrooms
6
Baths
pets
pool
Villa-House
€38,425, £34,195
From

$ 44,800 /week
or $6,400/night
Min Stay 3 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 44,800 /week (minimum stay 3 nights)
Swimming Pool
Pets Allowed |
Like an ivory sculpture on the majestic cliffs overlooking Anguilla’s Little Bay, the six bedroom Ani South has been designed to offer an unforgettable Caribbean holiday. Unique to Ani South is its configuration, accessible to guests via an elevator, roll-in showers, pool lift and wheelchair access – all subtly designed within the home’s conceptualization. At Ani South, the amenities of a world class resort and the privacy of an enclave combine to offer you the ultimate carefree and sun soaked holiday! Have a splash in the heated infinity swimming pool. Or perhaps a soothing soak in the dramatic cliff-edge hot tub? Other resort-themed perks include a roof lounge, golf carts, mountain bikes, pool lift and a night-lit tennis court with cabana lounge. A gas grill sets the tone for exquisite alfresco dining. Indoors, you will find a home theatre, a shared gym, billiards table and games room...

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2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
€8,075, £7,186
From

$ 9,415 /week
or $1,345/night
Min Stay 7 nights
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,415 /week (minimum stay 7 nights)
Swimming Pool

A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of seeking pleasure, and discover a staff committed to delivering every service and amenity with an unrivaled sense of passion at our luxurious Anguilla beach resort. The stunning waters of the Caribbean Sea create a wonderful setting for Anguilla activities such as snorkeling, sailing, stand up paddle boarding, and scuba diving. Adjacent to three of the most beautiful beaches on Anguilla, the resort is also just minutes away from a Greg Norman designed championship golf course, a variety of cultural sites, and an array of dining options. Malliouhana's spacious and intimate guestrooms offer ...

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8 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
8
Bedrooms
10
Baths
pool
Villa-House
€64,332, £57,249
From

$ 75,005 /week
or $10,715/night
Min Stay 7 nights
Select

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8 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 75,005 /week (minimum stay 7 nights)
Swimming Pool

Set right along the sands of Meads Bay in Anguilla, the stunning and contemporary Villa The Beach House offers classic tropical living with an added note of luxury. From the pool terrace to the interiors, you will find this villa a remarkable experience, and ideal setting for a group holiday. Like so many villas, this one does have an impressive pool terrace. It uses stunningly modernistic lines and features a long stretch of infinity edge pool that is backed by generously proportioned sun beds that line the white marble terrace. It faces out to the lawn and the sea, and features a modern outdoor living room at one end. Nearby, an al fresco dining area allows you to savor meals or drinks in full view of the sea, and even if you step inside, the enormous banks of glass and the impressive scale of the great room captures the breezes and the light. A large banquette sofa and modern armcha...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
13
Sleeps
6
Bedrooms
6
Baths
pool
Villa-House
€16,511, £14,693
From

$ 19,250 /week
or $2,750/night
Min Stay 7 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 19,250 /week (minimum stay 7 nights)
Swimming Pool

With a southwest Anguilla location on Lockrum Bay, the Villa Triton provides visitors with some of the loveliest and most inspiring views. Not only of the constantly shifting spectrum of blue and turquoise sea, but also the rolling blue and purple hills of St. Martin in the near distance. It also has a private path that guests can take to reach their own private and sheltered cove where day beds, beach chairs, and umbrellas make for unforgettable days along the sand. Guests of this classically designed six-bedroom villa will instantly appreciate the spaciousness of the rooms and the remarkable decor. Inspiring palettes and a heavy use of natural materials creates a sense of nature and welcome wherever you look. The property is like other villas in that it offers a long and soothing infinity pool on the terrace. From here you can enjoy the scenery, the skies or the sea breezes thanks to...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
6
Baths
Villa-House
€33,622, £29,920
From

$ 39,200 /week
or $5,600/night
Min Stay 7 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 39,200 /week (minimum stay 7 nights)

Just steps from the white sands of Meads Bay in Anguilla, the modern, luxurious and amazing Villa Kishti West waits for your arrival. With six large and opulent bedroom suites, it can easily accommodate up to twelve visitors. As part of the larger Kishti Estate, it is a spot where an amazing retreat, special event, or group holiday is made unforgettable. The stretch of beachfront is only one of the many excellent features of this villa. It comes with a full staff to ensure you can enjoy every possible moment in total relaxation, and though there are two kitchens in this villa, you don\'t have to spend a moment cooking, as a chef is always available, too. Guests can book tennis lessons, arrange for snorkeling or paddle board gear, or workout in the fitness center. The amenities at the villa include a large, beachfront lounge with oversized sun beds (covered and open), lounge ch...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
€10,537, £9,377
From

$ 12,285 /week
or $1,755/night
Min Stay 7 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 12,285 /week (minimum stay 7 nights)
Swimming Pool

Though it is a complete retreat on its own, the stunning Villa Anani Kamique also provides guests with private access to Lockrum Bay in Anguilla. Whether along the beach or in your private villa, you enjoy unprecedented views of the sea, and even St. Barth's in the distance. A classic Caribbean villa, the four-bedroom property features a wealth of indoor and outdoor living spaces that will make it the perfect destination for those who want privacy and relaxation along with world-class amenities and services. The focal point of this villa is its wonderful pool area. Framed by a terrace on one side, and offering an infinity edge, it also serves as home to the sun deck and portico spaces. Enjoy luxurious al fresco dining or outdoor lounging here, or just step through the massive door into your great room. Here, you can enjoy even more relaxation in your formal and casual living ro...

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10 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
20
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
€49,406, £43,967
From

$ 57,603 /week
or $8,229/night
Min Stay 7 nights
Select

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10 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 57,603 /week (minimum stay 7 nights)
Swimming Pool

Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps from the main house. Enjoy the services of a full staff including a personal chef who will meet all your needs for breakfast, brunch, lunch, afternoon snacks and dinner. Located in chic and gated Little Harbour Estates, this luxurious property was designed with every amenity for the most discriminating guests. Villa Le Bleu offers semi-classical design with ten spacious bedrooms distributed over two separate buildings. Two master bedrooms along with accommodations for children and guests are located in the two-story main house, which also features a gourmet kitchen, a living room and a comfo...

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5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
5
Baths
Villa-House
€16,811, £14,960
From

$ 19,600 /week
or $2,800/night
Min Stay 7 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 19,600 /week (minimum stay 7 nights)

Designed by a world-renown team of architects and designers, the impressive Villa Kishti Black sites above Black Garden Bay in Anguilla and offers families or groups an unprecedented opportunity for a truly luxurious, private and unforgettable Caribbean holiday. A five-bedroom villa, it has been designed on the concept of the "kishti" or arc, and you will detect the curved lines throughout. Whether it is the elegant curve of the stone terrace that wraps one edge of the identically curved infinity pool, or the lines of the walls and terraces. Modern and clean, this villa is also visually elegant and replete with banks of glass that help to capture all of that stunning light and those amazing sea breezes. Offering a treasure trove of indoor and outdoor living spaces, the villa uses a pale to neutral palette that includes sandy-hued stones, pale fabrics and paints, and l...

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10 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
18
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
€45,750, £40,713
From

$ 53,340 /week
or $7,620/night
Min Stay 7 nights
Select

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10 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 53,340 /week (minimum stay 7 nights)
Swimming Pool

Villa Indigo Anguilla. Imagine enjoying a Caribbean holiday in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor.  This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by Cinnamon Reef in the distance, it offers you unprecedented sea views as well as glimpses of islands in the distance. The eight-bedroom, estate-like villa has a fantastic assortment of outdoor and indoor living spaces thanks to its immense gardens and flawless design. Crafted as a series of interconnected buildings, it uses stone, arches, terra cotta and stained wood accents to create a captivating setting. Guests enjoy the stunning pool terrace that overlooks the view, surrounded by palms, it is a little paradise that everyone will gather around each day or night. Framed by stone and a verdant ...

Availability Calendar     booked Booked     Available Available           highlight_off
6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 4/5 Reviews (2)
12
Sleeps
6
Bedrooms
6
Baths
pets
pool
Villa-House
€8,406, £7,480
From

$ 9,800 /week
or $1,400/night
Min Stay 5 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,800 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose elevated position benefits from soothing trade winds and a stellar view of the ocean and mountains of St Martin and St Barth’s. Colibri is the perfect family villa. The expansive swimming pool features varying depths to accommodate all ages. You will also find a walled off and gated play area tucked away in the garden, for some touch football or tennis against the wall. Other features include a cinema room with comfortable seating, a games...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
€30,620, £27,249
From

$ 35,700 /week
or $5,100/night
Min Stay 3 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 35,700 /week (minimum stay 3 nights)
Swimming Pool

Offering the epitome of luxury services and amenities, the stunning Villa Ani North also provides guests with a truly remarkable setting too. Overlooking Little Bay Beach on Anguilla, it is within moments of Limestone Beach and the most popular golf courses on the islands. Spacious, modern and yet utterly elegant, it is a three-story villa that uses unique design to maximize visitors' enjoyment of the views. The heart of the villa is its stunning pool terrace. Surrounded by stone, it is dotted with full-sized sun beds, a lounging gazebo, and provides a fabulous view of the immaculate gardens and grounds beyond. From the terrace, you gaze towards the sea, but you also enjoy the winding paths that lead to the hot tub and to your private walk to the bay below. There is also a wooden spa deck and manicured gardens to discover. The terrace is also designed to provide ample outdoor l...

Availability Calendar     booked Booked     Available Available           highlight_off
10 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
20
Sleeps
10
Bedrooms
9
Baths
pets
Villa-House
€45,750, £40,713
From

$ 53,340 /week
or $7,620/night
Min Stay 7 nights
Select

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10 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 53,340 /week (minimum stay 7 nights)
Pets Allowed |
Let the lush gardens, white sands and turquoise waters of the Caribbean be the backdrop to a family getaway or special occasion at Indigo. Set in the lee of Cinnamon Reef on Little Harbor, the villa is tucked into 1.5 acres and has its own beach. With ten bedrooms in the main house, Little Indigo garden house, and a full staff, the property feels like a private luxury boutique hotel. Larger parties can rent the neighboring villa, Le Bleu, for a total of 20 bedrooms. Your stay at Indigo includes the services of a chef, assistant chef, butler and service staff, estate manager, housekeeper and security staff. Spend your time soaking in the Caribbean sun on the private beach or by the pool, taking the boats and kayaks for a spin or sharpening your game on the tennis court. The beautifully landscaped grounds have a terrace with a sitting area, an al-fresco dining area with barbecue and an out...

Availability Calendar     booked Booked     Available Available           highlight_off
8 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
8
Bedrooms
10
Baths
pool
Villa-House
€64,332, £57,249
From

$ 75,005 /week
or $10,715/night
Min Stay 7 nights
Select

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8 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 75,005 /week (minimum stay 7 nights)
Swimming Pool

The Beach House has an unparalleled beachfront location and is the ultimate in the Caribbean. It sits on the soft white sands of Meads Bay, one of the most beautiful beaches on Anguilla and possibly the world. Set within beautifully landscaped gardens and offering 8 spacious master bedrooms, 10 master baths and two powder rooms, the architecture of this inspired home is designed to capture the natural beautify of Anguilla, with its spectacular sunsets and ocean views. With more than a dozen dedicated outdoor deck and lounge areas, there is no shortage of spaces for entertaining or quiet solitude. The setting for this incredible home is as stunning as the design. Built on one acre of prime beachfront land on the powdery white sand of Meads Bay in the island's west end, with just under 17,000 square feet of total living space, the Beach House is a modern masterpiece. Inspired by t...

Availability Calendar     booked Booked     Available Available           highlight_off
8 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
8
Bedrooms
9
Baths
pets
pool
Villa-House
€30,020, £26,715
From

$ 35,000 /week
or $5,000/night
Min Stay 4 nights
Select

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8 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 35,000 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

Availability Calendar     booked Booked     Available Available           highlight_off
4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
9
Baths
pets
pool
Villa-House
€17,411, £15,494
From

$ 20,300 /week
or $2,900/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 20,300 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and ...

Availability Calendar     booked Booked     Available Available           highlight_off
7 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
14
Sleeps
7
Bedrooms
9
Baths
pets
pool
Villa-House
€25,817, £22,975
From

$ 30,100 /week
or $4,300/night
Min Stay 4 nights
Select

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7 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 30,100 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

Availability Calendar     booked Booked     Available Available           highlight_off
5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
9
Baths
pets
pool
Villa-House
€21,014, £18,700
From

$ 24,500 /week
or $3,500/night
Min Stay 4 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 24,500 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

Availability Calendar     booked Booked     Available Available           highlight_off
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
6
Baths
pets
Villa-House
€15,010, £13,357
From

$ 17,500 /week
or $2,500/night
Min Stay 4 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,500 /week (minimum stay 4 nights)
Pets Allowed |
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island’s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and an iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
6
Baths
pets
Villa-House
€19,813, £17,632
From

$ 23,100 /week
or $3,300/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 23,100 /week (minimum stay 4 nights)
Pets Allowed |
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island’s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and an iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top...

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7 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
14
Sleeps
7
Bedrooms
9
Baths
pets
pool
Villa-House
€25,817, £22,975
From

$ 30,100 /week
or $4,300/night
Min Stay 4 nights
Select

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7 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 30,100 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and ...

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5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
6
Baths
pets
Villa-House
€24,616, £21,906
From

$ 28,700 /week
or $4,100/night
Min Stay 4 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 28,700 /week (minimum stay 4 nights)
Pets Allowed |
Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique at Sheriva is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and St. Martin. The property offers ultimate privacy, yet swift access to the island’s finest beaches, boutiques and restaurants. This expansive villa offers three swimming pools, a hot tub and an alfresco shower. The elegant spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and an iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enjoy some outdoor dining as you overlook the tropical landscape. A complimentary golf cart helps you zip around the grounds. You can also stay on top...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
9
Baths
pets
pool
Villa-House
€24,016, £21,372
From

$ 28,000 /week
or $4,000/night
Min Stay 4 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 28,000 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and ...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
€11,407, £10,152
From

$ 13,300 /week
or $1,900/night
Min Stay 7 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,300 /week (minimum stay 7 nights)
Swimming Pool

Villa Sandcastle on Anguilla is a spectacular grand estate situated right on the beach with 10,000 square feet of living space. Guests will enjoy all the amenities of a classically designed villa along with a full staff ready to provide desired service. Villa Sandcastle is decorated with neutral tones offset by rich, dark wood furniture. Architectural touches like Palladian windows, graceful archways, decorative columns and French doors enhance this lovely home. The focal point of the living room is a glass wall of doors with panoramic views of the sea. The expansive gourmet kitchen features granite counter tops and a chef is available to prepare delicious meals for you, served indoors at the long wood table or poolside. There is also a barbecue gazebo with bar seating area right at the edge of the ocean. Four bedroom suites are upstairs along with large spa-like baths with double vani...

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5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
9
Baths
pets
pool
Villa-House
€21,014, £18,700
From

$ 24,500 /week
or $3,500/night
Min Stay 4 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 24,500 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and ...

Availability Calendar     booked Booked     Available Available           highlight_off
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
€5,788, £5,151
From

$ 6,748 /week
or $964/night
Min Stay 1 night
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 6,748 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property. It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean. The nearest beach is a 5 minute drive, and many other beautiful beaches are a 10 to 15 minute drive away. One of the best things about Anguilla is it's miles of coast line, and you can appreciate this even whilst looking out at the white sand from the infinity pool. Wesley House comes with snorkelling equipment, so why not kick off your holiday by heading down to the beach and doing some exploring. Anguilla also arguably has some of the best restaurants in the world, and there are beach bars that cannot be missed, as well as a long list of activities to get involved in including scuba diving, fishing, and horse riding. Op...

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10 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
20
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
€51,634, £45,949
From

$ 60,200 /week
or $8,600/night
Min Stay 3 nights
Select

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10 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 60,200 /week (minimum stay 3 nights)
Swimming Pool

Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests will enjoy elegant touches including wood flooring, organic furnishings and striking artwork throughout. Villa Ani provides six bedrooms in the South building and four bedrooms in the North. Each can be rented separately or together as an Estate for a total of ten bedrooms, making it an excellent choice for larger groups traveling together. The open layout with walls of glass admits a profusion of natural light and provides sweeping views of the turquoise waters below. The gourmet kitchen and dining/living room are situated on the lower level, and bedrooms are distributed on the second and th...

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  Caribbean Holiday rentals
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FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 12
From € 11,407 /week
Anguilla Holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Anguilla
Holiday Home
Sandy Hill Bay
Sandy Hill Bay
Sleeps: 6
From € 8,916 /week
Anguilla Holiday rentals in Island Harbour, Island Harbour
Anguilla
Holiday Home
Island Harbour
Island Harbour
Sleeps: 10
From € 15,010 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 8
From € 10,537 /week
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Welcome to our Caribbean holiday rentals and Caribbean vacation home rentals page.

Find Caribbean villa rentals using the search facility or use the region links to browse through specific Caribbean holiday region. We advertise holiday home ads listed direct by owners or agents. holiday rentals in Caribbean are all furnished self catering lets in Caribbean that rent on short term bases and all of our listings come with weekly prices and pictures. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos. All of our Caribbean vacation rental adverts are updated daily and you are free to contact the owner or agent directly. With a large selection of property adverts, from cheap Caribbean properties to luxury resort homes for rent in Caribbean . Property owners easily advertise your vacation home in Caribbean , see our advertising packages for full details.
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