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Found 66 Caribbean vacation rentals
5/5
pool
wifi
Villa-House
10
Sleeps
5
Bedrooms
7
Baths
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(£ 988 GBP | $ 1,350 USD)
From
€ 1,098 /Night 
(Min Stay 7 nights)
rate 5/5 Reviews (1)
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Long-Bayge, Long Bayge Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi 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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pets
Villa-House
10
Sleeps
5
Bedrooms
5
Baths
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(£ 732 GBP | $ 1,000 USD)
From
€ 814 /Night 
(Min Stay 5 nights)
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Little-Harbour, Little Harbour Anguilla

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

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pets
wifi
Villa-House
16
Sleeps
8
Bedrooms
8
Baths
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(£ 1,467 GBP | $ 2,005 USD)
From
€ 1,631 /Night 
(Min Stay 1 night)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
wifi WiFi
Bella Constantina Villa 16 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

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pets
wifi
Villa-House
16
Sleeps
4
Bedrooms
4
Baths
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(£ 733 GBP | $ 1,002 USD)
From
€ 815 /Night 
(Min Stay 1 night)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
wifi WiFi
Bella Constantina Villa 8 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

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pets
wifi
Villa-House
16
Sleeps
6
Bedrooms
6
Baths
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(£ 1,101 GBP | $ 1,504 USD)
From
€ 1,224 /Night 
(Min Stay 1 night)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pets Pets Allowed
wifi WiFi
Bella Constantina Villa 12 Guests
Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and kitchen. All 4 suites can be booked together or just one. Each has a separate entrance. WiFi, AC, Catering, babysitting & Flat Screen TVsEach suite has WiFi, the bedrooms are air conditioned and have ceiling fans to help maintain a super cool atmosphere throughout. There are additional services available, at extra charge, such as provisioning, catering and babysitting. Each suite has a flat screen TV. Simply contact the team to arrange the services that best suit your group. 33 Fabulous Beaches & World Class RestaurantsAnguilla is surrounded by 33 beaches, some rocky but the most popular are fin...

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pool
wifi
Villa-House
14
Sleeps
7
Bedrooms
7
Baths
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(£ 1,097 GBP | $ 1,500 USD)
From
€ 1,220 /Night 
(Min Stay 1 night)
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Sandy-Hill-Bay, Sandy Hill Bay Anguilla

(minimum stay 1 night)
pool Swimming Pool
ac_unit Air Conditioning
wifi 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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5/5
pool
wifi
Villa-House
10
Sleeps
5
Bedrooms
6
Baths
verified_user Book Online
(£ 1,463 GBP | $ 2,000 USD)
From
€ 1,627 /Night 
(Min Stay 4 nights)
rate 5/5 Reviews (2)
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Blowing-Point, Blowing Point Anguilla

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi 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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pets
pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
4
Baths
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(£ 1,460 GBP | $ 1,995 USD)
From
€ 1,623 /Night 
(Min Stay 7 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
wifi 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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5/5
pool
wifi
Villa-House
7
Sleeps
3
Bedrooms
3
Baths
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(£ 439 GBP | $ 600 USD)
From
€ 488 /Night 
(Min Stay 4 nights)
rate 5/5 Reviews (13)
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Shoal-Bayge, Shoal Bayge Anguilla

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

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pets
pool
wifi
Villa-House
6
Sleeps
3
Bedrooms
4
Baths
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(£ 292 GBP | $ 399 USD)
From
€ 325 /Night 
(Min Stay 2 nights)
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West-Endge, West Endge Anguilla

(minimum stay 2 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Octagon Villa
Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. With three (3) bedrooms all with ensuites, living room, half bath, laundry and a spacious kitchen/dining room are all positioned around the swimming pool which makes this villa so very different from the other vacation villas in Anguilla. All the rooms have A/C and each bedroom has a different interior design and colour. Flat screens/smart TV's, Netflix availability, WiFi throughout in all the bedrooms, docking stations and all the latest amenities and more one would need for a perfect vacation rental. Within a short 3-5 minute drive to the beautiful turquoise waters of the Caribbean/Atlantic beaches with their white soft sands that will take your breath away. ...

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pets
pool
wifi
Villa-House
6
Sleeps
3
Bedrooms
3
Baths
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(£ 344 GBP | $ 471 USD)
From
€ 383 /Night 
(Min Stay 1 night)
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West-Endge, West Endge Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi 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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pool
wifi
Villa-House
10
Sleeps
5
Bedrooms
5
Baths
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(£ 2,049 GBP | $ 2,800 USD)
From
€ 2,278 /Night 
(Min Stay 5 nights)
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Rendezvous-Bay, Rendezvous Bay Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Arushi
Villa Arushi, Anguilla.  Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it is a rarity among villas and is one of the most exclusive settings imaginable. While this alone would make it the perfect choice for many planning a Caribbean vacation, the property is so full of high quality amenities and features that it makes it almost impossible to resist. As part of the Cuisinart Resort, you can access all of the amenities available - including the 18-hole golf course, butler service, chef on request, and more. Designed with clean and contemporary style, the villa is a pure white masterpiece fronted by its own private pool and sun deck (along with separate Jacuzzi...

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wifi
Villa-House
10
Sleeps
5
Bedrooms
5
Baths
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(£ 1,939 GBP | $ 2,650 USD)
From
€ 2,156 /Night 
(Min Stay 5 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
wifi WiFi
Kishti Black
Designed by a world-renown team of architects and designers, the impressive Villa Kishti Black sites above Black Garden Bay in Anguilla and offers families or groups an unprecedented opportunity for a truly luxurious, private and unforgettable Caribbean vacation. A five-bedroom villa, it has been designed on the concept of the "kishti" or arc, and you will detect the curved lines throughout. Whether it is the elegant curve of the stone terrace that wraps one edge of the identically curved infinity pool, or the lines of the walls and terraces. Modern and clean, this villa is also visually elegant and replete with banks of glass that help to capture all of that stunning light and those amazing sea breezes. Offering a treasure trove of indoor and outdoor living spaces, the villa uses a pale to neutral palette that includes sandy-hued stones, pale fabrics and paint...

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pool
wifi
Villa-House
18
Sleeps
10
Bedrooms
10
Baths
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(£ 5,576 GBP | $ 7,620 USD)
From
€ 6,200 /Night 
(Min Stay 7 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
wifi WiFi
Indigo
Villa Indigo Anguilla. Imagine enjoying a Caribbean vacation in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor.  This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by Cinnamon Reef in the distance, it offers you unprecedented sea views as well as glimpses of islands in the distance. The eight-bedroom, estate-like villa has a fantastic assortment of outdoor and indoor living spaces thanks to its immense gardens and flawless design. Crafted as a series of interconnected buildings, it uses stone, arches, terra cotta and stained wood accents to create a captivating setting. Guests enjoy the stunning pool terrace that overlooks the view, surrounded by palms, it is a little paradise that everyone will gather around each day or night. Framed by stone and a verd...

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pool
wifi
Villa-House
20
Sleeps
10
Bedrooms
10
Baths
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(£ 6,021 GBP | $ 8,229 USD)
From
€ 6,695 /Night 
(Min Stay 7 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
wifi WiFi
Blue
Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps from the main house. Enjoy the services of a full staff including a personal chef who will meet all your needs for breakfast, brunch, lunch, afternoon snacks and dinner. Located in chic and gated Little Harbour Estates, this luxurious property was designed with every amenity for the most discriminating guests. Villa Le Bleu offers semi-classical design with ten spacious bedrooms distributed over two separate buildings. Two master bedrooms along with accommodations for children and guests are located in the two-story main house, which also features a gourmet kitchen, a living room and a comfo...

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pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
4
Baths
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(£ 3,732 GBP | $ 5,100 USD)
From
€ 4,149 /Night 
(Min Stay 3 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
wifi WiFi
Ani North
Offering the epitome of luxury services and amenities, the stunning Villa Ani North also provides guests with a truly remarkable setting too. Overlooking Little Bay Beach on Anguilla, it is within moments of Limestone Beach and the most popular golf courses on the islands. Spacious, modern and yet utterly elegant, it is a three-story villa that uses unique design to maximize visitors' enjoyment of the views. The heart of the villa is its stunning pool terrace. Surrounded by stone, it is dotted with full-sized sun beds, a lounging gazebo, and provides a fabulous view of the immaculate gardens and grounds beyond. From the terrace, you gaze towards the sea, but you also enjoy the winding paths that lead to the hot tub and to your private walk to the bay below. There is also a wooden spa deck and manicured gardens to discover. The terrace is also designed to provide ample outdo...

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pool
wifi
Villa-House
10
Sleeps
4
Bedrooms
6
Baths
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(£ 1,171 GBP | $ 1,600 USD)
From
€ 1,302 /Night 
(Min Stay 5 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 5 nights)
pool Swimming Pool
wifi WiFi
Sandcastle Anguilla
Villa Sandcastle on Anguilla is a spectacular grand estate situated right on the beach with 10,000 square feet of living space. Guests will enjoy all the amenities of a classically designed villa along with a full staff ready to provide desired service. Villa Sandcastle is decorated with neutral tones offset by rich, dark wood furniture. Architectural touches like Palladian windows, graceful archways, decorative columns and French doors enhance this lovely home. The focal point of the living room is a glass wall of doors with panoramic views of the sea. The expansive gourmet kitchen features granite counter tops and a chef is available to prepare delicious meals for you, served indoors at the long wood table or poolside. There is also a barbecue gazebo with bar seating area right at the edge of the ocean. Four bedroom suites are upstairs along with large spa-like baths with double vani...

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pool
wifi
Villa-House
20
Sleeps
10
Bedrooms
10
Baths
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(£ 5,488 GBP | $ 7,500 USD)
From
€ 6,102 /Night 
(Min Stay 3 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 3 nights)
pool Swimming Pool
wifi WiFi
Ani Estate - Anguilla
Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests will enjoy elegant touches including wood flooring, organic furnishings and striking artwork throughout. Villa Ani provides six bedrooms in the South building and four bedrooms in the North. Each can be rented separately or together as an Estate for a total of ten bedrooms, making it an excellent choice for larger groups traveling together. The open layout with walls of glass admits a profusion of natural light and provides sweeping views of the turquoise waters below. The gourmet kitchen and dining/living room are situated on the lower level, and bedrooms are distributed on the second and th...

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pool
wifi
Villa-House
12
Sleeps
6
Bedrooms
6
Baths
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(£ 4,683 GBP | $ 6,400 USD)
From
€ 5,207 /Night 
(Min Stay 6 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 6 nights)
pool Swimming Pool
wifi WiFi
Ani South
Part of a private estate that looks out over the stunning Little Bay in Anguilla, the Villa Ani South is a six-bedroom gem that provides guests with a full household staff, premium amenities, and a setting that is both stunning and soothing. Close to the equally lovely Limestone Beach and the most popular golf courses, it also has a private path to the waterfront below. A three-story villa, this property relies on glass and an airy and appealing décor to really capture a sense of the Caribbean setting. Although the focal point of the property may be the gorgeous pool terrace and its show-stopping views, the many indoor and outdoor living spaces make this an unmatchable location for a vacation. Your stay also includes the services of a professional chef who prepares two meals each day, butler services, access to tennis and water sports, and more. The pool area is stepped, ...

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pool
wifi
Villa-House
12
Sleeps
6
Bedrooms
6
Baths
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(£ 3,073 GBP | $ 4,200 USD)
From
€ 3,417 /Night 
(Min Stay 5 nights)
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Caribbean, Caribbean Anguilla

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

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pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
4
Baths
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(£ 1,354 GBP | $ 1,850 USD)
From
€ 1,505 /Night 
(Min Stay 5 nights)
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Caribbean, Caribbean Anguilla

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

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pool
wifi
Villa-House
22
Sleeps
11
Bedrooms
11
Baths
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(£ 8,195 GBP | $ 11,200 USD)
From
€ 9,112 /Night 
(Min Stay 5 nights)
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Caribbean, Caribbean Anguilla

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

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5/5
pool
wifi
Castle
10
Sleeps
4
Bedrooms
5
Baths
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(£ 694 GBP | $ 949 USD)
From
€ 772 /Night 
(Min Stay 5 nights)
rate 5/5 Reviews (97)
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Sandy-Ground, Sandy Ground Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi 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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5/5
pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
5
Baths
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(£ 476 GBP | $ 650 USD)
From
€ 529 /Night 
(Min Stay 5 nights)
rate 5/5 Reviews (14)
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Anguilla,  Anguilla

(minimum stay 5 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi 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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pets
pool
wifi
Villa-House
10
Sleeps
5
Bedrooms
6
Baths
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(£ 1,463 GBP | $ 2,000 USD)
From
€ 1,627 /Night 
(Min Stay 7 nights)
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Blowing-Point, Blowing Point Anguilla

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi WiFi
Beach Escape Villa - Beachfront with Pool
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. Amenities: PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD SECURE PARKING AREA GOLF FAR DSC BEACHFRONT AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE Suitabilities: ALL...

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pets
pool
wifi
Villa-House
10
Sleeps
5
Bedrooms
5
Baths
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(£ 1,244 GBP | $ 1,700 USD)
From
€ 1,383 /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
wifi 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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pets
pool
wifi
Villa-House
12
Sleeps
4
Bedrooms
4
Baths
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(£ 3,659 GBP | $ 5,000 USD)
From
€ 4,068 /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
wifi 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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pool
wifi
Villa-House
16
Sleeps
8
Bedrooms
10
Baths
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(£ 7,841 GBP | $ 10,715 USD)
From
€ 8,718 /Night 
(Min Stay 7 nights)
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Caribbean, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
wifi WiFi
The Beach House - Anguilla
Set right along the sands of Meads Bay in Anguilla, the stunning and contemporary Villa The Beach House offers classic tropical living with an added note of luxury. From the pool terrace to the interiors, you will find this villa a remarkable experience, and ideal setting for a group vacation. Like so many villas, this one does have an impressive pool terrace. It uses stunningly modernistic lines and features a long stretch of infinity edge pool that is backed by generously proportioned sun beds that line the white marble terrace. It faces out to the lawn and the sea, and features a modern outdoor living room at one end. Nearby, an al fresco dining area allows you to savor meals or drinks in full view of the sea, and even if you step inside, the enormous banks of glass and the impressive scale of the great room captures the breezes and the light. A large banquette sofa and modern armcha...

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5/5
pets
pool
wifi
Villa-House
8
Sleeps
4
Bedrooms
4
Baths
verified_user Book Online
(£ 1,024 GBP | $ 1,400 USD)
From
€ 1,139 /Night 
(Min Stay 1 night)
rate 5/5 Reviews (2)
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Caribbean, Caribbean Anguilla

(minimum stay 1 night)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
wifi 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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5/5
pool
wifi
Villa-House
11
Sleeps
5
Bedrooms
6
Baths
verified_user Book Online
(£ 658 GBP | $ 900 USD)
From
€ 732 /Night 
(Min Stay 7 nights)
rate 5/5 Reviews (10)
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Anguilla, Caribbean Anguilla

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
wifi WiFi
BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale
Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden. Perfect location for a get away for couples, families with children, a group of friends. Close to Sandy Hill beach, Sea Feathers Beach, many other beautiful beaches, gourmet restaurants and supermarkets Our accommodations work equally well for family groups, couples or groups of friends. BEDROOMS There are 5 en-suite bedrooms, situated in 2 buildings linked by the pool terrace. All bedrooms have ocean views, 12 feel wide sliding glass doors, private balconies, air conditioning and ceiling fans. Bedrooms 1 & 2: master bedrooms occupy the top floor of each building and have king-size beds. B...

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FEATURED ANGUILLA HOLIDAY RENTALS
Anguilla holiday rentals in West Endge, West-Endge
Anguilla
Holiday Home
West Endge
West-Endge
Sleeps: 6
€ 715 /night
Anguilla holiday rentals in East Endge, East-Endge
Anguilla
Holiday Home
East Endge
East-Endge
Sleeps: 11
€ 651 /night
Anguilla holiday rentals in West Endge, West-Endge
Anguilla
Holiday Home
West Endge
West-Endge
Sleeps: 6
€ 556 /night
Anguilla holiday rentals in Caribbean, Caribbean
Anguilla
Holiday Home
Caribbean
Caribbean
Sleeps: 12
€ 3,417 /night
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Find Caribbean holiday rentals using the search facility provided top of the page or browse through specific locations. We advertise holiday home ads listed direct by owners or agents, whether you are looking for a holiday home in Anguilla , or short term self catering accommodation in Anguilla. 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.
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