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195 Caribbean holiday rentals found    page 1 of 7     Subscribe: XML Feed Anguilla holiday rentals
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
6
Baths
pets
Villa-House
€13,809, £12,289
From

$ 16,100 /week
or $2,300/night
Min Stay 3 nights
Select

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

From $ 16,100 /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, a fitness 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 your...

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3 bed Home for rent in Island Harbour, Caribbean, Island Harbour, Anguilla
Anguilla holiday rentals in Island Harbour, Island Harbour
Island Harbour 
6
Sleeps
3
Bedrooms
6
Baths
pets
Villa-House
€12,608, £11,220
From

$ 14,700 /week
or $2,100/night
Min Stay 3 nights
Select

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

From $ 14,700 /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, a fitness 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 your...

Availability Calendar     booked Booked     Available Available           highlight_off
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
4
Baths
pets
pool
Villa-House
€9,606, £8,549
From

$ 11,200 /week
or $1,600/night
Min Stay 5 nights
Select

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3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 11,200 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Like an ivory showpiece glinting in the sun, Sandcastle is your private?palace right by the sands of the Caribbean Sea. Welcome to sunny Anguilla, a magical island known for its watersports, nightlife and friendly local vibration. Take in the magnificent views of the ever changing hues of the Atlantic Ocean and tropical horizon right at your doorstep. An idyllic boutique villa awaits! The outdoor oasis at Sandcastle includes an expansive second story infinity swimming pool with plenty of deck seating, beach chairs and umbrellas. The consummate entertainer won?t be able to resist whipping up some fabulous cocktails at the poolside bar with a stellar ocean view. Lovely alfresco dining can be a daily event with a barbeque and outdoor dining set under the shaded lanai. The children will love the fenced in and colorful playground with swings, slide, rock climbing wall and lookout fort. Indoor...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€11,407, £10,152
From

$ 13,300 /week
or $1,900/night
Min Stay 5 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,300 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Like an ivory showpiece glinting in the sun, Sandcastle is your private?palace right by the sands of the Caribbean Sea. Welcome to sunny Anguilla, a magical island known for its watersports, nightlife and friendly local vibration. Take in the magnificent views of the ever changing hues of the Atlantic Ocean and tropical horizon right at your doorstep. An idyllic boutique villa awaits! The outdoor oasis at Sandcastle includes an expansive second story infinity swimming pool with plenty of deck seating, beach chairs and umbrellas. The consummate entertainer won?t be able to resist whipping up some fabulous cocktails at the poolside bar with a stellar ocean view. Lovely alfresco dining can be a daily event with a barbeque and outdoor dining set under the shaded lanai. The children will love the fenced in and colorful playground with swings, slide, rock climbing wall and lookout fort. Indoor...

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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
€720, £641
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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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
€4,803, £4,274
From

$ 5,600 /week
or $800/night
Min Stay 1 night
Select

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

From $ 5,600 /week (minimum stay 1 night)
Swimming Pool
Pets Allowed |
Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This 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 its pure white coral sand and clear, clean water. Stunning Pool & Exterior The 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 AC There 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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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 4/5 Reviews (2)
12
Sleeps
6
Bedrooms
6
Baths
pets
pool
Villa-House
€8,406, £7,480
From

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

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,800 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
For larger groups, Colibri can be rented?along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose elevated position benefits from soothing trade winds and a stellar view of the ocean and mountains of St Martin and St Barth?s. Colibri is the perfect family villa. The expansive swimming pool features varying depths to accommodate all ages. You will also find a walled off and gated play area tucked away in the garden, for some touch football or tennis against the wall. Other features include a cinema room with comfortable seating, a games...

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3 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 (3)
6
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
€3,146, $3,668
From

£ 2,800 /week
or £400/night
Min Stay 7 nights
Select

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

From £ 2,800 /week (minimum stay 7 nights)
Swimming Pool

Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool. We offer understated European elegance and it's a place to relax and chill. Our housekeeper comes in daily for half a day to ensure the villa is nice and clean. Bow Green can be rented as a two bedroom unit or a single bedroom upstairs. Bow Green is close to all the West End facilities on Anguilla and fine dining. You don't have to jump in a car to enjoy Rendezvous Bay Beach. Closeness to the beach means you can come home for a bite to eat or get out of the sun and relax by the swimming pool. Guests enjoy poolside barbecue in the evening for dinner. We have updated our Bow Green Site ...

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5 bed Home for rent in Blowing Point, Blowing Point, Anguilla
Anguilla holiday rentals in Blowing Point, Blowing Point
Blowing Point 
10
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
€10,207, £9,083
From

$ 11,900 /week
or $1,700/night
Min Stay 7 nights
Select

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5 bed Home for rent in Blowing Point, Blowing Point, Anguilla

From $ 11,900 /week (minimum stay 7 nights)
Swimming Pool
Pets Allowed |
Beach Escape Villa, located directly on a great beach, has five ocean view bedrooms, a very large screen porch area, an expansive pool deck, and shaded verandas overlooking the pool and sea. The property consists of a main house and a guest house. Both buildings have air conditioning throughout. The main house has two bedrooms upstairs with private en-suite bathrooms. The guest building has three self-contained suites, each with bedroom, private en-suite bathroom, and terrace. Beach Escape is a private villa; it is rented to only your group during your stay. One week minimum rental. b>Amenities: /b> PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD SECURE PARKING AREA GOLF FAR DSC BEACHFRONT AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE b>Suitabilities: /b> ALL...

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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 
rate 4/5 Reviews (8)
10
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
€2,101, £1,870
From

$ 2,450 /week
or $350/night
Min Stay 3 nights
Select

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

From $ 2,450 /week (minimum stay 3 nights)
Pets Allowed |
Great for groups! Enjoy 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. 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 that lead to 3 of Anguilla's most beautiful and secluded beaches. The 10-ft wrap around porch has a constant breeze. My family and I have spent many a morning curled up on the porch watching, the sunrise with steaming cups of coffee, lazy afternoons with the perfect combination of sun, shade and breeze, and star studded evenings discovering new constellations, telling stories, playing gam...

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4 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
8
Sleeps
4
Bedrooms
4
Baths
Villa-House
€18,612, £16,563
From

$ 21,700 /week
or $3,100/night
Min Stay 7 nights
Select

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

From $ 21,700 /week (minimum stay 7 nights)

An estate-like villa set along the golden sands of Long Bay in Anguilla,? are just a few of the words to aptly describe the Villa Element Sand. One of three modern beauties with remarkable architectural style and charm, this villa offers up spacious, comfortable, and luxurious living. Pure white and adorned with an array of large windows, the villa presents the beach, the sea, and the amazing views, capturing the breezes and providing an endless vista of blue skies and sea green waters. Created to provide a comprehensive holiday solution, and just minutes from the Greg Norman golf course at the CuisinArt Resort and Spa, this property will provide visitors with all that they could need for a private, relaxing, and thoroughly enjoyable escape. The private beachfront is reached by a set of stairs or a path from the terrace or garden area of the villa. Walking down the gentle slope, a visi...

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5 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
4
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
€11,582, £10,306
From

$ 13,503 /week
or $1,929/night
Min Stay 7 nights
Select

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

From $ 13,503 /week (minimum stay 7 nights)
Swimming Pool
Pets Allowed |
Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer has five impeccable bedrooms and can host groups of friends or a family of up to ten. Guests of Antilles Pearl at Altamer receive first-class treatment by a professional staff comprised of a gourmet chef, housekeeper, gardener, butler, caretaker and night security guard. A modern lift has been installed to easily traverse between the first to third floors. A full entertainment center includes a billiards table, ping pong, air hockey and a custom-built pool table with teak wood and stainless steel finishes. Antilles Pearl at Altamer?s outdoor features include a private beachfront, swimming pool, ...

Availability Calendar     booked Booked     Available Available           highlight_off
10 bed Home for rent in Little Harbour, Caribbean, Little Harbour, Anguilla
Anguilla holiday rentals in Little Harbour, Little Harbour
Little Harbour 
20
Sleeps
10
Bedrooms
10
Baths
pool
Villa-House
€45,750, £40,713
From

$ 53,340 /week
or $7,620/night
Min Stay 7 nights
Select

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

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

Set within a private tropical garden of approximately 1.5 acres, Indigo is the perfect holiday hideaway. Located within idyllic Little Harbour, Indigo is sheltered by Cinnamon Reef, providing unrivaled panoramic views of the stunning Caribbean sea and the islands of St Barts and St Martin. Indigo's desirable location and flexible accommodation, offers guests luxury and the real opportunity of guaranteed privacy. Within the sea-side garden is a dining pavilion with seating for 10 and barbeque dining area on a private beach with beautiful white sand and direct access to the crystal clear sea. Built with loving attention and comprising of 9 bedrooms with en suite bathrooms, tennis court, pavilion and gym, this beautiful villa is a unique place to relax and enjoy the ultimate in island living. Indigo is truly a Caribbean paradise. Indigo is arranged over three buildings (the Main House, ...

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8 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla
Anguilla holiday rentals in Long Bayge, Long Bayge
Long Bayge 
16
Sleeps
8
Bedrooms
8
Baths
pets
pool
Villa-House
€45,570, £40,553
From

$ 53,130 /week
or $7,590/night
Min Stay 5 nights
Select

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

From $ 53,130 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Find your own Caribbean paradise at Nevaeh. Set on a private, gated lot that stretches down to a half-mile of golden sand on Anguilla?s Long Bay, this luxury oceanfront holiday rental boasts stunning views and pampering service. The brand-new villa takes its design cues from local architecture and Balinese decor alike for a breezy modern feel, and eight bedrooms in a main house and guest house offer generous accommodations. Your stay at Nevaeh includes chef service for three meals per day, butler service, transfers to and from the port of Anguilla, and your very own?four-seater UTV and golf cart?for cruising?in and around the villa property. Challenge friends or family to a game on the tennis/basketball court or at beach volleyball, or take the snorkeling equipment out to explore the bay. Stretch out on a lounge chair on the beach or on the terrace by the infinity pool and hot tub. Afte...

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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 
10
Sleeps
5
Bedrooms
8
Baths
pets
pool
Villa-House
€35,904, £31,951
From

$ 41,860 /week
or $5,980/night
Min Stay 5 nights
Select

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

From $ 41,860 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
Find your own Caribbean paradise at Nevaeh. Set on a private, gated lot that stretches down to a half-mile of golden sand on Anguilla?s Long Bay, this luxury oceanfront holiday rental boasts stunning views and pampering service. The brand-new villa takes its design cues from local architecture and Balinese decor alike for a breezy modern feel, and eight bedrooms in a main house and guest house offer generous accommodations. Your stay at Nevaeh includes chef service for three meals per day, butler service, transfers to and from the port of Anguilla, and your very own?four-seater UTV and golf cart?for cruising?in and around the villa property. Challenge friends or family to a game on the tennis/basketball court or at beach volleyball, or take the snorkeling equipment out to explore the bay. Stretch out on a lounge chair on the beach or on the terrace by the infinity pool and hot tub. Afte...

Availability Calendar     booked Booked     Available Available           highlight_off
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
€4,803, £4,274
From

$ 5,600 /week
or $800/night
Min Stay 7 nights
Select

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

From $ 5,600 /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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8 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
16
Sleeps
8
Bedrooms
8
Baths
pool
Villa-House
€12,458, £11,087
From

$ 14,525 /week
or $2,075/night
Min Stay 7 nights
Select

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8 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,525 /week (minimum stay 7 nights)
Swimming Pool

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...

Availability Calendar     booked Booked     Available Available           highlight_off
5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
5
Baths
pool
Villa-House
€4,755, £4,232
From

$ 5,544 /week
or $792/night
Min Stay 5 nights
Select

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5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 5,544 /week (minimum stay 5 nights)
Swimming Pool

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...

Availability Calendar     booked Booked     Available Available           highlight_off
2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
€8,075, £7,186
From

$ 9,415 /week
or $1,345/night
Min Stay 7 nights
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,415 /week (minimum stay 7 nights)
Swimming Pool

A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of seeking pleasure, and discover a staff committed to delivering every service and amenity with an unrivaled sense of passion at our luxurious Anguilla beach resort. The stunning waters of the Caribbean Sea create a wonderful setting for Anguilla activities such as snorkeling, sailing, stand up paddle boarding, and scuba diving. Adjacent to three of the most beautiful beaches on Anguilla, the resort is also just minutes away from a Greg Norman designed championship golf course, a variety of cultural sites, and an array of dining options. Malliouhana's spacious and intimate guestrooms offer styl...

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6 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
12
Sleeps
6
Bedrooms
9
Baths
pool
Villa-House
€31,521, £28,050
From

$ 36,750 /week
or $5,250/night
Min Stay 5 nights
Select

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6 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 36,750 /week (minimum stay 5 nights)
Swimming Pool

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...

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2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
€2,161, £1,923
From

$ 2,520 /week
or $360/night
Min Stay 4 nights
Select

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2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 2,520 /week (minimum stay 4 nights)
Swimming Pool

This is a great deal for a new beautifully appointed two bedroom villa in the Indigo Reef development. Both bedrooms are large, equal in size, offering king or twin beds, and open onto a private deck or patio. Identical baths feature sunken showers. The living area and large cooks kitchen have everything you need, with multiple options for dining both inside and out. This villa makes for the perfect holiday. You will look forward to returning every year! b>Amenities: /b> BBQ IRON SHARED OUTDOOR POOL UNHEATED FRIDGE AIR CONDITIONING DRYER DISHWASHER FREEZER INTERNET ACCESS MICROWAVE PARKING SATELLITE TV TV WASHING MACHINE STOVE CEILING FANS b>Suitabilities: /b> ALL...

Availability Calendar     booked Booked     Available Available           highlight_off
4 bed Home for rent in Sandy Hill Bay, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
8
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€14,590, £12,983
From

$ 17,010 /week
or $2,430/night
Min Stay 5 nights
Select

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

From $ 17,010 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

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4 bed Home for rent in Sandy Hill Bay, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
6
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€14,139, £12,583
From

$ 16,485 /week
or $2,355/night
Min Stay 5 nights
Select

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

From $ 16,485 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

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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 
10
Sleeps
5
Bedrooms
7
Baths
pool
Villa-House
€15,010, £13,357
From

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

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

From $ 17,500 /week (minimum stay 5 nights)
Swimming Pool

Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award-winning Dallas interior designer David Salem & Associates have hints of Moroccan flair. With spacious indoor and outdoor living and dining areas, Villa Amarilla offers ample room for a large group to gather or a variety of havens for an individual to find solitude and relaxation in 9,000 gorgeous square feet. Located on Anguilla's Leeward north side, on the Sea Rocks of Island Harbor overlooking some of Anguilla's most beautiful reefs, you will never tire of the mesmerizing view as it changes continually with the tides from iridescent aquas to deep sapphire blues. In addition to the beauty of the surf breaking on the reefs the panoramic views include Shoal Bay Beach to the west and Scrub Isla...

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5 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
rate 5/5 Reviews (1)
10
Sleeps
5
Bedrooms
7
Baths
pool
Villa-House
€20,155, £17,936
From

$ 23,499 /week
or $3,357/night
Min Stay 7 nights
Select

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

From $ 23,499 /week (minimum stay 7 nights)
Swimming Pool

An architectural masterpiece designed for entertaining and relaxation, Blue Diamond is a 12,000 square foot villa with 5 bedrooms each with an en-suite bathroom and two additional powder rooms for a total of 7 bathrooms. The living and dining space is ideal for a group of friends, a family gathering or entertaining your business associates. As you enter the room through a rounded hallway, a beautiful curved bar is the centerpiece for the "flower petal" floor plan offering interesting visual stimuli designed to offer views of the sea and St Martin from any direction. From the table for 14 to the grand piano, this is a space you will never forget. As you exit the building to the balcony you will be delighted with an 18' x 45' pool and an outdoor Jacuzzi for 12 people. Many special evenings under the stars will be had by you and your guests. The entertainment floor is simply a dream come...

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4 bed Home for rent in Sandy Hill Bay, Sandy Hill Bay, Anguilla
Anguilla holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Sandy Hill Bay 
2
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
€13,239, £11,781
From

$ 15,435 /week
or $2,205/night
Min Stay 5 nights
Select

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

From $ 15,435 /week (minimum stay 5 nights)
Swimming Pool
Pets Allowed |
The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the ?Top 20 Villas in the World? by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above a perfect crescent beach, Bird of Paradise looks across the Caribbean to the mountains of St. Barths and St. Martin. Bird of Paradise boasts not one, but three swimming pool areas, the most extensive bathing system of any villa on Anguilla. The lagoon-style pools are heated and range in depth from three to nine feet. The property manager works exclusively for the villa and will meet and greet you upon arrival at the airport or dock. Your reservation includes a twenty-four hour concierge, daily housekeeping and a grounds person to assist with beach chairs and other requests. With its executive c...

Availability Calendar     booked Booked     Available Available           highlight_off
4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (4)
8
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
€7,205, £6,411
From

$ 8,400 /week
or $1,200/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 8,400 /week (minimum stay 4 nights)
Swimming Pool

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...

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7 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
12
Sleeps
7
Bedrooms
5
Baths
pool
Villa-House
€12,008, £10,686
From

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

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7 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 14,000 /week (minimum stay 5 nights)
Swimming Pool

Villa Paradise is an exquisite 7,000 square foot, gated holiday 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 lettings 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...

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1 bed Home for rent in Rendezvous Bay, Caribbean, Rendezvous Bay, Anguilla
Anguilla holiday rentals in Rendezvous Bay, Rendezvous Bay
Rendezvous Bay 
rate 5/5 Reviews (1)
2
Sleeps
1
Bedrooms
1
Baths
Villa-House
€1,651, £1,469
From

$ 1,925 /week
or $275/night
Min Stay 5 nights
Select

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

From $ 1,925 /week (minimum stay 5 nights)

A lovely West Indian cottage located on the beach, Thye House offers a perfect getaway from your busy life. This villa has spectacular views of the sea and Rendezvous Bay. A romantic hideaway surrounded by mature vegetation will give you the privacy you are looking for. There are wooden decks surrounding the living area and French doors that you can leave open during the day to let the outside in. A big comfy hammock or dinner by candle light awaits you on either side of the wrap around deck. In addition to the beach the villa comes with beach chairs, lounges and an umbrella... just waiting for you! Escort services to villa on arrival and orientation to the best of Anguilla. Additional amenities: Beach Chairs, Beach Towels b>Amenities: /b> BBQ IRON KETTLE FRIDGE FREEZER INTERNET ACCESS MICROWAVE PARKING SAFE SATELLITE TV TOASTER TV...

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4 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
8
Sleeps
4
Bedrooms
9
Baths
pets
pool
Villa-House
€17,411, £15,494
From

$ 20,300 /week
or $2,900/night
Min Stay 4 nights
Select

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4 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 20,300 /week (minimum stay 4 nights)
Swimming Pool
Pets Allowed |
Located in Maundays Bay in Anguilla, Infinity at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. With postcard perfect views of neighboring St. Martin and the Caribbean Sea, this chic villa redefines the art of luxury escape. All three main level rooms have direct access to the expansive terrace which leads to the infinity swimming pool with a built-in hot tub. You will find a second swimming pool on the lower deck. Step out of the water into an alfresco shower. The elegant shared spaces offer tech-savvy comforts such as plasma TVs, DVD players, poolside Bose surround sound, Wi-Fi and iPod dock so that your stay can be as relaxing or as festive as you desire. Fire up the barbeque and...

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  Anguilla Holiday rentals
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FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 16
From € 64,332 /week
Anguilla Holiday rentals in Sandy Hill Bay, Sandy Hill Bay
Anguilla
Holiday Home
Sandy Hill Bay
Sandy Hill Bay
Sleeps: 6
From € 3,536 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 12
From € 11,407 /week
Anguilla Holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 12
From € 33,622 /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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