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Anguilla Country: Anguilla (86) |
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Blowing Point
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Found 86 Caribbean vacation rentals
select_all 7 bed Home for rent in Long Bayge, Caribbean, Long Bayge, AnguillaLong Bayge, Long Bayge
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10
Sleeps
7
Bedrooms
7
Baths
pool
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Villa-House
 
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(€ 30,376  £ 25,790)
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$ 33,250 /Week 
or $4,750 /night (Min Stay 7 nights)
 
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Long Bayge, Long Bayge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
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Santosha Estate | Beach Front - Located in Tropical Long Bay with Private Pool
From the moment you set foot on this lush estate, you’ll begin to relax. Whether lounging by your private pool with tranquil views of the sea, or stepping out to the beach from the back porch, you’ll be transformed by Anguilla’s natural beauty. Santosha Estate offers your heart’s desire with warmth and island charm in complete luxury.   The main house features a grand master suite, master suite, king bedroom and a twin bedroom, great gathering rooms and wrap around porches — all with views of the beach and sea. Three more bedroom suites and a private gym are steps away in two charming guest houses. Your butler, chef and housekeeper will attend to every need, while full time security will ensure complete privacy. Never before available for weekly rentals, Santosha Estate is now welcoming guests — just like you &mdash...

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select_all 5 bed Home for rent in Anguilla, Caribbean, AnguillaAnguilla, Caribbean
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5/5
11
Sleeps
5
Bedrooms
6
Baths
pool
wifi
Villa-House
5/5 Reviews (10)
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(€ 5,756  £ 4,886)
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$ 6,300 /Week 
or $900 /night (Min Stay 7 nights)
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Anguilla, Caribbean Anguilla

(minimum stay 7 nights)
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BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale
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 vacation. 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. B...

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select_all 7 bed Home for rent in East Endge, Caribbean, East Endge, AnguillaEast Endge, East Endge
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5/5
14
Sleeps
7
Bedrooms
8
Baths
pets
pool
wifi
Villa-House
5/5 Reviews (2)
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(€ 12,867  £ 10,924)
From
$ 14,084 /Week 
or $2,012 /night (Min Stay 1 night)
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East Endge, East Endge Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
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Zenaida
Zenaida East End Village AnguillaA luxury Private Estate with Beach and Tennis courts and wonderful service on the East End of Anguilla. Everything is Cool about the location - guests have the advantage of the most elevated point on AnguillaZenaida is one of Anguilla's highest villas this property has true history and the location is where a 17th century Dutch fort once stood. As you can imagine the panoramic views are amazing over to St Martin and St Barths beyond with the gorgeous blues of the Caribbean sea. Large lot of 3 acres and lush tropical gardens - for complete privacy and relaxationNestled in three acres of lush tropical gardens which border the gorgeous Sandy Hill Bay. Path and Steps Down to the Beach BelowZenaida Beach and Tennis Estate is perched on a cliff right above Sandy Hill Bay. A secluded white-sand beach is directly accessible by stairs from the property. The bay fe...

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select_all 1 bed Apartment for rent in Island Harbour, Caribbean, Island Harbour, AnguillaIsland Harbour, Island Harbour
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4/5
2
Sleeps
1
Bedrooms
1
Baths
wifi
Apartment
4/5 Reviews (13)
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(€ 640  £ 543)
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$ 700 /Week 
or $100 /night (Min Stay 1 night)
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Island Harbour, Island Harbour Anguilla

(minimum stay 1 night)
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James Place Apartments, Anguilla , British West Indies
Perfect for 2 Vacation Rental Near Island Harbor and Shoal Bay Beaches James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private balcony's. The floors are finished with Italian tile throughout. The apartments are fully furnished with lots of amenities. The kitchen is well equipped with lots of work surfaces, a breakfast bar, coffee maker, stainless steel refrigerator, stove with an oven, microwave oven and kitchen utensils. Cool & Comfortable The bedroom has a comfortable King or, a queen size bed and the bathroom is private. The fittings are light, modern and simple. The Unit Includes Flat Screen Smart TV/Cable / Internet/ WIFI. There is a ceiling fan in each room and an economy air-conditioning unit. The...

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select_all 4 bed Home for rent in Island Harbour, Caribbean, Island Harbour, AnguillaIsland Harbour, Island Harbour
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8
Sleeps
4
Bedrooms
4
Baths
pets
pool
wifi
Villa-House
 
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(€ 5,116  £ 4,344)
From
$ 5,600 /Week 
or $800 /night (Min Stay 1 night)
 
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Island Harbour, Island Harbour Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Kiki Villa
Kiki Villa Shoal Bay Anguilla - 10 minute stroll from Shoal Bay BeachThis stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and one of the island most beautiful of beaches. Shoal Bay Beach is famous for It's pure white coral sand and clear, clean water. Stunning Pool & ExteriorThe pool is floodlit and is surrounded by lovely local stone sun deck and lounging furniture. The villa has beach towels, coolers and a parasol as well as a gas BBQ grill. 4 Bedroom Suites with ACThere are 4 lovely bedroom suites all with fans and air conditioning, a walk in closet, toiletries and a hair dryer. There are 3 bedrooms with king size beds and the fourth has 2 twin beds which can be put together to make a fourth king size bed if requir...

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select_all 2 bed Home for rent in Sandy Hill Bay, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
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11
Sleeps
2
Bedrooms
4
Baths
pool
wifi
Villa-House
 
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(€ 3,837  £ 3,258)
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$ 4,200 /Week 
or $600 /night (Min Stay 7 nights)
 
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Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 7 nights)
pool Swimming Pool
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COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER
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 vacation. 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. Be...

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select_all 1 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge
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11
Sleeps
1
Bedrooms
3
Baths
pool
wifi
Villa-House
 
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(€ 3,198  £ 2,715)
From
$ 3,500 /Week 
or $500 /night (Min Stay 7 nights)
 
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East Endge, East Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
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wifi WiFi
MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS
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 vacation. 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. Be...

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select_all 4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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8
Sleeps
4
Bedrooms
4
Baths
pool
wifi
Villa-House
 
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(€ 11,831  £ 10,044)
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$ 12,950 /Week 
or $1,850 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Odyssey
The Villa Odyssey - Kamique in Anguilla offers impressive scenery - a great view of the channel, and even of St. Martin in the distance, guarantees visitors that they have the kind of endless sea, sky, and breezes that define any Caribbean experience. However, the luxury and roominess of this four-bedroom villa are reason enough to choose it for a getaway. Crafted in the traditional style, but influenced by contemporary themes, the villa features classic high ceilings, an open floor plan, and an emphasis on bringing the outdoors inside. Enormous open walls and a covered terrace provide visitors with an almost endless array of lounging and dining spaces to enjoy at all hours of the day or night. There is also a lower garden area that features an oversized hammock and which is ideal for hours of leisurely reading, napping, or stargazing. It begins with the long stretch of infinity edge p...

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select_all 6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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12
Sleeps
6
Bedrooms
6
Baths
pool
wifi
Villa-House
 
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(€ 26,859  £ 22,803)
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$ 29,400 /Week 
or $4,200 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Kishti East
Villa Kishti East on Meads Bay, Anguilla.  If the idea of a full-service, estate-like vacation spot in the Caribbean appeals to you, consider Villa Kishti East, on exclusive Meads Bay in Anguilla, a dream destination. Part of the Kishti Estate, this individual villa is home to six luxurious bedroom suites, a seemingly endless list of amenities, and full-service staff to ensure you are totally relaxed at all times. The view from the many windows of the villa is well worth the stay (and the rooftop garden is impossible to describe), and the private stretch of glorious white sands are reason enough to pay a visit. However, with a single look at the different rooms and living spaces you will be ready to settle in for a long and enjoyable vacation. It begins with that waterfront experience, and unlike so many villas, this one has enormous and luxurious su...

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select_all 4 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge
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11
Sleeps
4
Bedrooms
5
Baths
pool
wifi
Villa-House
 
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(€ 5,116  £ 4,344)
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$ 5,600 /Week 
or $800 /night (Min Stay 7 nights)
 
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East Endge, East Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA
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 vacation. 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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select_all 3 bed Home for rent in West Endge, Caribbean, West Endge, AnguillaWest Endge, West Endge
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5/5
6
Sleeps
3
Bedrooms
4
Baths
pool
wifi
Villa-House
5/5 Reviews (4)
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(€ 5,302  $ 5,803)
From
£ 4,501 /Week 
or £643 /night (Min Stay 7 nights)
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West Endge, West Endge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Bow Green Rendezvous Anguilla
Golden sun, aquamarine sea, azure sky, soft white sand, beautiful unspoilt and uncrowded beach at Rendezvous Bay Beach, Bow Green Villa with swimming pool , fantastic haute cuisine of Anguilla near by,and indulgent luxury Spa near by are waiting for you.Bow Green is a beautiful home walking distance of Rendezvous Bay Beach, which is considered the best beach for long walks and offers fantastic views of St Martin across the sea.The villa will appeal to guests who want the beach and a fantastic private walled swimming .We are not a glass house . Our home will appeal to genuine guests who want to just relax and have fine dinning readily available. Amenities: BBQ HAIRDRYER IRON KETTLE PRIVATE OUTDOOR POOL HEATED PRIVATE YARD SECURE PARKING AREA GOLF NEAR AREA TENNIS NEAR AREA WATERSPORTS NEAR DSC LONG LET DSC WINTER SUN<b...

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select_all 11 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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22
Sleeps
11
Bedrooms
11
Baths
pool
wifi
Villa-House
 
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(€ 71,624  £ 60,809)
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$ 78,400 /Week 
or $11,200 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Kishti Estate
Kishti&amp;nbsp;Estate on Meads Bay, Anguilla.&amp;nbsp; Set directly on the white sands of Meads Bay in Anguilla, the estate includes two all-new villa Kishti&amp;nbsp;East and Kishti&amp;nbsp;West,&amp;nbsp;two matching properties designed as the Kishti Estate. Meant to offer an exclusive and luxurious way to enjoy the very best that the Caribbean has to offer. With a full-service staff in-residence during your stay, you quite literally have nothing to worry about except relaxing and enjoying the amazing amenities at hand. With up to 11&amp;nbsp;bedrooms each, the villas can accommodate up to twenty-two&amp;nbsp;visitors in complete style and comfort. All of the bedrooms feature private terraces and views of the sea, sitting areas, en suite bathrooms, and tremendous closets. There are many shared living spaces in each of these opulent villas, including roo...

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select_all 8 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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16
Sleeps
8
Bedrooms
10
Baths
pool
wifi
Villa-House
 
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(€ 68,523  £ 58,176)
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$ 75,005 /Week 
or $10,715 /night (Min Stay 7 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
wifi WiFi
The Beach House - Anguilla
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 vacation. 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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select_all 6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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5/5
13
Sleeps
6
Bedrooms
6
Baths
pool
wifi
Villa-House
5/5 Reviews (3)
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(€ 16,179  £ 13,736)
From
$ 17,710 /Week 
or $2,530 /night (Min Stay 7 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
wifi WiFi
Triton - Kamique
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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select_all 6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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10
Sleeps
6
Bedrooms
5
Baths
pool
wifi
Villa-House
 
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(€ 26,859  £ 22,803)
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$ 29,400 /Week 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Kishti West
Kishti&amp;nbsp;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 vacation 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\&amp;#39;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 wi...

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select_all 4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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8
Sleeps
4
Bedrooms
4
Baths
pool
wifi
Villa-House
 
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(€ 9,305  £ 7,900)
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$ 10,185 /Week 
or $1,455 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Anani - Kamique
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&amp;#39;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 livin...

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select_all 4 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, AnguillaShoal Bayge, Shoal Bayge
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8
Sleeps
4
Bedrooms
3
Baths
pool
Villa-House
 
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(€ 5,276  £ 4,479)
From
$ 5,775 /Week 
or $825 /night (Min Stay 3 nights)
 
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Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 3 nights)
pool Swimming Pool
Dreamcatcher - luxury villa, stunning views over turquoise seas
?Dreamcatcher? ? the clue is in the name?! ?On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the rigours and stress of daily life. Tranquility and romance or casual tropical family living ? ?Dreamcatcher? offers both. Built in a unique ranche-style, the villa?s design offers sweeping ocean vistas and gentle ocean breezes, inviting you to experience a private vacation retreat, featuring luxury bedrooms, gourmet kitchen, spacious open plan living/dining areas, an infinity pool and the choice of sunny or shaded verandas and pool decking. Set around the open-plan living area, the bedrooms are offset to the east and the west in two wings, providing privacy for a romantic sojourn and security for ...

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select_all 2 bed Home for rent in South Hill, Caribbean, South Hill, AnguillaSouth Hill, South Hill
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5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
wifi
Villa-House
5/5 Reviews (6)
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(€ 1,919  £ 1,629)
From
$ 2,100 /Week 
or $300 /night (Min Stay 3 nights)
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South Hill, South Hill Anguilla

(minimum stay 3 nights)
pool Swimming Pool
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Bonne View Villa
Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts Recently completed Villa, fully private property with a gated entrance ? Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. Master bedroom, King size Bed and private bath, Guest Bedroom Queen size bed, ? Two full bath ? Fully equipped Kitchen w/ stove & oven, refrigerator, microwave, blender, coffee maker and all dishes, silverware & glassware ? Modern casual furnishings in all rooms ? Flat Screen Cable TV, DVD, Surround Sound stereo and iPod docking station ? Free WiFi and Free phone call to the US and Canada. Maid service is included Villa is a non-smoking property Amenities: BBQ IRON JACUZZI KETTLE PRIVATE OUTDOOR POOL UNHEATED SECURE PARKING DSC SHORT RENTAL FRIDGE AIR ...

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select_all 4 bed Home for rent in Anguilla, AnguillaAnguilla,
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5/5
8
Sleeps
4
Bedrooms
5
Baths
pool
wifi
Villa-House
5/5 Reviews (14)
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(€ 4,157  £ 3,529)
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$ 4,550 /Week 
or $650 /night (Min Stay 5 nights)
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Anguilla,  Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
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Spyglass Hill Villa
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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select_all 4 bed Home for rent in Island Harbour, Caribbean, Island Harbour, AnguillaIsland Harbour, Island Harbour
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10
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4
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4
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4/5 Reviews (8)
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(€ 3,198  £ 2,715)
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$ 3,500 /Week 
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Island Harbour, Island Harbour Anguilla

(minimum stay 3 nights)
pets Pets Allowed
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Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!
Villa Dulcinea offers breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling, it's the perfect rental for your next beach getaway, family reunion, girls trip, or group retreat. This space is unique because of its size and location. It's a tremendous space - 5,329 square feet - so it's a great house if you're looking to get some peace and quiet. Send the kids -or adventurous adults!- outside to play! The Villa is surrounded by hiking trails, embedded with fossilized treasures from ancient sea life, that lead to 3 of Anguilla's most beautiful and secluded beaches. The 10-ft wrap around porch has a constant breeze. Spend the morning curled up on the porch watching the sunrise with steaming cups of coffee, lazy afternoons with the pe...

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select_all 5 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour
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10
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5
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5
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Villa-House
 
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(€ 6,395  £ 5,429)
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$ 7,000 /Week 
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Little Harbour, Little Harbour Anguilla

(minimum stay 5 nights)
pets Pets Allowed
Ocassa Villa
Descend upon a lush landscape that envelope a stately stature of the 6679 square foot Ocassa Villa. This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight and nights caressed by cool island breezes. Ocassa Villa is unlike anything you have ever experienced. On walking through its doors your senses are greeted to a pampered feeling. An island escape with endless possibilities is the most fitting way to caption the Ocassa Villa experience. Perched picturesquely above the legendary Sandy Ground in Anguilla, Ocassa Villa is the true picture of island paradise. It is one of the tropical treasures of the Caribbean exclusively designed to provide you with the best in privacy, services, facilities and ultimately a relaxing and inv...

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select_all 3 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour
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6
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3
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3
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Villa-House
 
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(€ 2,878  £ 2,443)
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$ 3,150 /Week 
or $450 /night (Min Stay 4 nights)
 
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Little Harbour, Little Harbour Anguilla

(minimum stay 4 nights)
pool Swimming Pool
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Lockrum Point Villa:Ocean front 3-bed/ 3-bath/pool
Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for our guests to enjoy. Designed to provide our guests with their own personal havens, LPV provides a large Master Bedroom, Junior Master Bedroomon the top level, and one twin bedroom with two twin sized beds or a 4th large bedroom on with a king size bed on the 1st level. Each of our four bedrooms have ensuite baths, hair dryers, spa bath robes, Caribbean Sea views and air conditioning. Outside each bedroom is a deck to enjoy the amazing panoramic views. Our Seaside Villa includes many of the finest features. The great room has 25 foot ceilings with two ceiling fans and air-conditioning. The ki...

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select_all 4 bed Castle for rent in Sandy Ground, Caribbean, Sandy Ground, AnguillaSandy Ground, Sandy Ground
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10
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4
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5
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Castle
5/5 Reviews (97)
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(€ 6,069  £ 5,152)
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$ 6,643 /Week 
or $949 /night (Min Stay 5 nights)
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Sandy Ground, Sandy Ground Anguilla

(minimum stay 5 nights)
pool Swimming Pool
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BEST VIEW IN TRUE PARADISE. U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!
Dear Paradise Researcher, Thanks for arriving at this special moment; the moment of paradise Anguilla is still True Paradise. PLUS... It' is always summer on Anguilla NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event of entering past the castle's impressive gate into a flowered compound of bold hibiscus, oleander & bougainvillia with tantalizing sea views all the way to the horizon. When you enter the stunning castle, which was specifically designed to draw you to the expanding and amazing sea, island and shore views. With every step forward, you move closer to a massive view of 'Mother Nature's' very best work and when you reach your destination, the far end...

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select_all 2 bed Apartment for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean
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4
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2
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2
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Apartment
 
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(€ 1,100  £ 934)
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$ 1,204 /Week 
or $172 /night (Min Stay 7 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
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2 Bedroom Luxury Ocean View Condo - ID:135
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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select_all 5 bed Home for rent in Anguilla, Caribbean, AnguillaAnguilla, Caribbean
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5/5
16
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5
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5
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Villa-House
5/5 Reviews (16)
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(€ 7,674  £ 6,515)
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$ 8,400 /Week 
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Anguilla, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
pets Pets Allowed
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LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS
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 vacation, 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...

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select_all 3 bed Home for rent in Sandy Hill Bay, Caribbean, Sandy Hill Bay, AnguillaSandy Hill Bay, Sandy Hill Bay
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6
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3
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4
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Villa-House
5/5 Reviews (1)
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(€ 5,116  £ 4,344)
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$ 5,600 /Week 
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Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 5 nights)
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Villa Kai
The Villa Kai is located in the Sandy Hill (East End) area on Long Pond Bay. We are situated right on the shore with easy access to a lovely sandy, rocky coastline and the relaxing sound of rolling waves. We have wonderful, cooling trade winds and terrific views of St. Marten, Saba and St. Barts. The house has an inviting open space living area with a new gourmet kitchen, indoor and outdoor dining, big screen TV and cable and Wifi. The bedrooms are all ensuite,two have King sized beds, and one can be twin beds or converted to King. Each bedroom has magnificent views and sounds of the nearby sea. We have several additional amenities: housekeeping, free local calls, free calls to the US, desk with printer/scanner, bluetooth indoor/outdoor speaker, and outdoor shower in master bedroom. We offer concierge service to link you to activities and chef/catering or pre arrival shopping (at you...

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select_all 3 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, AnguillaShoal Bayge, Shoal Bayge
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7
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3
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3
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pool
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Villa-House
5/5 Reviews (13)
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(€ 3,837  £ 3,258)
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$ 4,200 /Week 
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Shoal Bayge, Shoal Bayge Anguilla

(minimum stay 4 nights)
pool Swimming Pool
wifi WiFi
Stunning Sea Feathers Villa
Take in the beautiful panaromic views of St. Martin, the beautiful ocean and parts of the island while sitting on the deck drinking your morning coffee or cocktail! Large open air living space with dining room, sitting area as well as chaises to enjoy your day. Two large beautifully appointed bedrooms with private baths and wake up to the beautiful view! Anguillans say it is the best on the island! Separate living area downstairs with two bedrooms and one bath plus large living area. Enjoy the beautiful gardens or take a dip in the pool! This villa is perfectly situated in a quiet aree of Anguilla and decorated fabulously! Take a look! Amenities: BBQ HAIRDRYER IRON PRIVATE OUTDOOR POOL UNHEATED SHARED YARD DSC SHORT RENTAL FRIDGE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE...

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select_all 3 bed Home for rent in Anguilla, AnguillaAnguilla,
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6
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3
Bedrooms
3
Baths
pets
pool
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Villa-House
5/5 Reviews (21)
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(€ 1,899  £ 1,613)
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$ 2,079 /Week 
or $297 /night (Min Stay 4 nights)
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Anguilla,  Anguilla

(minimum stay 4 nights)
pool Swimming Pool
pets Pets Allowed
wifi WiFi
Mainstay Villa at Elsie Bay
Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed villa that offers every comfort & convenience. The layout affords beautiful ocean views from every room in the house. Enjoy constant breezes and the ever changing view of the sea & sky. The sunsets and sunrises are truly breathtaking. The villa is ideal for either one, two or three couples. It's been a romantic hideaway to many honeymooners and can easily accommodate a family of six. Amenities: HAIRDRYER IRON PRIVATE OUTDOOR POOL UNHEATED FRIDGE DRYER DISHWASHER DVD FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICR...

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select_all 5 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour
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10
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5
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5
Baths
pool
wifi
Villa-House
5/5 Reviews (14)
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(€ 11,831  £ 10,044)
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$ 12,950 /Week 
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Little Harbour, Little Harbour Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
Three Dolphins Lockrum Bay, Anguilla BWI
Three Dolphins, Anguilla is an elegantly furnished small estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. The Villa has been lovingly "restored and refurnished" inside and out Post Irma by her new Owners. Overlooking its own secluded strand of white sand beach directly in front of the house it has breathtaking views of the neighboring islands of St. Martin, St. Bart's and Saba. The Villa offers a totally equipped enclave for a family or small group vacation. The 8000 square foot compound is comprised of the Main House, with three air conditioned king size bedroom suites, living room, dining room and air conditioned media room, fully open to the outdoor decks and terraces through moveable, wooden louvered doors. A two bedroom air conditioned Cabana provides additional room for Guests with a shared master bath and priv...

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select_all 2 bed Apartment for rent in Sandy Ground, Caribbean, Sandy Ground, AnguillaSandy Ground, Sandy Ground
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4
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2
Bedrooms
2
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Apartment
 
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(€ 1,919  £ 1,629)
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$ 2,100 /Week 
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Sandy Ground, Sandy Ground Anguilla

(minimum stay 7 nights)
ac_unit Air Conditioning
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beautifull luxe duplex 300m from the beach,sun set view from the terrase
de luxe duplex appartment sea view ,80 meters from the beach of the sandy ground village walking distance to restaurants the apartment is very well furnished big gourmet kitchen with bar to have a nice aperitif same time cooking all towels and linen are provided beach chairs,cooler & umbrella a paradise Amenities: PRIVATE YARD AIR CONDITIONING BALCONY TERRACE DVD INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED PARKING SAFE TV WIFI STEREO ELDERLY ACCESSIBLE CEILING FANS Suitabilities: ALL...

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FEATURED ANGUILLA HOLIDAY RENTALS
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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