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  Anguilla Anguilla - Holiday Rentals in Caribbean Anguilla   

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Anguilla Country: Anguilla (183) | Region: Caribbean
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86 Caribbean holiday rentals found    page 1 of 3     Subscribe: XML Feed Anguilla, Caribbean holiday rentals
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
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
2
Baths
pets
Villa-House
€1,993, £1,774
From

$ 2,324 /week
or $332/night
Min Stay 1 night
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 2,324 /week (minimum stay 1 night)
Pets Allowed |
Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy Beachfront Barnes Bay Beach situated outside the villa is a crescent bay of impossibly fine sand offering beautiful views over to the nearby islands and the azure blue waters that surround Anguilla. Beach chairs have been set out amongst the shady grape trees on the beach providing a cool relaxing viewpoint over the bay to Prickly Pear and Dog Island. A BBQ is also provided for guests enjoyment. House-Keeping This lovely villa also boasts a maid service every other day, included in the cost of the weekly rental. Colonial Style Terraces The villas facade is an impressive colonial style painted in a tropical blue with white columns and terraces. The terraces offer shaded, cool areas perfect for cocktails, BBQ's and al fresco dining. Open Plan & Well Equipped The simple, uncluttered interior is open plan with a kitchen leading in...

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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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2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
€3,008, £2,677
From

$ 3,507 /week
or $501/night
Min Stay 1 night
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 3,507 /week (minimum stay 1 night)
Pets Allowed |
Bellaconstantina Villa Little Harbour Anguilla Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, Baby Sitting & Flat Screen TVs Each suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and baby sitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class Restaurants Anguilla is surrounded by 33 beaches, some rocky but the most popular are fi...

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
8
Baths
pets
Villa-House
€12,038, £10,713
From

$ 14,035 /week
or $2,005/night
Min Stay 1 night
Select

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8 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,035 /week (minimum stay 1 night)
Pets Allowed |
Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, Baby Sitting & Flat Screen TVs Each suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and baby sitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class Restaurants Anguilla is surrounded by 33 beaches, some rocky but the most popular are ...

Availability Calendar     booked Booked     Available Available           highlight_off
4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
€6,016, £5,354
From

$ 7,014 /week
or $1,002/night
Min Stay 1 night
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 7,014 /week (minimum stay 1 night)
Pets Allowed |
Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, Baby Sitting & Flat Screen TVs Each suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and baby sitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class Restaurants Anguilla is surrounded by 33 beaches, some rocky but the most popular are ...

Availability Calendar     booked Booked     Available Available           highlight_off
6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
16
Sleeps
6
Bedrooms
6
Baths
pets
Villa-House
€9,030, £8,036
From

$ 10,528 /week
or $1,504/night
Min Stay 1 night
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 10,528 /week (minimum stay 1 night)
Pets Allowed |
Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, Baby Sitting & Flat Screen TVs Each suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and baby sitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class Restaurants Anguilla is surrounded by 33 beaches, some rocky but the most popular are ...

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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5 bed Home for rent in Anguilla, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Anguilla
Anguilla 
rate 5/5 Reviews (16)
16
Sleeps
5
Bedrooms
5
Baths
pets
pool
Villa-House
€7,205, £6,411
From

$ 8,400 /week
or $1,200/night
Min Stay 5 nights
Select

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5 bed Home for rent in Anguilla, Caribbean, Anguilla

From $ 8,400 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Villa "B on the Sea" is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and multiple relaxing & entertainment areas. Join family or friends for a holiday, reunion, or celebration. Perfect for a romantic and fun-filled getaway! Villa 'B On The Sea' features an open layout with a gourmet kitchen to a separate eating area and great room. The great room is encased with several glass doors opening to a main level deck and pool. The second level features an outdoor gazebo kitchen with a covered eating area as well as open eating area on the massive open air deck. A gas grill is also available for Caribbean BBQ's or parties. The spa style wading pool on the upper level de...

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
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...

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
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...

Availability Calendar     booked Booked     Available Available           highlight_off
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
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 5 nights
Select

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1 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 12,950 /week (minimum stay 5 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...

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
4
Baths
pets
pool
Villa-House
€12,008, £10,686
From

$ 14,000 /week
or $2,000/night
Min Stay 5 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,000 /week (minimum stay 5 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...

Availability Calendar     booked Booked     Available Available           highlight_off
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 5 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,700 /week (minimum stay 5 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...

Availability Calendar     booked Booked     Available Available           highlight_off
2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
4
Baths
pets
pool
Villa-House
€11,558, £10,285
From

$ 13,475 /week
or $1,925/night
Min Stay 5 nights
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,475 /week (minimum stay 5 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...

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
4
Baths
pets
pool
Villa-House
€12,458, £11,087
From

$ 14,525 /week
or $2,075/night
Min Stay 5 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,525 /week (minimum stay 5 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...

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
5
Baths
pets
pool
Villa-House
€15,010, £13,357
From

$ 17,500 /week
or $2,500/night
Min Stay 1 night
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,500 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Villa Amarilla Island Harbour Anguilla Italian Influenced Design Designed by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior Designer The owners in collaboration with Dallas based award winning designer David Salem & Associates created a Moroccan influenced interior. The main living room is beautifully furnished with a comfortable Ralph Lauren rattan sofa and easy chairs providing masses of space for guests to unwind. Comfortably Accommodating up to 10 Guests The villa comprises of 5 en suite bedrooms, each with a comfortable kingsize bed. 2 of the bedrooms can be arranged with twin beds if required. Sophisticated Kitchen The villa kitchen has a GE Profile five burner gas top cooker, double ovens, microwave, dishwasher, fridge, freezer and se...

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
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
1 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
2
Sleeps
1
Bedrooms
1
Baths
pets
Villa-House
€1,477, £1,314
From

$ 1,722 /week
or $246/night
Min Stay 1 night
Select

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1 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 1,722 /week (minimum stay 1 night)
Pets Allowed |
Little Butterfly Apartment Little Harbour, Anguilla This lovely one bedroom luxury apartment is located on the mezzanine level of Papillion Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway holiday in the heart of Anguilla. The south facing, self-contained holiday suite, offers complete privacy and every imaginable convenience including a full sized modern kitchen, spacious king bedroom with en suite bathroom and Jacuzzi tub, open-plan living and dining areas and a large outdoor deck that looks out onto the brilliant turquoise waters on the Caribbean Sea and the majestic mountains of neighboring St. Martin. Decorated in soothing natural tones and textures, Little Butterfly provides stylish independent living in lavish and protected surroundings. The spacious interiors are cooled by Anguilla trade winds while ce...

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
4
Baths
pets
pool
Villa-House
€11,978, £10,659
From

$ 13,965 /week
or $1,995/night
Min Stay 7 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,965 /week (minimum stay 7 nights)
Swimming Pool
Pets Allowed |
7 Palms Villa design is Caribbean Casual with Breathtaking views that juts out for an incredibly living experience. The Caribbean Island interiors and living spaces are perfect for a tropical holiday. With spacious indoor and outdoor living and dining areas, 7 Palms Anguilla offers ample room for a large group to gather or a variety of havens for an individual to find solitude and relaxation on a number of living levels. Located on Anguilla's Leeward north side near Shoal Bay Beach overlooking some of Anguilla's most beautiful reefs, you will never tire of the mesmerizing breathtaking views. You can see parrot fish, sea turtles, whales and lobsterman. In addition to the beauty of the surf breaking on the reefs, the panoramic views include Shoal Bay Beach to the west and Scrub Island to the east. The sound of the waves breaking on the nearby rocks will further soothe and relax the sense...

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
4
Baths
pets
pool
Villa-House
€15,010, £13,357
From

$ 17,500 /week
or $2,500/night
Min Stay 1 night
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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,500 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom Villa Sand Castle Villa boasts 4 bedrooms, 2 kingsize, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with its own beautiful pool this villa provides the ultimate location for a holiday. Mahogany Doors Welcome Guests into a Cool Interior Large mahogany front doors welcome guests from the landscaped gardens at the villas entrance into the cool, spacious interior. West Indian Relaxed Styling The interior has been designed to appreciate the tropical climate. The colours are subtle and cool and reflect a west indian styling. Tiled cool floors, high vaulted ceilings and white, uncluttered wall space encourage a calm, unhurried atmosphere around the villa. Open Plan Interior leading to Stunning Exterior The main living space combines living ro...

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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
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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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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
€45,750, £40,713
From

$ 53,340 /week
or $7,620/night
Min Stay 7 nights
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10 bed Home for rent in Caribbean, Caribbean, Anguilla

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

Additional amenities: Beach Towels, Board Games, Movie/Video Library, Music Library b>Amenities: /b> SHARED OUTDOOR POOL UNHEATED FRIDGE AIR CONDITIONING BALCONY TERRACE DISHWASHER DVD MICROWAVE SAFE SATELLITE TV STEREO PATIO WATERFRONT CEILING FANS b>Suitabilities: /b> ASK...

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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
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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 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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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
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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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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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2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
3
Baths
pets
pool
Villa-House
€4,203, £3,740
From

$ 4,900 /week
or $700/night
Min Stay 5 nights
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 4,900 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
For larger groups,?White Cedars can be rented?along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot known for its pristine white sand beaches and clear turquoise seas, get ready for the relaxation and rejuvenation you deserve! Have a splash in the pristine L-shaped swimming pool with a stellar view of the azure Caribbean Sea. You will also find ample room for alfresco lounging and dining. Grab the snorkeling gear and head out to the ocean! The fully equipped modern kitchen with American appliances along with a barbeque allows guests to do...

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  Caribbean Holiday rentals
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FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla Holiday rentals in Island Harbour, Island Harbour
Anguilla
Holiday Home
Island Harbour
Island Harbour
Sleeps: 8
From € 3,452 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 12
From € 33,622 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 8
From € 11,407 /week
Anguilla Holiday rentals in West Endge, West Endge
Anguilla
Holiday Home
West Endge
West Endge
Sleeps: 10
From € 20,155 /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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