Photo: Caribbean

  Anguilla Anguilla - Holiday Rentals in Anguilla   

Anguilla Country: Anguilla (369) |
Sort by: New listings first | Currency: Euro |
369 Caribbean holiday rentals found    page 1 of 13     Subscribe: XML Feed Anguilla holiday rentals
9 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
18
Sleeps
9
Bedrooms
9
Baths
Villa-House
Villa-House
From
$ 99,995 /week
Min Stay 5 days

Select

Close

Close

9 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 99,995 /week (minimum stay 5 days)
Swimming Pool

Cerulean Villa is a spectacular retreat nestled directly on the beach at beautiful Barnes Bay. This private resort has set the standard for service, cuisine, and accommodations, offering its guests the exclusivity of a private home with all the amenities of a five star hotel. The 13,000 square-foot estate, designed by world renowned architect, Deborah Berke, features seven spacious bedrooms, as well as ample indoor and outdoor living areas. Enjoy the large freshwater pool, Jacuzzi, tennis court, fitness center and lush tropical gardens. Sunbathe on the wide sandy beach right outside your door or relax with an in house spa treatment, while your children delight at their own personal Kids Club. With an exceptional staff of 14, the only thing you have to do is relax and unwind. Property ID: 2550 Additional amenities include: media library, beach chairs, board games, video game library, poo...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 9,625 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 9,625 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Island Harbour Beach Proximity: Close to the water 'Soleil' at Captain's Bay is a brand new fully air conditioned villa opening for the first time this year. From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the ocean from the front and rear of the villa; view of seven islands including Scrub Island, Scilly Cay ; Captains Bay and Junks Hole Bay . Luxury awaits you in every room of the villa. Four very large bedroom suites each with their own bath, patio and outside patio. Master Bedroom on second floor has sitting area, beverage center with mini bar, soaking tub, outdoor shower and expansive outdoor patio. Full service patio bars in front and back of the villa including gas and charcoal grills. High end seating areas in front and rear of villa include plush seating and entertaining areas, double and singl...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
3
Baths
Villa-House
Villa-House
From
$ 3,570 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 3,570 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Shoal Bay East (Five minutes drive) Beach Proximity: Inland A spacious & comfortable villa situated between the beautiful white-sand beach of Shoal Bay East and the vibrant area of Island Harbour. Little Palm is within the exclusive community of Sea Rocks, and benefits from an elevated position enjoying sea breezes all year round and exceptional views of the Atlantic. Located at ground level are three spacious bedrooms each with en-suite together with a living room overlooking the pool, with a sofa that can convert into a double bed, to provide additional accommodation. Upstairs is a large open living, dining and kitchen area with sliding glass doors leading to covered gallery and sun decks with superb views all round and overlooking all aspects of this gated and walled villa. The well fitted kitchen includes stove, microwave, dishwasher, fridge/freezer, coffeemaker, kettl...

Availability Calendar     booked Booked     Available Available           Close
5 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
10
Sleeps
5
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 13,300 /week
Min Stay 7 days

Select

Close

Close

5 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 13,300 /week (minimum stay 7 days)
Swimming Pool

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

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
8
Baths
Villa-House
Villa-House
From
$ 30,730 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 30,730 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Shoal Bay East Beach Proximity: Near the beach Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury lettings. Nestled between the rolling hills on Anguilla?s Shoal Bay East, Ambrosia Villa is framed by gardens of exotic flowers and natural coastal beauty, making it one of the most desirable oceanside locations in the world and among the most popular of Anguilla luxury rental homes. Ambrosia Villa is one of the most impressive of Anguilla lettings offering more than 13,000 sq. ft. of upscale amenities, including terraces that place you in spectacular ocean views, spacious outdoor garden showers overlooking the beach, and access to the hilltop Jacuzzi,...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 6,412 /week
Min Stay 3 days

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 6,412 /week (minimum stay 3 days)
Swimming Pool
Pets Allowed |
'Songbird' A four bedroom villa situated in Rendezvous Bay one of the Islands premier beaches is just a?5 minute walk away or a 2 minute golf cart ride ( golf cart included) to this beautiful white sanded bay?with the clearest most beautiful waters you will ever see. The Architect Lee Skolnick combined unique, contemporary and classic Caribbean architecture and furnishings to create this fabulous Villa. More importantly Songbird provides you with an ultimate true indoor/outdoor living experience with views over Rendezvous beach, the Caribbean Sea and the mountains of St. Martin and beyond. Song Bird is outfitted with all modern day amenities, fully furnished and decorated throughout. The villa will also host an array of services to make your holiday truly wonderful. Concierge, housekeeping and other guest services will be available to you. All you have to do is relax, unwind and marvel ...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
10
Baths
Villa-House
Villa-House
From
$ 53,760 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 53,760 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Shoal Bay East (5 min drive) Beach Proximity: On the Sea REDUCED! The grandeur of Ultimacy Villa belies its warmth and serenity once inside. While considered to be one of the largest and most majestic villas on Anguilla with plenty of room to spread out and unwind, Ultimacy offers many secluded spots for quiet conversation, reflection and peaceful meditation to the pulse of the calming surf against the rocks. The gated entrance and lush gardens welcome you to paradise. A carriage drive and tiled walkways lead to the protected national marine park at the property?s edge. Ultimacy Villa is tastefully decorated in tropical hues, and provides 20,000 square feet of spectacular indoor and outdoor living space for you and your guests to enjoy. The villa spans 8 bedrooms, 10 bathrooms, 3 living rooms, 3 kitchens, a large recreation room, a fitness room, one formal dining room and ...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
7
Baths
Villa-House
Villa-House
From
$ 19,950 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 19,950 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Sandy Point Beach Proximity: On the Beach Shutters On The Beach is an exquisite new beachfront villa available for rent on Anguilla. It is located on beautiful Sandy Point Beach, this new construction incorporates all the aspects of classic French West Indies architecture. Inspired by a trip to St. Barths, the owner wanted the villa to blur the line between indoors and out. The infinity lap pool seems to stretch seven miles into to the distance toward neighboring St. Martin where the lights twinkle on those clear Caribbean nights. Shutters On The Beach has?6 bedrooms and can sleep 12 comfortably by utilizing the convertible media room. The villa is spacious and breezy with EVERY room opening to the outdoors and connected by landscaped garden walkways. Ample deck space and easy beach access are the keys to "Shutters" popularity considering sunshine will be your main focus d...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 45,500 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 45,500 /week (minimum stay 1 day)
Pets Allowed |
Beaches Edge and Ocean Crest formally known as Lockrum Villas. ?Two oceanfront residences on the Eastern Caribbean island of Anguilla, offer an unparalleled synthesis of beauty, peace and pleasure. More than a retreat, more than paradise, these beautiful island villas are a personal haven surrounded by romance and elegance. Imagine luxury living in an unimaginable dream setting. These professionally decorated Villas come complete with gourmet kitchens stocked and ready for use. Assimilating into the islands landscape just above indigo-blue waters, Lockrum Villas have been designed to maximize the impact of their natural surroundings, defining a contemporary architecture that is reflective of indigenous culture. This austere design combined with seamless structure and the use of rich natural materials works synergistically to present the quintessential in form, function and accommodation....

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
6
Baths
Villa-House
Villa-House
From
$ 29,995 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 29,995 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Captains Bay (Minutes away) Beach Proximity: Very close to beach This exclusive luxurious villa locateed in the far East of the island is approximately twenty thousand square foot villa, resplendent with blue pearl granite throughout and boasts six beautifully decorated ocean front bedrooms complete with all amenities including central air-conditioning, ceiling fans, cable, internet, DVD, television. There are twelve bathrooms with stunning granite walls and floors. All bedrooms have large walk-in showers, with "his and her" bathrooms in the Master Bedroom. An Olympic-sized pool is surrounded by coral granite, umbrellas and cushioned chairs. There is also a fully-equipped gym and regulation tennis facilities. Pleasant indoor and outdoor living areas present throughout the villa including a forty foot covered terrace which adjoins the outdoor granite bar. The amazing panora...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
1
Sleeps
N/A
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 4,228 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 4,228 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Little Harbour Beach Proximity: Near the Beach Anguilla Shores is located in Little Harbour a splendid residential village with views of Little Harbour bay. This is a delightful two bedroom and two bathroom villa and is very comfortable and spacious with everything to make your holiday special. There is a large gallery tiled with beautiful Anguilla stone for outdoor dining, swimming and relaxing. There are two bedrooms with ensuite bathrooms that is perfect for couples or a family holiday. The kitchen has been recently renovated and the living room furnishings are tasteful and comfortable. Additional amenities include: beach chairs, coffee maker, golf, air conditioning bedrooms only, maid service, preferred lifestyle. b>Amenities: /b> BBQ SHARED OUTDOOR POOL UNHEATED DRYER DISHWASHER DVD INTERNET ACCESS MICROWAVE SAFE SATELLITE ...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
9
Baths
Villa-House
Villa-House
From
$ 51,100 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 51,100 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Maundays Bay (2-3 minutes drive) Beach Proximity: Near the beach Infinity is yet another luxury villa located at Sheriva West End. This seven bedroom property is overlooking the Cove and only three minutes away from beautiful and scenic Maundays Bay. Situated on a lush 10-acre property with stunning views of the Caribbean Sea and island of St. Martin, the property offers privacy, yet close to the island's finest beaches, boutiques and many superb restaurants. Infinity boasts 14,000 square feet and offers 7 bedrooms, 8.5 baths, and 2 pools. Fine finishes of marble, granite and exotic hardwoods flourish throughout the oversized suites. The furnishings and interior design blend together Caribbean design with contemporary sophistication which creates this villas beautiful ambience. All bedrooms are air-conditioned with ceiling fans, screened doors and most have plasma TV's and...

Availability Calendar     booked Booked     Available Available           Close
Castle for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
6
Baths
Castle
Castle
From
$ 23,100 /week
Min Stay 1 day

Select

Close

Close

Castle for rent in Caribbean, Caribbean, Anguilla

From $ 23,100 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Limestone Bay (Few seconds away) Beach Proximity: On the Beach Sandcastle a beautiful rental holiday home, located on a secluded beachside and designed with a Tuscan feel, this villa hosts 10,000 sq. ft, and sits on 1/2 an acre of land. ?With 4 bedrooms plus a media room with two pull out sofas for extra space, all bedrooms have magnificent views of the fabulous Atlantic Ocean. (This villa can be rented as a 1/2, 3 or 4 bedroom villa.) On the second level there is a large Grand Master bedroom with ensuite bathroom with a bathtub and private outdoor shower and a large balcony overlooking the beach and sea, along with an en suite fitness centre. There is also a Master bedroom on this level with ensuite bathroom and shower and a large balcony overlooking the sea. On the first level there are two more bedrooms each with magnificent sea views and ensuite bathrooms. Each bedroo...

Availability Calendar     booked Booked     Available Available           Close
5 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
10
Sleeps
5
Bedrooms
6
Baths
Villa-House
Villa-House
From
$ 22,498 /week
Min Stay 7 days

Select

Close

Close

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

From $ 22,498 /week (minimum stay 7 days)
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           Close
5 bed Home for rent in Rendezvous Bay, Caribbean, Rendezvous Bay, Anguilla
Anguilla holiday rentals in Rendezvous Bay, Rendezvous Bay
Rendezvous Bay 
10
Sleeps
5
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 15,400 /week
Min Stay 7 days

Select

Close

Close

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

From $ 15,400 /week (minimum stay 7 days)
Swimming Pool

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 holiday, 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). With five bedrooms, it has more than ...

Availability Calendar     booked Booked     Available Available           Close
7 bed Home for rent in Long Bayge, Caribbean, Long Bayge, Anguilla
Anguilla holiday rentals in Long Bayge, Long Bayge
Long Bayge 
14
Sleeps
7
Bedrooms
7
Baths
Villa-House
Villa-House
From
$ 61,999 /week
Min Stay 3 days

Select

Close

Close

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

From $ 61,999 /week (minimum stay 3 days)
Swimming Pool
Pets Allowed |
If you are looking to experience a luxury holiday on the island of Anguilla, you will find your perfect home at Santosha. This beautiful villa boasts a prime location near pristine Long Bay, where a pristine stretch of beach is available to you just steps away from the comfort of your home. Designed to optimize the experience of island living, Santosha offers a seamless blend of indoor and outdoor living space that epitomize a luxury tropical oasis. Outside, you will find a private swimming pool that invites you and your party to go for refreshing swims while marveling at ocean views. A heated Jacuzzi by the pool offers the chance to take luxurious nighttime soaks beneath the starlit sky, and outdoor dining areas allow you to host dinner parties al fresco. A collection of reclining loungers make sun bathing possible for the entire group, and best of all - a private beach grotto offers t...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
11
Baths
Villa-House
Villa-House
From
$ 61,250 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 61,250 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Little Harbour (Few minutes drive) Beach Proximity: On the Sea Villa Indigo is being remodelled with completion in November 2014 and now with ten king size ensuites... NOW COMPLETED!! Indigo Villa situated in the quiet and stunning village of Little Harbour, sits on 1.3 acres and has 10 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. All rooms have beautiful sea Views and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo Villa Villa is elegantly furnished in a unique blend of antique and modern style. One of the unique features of this particular property is the terraced dining pavilion with built-in furniture, barbecue, sink and fridge, and overlooks beautifully mature gardens and the sea beyond. Indigo Villa has a new 2,500 sq. ft. entrance building. The New Entrance Buil...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 20,300 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 20,300 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Lockrum Bay Beach Proximity: On the Beach REDUCED! Three Dolphins is situated on the South Side of Anguilla in the quiet area of Lockrum, close to many fabulous beaches and restaurants This is an elegantly furnished villa and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of the Neighboring Islands of St. Martin, St. Bart's Saba. The Villa offers a totally equipped enclave for a family or small group holiday. The 8,000 square foot compound is comprised of the Great House, with 3 air conditioned bedrooms suites, living dining library, fully open to the outdoor decks and terraces through movable, wooden louvered doors. An adjacent Gourmet Kitchen can be used to prepare simple Al Fresco meals or a multi course catered dining event. A two Bedro...

Availability Calendar     booked Booked     Available Available           Close
Castle for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (1)
1
Sleeps
N/A
Bedrooms
5
Baths
Castle
Castle
From
$ 10,465 /week
Min Stay 1 day

Select

Close

Close

Castle for rent in Caribbean, Caribbean, Anguilla

From $ 10,465 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Crocus Bay (5 mins drive) Beach Proximity: Overlooking the Beach Situated near the second highest point on Anguilla, Grand Outlook is a secluded compound which consists of four individual bedroom suites with private verandas and a 400 square foot infinity pool, all with unencumbered views of Crocus Bay, Sandy Island, Prickly Pear Cays, the coastline and ocean. The abundant space to entertain and enjoy is visually enhanced by an open gallery from the main living area past the second level catwalks to the impressive cathedral ceiling above. The unique location and design of this sizeable estate is further captured by a modern turret, which allows for nearly a 360 degree view of Anguilla including stunning views of Saint Martin/Sint Maarten and Saint Barths. This is not only a wonderful and unique home but a special and irreplaceable location to be cherished forever. Price: $...

Availability Calendar     booked Booked     Available Available           Close
9 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
19
Sleeps
9
Bedrooms
8
Baths
Villa-House
Villa-House
From
$ 20,300 /week
Min Stay 7 days

Select

Close

Close

9 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 20,300 /week (minimum stay 7 days)
Swimming Pool

An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom furnishings. The lavishly oversized residences, sprawling terraces and decks, lush gardens, a total of 7 pools - all accented by generous use of fine marble, granite, exotic hardwoods, sea grass and banana leaf - mesmerize even the most distinguished traveler. With postcard-perfect views of neighboring St. Martin and the Caribbean Sea, SHERIVA redefines the art of luxury escapism. The regal identical villas, Infinity and Harmony, each boast 14, 000 luxurious square feet. Both offer 7 exquisite bedrooms - 6 of them ensuites, 8.5 baths, and 2 pools with hot tubs. Fine fi...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
4
Sleeps
2
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 2,520 /week
Min Stay 5 days

Select

Close

Close

2 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 2,520 /week (minimum stay 5 days)

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> b>Suitabilities: /b> ALL...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
6
Sleeps
3
Bedrooms
4
Baths
Villa-House
Villa-House
From
$ 4,830 /week
Min Stay 4 days

Select

Close

Close

3 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 4,830 /week (minimum stay 4 days)
Swimming Pool

This elegant and secluded three-bedroom luxury villa and cottage is set on one acre of lush tropical gardens and a small sandy beach. The bay has shallow water and is great for snorkeling or enjoying the kayaks which are furnished with the villa. Once you arrive, it is a paradise you will not want or need to leave, despite the many allures of Anguilla. Secluded and private, L'Embellie Villa guarantees quiet relaxation, but is within a short drive to the island's superb dining and beaches. Most days at L'Embellie there's no need to leave the property, let alone wear shoes. Tiled paths wind through the gardens and connect the two buildings with the heated pool, umbrella covered tables. Mornings at L'Embellie Villa start here with that first cup of coffee as you watch the sun rise over the Caribbean Sea from the rooftop patio. Spend the rest of the day indulging yourself sunning on the sand...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
6
Baths
Villa-House
Villa-House
From
$ 28,105 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 28,105 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
'Villa Paradise' an exclusive paradise home situated in the majestic, quiet village of Cul-de-Sac, Blowing Point. A 7000 - Square foot property overlooking the spectacular views of the crystalline Caribbean Sea and neighboring St. Martin. This property?sits on 3.5 magnificently landscaped, beachfront acres..... This villa has been the preferred hideaway for celebrities and royalty, its casual elegance and charm are accompanied by a small, but attentive staff that meet all your needs while holidaying in Anguilla. Enjoy Sunbathing on the 10,000-square foot pool deck, or enjoy a power workout in the rooftop exercise room. The villa's protected harbor with boat deck and small, private beach are located directly in front of the main house. The adjacent coral reef offers some of the best snorkeling opportunities in Anguilla.The eclectic, elegant furnishings provide the intimate ambience of ex...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 63,000 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 63,000 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Long Bay Beach Beach Proximity: On the Beach FOR RENT: Sky Villa one of the three?most luxurious rental?properties in Anguilla.?? Sky is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6,500 sq. ft. of sweeping space. There are four master suites, three of which have private terraces overlooking the ocean. Long Bay Villas consists of three distinct, sparkling white villas, inspired by the design themes of sea, sand and sky. located in the desirable West End, this is the ultimate in luxury and indulgence. Each secluded island hideaway has its own infinity edge pool with Jacuzzi, an outdoor dining pavilion, three (3) tennis courts and private access to beach with an ocean front beach house, and is perfectly private. The entire 3 villa Estate can be rented to accommodate up to 26 guests. Perfec...

Availability Calendar     booked Booked     Available Available           Close
7 bed Home for rent in Blowing Point, Caribbean, Blowing Point, Anguilla
Anguilla holiday rentals in Blowing Point, Blowing Point
Blowing Point 
rate 4/5 Reviews (2)
12
Sleeps
7
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 12,600 /week
Min Stay 5 days

Select

Close

Close

7 bed Home for rent in Blowing Point, Caribbean, Blowing Point, Anguilla

From $ 12,600 /week (minimum stay 5 days)
Swimming Pool
Pets Allowed |
Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and mountains of St. Martin from almost every angle. The villa?s protected harbor with boat dock and small cove are located directly outside. The adjacent coral reef offers some of the best snorkeling in Anguilla. There is a small boat with a captain for beach hopping, snorkeling and lobster fishing. Back at home, jump into the pristine salt water swimming pool to cool off. The deck provides ample sun loungers and umbrellas so you can relax in sun or shade. Fire up the barbeque and get into some alfresco dining! Indoors at Villa Paradise, you will find a home entertainment system, an exer...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, Anguilla
Anguilla holiday rentals in Shoal Bayge, Shoal Bayge
Shoal Bayge 
8
Sleeps
3
Bedrooms
4
Baths
Villa-House
Villa-House
From
$ 4,165 /week
Min Stay 4 days

Select

Close

Close

3 bed Home for rent in Shoal Bayge, Caribbean, Shoal Bayge, Anguilla

From $ 4,165 /week (minimum stay 4 days)
Swimming Pool

Waves on Shoal Bay is an oceanfront holiday rental that offers tranquility, splendor, romance, and casually elegant tropical living. The villa?s central location makes it the perfect?Anguilla?rental, as it is ideally situated between the high-end resorts and restaurants in Shoal Bay, and overlooks Shoal Bay Beach. ? This oceanfront villa accommodates up to eight guests and features three bedroom suites, three full plus one half baths, and sprawled out over 3,200 square feet making it the perfect solution for friends and families traveling together. The villas open design maximizes sea views and ocean breezes, inviting you to experience a private holiday retreat. The indoors and outdoors merge to become one spacious living area. An expansive deck with artistic patio furnishings and separate sitting areas provide many options for sunbathing or napping. When you?re ready to cool down, ta...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
5
Baths
Villa-House
Villa-House
From
$ 32,200 /week
Min Stay 1 day

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 32,200 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nearest Beach: Long Bay Beach Proximity: On the Beach FOR RENT: Sand Villa sister villa to Sea and Sky... Beautiful terraces that open to the infinity edge pool and the Atlantic?ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep guests happily anchored to earth. Featuring four master suites, a two-storey design with vaulted ceilings and spacious interiors at approximately?6,500 sq ft., this villa will certainly not disappoint those looking to holiday in a relaxing, luxurious setting. The Manager, Concierge and staff stand ready to meet guests every request. Whether making arrangements for snorkeling, scuba, sailing or luxury pampering-our attentive and knowledgeable staff remains dedicated to the guest's continual happiness Elements Villas consists of three distinct, sparkling white villas, inspired by the design themes ...

Availability Calendar     booked Booked     Available Available           Close
1 bed Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
rate 5/5 Reviews (7)
4
Sleeps
1
Bedrooms
1
Baths
Villa-House
Villa-House
From
$ 1,085 /week
Min Stay 1 day

Select

Close

Close

1 bed Home for rent in Caribbean, Caribbean, Anguilla

From $ 1,085 /week (minimum stay 1 day)
Pets Allowed |
James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4 These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconys and are finished in Italian tile throughout. A double sofa bed is available in the living room for an extra 2 guests. Extremely Spacious & Well Equipped The kitchen is well equipped with lots of work surfaces, a breakfast bar, coffee maker, stainless steel refrigerator, stove and microwave. Minutes from beaches & amenities These new apartments are only 5 minutes away from Anguilla's famous white sandy beaches, bars, shops and restaurants. Restaurants on Anguilla recommended by previous guests: Veya Straw Hat Tasty?x20AC;™s Barrel Stay Da Vida Blanchards Beach Shack Jacala Picante Smokeys Queensize Bedrooms Each spacious bedroom has a comfortable queen size be...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in West Endge, Caribbean, West Endge, Anguilla
Anguilla holiday rentals in West Endge, West Endge
West Endge 
6
Sleeps
3
Bedrooms
3
Baths
Villa-House
Villa-House
From
$ 2,695 /week
Min Stay 1 day

Select

Close

Close

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

From $ 2,695 /week (minimum stay 1 day)
Swimming Pool
Pets Allowed |
Nestled in the golf course of the St Regis Resort, Westgreen villa with its 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...

Availability Calendar     booked Booked     Available Available           Close
Home for rent in Caribbean, Caribbean, Anguilla
Anguilla holiday rentals in Caribbean, Caribbean
Caribbean 
1
Sleeps
N/A
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 5,600 /week
Min Stay 4 days

Select

Close

Close

Home for rent in Caribbean, Caribbean, Anguilla

From $ 5,600 /week (minimum stay 4 days)
Swimming Pool
Pets Allowed |
Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the backdrop at this unique villa resort. Each villa has beautifully appointed interiors, its own pool and a two-mile long stretch of powdered-sugar sand outside your front door.? Lined with lush palms and tropical flowers, Meads Bay Villa Resort engulfs you in a true Caribbean experience. The resort consists of four, 2-bedroom deluxe beach villas designed to maximize relaxation, comfort and privacy. Enjoy your own private pool or relax in the spacious living room for a quiet moment away from the ever-present sunshine. Each villa boasts a fully-equipped kitchen with dining area perfect for enterta...

Availability Calendar     booked Booked     Available Available           Close
  Anguilla Holiday rentals
Top of Page
       Loading...
1  |  2  |  3  |  4  |  5  |  6  |  7  |  8  |  9  |  10   » Next 10 pages   Page 1 of 13
FEATURED ANGUILLA HOLIDAY RENTALS
flag Map of Anguilla

Some locations not available/accurate
      Loading...
Popular self catering vacation rentals searches 12:35:12 AM
Rent holiday villa in Anguilla | Rent holiday apartment in Anguilla | Rent holiday condo in Anguilla | Rent holiday chalet in Anguilla | Rent holiday Cottage in Anguilla | Rent holiday cabin in Anguilla | Rent holiday Townhouse in Anguilla | Rent holiday Country-House in Anguilla | Rent holiday Farmhouse in Anguilla | Rent holiday Chateau-Castle in Anguilla | Rent holiday Finca in Anguilla | Rent holiday Houseboat in Anguilla | Sitemap holiday rentals

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.
Languages  Russian Italian Spanish Dutch French German English
Property Owners, Get Your Property Listed | Our Distribution Network
network
Our Distribution network reaches millions of property hunters each and every month.
List your property, find out more. Rental properties from £2.99 | For sale properties £8.99 per month.