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189 Caribbean holiday rentals found    page 1 of 7     Subscribe: XML Feed Anguilla holiday rentals
2 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
rate 4/5 Reviews (7)
5
Sleeps
2
Bedrooms
4
Baths
pets
Villa-House
€928, £812
From

$ 1,050 /week
or $150/night
Min Stay 3 nights
Select

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

From $ 1,050 /week (minimum stay 3 nights)
Pets Allowed |
The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ? acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and astonishing views of the Atlantic ocean.The residence is sited on very preferred land. Because of the higher altitude of the land the residence has unobstructed ocean view.The villa has its own living room, a gourmet kitchen, two bedrooms, two bathrooms and a large covered porch. The villa provides approximately 1,500 sq ft of indoor and covered outdoor living.Parking facilities are located on the Southwest part of the property. b>Amenities: /b> BBQ KETTLE PRIVATE YARD AREA GOLF FAR AREA WATERSPORTS NEAR DSC LONG LET DSC SHORT RENTAL FRIDGE BALCONY TERRA...

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2 bed Home for rent in Little Harbour, Caribbean, Little Harbour, Anguilla
Anguilla holiday rentals in Little Harbour, Little Harbour
Little Harbour 
4
Sleeps
2
Bedrooms
2
Baths
Villa-House
€2,784, £2,437
From

$ 3,150 /week
or $450/night
Min Stay 1 night
Select

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

From $ 3,150 /week (minimum stay 1 night)

Comfortable villa in quiet neighborhood overlooking Little Harbor. Views include lovely sunsets over the harbor, St Martain and surrounding islands. There is access to Little Harbor for swimming and snorkeling. The villa has a spacious great room with high airy ceilings, full kitchen, dining and comfortable living room area. Off the great room is a small half bath. Sliding glass doors surround the great room on three sides for unobstructed views of Little Harbor. All three sides are shaded by a covered veranda. Steps outside the great room are stairs that lead down into a large tiled swimming pool. The Veranda has lounge chairs and dining table for comfortable outside living. The villa has two large bedrooms, each with its own bathroom and a walkin marble shower. One bedroom has a king size plantation bed. The other bedroom has two extra long twin beds that can be converted into a king...

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6 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 
rate 4/5 Reviews (2)
12
Sleeps
6
Bedrooms
7
Baths
pool
Villa-House
€8,662, £7,581
From

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

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

From $ 9,800 /week (minimum stay 5 nights)
Swimming Pool

Villa Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. Five minutes' drive from the half mile of beach at Sandy Hill Bay. It's elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings throughout) and the stunning views of both Anguilla itself, and of the mountains of St Martin and St Barths and Statia. The luxurious and modern villa is designed for comfort and relaxation both inside and out; with interior and exterior dining and living areas. The interiors have an informal feel and furnishings include both designer and locally made bespoke furniture, Caribbean artwork, hammocks, relaxing loungers, deck chairs, comfortable beds and luxurious English bed linen. The expansive master bedroom at the top of the house offers stunning views with hammock and loungers on the terrace, a dressing 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
12
Baths
pool
Villa-House
€53,208, £46,568
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

Perched on the breathtaking cliffs overlooking Anguilla's Little Bay, Ani Estate is 2 luxury villas (Ani North and Ani South) aimed at delivering a remarkable holiday experience. Designed with the highest level of detail in contemporary style, Ani Estate is a one-of-a-kind Caribbean island escape. This 10 bedroom estate, with 2 fully outfitted villas, is perfect for larger groups and family gatherings. The property includes facilities and amenities expected within a world-class resort but secluded within your own private enclave. Ani's full service team is here to anticipate your every need. Your personal concierge works with you prior to your arrival to plan a range of services, activities, dining experiences, and excursions - be it a week of action and adventure or complete relaxation. A full staff strives to exceed your expectations for escape and deliver a package of meals, service...

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7 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 
14
Sleeps
7
Bedrooms
7
Baths
pets
pool
Villa-House
€7,208, £6,308
From

$ 8,155 /week
or $1,165/night
Min Stay 1 night
Select

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

From $ 8,155 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Crystal Sunrise Villa Summary 7 bedrooms, 5 full plus 2 half bathrooms, Indoor and out door dining areas, Large heated pool with large deck, Roof deck, Double garage, Games room with pool table, Gym, Family room, Media room, Laundry, WIFI, Satellite Television in rooms, Large kitchen with modern appliances and utensils, Fully Air Condition, Maid Service, Catering Service Available, Beautiful Landscaping and Gardens, Close proximity to the beach. This property is in close proximity to the ocean, is newly built and has all the necessities and amenities. This property can also accommodate a large family or a group of friends and associates. Villa Description Separated from the ocean?s shore by Anguilla?s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic pat...

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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
€5,964, £5,220
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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3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 4/5 Reviews (8)
6
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
€4,832, £4,229
From

$ 5,467 /week
or $781/night
Min Stay 5 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 5,467 /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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4 bed Home for rent in Anguilla, Anguilla
Anguilla holiday rentals in , Anguilla
Anguilla 
rate 5/5 Reviews (13)
8
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
€3,749, £3,281
From

$ 4,242 /week
or $606/night
Min Stay 2 nights
Select

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4 bed Home for rent in Anguilla, Anguilla

From $ 4,242 /week (minimum stay 2 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 Sandy Hill Bay, Caribbean, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
rate 5/5 Reviews (5)
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
€6,125, £5,361
From

$ 6,930 /week
or $990/night
Min Stay 7 nights
Select

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

From $ 6,930 /week (minimum stay 7 nights)
Swimming Pool

SECLUDED SERENITY Tequila is a contemporary three master bedroom beach house at secluded Lover?s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path. It is a small, white sand, sun bathing adventure beach with a great snorkeling and exploring bay. It is wonderful for tranquil clear blue ocean dipping, and heavenly for a dream come true paradise holiday - a perfect setting for an exotic wedding ceremony, reception or honeymoon. Tequila is in the East but is more centrally located so that it's easy to find your way around the island and easy to get to either end of Anguilla. Rates change according to the number of bedrooms and the time of year. Please check with us and we will quote the correct rates for your party. No matter how many bedrooms you rent, the entire villa is yours for your holiday time. Nobody else will rent when you are there. You c...

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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
€66,294, £58,020
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 
rate 5/5 Reviews (1)
12
Sleeps
6
Bedrooms
6
Baths
pets
Villa-House
€92,805, £81,223
From

$ 105,000 /week
or $15,000/night
Min Stay 4 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 105,000 /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 televisions, DVD players, poolside Bose surround sound and Wi-Fi 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 of yo...

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8 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (2)
16
Sleeps
8
Bedrooms
9
Baths
pets
pool
Villa-House
€30,935, £27,074
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, 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 televisions, DVD players, poolside Bose surround sound and Wi-Fi so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and enj...

Availability Calendar     booked Booked     Available Available           highlight_off
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
€15,653, £13,700
From

$ 17,710 /week
or $2,530/night
Min Stay 7 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 17,710 /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 
10
Sleeps
6
Bedrooms
5
Baths
pool
Villa-House
€34,647, £30,323
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)
Swimming Pool

Kishti West on Meads Bay, Anguilla. Just steps from the white sands of Meads Bay in Anguilla, the modern, luxurious and amazing Villa Kishti West waits for your arrival. With five large and opulent bedroom suites, it can easily accommodate up to ten 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 overs...

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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
€10,858, £9,503
From

$ 12,285 /week
or $1,755/night
Min Stay 5 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 12,285 /week (minimum stay 5 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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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
€7,115, £6,227
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 Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€7,474, £6,541
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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2 bed Apartment for rent in Island Harbour, Caribbean, Island Harbour, Anguilla
Anguilla holiday rentals in Island Harbour, Island Harbour
Island Harbour 
rate 4/5 Reviews (8)
4
Sleeps
2
Bedrooms
2
Baths
Apartment
€742, £650
From

$ 840 /week
or $120/night
Min Stay 3 nights
Select

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2 bed Apartment for rent in Island Harbour, Caribbean, Island Harbour, Anguilla

From $ 840 /week (minimum stay 3 nights)

Quiet neighborhood. Fully furnished, spacious air conditioned private apartment on Captains Ridge, Island Harbour with a panoramic view of the Atlantic Ocean. Very spacious apartment (over 2,000 square ft). Enjoy the ocean view from the master bedroom, master bathroom, living/dining area, kitchen and laundry area. Roomy master bathroom with walk-in closet, his and her vanity sinks and 8ft x 3ft wide shower area. Second bedroom and accompanying roomy bathroom with walk-in closet is available.Second bathroom contains ample 7ftx3ft wide shower area. Two televisions-Roku smart stream TV in master bedroom (with Netflix available); the other in living room. DVD player with extensive movie collection available. Kitchen equipped with modern appliances and dishwasher. Whole house generator installed to keep the lights, fans, air condition, refrigerator, etc on when electrical outage occurs. T...

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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
€12,405, £10,857
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 ...

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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
€2,054, £1,798
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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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
€15,468, £13,537
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...

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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 
rate 5/5 Reviews (6)
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
€4,919, £4,305
From

$ 5,565 /week
or $795/night
Min Stay 7 nights
Select

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

From $ 5,565 /week (minimum stay 7 nights)
Swimming Pool

Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * 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 * exquisitely furnished * large flat screen cable televisions * stereo * free Wi-Fi * tropical gardens * walking distance to five star restaurants b>Amenities: /b> BBQ HIGHCHAIR IRON KETTLE PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING STAFF SAFE SATELLITE TV TOASTER TV WASHING MACHINE WIFI ...

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4 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, Anguilla
Anguilla holiday rentals in Shoal Bayge, Shoal Bayge
Shoal Bayge 
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€11,137, £9,747
From

$ 12,600 /week
or $1,800/night
Min Stay 1 night
Select

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4 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, Anguilla

From $ 12,600 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor Showers Each air conditioned bedroom has its own outdoor shower, indoor bathroom, flat screen TV, DVD player and stunning ocean view. 1000 Count Egyptian Cotton Bed Linens The bedrooms at the Black Pearl villa have been finished with luxury, crisp bed linens, sumptuous Egyptian cotton gowns by Bellora and Keihl's relaxing bath products. Shoal Bay Beach Situated on a long stretch of unspoiled creamy white sand on the east coast of Anguilla this villa offers spectacular sunsets and ocean vistas from every window. Professional Kitchen Whilst fully staffed the villa kitchen has everything a professional chef could require,...

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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
€1,522, £1,332
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...

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1 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (7)
4
Sleeps
1
Bedrooms
1
Baths
pets
Villa-House
€953, £834
From

$ 1,078 /week
or $154/night
Min Stay 1 night
Select

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1 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 1,078 /week (minimum stay 1 night)
Pets Allowed |
James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4 These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconys and are finished in Italian tile throughout. A double sofa bed is available in the living room for an extra 2 guests. Extremely Spacious & Well Equipped The kitchen is well equipped with lots of work surfaces, a breakfast bar, coffee maker, stainless steel refrigerator, stove and microwave. Minutes from beaches & amenities These new apartments are only 5 minutes away from Anguilla's famous white sandy beaches, bars, shops and restaurants. Restaurants on Anguilla recommended by previous guests: Veya Straw Hat Tasty?s Barrel Stay Da Vida Blanchards Beach Shack Jacala Picante Smokeys Queensize Bedrooms Each spacious bedroom has a comfortable queen size bed. The fittings ...

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2 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
rate 5/5 Reviews (6)
5
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
€965, £845
From

$ 1,092 /week
or $156/night
Min Stay 1 night
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2 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla

From $ 1,092 /week (minimum stay 1 night)
Pets Allowed |
West End Bay Holiday Suites Self Catering Suites WEST END BAY ANGUILLA WI The perfect choice for a great quality stay on Anguilla - low rates Overlooking Stunning Shoal Bay West Just a 4 minute stroll away from a stunning white sandy beach, Shoal Bay West. Perfect for snorkeling & swimming. The apartments face south west offering Anguillan sunsets from each private balcony. Luxurious self-contained holiday apartments Comparable in style to a hotel but with the advantages of self catering. West End Bay Apartments offer affordable luxury in one of the Caribbean?s treasured destinations! Ideally located in the heart of Anguilla?s luxurious west end. Overlooking spectacular Shoal Bay West Beach, just a short distance from a myriad impressive restaurants, shops, boutiques and entertainment venues. Hotel style reception desk & concierge service West End Bay offers the benefits of a hotel, with...

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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
€6,496, £5,686
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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4 bed Home for rent in Island Harbour, Caribbean, Island Harbour, Anguilla
Anguilla holiday rentals in Island Harbour, Island Harbour
Island Harbour 
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€3,558, £3,114
From

$ 4,025 /week
or $575/night
Min Stay 1 night
Select

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

From $ 4,025 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable Caribbean accommodations. There are four definitive villas, Villa Amor, Villa Elegante, Villa Romantica, and Villa Grande. Quixotic offers the comforts of home with the tranquil ambiance found only on Anguilla. Each villa has all the modern comforts combined in a stylish manner. Here you can genuinely relax, unwind, and indulge in the caressing sea breezes and stunning ocean views. Villa Amor Cool, comfortable and classic describes this 2 bed room Villa where total relaxation is the only order of the day. The breezy, oversized Veranda is a most popular spot where you can enjoy a rejuvenating massage or your favorite cocktail. Villa Elegante & Villa Romantica These quaint 1-bedroom villas, pe...

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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
pool
Villa-House
€30,935, £27,074
From

$ 35,000 /week
or $5,000/night
Min Stay 1 night
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 35,000 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 Guests Villa Modena is private and palatial and set upon one acre of land near the Cap Juluca Hotel on Cove Bay. A combination of a two storey main house and a one storey clubhouse provides 5 stunning bedrooms with private bathrooms sleeping 10 guests. Gold & Onyx Doors Surroundind the air conditioned living spaces and bedrooms are floor to ceiling glass doors framed with gold and onyx. Simply beautiful and exotic. Outdoor Movies This state of the art villa has surround sound, WiFi internet, plasma TV's in each room and the technology for guests to sit under the beautiful Anguillan stars and enjoy a movie, or two. Private Tennis Court The clubhouse, with its 2 bedrooms and bathrooms also has a sitting area, bar and is close to the private full size tennis court. Adult Infinity Pool & 2 Childrens' Pools The main swimming area, an infini...

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5 bed Home for rent in Island Harbour, Caribbean, Island Harbour, Anguilla
Anguilla holiday rentals in Island Harbour, Island Harbour
Island Harbour 
rate 5/5 Reviews (3)
10
Sleeps
5
Bedrooms
6
Baths
pets
Villa-House
€15,468, £13,537
From

$ 17,500 /week
or $2,500/night
Min Stay 3 nights
Select

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5 bed Home for rent in Island Harbour, Caribbean, Island Harbour, Anguilla

From $ 17,500 /week (minimum stay 3 nights)
Pets Allowed |
Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla?s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a d?r as beautiful as the island?s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether you are basking in the sun in one of the pool?s built-in recliners, enjoying the built-in hot tub?s soothing bubbles or entertaining fellow holidayers, you?ll love the outdoor amenities Villa Amarilla has to offer. Indulge in the island?s fresh seafood with the help of a barbeque grill and shaded terrace, or sip a cocktail by the outdoor bar. Indoors, you will find a home theatre with surround sound, an excercise room and a massage table. Baby equipment is also available, to accommodate the whole family and help you travel light. Housekeeping, concierge and manager services are included with y...

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FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 10
From € 15,468 /week
Anguilla Holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Anguilla
Holiday Home
Sandy Hill Bay
Sandy Hill Bay
Sleeps: 12
From € 8,662 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 10
From € 34,647 /week
Anguilla Holiday rentals in West Endge, West Endge
Anguilla
Holiday Home
West Endge
West Endge
Sleeps: 16
From € 42,072 /week
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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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