Anguilla holiday rentals (66), rent holiday Home, Apartment or Chalet Anguilla | Caribbean holiday lettings

Anguilla - Holiday Rentals in Anguilla

Country: Anguilla (66) |

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Regions in Anguilla

Blowing Point
Caribbean
East Endge
Island Harbour
Little Harbour
Long Bayge
Rendezvous Bay
Sandy Ground
Sandy Hill Bay
Shoal Bayge
South Hill
West Endge

Found 66 Caribbean vacation rentals

7 bed Home for rent in East Endge, Caribbean, East Endge, AnguillaEast Endge, East Endge

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (2)
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(£ 1,638 GBP | $ 2,106 USD)

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€ 1,774 /Night
(Min Stay 1 night)

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East Endge, East Endge Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

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

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Bedrooms

Baths

Villa-House

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(£ 1,221 GBP | $ 1,571 USD)

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€ 1,323 /Night
(Min Stay 1 night)

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Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 1 night)

Swimming Pool
Air Conditioning
WiFi

7 bedroom Villa

Separated from the ocean?s shore by Anguilla?s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under the solidarity of the stars and be awakened by the serenity of the sunrise across the ocean. Be greeted by the natural auras of the ocean?s breeze as you merrily go about your morning. Take advantage of our modern styled kitchen and its utilities or allow us to wine and dine you with some of the best chefs in the region. Partake of your dinner indoor or outdoor in luxury. No need to worry about the calories you?ll put on because when you?re ready to burn them off; you can do so privately and comfortably in our indoor gym; after which you can proceed to relax and unwind in the heated pool. na...

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4 bed Castle for rent in Sandy Ground, Caribbean, Sandy Ground, AnguillaSandy Ground, Sandy Ground

5/5

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Bedrooms

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Castle

5/5 Reviews (97)
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(£ 773 GBP | $ 994 USD)

From

€ 837 /Night
(Min Stay 5 nights)

5/5 Reviews (97)
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Sandy Ground, Sandy Ground Anguilla

(minimum stay 5 nights)

Swimming Pool
Air Conditioning
WiFi

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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4 bed Home for rent in Anguilla, AnguillaAnguilla,

5/5

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Bedrooms

Baths

Villa-House

5/5 Reviews (14)
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(£ 529 GBP | $ 680 USD)

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€ 573 /Night
(Min Stay 5 nights)

5/5 Reviews (14)
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Anguilla, Anguilla

(minimum stay 5 nights)

Swimming Pool
Air Conditioning
WiFi

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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6 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point

5/5

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Bedrooms

Baths

Villa-House

5/5 Reviews (5)
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(£ 1,384 GBP | $ 1,780 USD)

From

€ 1,499 /Night
(Min Stay 5 nights)

5/5 Reviews (5)
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Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)

Swimming Pool
WiFi

Round Rock Estate In Anguilla

New ocean front estate with 180 degree views of St Martin to the south. Right on the water with a 38ft long pool with jacuzzi and pool shelf. There is a fully equipped pool house with fridge, ice maker and seating for 12. There is also a separate gazebo , perfect for a peaceful massage ora quiet drink overlooking the ocean. State of art kitchen with all appliances by Wolf or sub-zero. Alexa enables sonos sound system throughout the compound . There is outdoor dining as well as 4 outdoor showers. Fibre optic fast Wifi throughout the whole property. There are also TV's in each bedroom as well as a 65inch in the main room. Amenities: BBQ IRON JACUZZI KETTLE AREA FISHING NEAR AREA GOLF FAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE DRYER DISHWASHER FREEZER GYM LINENS PROVID...

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5 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (2)
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(£ 1,628 GBP | $ 2,094 USD)

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€ 1,764 /Night
(Min Stay 4 nights)

5/5 Reviews (2)
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Blowing Point, Blowing Point Anguilla

(minimum stay 4 nights)

Swimming Pool
Air Conditioning
WiFi

Champagne Shores Villa

This spectacular Ocean Front Villa has 5 Bedrooms, 4 of which have great ocean views and views of St. Martin. The villa was completely remodeled in 2018 and has all the amenities that you will need while in Anguilla. Daily butler service is included with your stay. Daily continental breakfast is also included Amenities: CHILD POOL PRIVATE YARD SECURE PARKING SHARED OUTDOOR POOL UNHEATED AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabilities: ALL...

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

4/5

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Bedrooms

Baths

Villa-House

4/5 Reviews (8)
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(£ 407 GBP | $ 524 USD)

From

€ 441 /Night
(Min Stay 3 nights)

4/5 Reviews (8)
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Island Harbour, Island Harbour Anguilla

(minimum stay 3 nights)

Pets Allowed
Air Conditioning
WiFi

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

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (1)
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(£ 1,099 GBP | $ 1,414 USD)

From

€ 1,191 /Night
(Min Stay 7 nights)

5/5 Reviews (1)
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Long Bayge, Long Bayge Anguilla

(minimum stay 7 nights)

Swimming Pool
Air Conditioning
WiFi

Twin Palms Villas at Meads Bay

Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each villa * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen in each villa * exquisitely furnished * large flat screen cable televisions in living rooms and Garden Master Suites * stereos * free Wi-Fi * tropical gardens * walking distance to five star restaurants *rates quoted do not include 22% local taxes and service charge Amenities: HIGHCHAIR IRON KETTLE PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AREA FISHING NEAR AREA GOLF FAR AREA HORSE RID...

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5 bed Home for rent in Little Harbour, Caribbean, Little Harbour, AnguillaLittle Harbour, Little Harbour

Sleeps

Bedrooms

Baths

Villa-House

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(£ 814 GBP | $ 1,047 USD)

From

€ 882 /Night
(Min Stay 5 nights)

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Little Harbour, Little Harbour Anguilla

(minimum stay 5 nights)

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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4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

5/5

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Bedrooms

Baths

Villa-House

5/5 Reviews (2)
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(£ 1,140 GBP | $ 1,466 USD)

From

€ 1,235 /Night
(Min Stay 1 night)

5/5 Reviews (2)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Nirvana Villa - Anguilla

Nirvana Villa Shannon Hill aka Seafarer's RidgeNr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy GroundThis beautiful villa has been designed to fit perfectly upon It's elevated position and present the best possible panoramic views from every room and terrace. The villa is located on Shannons hill, on the south west coast of Anguilla and overlooks Sandy Ground. Swimming Pool with stunning views out over the beach below Master Suite with Indoor & Outdoor FacilitiesThe main bedroom, or master suite, offers a luxurious experience including both indoor and outdoor hot tubs and showers and the chance to view both sunrise and sunsets from It's private balcony. Zoned AC in All AreasThe location high upon the ridge offers natural breezes flowing through the villa complemented by the zoned air conditioning available throughout the house. Fitness Suite GymThe ...

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5 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

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Bedrooms

Baths

Villa-House

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(£ 1,384 GBP | $ 1,780 USD)

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€ 1,499 /Night
(Min Stay 1 night)

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Caribbean, Caribbean Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Champagne Shores

Sleek Crisp Lines & Comfort for 10 GuestsLocated close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and exceptional staff. There are 5 bedrooms, 3 King Size and 2 queen size each with a private luxurious bathroom, air conditioning and ocean views to die for. Each bedroom has an individually controlled AC unit for guests comfort. The villa has been built close to one of the beaches of Pelican Bay, one of the 33 superb beaches upon Anguilla. A large family sized infinity edge pool (unheated), which has been extended in Nov 2015 to 15 feet x 42 feet, is framed by pristine sun terrace with hot tub and comfortable lounging furniture provides an exotic location with island and ocean views. The newly expanded terrace also has a pergola and is ideal...

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4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

Sleeps

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Baths

Villa-House

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(£ 4,071 GBP | $ 5,236 USD)

From

€ 4,410 /Night
(Min Stay 1 night)

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Caribbean, Caribbean Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Ani North Villa

Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff service. Clifftop Location, Infinity Pool and TerracesAni North Has been built upon an exotic clifftop and features a stunning infinity pool, a variety of terraces and breathtaking views. Stunning Atrium & Water FeatureThe centrepiece of the villa is a stair atrium with huge skylight above and water feature at It's base. This villa would be perfect as the backdrop location for a wedding or very special celebration. Home OfficeOne of the bedrooms features all office equipment required to keep in contact with all things business. There is amongst other things a fax machine, computer, printer and...

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6 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

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Baths

Villa-House

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(£ 5,117 GBP | $ 6,581 USD)

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€ 5,543 /Night
(Min Stay 1 night)

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Caribbean, Caribbean Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Ani South Villa

Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive staff service. Clifftop Location, Infinity Pool and TerracesAni North has been built upon an exotic clifftop and features a stunning infinity pool, a variety of terraces and breathtaking views. Stunning Atrium & Water FeatureThe centerpiece of the villa is a stair atrium with huge skylight above and water feature at It's base. This villa would be perfect as the backdrop location for a wedding or very special celebration. Home OfficeOne of the bedrooms features all office equipment required to keep in contact with all things business. There is amongst other things a fax machine, computer, printer and...

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4 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

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Baths

Villa-House

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(£ 1,624 GBP | $ 2,088 USD)

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€ 1,759 /Night
(Min Stay 7 nights)

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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)

Swimming Pool
Pets Allowed
WiFi

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

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (5)
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(£ 510 GBP | $ 655 USD)

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€ 552 /Night
(Min Stay 7 nights)

5/5 Reviews (5)
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West Endge, West Endge Anguilla

(minimum stay 7 nights)

Swimming Pool
Air Conditioning
WiFi

Anguilla Bow Green Villa on Rendezvous Bay Beach

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

5/5

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Bedrooms

Baths

Villa-House

5/5 Reviews (1)
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(£ 652 GBP | $ 838 USD)

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€ 706 /Night
(Min Stay 5 nights)

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Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 5 nights)

WiFi

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

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Baths

Villa-House

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(£ 383 GBP | $ 493 USD)

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€ 415 /Night
(Min Stay 1 night)

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West Endge, West Endge Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

West Green Villa

Nestled in the golf course of the St Regis Resort, West Green villa with it's beautiful attention to detail & fabulous open airy feel, is the perfect getaway. Built on two levels, the villa offers tiled floors and tasteful interiors that feature a mix of wood, rattan and upscale fabrics. With three large stunning bedrooms all with walk outs to patios and balconies. Each has air conditioning, private en suite bathrooms, TV & stereo. The master bedroom, located on the second floor, boasts a king size bed and has it's own private balcony overlooking the pool area & golf course. A large en suite bathroom is completely tiled in tumbled marble and stone and boasts as glass shower and tub. Two additional bedrooms are located on the main floor and offer air-conditioning, queen sized beds, TV's, stereos and private en suite marble and stone baths with glass enclosed showers. One of these bedrooms...

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3 bed Home for rent in East Endge, East Endge, AnguillaEast Endge, East Endge

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Villa-House

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(£ 570 GBP | $ 733 USD)

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€ 617 /Night
(Min Stay 7 nights)

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East Endge, East Endge Anguilla

(minimum stay 7 nights)

Swimming Pool
Air Conditioning
WiFi

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

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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9 bed Home for rent in Long Bayge, Caribbean, Long Bayge, AnguillaLong Bayge, Long Bayge

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (5)
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(£ 5,698 GBP | $ 7,329 USD)

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€ 6,173 /Night
(Min Stay 5 nights)

5/5 Reviews (5)
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Long Bayge, Long Bayge Anguilla

(minimum stay 5 nights)

Swimming Pool
Air Conditioning
WiFi

Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)

An exclusive 9-bedroom estate located on beautiful Long Bay with a half mile of powder fine, white sand beach. Nevaeh is heaven spelled backwards and this modern, high-end villa definitely lives up to its name. With 5 bedrooms in the Main House, 3 in the nearby Guest House, plus a free-standing cabana bedroom, groups of up to 22 people can be accommodated (the villa can also be rented with 5, 6 or 8 bedrooms.) Facilities include air-conditioned great room, media lounge and gourmet kitchen with terrace dining, additional kitchen and living room in Guest House, infinity-edge, bi-level, heated swimming pool; large hot tub; lighted tennis & basketball court; golf simulator room; private gym; 9-seat home movie theatre; watersports equipment; golf carts and much more. Panoramic ocean views and direct access to one of the most pristine and private beaches on Anguilla. Staffed with a full-t...

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

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Bedrooms

Baths

Villa-House

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(£ 652 GBP | $ 838 USD)

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€ 706 /Night
(Min Stay 1 night)

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Island Harbour, Island Harbour Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
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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3 bed Home for rent in South Hill, Caribbean, South Hill, AnguillaSouth Hill, South Hill

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (4)
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(£ 447 GBP | $ 575 USD)

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€ 484 /Night
(Min Stay 5 nights)

5/5 Reviews (4)
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South Hill, South Hill Anguilla

(minimum stay 5 nights)

Swimming Pool
Air Conditioning
WiFi

Pinnacle Villa - 3 bd luxury, best view and excellent support from owners

Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our complimentary welcome package; take a dip in the heated plunge pool through your own private entrance. After a day at one of the many beaches just a few miles away, settle into one of your covered decks and sip on your favorite beverage while taking in our truly unequaled 360 degree views while the sunsets over the calm waters. Take an evening dip in the pool and grill up some fish and steak; or sit back and enjoy the twinkling lights of the boats on the bay and the stars in the sky over a glass of wine from your bedroom?s private deck. Our services are without compare. Our guests rave about o...

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5 bed Home for rent in Anguilla, Caribbean, AnguillaAnguilla, Caribbean

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (10)
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(£ 733 GBP | $ 943 USD)

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€ 794 /Night
(Min Stay 7 nights)

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Anguilla, Caribbean Anguilla

(minimum stay 7 nights)

Swimming Pool
Air Conditioning
WiFi

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

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Available

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

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (1)
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(£ 948 GBP | $ 1,219 USD)

From

€ 1,027 /Night
(Min Stay 1 night)

5/5 Reviews (1)
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Sandy Hill Bay, Sandy Hill Bay Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Crystal Sunrise Villa

Crystal Sunrise Villa Summary7 bedrooms, 5 full plus 2 half bathrooms, Indoor and outdoor dining areas, Large heated pool with large deck, Roof deck, Double garage, Games room with pool table, Gym, Family room, Media room, Laundry, WIFI, Satellite Television in rooms, Large kitchen with modern appliances and utensils, Fully Air Condition, Maid Service, Catering Service Available, Beautiful Landscaping and Gardens, Close proximity to the beach. This property is in close proximity to the ocean, is newly built and has all the necessities and amenities. This property can also accommodate a large family or a group of friends and associates. Villa DescriptionSeparated from the ocean's shore by Anguilla's fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from It's rooftop, open deck panoramic patio ...

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5 bed Home for rent in Anguilla, Caribbean, AnguillaAnguilla, Caribbean

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (16)
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(£ 977 GBP | $ 1,256 USD)

From

€ 1,058 /Night
(Min Stay 5 nights)

5/5 Reviews (16)
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Anguilla, Caribbean Anguilla

(minimum stay 5 nights)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

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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5 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point

4/5

Sleeps

Bedrooms

Baths

Villa-House

4/5 Reviews (1)
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(£ 814 GBP | $ 1,047 USD)

From

€ 882 /Night
(Min Stay 5 nights)

4/5 Reviews (1)
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Blowing Point, Blowing Point Anguilla

(minimum stay 5 nights)

Swimming Pool

Water's Edge Villa, Anguilla

You enter the villa through our lush garden and the view to the Caribbean dominates the open living space. This level boasts two 16 foot sliding doors that open to the oversized pool deck, lawn and ocean beyond. You?re right on the water?s edge so relax into a lounge chair and enjoy the sounds and sites of the water. The villa?s five beautiful bedrooms offer flexibility and accommodations for every travel group. Amenities: BBQ IRON AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE DRYER DISHWASHER FREEZER LINENS PROVIDED TOWELS PROVIDED MICROWAVE TOASTER TV WASHING MACHINE STOVE STEREO OCEAN VIEWS ELDERLY ACCESSIBLE PATIO DECK WATERFRONT CEILING FANS WATER VIEWS HOUSEKEEPING INCLUDED Suitabilities: ALL...

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3 bed Home for rent in Anguilla, AnguillaAnguilla,

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (21)
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(£ 242 GBP | $ 311 USD)

From

€ 262 /Night
(Min Stay 4 nights)

5/5 Reviews (21)
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Anguilla, Anguilla

(minimum stay 4 nights)

Swimming Pool
Pets Allowed
WiFi

Mainstay Villa at Elsie Bay

Mainstay is a privately owned villa situated on a Â½ 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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4 bed Home for rent in Little Harbour, Little Harbour, AnguillaLittle Harbour, Little Harbour

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Bedrooms

Baths

Villa-House

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(£ 407 GBP | $ 524 USD)

From

€ 441 /Night
(Min Stay 4 nights)

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Little Harbour, Little Harbour Anguilla

(minimum stay 4 nights)

Swimming Pool
Air Conditioning
WiFi

Lockrum Point Villa

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. At Lockrum Point Villa our concierge's team will ensure you enjoy your stay. They can help with scheduling travel from St. Martin, taxi at the ferry and greet you at the villa. The team can also help with any of your travel needs such as: rental car reservation, restaurant reservations, excursions etc... Lockrum Point Villa (LPV) was designed to provide our guests with their own personal havens, LPV provides 2 large Master Suites both with king beds on the 2nd floor. On the first floor is one large bedroom with two twin sized beds that can be combined to become a king and ...

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3 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (1)
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(£ 785 GBP | $ 1,009 USD)

From

€ 850 /Night
(Min Stay 1 night)

5/5 Reviews (1)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)

Swimming Pool
Pets Allowed
Air Conditioning
WiFi

Wesley House

Wesley House Near Captain's Bay, Anguilla Beautiful locationLocated 150 feet above sea level, Anguilla's Wesley House is a private, luxury property. It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean. The nearest beach is a 5 minute drive, and many other beautiful beaches are a 10 to 15 minute drive away. One of the best things about Anguilla is it's miles of coastline, and you can appreciate this even whilst looking out at the white sand from the infinity pool. Wesley House comes with snorkelling equipment, so why not kick off your vacation by heading down to the beach and doing some exploring. Anguilla also arguably has some of the best restaurants in the world, and there are beach bars that cannot be missed, as well as a long list of activities to get involved in including scuba diving, fishing, and horse riding. Open...

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3 bed Home for rent in Blowing Point, Caribbean, Blowing Point, AnguillaBlowing Point, Blowing Point

5/5

Sleeps

Bedrooms

Baths

Villa-House

5/5 Reviews (2)
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(£ 102 GBP | $ 131 USD)

From

€ 110 /Night
(Min Stay 3 nights)

5/5 Reviews (2)
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Blowing Point, Blowing Point Anguilla

(minimum stay 3 nights)

Swimming Pool
Air Conditioning
WiFi

White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable

Nestled in the quiet historic-tourism neighborhood of Cul De Sac - 5 minutes walk to one of the worlds best beaches (Rendezvous Bay), White Sands Anguilla is a Villa-Home with all modern amenities focused on providing you with the comfort and cleanliness of home with access to all Anguilla has to offer. White Sands offers access to popular restaurants such as The Place, Garvey's Beach Shack, The Dune, Tokyo Bay and more. Come relax and enjoy your stay at White Sands. We are happy to host you. Amenities: BBQ IRON JACUZZI KETTLE PRIVATE YARD SHARED OUTDOOR POOL UNHEATED AREA FISHING NEAR AREA GOLF NEAR AREA HORSE RIDING NEARBY AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING BALCONY TERRACE DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARK...

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8 bed Home for rent in Caribbean, Caribbean, AnguillaCaribbean, Caribbean

Sleeps

Bedrooms

Baths

Villa-House

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(£ 8,723 GBP | $ 11,220 USD)

From

€ 9,450 /Night
(Min Stay 7 nights)

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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)

Swimming Pool
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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FEATURED ANGUILLA HOLIDAY RENTALS

Anguilla holiday rentals in Caribbean, Caribbean

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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Rent holiday home in Anguilla, Caribbean Holiday Lettings, Short term rentals in Anguilla - Rent Vacation Property.

Anguilla - Holiday Rentals in Anguilla

East Endge, East Endge Anguilla

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Caribbean, Caribbean Anguilla

Caribbean, Caribbean Anguilla

Caribbean, Caribbean Anguilla

Caribbean, Caribbean Anguilla

Caribbean, Caribbean Anguilla

West Endge, West Endge Anguilla

Sandy Hill Bay, Sandy Hill Bay Anguilla

West Endge, West Endge Anguilla

East Endge, East Endge Anguilla

Long Bayge, Long Bayge Anguilla

Island Harbour, Island Harbour Anguilla

South Hill, South Hill Anguilla

Anguilla, Caribbean Anguilla

Sandy Hill Bay, Sandy Hill Bay Anguilla

Anguilla, Caribbean Anguilla

Blowing Point, Blowing Point Anguilla

Anguilla, Anguilla

Little Harbour, Little Harbour Anguilla

Caribbean, Caribbean Anguilla

Blowing Point, Blowing Point Anguilla

Caribbean, Caribbean Anguilla

Welcome to our Anguilla holiday rentals and Caribbean vacation home rentals page.