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193 Caribbean holiday rentals found    page 1 of 7     Subscribe: XML Feed Anguilla holiday rentals
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
€6,664, £5,931
From

$ 7,770 /week
or $1,110/night
Min Stay 4 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 7,770 /week (minimum stay 4 nights)
Swimming Pool

This elegant and secluded three-bedroom luxury villa and cottage is set on one acre of lush tropical gardens and a small sandy beach. The bay has shallow water and is great for snorkeling or enjoying the kayaks which are furnished with the villa. Once you arrive, it is a paradise you will not want or need to leave, despite the many allures of Anguilla. Secluded and private, L'Embellie Villa guarantees quiet relaxation, but is within a short drive to the island's superb dining and beaches. Most days at L'Embellie there's no need to leave the property, let alone wear shoes. Tiled paths wind through the gardens and connect the two buildings with the heated pool, umbrella covered tables. Mornings at L'Embellie Villa start here with that first cup of coffee as you watch the sun rise over the Caribbean Sea from the rooftop patio. Spend the rest of the day indulging yourself sunning on the san...

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4 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
8
Sleeps
4
Bedrooms
6
Baths
pets
pool
Villa-House
€7,355, £6,545
From

$ 8,575 /week
or $1,225/night
Min Stay 5 nights
Select

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4 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla

From $ 8,575 /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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5 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
10
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
€7,985, £7,106
From

$ 9,310 /week
or $1,330/night
Min Stay 5 nights
Select

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5 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla

From $ 9,310 /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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2 bed Apartment for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
2
Baths
pets
pool
Apartment
€1,153, £1,026
From

$ 1,344 /week
or $192/night
Min Stay 7 nights
Select

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2 bed Apartment for rent in Caribbean, Caribbean, Anguilla

From $ 1,344 /week (minimum stay 7 nights)
Swimming Pool
Pets Allowed |
Luxury at it's best! Try staying in this luxurious two bedroom, two bathroom condo with two en-suite bathrooms and a large balcony with far reaching views of Eagle Beach and the turquoise water of the Caribbean ocean. This condo is only a few steps across the road from the white powder sands of Eagle beach and only a short walk away from some of Aruba's favoutite restaurants such as Chalet Suisse, Screaming Eagle and Passions. Additional amenities include: beach towels, jetski (personal watercraft), close to bars and restaurants, scuba diving or snorkeling, fishing, iron and board, cooking utensils, surfing, iron board, wind-surfing, golf course, snorkeling, horseback riding, atm / bank, close to beach, water skiing, swimming, cycling, golf, broadband wifi, ice maker, garden chairs, groceries, shops, hospital, massage, paragliding, sun lounges, baby sitting, patio stone/concrete, gambli...

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2 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
4
Sleeps
2
Bedrooms
6
Baths
pets
pool
Villa-House
€5,674, £5,049
From

$ 6,615 /week
or $945/night
Min Stay 5 nights
Select

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2 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla

From $ 6,615 /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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3 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
6
Sleeps
3
Bedrooms
6
Baths
pets
pool
Villa-House
€6,304, £5,610
From

$ 7,350 /week
or $1,050/night
Min Stay 5 nights
Select

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3 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla

From $ 7,350 /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 Little Harbour, Caribbean, Little Harbour, Anguilla
Anguilla holiday rentals in Little Harbour, Little Harbour
Little Harbour 
8
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
€13,419, £11,941
From

$ 15,645 /week
or $2,235/night
Min Stay 5 nights
Select

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4 bed Home for rent in Little Harbour, Caribbean, Little Harbour, Anguilla

From $ 15,645 /week (minimum stay 5 nights)
Pets Allowed |
Sitting on Anguilla?s South Shore, Aquamarie - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the rolling landscape to form special enclaves, the surrounding waters at Aquamarie are protected by a reef that offers calm waters and excellent snorkeling. Jump into an impressive rectangular infinity swimming pool, great for laps or just cooling off. Take advantage of the two outdoor showers as you make your way into ample patches of sun and shade overlooking the clear waters of the Caribbean. A gas barbeque sets the tone for some luscious alfresco dining. Indoors at Aquamarie, you will find a home entertainment system and Wi-Fi. The villa is wheelchair accessible and makes a great bet for multigene...

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3 bed Home for rent in Little Harbour, Caribbean, Little Harbour, Anguilla
Anguilla holiday rentals in Little Harbour, Little Harbour
Little Harbour 
6
Sleeps
3
Bedrooms
4
Baths
pets
Villa-House
€11,107, £9,884
From

$ 12,950 /week
or $1,850/night
Min Stay 5 nights
Select

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3 bed Home for rent in Little Harbour, Caribbean, Little Harbour, Anguilla

From $ 12,950 /week (minimum stay 5 nights)
Pets Allowed |
Sitting on Anguilla?s South Shore, Aquamarie - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the rolling landscape to form special enclaves, the surrounding waters at Aquamarie are protected by a reef that offers calm waters and excellent snorkeling. Jump into an impressive rectangular infinity swimming pool, great for laps or just cooling off. Take advantage of the two outdoor showers as you make your way into ample patches of sun and shade overlooking the clear waters of the Caribbean. A gas barbeque sets the tone for some luscious alfresco dining. Indoors at Aquamarie, you will find a home entertainment system and Wi-Fi. The villa is wheelchair accessible and makes a great bet for multigene...

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3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
4
Baths
pets
Villa-House
€8,736, £7,774
From

$ 10,185 /week
or $1,455/night
Min Stay 5 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 10,185 /week (minimum stay 5 nights)
Pets Allowed |
Sitting on Anguilla?s South Shore, Anani - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the rolling landscape to form special enclaves, the surrounding waters at Anani are protected by a reef that offers calm waters and excellent snorkeling. Jump into an impressive rectangular infinity swimming pool, great for laps or just cooling off. Take advantage of the two outdoor showers as you make your way into ample patches of sun and shade overlooking the clear waters of the Caribbean. A gas barbeque sets the tone for some luscious alfresco dining. Indoors at Anani, you will find a home entertainment system and Wi- Fi. The villa is wheelchair accessible and makes a great bet for multigenerational fa...

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4 bed Home for rent in East Endge, East Endge, Anguilla
Anguilla holiday rentals in East Endge, East Endge
East Endge 
11
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
€6,905, £6,144
From

$ 8,050 /week
or $1,150/night
Min Stay 7 nights
Select

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4 bed Home for rent in East Endge, East Endge, Anguilla

From $ 8,050 /week (minimum stay 7 nights)
Swimming Pool

Private, luxurious, oceanfront, private villa in Sea Feather?s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing holiday. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. Bedr...

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4 bed Home for rent in Anguilla, Anguilla
Anguilla holiday rentals in , Anguilla
Anguilla 
rate 5/5 Reviews (12)
8
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
€7,349, £6,540
From

$ 8,568 /week
or $1,224/night
Min Stay 5 nights
Select

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4 bed Home for rent in Anguilla, Anguilla

From $ 8,568 /week (minimum stay 5 nights)
Swimming Pool

Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to rediscover your senses in Anguilla in the tranquility and seclusion of our intimate tropical setting and breathtaking vistas.The four bedroom Anguilla villa is perched on the ridge at North Hill overlooking Road Bay harbor and offers stunning views of the Caribbean Sea, the surrounding islands, nightly tropical sunsets and the quaint village of Sandy Ground below. *Inquire about 1,2 and 3 bedroom use as rates are lower.* (See rate sheet below) Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed an...

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3 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla
Anguilla holiday rentals in Long Bayge, Long Bayge
Long Bayge 
6
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
€5,283, £4,702
From

$ 6,160 /week
or $880/night
Min Stay 4 nights
Select

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3 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla

From $ 6,160 /week (minimum stay 4 nights)
Swimming Pool

Villa Zebra is perched atop magnificent Meads' Bay Hill and just a short stroll away from one of the finest beaches in the Caribbean. The home offers the discerning holidayer a blend of cool, eclectic design in a peaceful and tranquil setting. The villa is built on two levels and offers spacious and tasteful interiors. The furnishings are a combination of tropical rattan and wooden pieces set on cool terra cotta floors. Villa Zebra offers two bedrooms (one with a king sized bed and the other with a queen sized bed) as well as a study which can double as a third bedroom and offers a twin sized bed with en-suite bath. That master bedroom and bath comprise the entire upstairs level of the villa while the guest bedroom (with en-suite bath) is located in a completely separate building. All of the bedrooms are fully air-conditioned. A modern and colorful kitchen is fully equipped. The exterio...

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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
pets
pool
Villa-House
€7,253, £6,454
From

$ 8,456 /week
or $1,208/night
Min Stay 1 night
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 8,456 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Perfect Villa Layout This 4 bedroom villa offers the perfect layout for a relaxed, entertained, worked out and pampered experience in Anguilla. At the heart of the villa is a cool and impressive atrium area. The top floor houses the 2 master suites each with kingsize beds, ensuite bathrooms and balconies overlooking the stunning infinity pool and the clear, azure blue waters of the Anguillan beaches beneath. The central level houses a guest suite, a pair of twin beds which can be made into another kingsize if preferred, open plan living space, extremely well appointed kitchen and a balcony that leads out to the sun deck and infinity pool. The lower level houses the 4th ensuite kingsize bedroom which is located next to the entertainment suite that has a billiard table, electronic darts game and other fun distractions. Annexed to this is a state of the art fitness suite. What more could on...

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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
€15,010, £13,357
From

$ 17,500 /week
or $2,500/night
Min Stay 5 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,500 /week (minimum stay 5 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 ...

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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...

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8 bed Home for rent in Anguilla, Anguilla
Anguilla holiday rentals in , Anguilla
Anguilla 
16
Sleeps
8
Bedrooms
9
Baths
pool
Villa-House
€18,012, £16,029
From

$ 21,000 /week
or $3,000/night
Min Stay 3 nights
Select

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8 bed Home for rent in Anguilla, Anguilla

From $ 21,000 /week (minimum stay 3 nights)
Swimming Pool

Villa Harmony on Anguilla is part of the upscale Sheriva estate, the award-winning collection of luxury villas and suites. Villa Harmony provides eight spacious bedrooms and generous living spaces arranged on two floors with easy access to an expansive pool terrace. The living and dining room open to a covered porch, perfect for enjoying an al fresco meal overlooking the inviting swimming pool. The corner master bedroom suite has a separate entry and features a private bath, a kitchen, living and dining room, and spectacular ocean views. There is a comfortable lounge area along with convenient laundry facilities. The eclectic decor of Villa Harmony radiates Caribbean charm. Guests will enjoy such luxurious touches as infinity-edge marble bathtubs, granite countertops, and dressing rooms with skylights. For your convenience you will find all the high tech electronics you need, includin...

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6 bed Home for rent in Anguilla, Anguilla
Anguilla holiday rentals in , Anguilla
Anguilla 
12
Sleeps
6
Bedrooms
8
Baths
pool
Villa-House
€16,811, £14,960
From

$ 19,600 /week
or $2,800/night
Min Stay 3 nights
Select

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6 bed Home for rent in Anguilla, Anguilla

From $ 19,600 /week (minimum stay 3 nights)
Swimming Pool

Close to Cove Bay and part of the prestigious Sheriva estate, the stunning Villa Mystique easily lives up to its name. It has an immediately impressive appearance thanks to its unique profile and contemporary style. Offering a range of indoor and outdoor living spaces, it ensures that all guests have an ample range of lounging or dining niches from which to choose. Clearly, one of the most popular places in the villa will be the pool terrace with its stunning views and expanse of pool and hot tub that make an ideal place to toast each sunset or take a midday plunge. Dotted with sun beds and lounging furniture, it is a space you will frequently gather. Naturally, the interiors of this stunning villa will also become irresistible, and you will appreciate that most open to the terrace or have oversized glass doors that allow you to savor the sea breezes even as you lounge on the banquette ...

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5 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
10
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
€19,297, £17,172
From

$ 22,498 /week
or $3,214/night
Min Stay 7 nights
Select

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5 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla

From $ 22,498 /week (minimum stay 7 nights)
Swimming Pool
Pets Allowed |
Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer has five impeccable bedrooms and can host groups of friends or a family of up to ten. Guests of Antilles Pearl at Altamer receive first-class treatment by a professional staff comprised of a gourmet chef, housekeeper, gardener, butler, caretaker and night security guard. A modern lift has been installed to easily traverse between the first to third floors. A full entertainment center includes a billiards table, ping pong, air hockey and a custom-built pool table with teak wood and stainless steel finishes. Antilles Pearl at Altamer?s outdoor features include a private beachfront, swimming pool, ...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
4
Bedrooms
6
Baths
pool
Villa-House
€11,407, £10,152
From

$ 13,300 /week
or $1,900/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,300 /week (minimum stay 4 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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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
€45,030, £40,072
From

$ 52,500 /week
or $7,500/night
Min Stay 3 nights
Select

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10 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 52,500 /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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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
6
Baths
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

Part of a private estate that looks out over the stunning Little Bay in Anguilla, the Villa Ani South is a six-bedroom gem that provides guests with a full household staff, premium amenities, and a setting that is both stunning and soothing. Close to the equally lovely Limestone Beach and the most popular golf courses, it also has a private path to the waterfront below. A three-story villa, this property relies on glass and an airy and appealing décor to really capture a sense of the Caribbean setting. Although the focal point of the property may be the gorgeous pool terrace and its show-stopping views, the many indoor and outdoor living spaces make this an unmatchable location for a holiday. Your stay also includes the services of a professional chef who prepares two meals each day, butler services, access to tennis and water sports, and more. The pool area is stepped, and ...

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

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

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,800 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Nirvana Villa Shannon Hill aka Seafarer's Ridge Nr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy Ground This beautiful villa has been designed to fit perfectly upon its elevated position and present the best possible panoramic views from every room and terrace. The villa is located on Shannons hill, on the south west coast of Anguilla and overlooks Sandy Ground. Swimming Pool with stunning views out over the beach below. Mastersuite with Indoor & Outdoor Facilities The main bedroom, or master suite, offers a luxurious experience including both indoor and outdoor hot tubs and showers and the chance to view both sunrise and sunsets from its private balcony. Zoned AC in All Areas The location high upon the ridge offers natural breezes flowing through the villa complimented by the zoned air conditioning available throughout the house. Fitness Suite Gym T...

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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
pool
Villa-House
€15,010, £13,357
From

$ 17,500 /week
or $2,500/night
Min Stay 7 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,500 /week (minimum stay 7 nights)
Swimming Pool

Villa Modena on Anguilla is a majestic estate situated on a full acre on stunning Cove Bay. The premiere West End location is the most prestigious on the entire island. Stunning white architecture offsets the blues of the sky, the inviting swimming pool and the crystal clear waters of the Caribbean Sea. Step through the two-story entry of Villa Modena and find an innovative layout with three levels accessed by a lift or by the main entry courtyard. The elegance of the decor and finishing is matched by smart home automation. Rooms are arranged in a dramatic semi-circular pattern around a central circular sitting area on the main level. This comfortable and stylish room features built-in seating in a curved space surrounded by stately marble pillars. The spectacular living room is an expansive space with white sofas and walls of windows for beautiful sea views and natural light. A long an...

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5 bed Home for rent in Rendezvous Bay, Caribbean, Rendezvous Bay, Anguilla
Anguilla holiday rentals in Rendezvous Bay, Rendezvous Bay
Rendezvous Bay 
10
Sleeps
5
Bedrooms
5
Baths
pool
Villa-House
€13,209, £11,754
From

$ 15,400 /week
or $2,200/night
Min Stay 5 nights
Select

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5 bed Home for rent in Rendezvous Bay, Caribbean, Rendezvous Bay, Anguilla

From $ 15,400 /week (minimum stay 5 nights)
Swimming Pool

Villa Arushi, Anguilla.  Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it is a rarity among villas and is one of the most exclusive settings imaginable. While this alone would make it the perfect choice for many planning a Caribbean holiday, the property is so full of high quality amenities and features that it makes it almost impossible to resist. As part of the Cuisinart Resort, you can access all of the amenities available - including the 18-hole golf course, butler service, chef on request, and more. Designed with clean and contemporary style, the villa is a pure white masterpiece fronted by its own private pool and sun deck (along with separate Jacuzzi). W...

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5 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla
Anguilla holiday rentals in Long Bayge, Long Bayge
Long Bayge 
rate 5/5 Reviews (1)
10
Sleeps
5
Bedrooms
7
Baths
pool
Villa-House
€6,304, £5,610
From

$ 7,350 /week
or $1,050/night
Min Stay 7 nights
Select

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5 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla

From $ 7,350 /week (minimum stay 7 nights)
Swimming Pool

Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each villa * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen in each villa * exquisitely furnished * large flat screen cable televisions in living rooms and Garden Master Suites * stereos * free Wi-Fi * tropical gardens * walking distance to five star restaurants b>Amenities: /b> HIGHCHAIR IRON KETTLE PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AREA FISHING NEAR AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FR...

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1 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
2
Sleeps
1
Bedrooms
4
Baths
pets
pool
Villa-House
€11,107, £9,884
From

$ 12,950 /week
or $1,850/night
Min Stay 4 nights
Select

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1 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 12,950 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

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3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
4
Baths
pets
pool
Villa-House
€12,008, £10,686
From

$ 14,000 /week
or $2,000/night
Min Stay 4 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,000 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

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5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
5
Bedrooms
4
Baths
pets
pool
Villa-House
€12,608, £11,220
From

$ 14,700 /week
or $2,100/night
Min Stay 4 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,700 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

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  Anguilla 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 € 3,536 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 10
From € 15,010 /week
Anguilla Holiday rentals in West Endge, West Endge
Anguilla
Holiday Home
West Endge
West Endge
Sleeps: 16
From € 64,326 /week
flag Map of Anguilla

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Welcome to our Anguilla 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 Anguilla are all furnished self catering lets in Anguilla 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 Anguilla 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 Anguilla properties to luxury resort homes for rent in Anguilla . Property owners easily advertise your vacation home in Anguilla , see our advertising packages for full details.
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