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Anguilla Country: Anguilla (108) | Region: Caribbean (49) |

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Found 47 Caribbean vacation rentals
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5/5
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
5/5 Reviews (1)
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(€ 7,623  £ 6,960)
From
$ 8,456 /Week 
or $1,208 /night (Min Stay 1 night)
5/5 Reviews (1)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Spyglass Hill Villa
Perfect Villa LayoutThis 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 King Size beds, en suite 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 King Size 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 en suite King Size 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 coul...

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6
Sleeps
3
Bedrooms
2
Baths
pets
Villa-House
 
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(€ 2,095  £ 1,913)
From
$ 2,324 /Week 
or $332 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
Beach Villa Ella
Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy BeachfrontBarnes 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. HousekeepingThis lovely villa also boasts a maid service every other day, included in the cost of the weekly rental. Colonial Style TerracesThe 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 EquippedThe simple, uncluttered interior is open plan with a kitchen leading into th...

Booked      Available           highlight_off   
10
Sleeps
5
Bedrooms
5
Baths
pets
pool
Villa-House
 
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(€ 15,776  £ 14,405)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
Yellow Villa
Villa Amarilla Island Harbour Anguilla Italian Influenced DesignDesigned 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 DesignerThe 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 GuestsThe villa comprises of 5 en suite bedrooms, each with a comfortable King Size bed. 2 of the bedrooms can be arranged with twin beds if required. Sophisticated KitchenThe villa kitchen has a GE Profile five burner gas top cooker, double ovens, microwave, dishwasher, fridge, freezer and separ...

Booked      Available           highlight_off   
10
Sleeps
5
Bedrooms
5
Baths
pool
Villa-House
 
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(€ 15,776  £ 14,405)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 7 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
Modena
Villa Modena on Anguilla is a majestic estate situated on a full acre on stunning Cove Bay. The premiere West End location is the most prestigious on the entire island. Stunning white architecture offsets the blues of the sky, the inviting swimming pool and the crystal clear waters of the Caribbean Sea. Step through the two-story entry of Villa Modena and find an innovative layout with three levels accessed by a lift or by the main entry courtyard. The elegance of the decor and finishing is matched by smart home automation. Rooms are arranged in a dramatic semi-circular pattern around a central circular sitting area on the main level. This comfortable and stylish room features built-in seating in a curved space surrounded by stately marble pillars. The spectacular living room is an expansive space with white sofas and walls of windows for beautiful sea views and natural light. A long an...

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2
Sleeps
1
Bedrooms
1
Baths
pets
Villa-House
 
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(€ 1,552  £ 1,417)
From
$ 1,722 /Week 
or $246 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
Little Butterfly
Little Butterfly Apartments Little Harbour, AnguillaThis 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 vacation in the heart of Anguilla. The south facing, self-contained vacation 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 cei...

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5/5
4
Sleeps
1
Bedrooms
1
Baths
pets
Villa-House
5/5 Reviews (7)
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(€ 972  £ 887)
From
$ 1,078 /Week 
or $154 /night (Min Stay 1 night)
5/5 Reviews (7)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
ac_unit Air Conditioning
James Place Apartments
James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4These 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 balconies 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 EquippedThe kitchen is well equipped with lots of work surfaces, a breakfast bar, coffee maker, stainless steel refrigerator, stove and microwave. Minutes from beaches & amenitiesThese new apartments are only 5 minutes away from Anguilla's famous white sandy beaches, bars, shops and restaurants. Restaurants on Anguilla recommended by previous guestsVeyaStraw HatTasty'sBarrel StayDa VidaBlanchards Beach ShackJacalaPicanteSmokey'squeen size BedroomsEach spacious bedroom has a comfortable queen size bed. The fittings are light, m...

Booked      Available           highlight_off   
5/5
16
Sleeps
8
Bedrooms
8
Baths
pool
Villa-House
5/5 Reviews (1)
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(€ 13,094  £ 11,956)
From
$ 14,525 /Week 
or $2,075 /night (Min Stay 7 nights)
5/5 Reviews (1)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Beachcourt Villa
BeachCourt Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property brings you right to the sand. Built on a hill, the house sits about 40 feet above the water, maximizing views and breezes. Yet - as you sit on its spacious decks - you are a short walk from the magnificence of Shoal Bay, its blues and greens, great for walking or snorkeling. Go through the lush gardens, past the tennis court, to the water. Swimming, snorkeling, and leisurely walks are all right outside the gate that insures your privacy. BeachCourt is open, spacious, and built to accommodate large groups efficiently and luxuriously. This open plan kitchen, living room, and dining area is terraced below the grand entrance foyer and overlooks Shoal B...

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12
Sleeps
6
Bedrooms
9
Baths
pool
Villa-House
 
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(€ 33,129  £ 30,250)
From
$ 36,750 /Week 
or $5,250 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Sheriva - Mystique
Overlooking Cove Lagoon and only two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Sheriva at Sheriton Estates is one of Anguilla's luxury boutique villa hotels in chic West End. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and neighboring St. Martin, the property offers ultimate privacy, yet swift access to the island's finest beaches, boutiques and restaurants. The villa name MYSTIQUE - eloquently reflects the aura of SHERIVA at Sheriton Estates. Nestled behind an artfully designed wall, this boutique villa hotel is the discerning traveler's choice for luxury escapism. Mystique, reputed to be the largest villa on the island at 21,000 square feet, is home to five Grand Villa Suites, three pools and a full gym. There is also an optional garden junior suite which is perfectly suited for a guest's personal staff. Wit...

Booked      Available           highlight_off   
10
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
 
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(€ 31,551  £ 28,810)
From
$ 35,000 /Week 
or $5,000 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
Modena Villa
Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 GuestsVilla 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 DoorsSurrounding the air conditioned living spaces and bedrooms are floor to ceiling glass doors framed with gold and onyx. Simply beautiful and exotic. Outdoor MoviesThis 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 CourtThe clubhouse, with It's 2 bedrooms and bathrooms also has a sitting area, bar and is close to the private full size tennis court. Adult Infinity Pool & 2 children's' PoolsThe main swimming area, an infinity ...

Booked      Available           highlight_off   
5/5
12
Sleeps
7
Bedrooms
5
Baths
pool
Villa-House
5/5 Reviews (1)
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(€ 12,621  £ 11,524)
From
$ 14,000 /Week 
or $2,000 /night (Min Stay 5 nights)
5/5 Reviews (1)
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Villa Paradise - Anguilla
Villa Paradise is an exquisite 7,000 square foot, gated vacation home surrounded by 3.5 acres of magnificently landscaped gardens overlooking the sea- the home is one of the most luxurious villas in the Caribbean as well as one of the most beautiful luxury homes on Anguilla...a preferred hideaway for celebrities and royalty/the rich and famous/the less known but well-travelled. Villa Paradise combines natural beauty with quiet elegance while offering unrivaled views across the crystalline Caribbean Sea to the majestic mountains of St. Maarten, making it one of the most sought-after luxury villa rentals in Anguilla. The villa's protected harbor with boat dock and small, private cove are located in front of the villa while the adjacent coral reef offers some of the best snorkeling opportunities in Anguilla. Villa Paradise was updated and renovated in 2015. A significant part of the renov...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
 
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(€ 15,776  £ 14,405)
From
$ 17,500 /Week 
or $2,500 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Beach Villa Holiday Special
Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom VillaSand Castle Villa boasts 4 bedrooms, 2 King Size, 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 It's own beautiful pool this villa provides the ultimate location for a vacation. Mahogany Doors Welcome Guests into a Cool InteriorLarge mahogany front doors welcome guests from the landscaped gardens at the villas entrance into the cool, spacious interior. West Indian Relaxed StylingThe 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 ExteriorThe main living space combines living room...

Booked      Available           highlight_off   
10
Sleeps
5
Bedrooms
5
Baths
pets
pool
Villa-House
 
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(€ 6,310  £ 5,762)
From
$ 7,000 /Week 
or $1,000 /night (Min Stay 1 night)
 
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
Ocassa Villa
Ocassa Villa Anguilla 5 Bedrooms overlooking Sandy BayThis is a stunning villa overlooking lovely Sandy Bay on the west coast of Anguilla. The villa has 5 double bedrooms with sumptuous furnishings and cool, cotton bed linens. Living Room opens onto Infinity Pool & BalconyThe living room has vast comfortable leather sofas and cool, white walls decorated with splashes of caribbean colour. The french windows open out onto a spacious tiled sun deck and pristine infinity pool. Luxurious BathroomsThe bathrooms have tiled walls and floors, teak vanity units, Complementary bathroom products, towels, bidets and double wash basins. Restaurants on Anguilla recommended by previous guestsVeyaStraw HatTasty'sBarrel StayDa VidaBlanchards Beach ShackJacalaPicanteSmokey'sDedicated Award Winning ChefGuests can experience the gastronomic services of an award winning chef during their stay, included in the...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 12,589  £ 11,495)
From
$ 13,965 /Week 
or $1,995 /night (Min Stay 7 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
7 Palms Villa - Anguilla - Caribbean
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 vacation. 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...

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20
Sleeps
10
Bedrooms
12
Baths
pool
Villa-House
 
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(€ 54,268  £ 49,553)
From
$ 60,200 /Week 
or $8,600 /night (Min Stay 3 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
ac_unit Air Conditioning
Ani Estate
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 vacation 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...

Booked      Available           highlight_off   
10
Sleeps
5
Bedrooms
5
Baths
pool
Villa-House
 
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(€ 5,080  £ 4,638)
From
$ 5,635 /Week 
or $805 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Tamarind Villa - Anguilla
Tamarind villa overlooks the Atlantic Ocean and is located on the north eastern end of Anguilla, just a five minute drive from Shoal Bay East one of the most beautiful beaches in the Caribbean. IT offers spacious and comfortable living and provides the ideal setting for a large family and friends. Built on two levels, the villa offers tiled floors and a large second story balcony overlooking the pool. <br /><br />The main level offers a spacious and comfortable sitting area complete with sectional sofa and TV as well wet bar. This area opens onto the pool area. Two bedrooms are, also, located on this level. The upper level is comprised of an open concept living room, dining area and kitchen. The kitchen is nicely equipped. This level offers three bedrooms as well. All of the bedrooms are breezy and offer ceiling fans (no ac). Each is nicely furnished with either king, queen o...

Booked      Available           highlight_off   
5/5
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
5/5 Reviews (6)
verified_user Book Online  
(€ 7,572  £ 6,914)
From
$ 8,400 /Week 
or $1,200 /night (Min Stay 4 nights)
5/5 Reviews (6)
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Caribbean, Caribbean Anguilla

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
View Villa - Anguilla
Vista is an idyllic three bedroom villa on the coast with an infinity pool overlooking the sea and the panoramic views of St Martin. The Villa is on a very private small beach and the reef next to the house has wonderful snorkeling. The villa has been designed to a high standard using European designer furnishings such as Phillipe Starck, Porta Roma, Kelly Hoppen, William Yeowood and Kohler. The master and guest beds are extremely comfortable and are by top British manufacturers And So To Bed. Each bedroom is air-conditioned and both shower rooms were refurbished in 2008 using Kohnler fixtures, rainfall showers and tiles in polished Anguillian stone. Original artwork adorns many walls. There is a master bedroom with king bed and en-suite and walkout to gallery. The second and third bedrooms share a bathroom and have a queen bed and two twin beds. Other features include hammock, snorkelin...

Booked      Available           highlight_off   
14
Sleeps
7
Bedrooms
9
Baths
pool
Villa-House
 
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(€ 13,820  £ 12,619)
From
$ 15,330 /Week 
or $2,190 /night (Min Stay 5 nights)
 
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
Ambrosia Villa
Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals. Nestled between the rolling hills on Anguilla's Shoal Bay East, Ambrosia Villa is framed by gardens of exotic flowers and natural coastal beauty, making it one of the most desirable oceanside locations in the world and among the most popular of Anguilla luxury rental homes. Ambrosia Villa is one of the most impressive of Anguilla rentals offering more than 13,000 sq. ft. of upscale amenities, including terraces that place you in spectacular ocean views, spacious outdoor garden showers overlooking the beach, and access to the hilltop Jacuzzi, swim up bar and a number of sundecks where you can lounge ami...

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FEATURED ANGUILLA HOLIDAY RENTALS
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