Luxury Vacation Home Rentals by Owner
Follow Us:
Int'l: +1 786-293-9061
USA: 866-293-9061
Anguilla Vacation Rentals – Anguilla Luxury Vacation Homes – Holiday Homes Anguilla – Barnes Bay Rentals
Wesley House
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 3 3 6 $2,968 $5,2507,931
Wesley House Anguilla

Perched 150 feet above sea level on top of Navigation Hill on the east end of Anguilla, the Wesley House provides a spectacular ocean-front panoramic view of both the Caribbean Sea and the Atlantic Ocean. While relaxing on the deck of the Wesley House, guests can enjoy one of the most spectacular views in all of Anguilla by gazing up to 70 miles upon the islands of St. Maarten, St, Eustacia, St. Barts, St. Kitts and Nevis.

View Detail

Bellamare Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 3 3 6 Inquire InquireInquire
Bellamare Villa Anguilla

Bellamare offers seclusion and quiet in a setting where the line is blurred between indoor and out. Breezes flow from space to space and shade abounds as a result of the lush tropical gardens. Each room is designed with relaxation in mind and finished with Caribbean flare.

View Detail

Villa Summer Breeze
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 4 2 8 $10,000 $20,000Inquire
Villa Summer Breeze Anguilla

Summer Breeze is an ocean front villa situated in a secluded section of East Shoal Bay in Anguilla. Come and relax on our sun swept porches and enjoy the infinity pool that reaches out into the Caribbean Ocean. Less than one mile from Shoal Bay beach where you can snorkel, swim and relax on one of the most beautiful beaches in the world.

 

View Detail

Aquamarie Villa Kamique
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $2,030 Inquire$4,714
Sandcastle Point Anguilla

Sitting on Anguilla's South Shore, Kamique commands its own secluded cove beach and views towards the mountains of St. Marten. Kamique is a collection of 3 Luxury Villas on Anguilla's South Coast-6 Bedroom Triton, 4-bedroom Aquamarine and 4-bedroom Anani. A 180-degree full ocean view

View Detail

Kishti Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $3,200 Inquire$8,000
Sandcastle Point Anguilla

The spirit of Villa KISHTI is captured in the simple luxury afforded by an exceptional location, blended with a very desirable environment. It has embraced its secluded setting with a modern villa and Asian sensibilities, to fulfill that very spirit and deliver a promise of tranquility, delight, and complete privacy

View Detail

Anani Villa At Kamique
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $1,755 Inquire$4,714
Sandcastle Point Anguilla

Anani's 4-bedroom villa is a contemporary West Indian Style home that sits on a slight rise overlooking the sea. This villa has direct access to a cove that is protected by an outer reef. Umbrellas, beach chairs, and day beds are available for use.

View Detail

Sandcastle Pointe
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $1,500 Inquire$3,700
Sandcastle Point Anguilla

SandCastle Pointe Villa, in the heart of Anguilla's famed north coast, is a unique property of stylish contemporary design in one of the world's most beautiful tropical settings. Adorned with modern contemporary art and thoughtfully chosen furnishings which blend effortlessly into the villa's carefully planned decor, SandCastle Pointe was lovingly conceived and designed to appeal to the senses and sooth the soul.

View Detail

Seabird Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rendezvous Bay 4 4 8 $780 $960$3,720
Sandcastle Point Anguilla

Brand new to the villa scene for 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches.Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla.

View Detail

Villa Black Pearl
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $1,800 $2,4004,800
Villa Black Pearl Shoal Bay Anguilla

Villa Black Pearl, located on spectacular Shoal Bay East, offers privacy, relaxed elegance and exquisite views, all just steps to one of the Caribbean's most beautiful beaches. The large turquoise doors welcome you to the courtyard, where you are immediately captivated by the breathtaking expanse of the sea.

View Detail

Nirvana
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $1,000 $1,6003,000
Nirvana, Anguilla Villa, North Hill village

Nirvana is a beautiful new villa centrally located in North Hill village overlooking the harbor at Sandy Ground. 180 degree view of St. Maarten, the harbor and the spectacular sunsets. Just completed, Villa Nirvana has all the amenities you would want plus the spectacular views.  There are 4 bedrooms in Nirvana as well as a private gym and to die for kitchen.

View Detail

Spyglass Hill Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4 8 $1,208 $1,4081,800
Spyglass Hill Villa Anguilla

Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood throughout, from our authentic bamboo floors to our round log roofs and our beach driftwood decor.

 

View Detail

Castle Lime Stone
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Lime Stone Bay 4 Ensuite 4.5 8 $12,600 $23,100Inquire
Lime Stone Bay Villa Rental Anguilla

Castle Lime Stone is a secluded beachside Tuscan inspired 10,000 sq. ft. 4 bedroom villa; on the North Shore of Anguilla with magnificent views of the ever-changing shades of blue of the Atlantic Ocean.

 

View Detail

Villa Sand
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Long Bay 4 Ensuite 4.5 8 $3,500 InquireInquire
Villa Sand Long Bay Anguilla

Terraces that open to the infinity edge pool and the ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep guests happily anchored to earth

 

View Detail

Bird of Paradise Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Sandy Hill Bay 4 + 4.5 10 $2,299 $3,4996,890
Sandy Hill Bay Anguilla Paradise Villa

The Villa is located on a small bluff overlooking the Caribbean Sea and the islands of St. Barth's and St. Martin. The beautiful, crescent Sandy Hill Bay beach is a short walk down a path and the sheltered bay and beach offer excellent swimming and snorkeling as well as a safe harbor for a small yacht.

View Detail

Tranquil Tides Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 4 4.5 8 $1,200 $2,000$3,600
Emerald Reef Villa Anguilla

Tranquil Tides Villa is a luxury villa that overlooks the water and sand.It is being offered at reasonable prices. It has panoramic views of Shoal Bay East, which is frequently voted the most beautiful beach in the world, and is known for the powder soft white sand and turquoise waters

View Detail

Emerald Reef Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 5 4 10 $550 $750Inquire
Emerald Reef Villa Anguilla

Located on the breezy and cool hilltop of Sandy Hill bay at Seafeathers, you’ll find an oasis of tranquility.   Here you can truly enjoy nature from the sound of the waves crashing  to the singing of birds   surrounded by the lush local surroundings complimented by beautiful flowers, is Emerald Reef Villa.

View Detail

Azure Villa
Location Beds Baths Sleeps Nightlyy Low Nightlyy High Nightlyy Peak
Anguilla 5 4.5 10 $1,675 $2,2954,100
Azure Villa Anguilla

Designed by world renowned Caribbean architect Carl Richards to take advantage of one of the most spectacular views in all of the Caribbean with a location overlooking Anguilla's best beach, this gated estate offers luxury vacationing with all the sumptuous amenities.

View Detail

Modena Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 5 5 10 $4.250 $6,7509,500
Modena Villa Anguilla

Welcome to Modena The sublime, majestic calm and awe of Modena is encapsulated by its expansive openness that goes beyond your wildest imagination. It portrays sheer elegance and modernization by its architecture, design and smart home automation. Modena is aesthetically pleasing as it captures the surrounding water and the crystal blue sea of Cove Bay, bathing the shoreline and beyond.

View Detail

Villa Amarilla
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 5 5 10 $2,100 InquireInquire
Villa Amarilla Island Harbour Anguilla

Welcome to Villa Amarilla. This stunning vacation home is located on Anguilla's Leeward north side, on the Sea Rocks of Island Harbour.  Designed by Anguilla's own acclaimed architect Carl Richards, Villa Amarilla offers 9,000 square feet of luxury and comfort.  The Caribbean architectural design is accented with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. 

View Detail

Àni North Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 5 5 10 $30,000 $42,000Inquire
Luxury Anguilla Beachfront Mansion Rental

As the name suggest Àni North sits on the northern side of the estate and, like Àni South, sits perched on the edge of the dramatic cliffs overlooking Little Bay - perhaps Anguilla's most treasured hideaway for swimming and snorkeling.  A perfect Luxury Beachfront Anguilla Mansion for rent.

View Detail

Àni South Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 5 5 10 $42,000 $42,000Inquire
Anguilla Vacation Rental

While similar in design, Àni South sits on the southern side of the estate and looks more directly down into Little Bay with its shimmering blue waters.  This luxury letting in Anguilla is just steps to the ocean and perfect for those looking for a luxury home for their next vacation in the Caribbean.

View Detail

Sea Song Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 5 5 8-10 $13,230 $18,90020,790
Anguilla Vacation Rental - Cancao do Mar

 A classic, breezy (but also fully air-conditioned villa of about 4,000 sq ft with 5 bedrooms, 5 bathrooms (4 king sized, all with bathroom en suite, and 1 two  twin size bedroom with adjacent exclusive bathroom), Cable TV in the large living/dining room and a spacious covered porch featuring a well organised outside dining area by the large swimming pool where the water sprouts from a large boulder by the side of the pool deck, a second partying area is available upstairs with a beautiful sea-view.

View Detail

Arushi Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 5 5.5 10 $2,200 InquireInquire
Arushi Villa Anguilla

Situated on the western end of the sparkling white sands and aquamarine waters of Rendezvous Bay, Anguilla, Arushi Villa brings private luxury to this stunning natural paradise. You’ll enjoy pampering and seclusion with the five-star amenities of Cusinart Resort at your service.

View Detail

Villa Sea
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Long Bay 5 5.5 10 $31,500 $45,003Inquire
Villa Sea Rental in Long Bay Anguilla

Almost 7,000 square feet of airy living space, its own Infinity-Edge Pool and Jacuzzi overlooking the beach and ocean, and an outdoor dining pavilion invite true connoisseurs of comfort.

View Detail

Russian Amethyst
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 5 6 10 $22,500 InquireInquire
Villa Sea Rental in Long Bay Anguilla

While relaxing in any part of The Russian Amethyst you will feel comforted by the interior design that enhances the visual excitement of the furnishings and artwork as it seamlessly complements the magnificent architecture of the structure.

View Detail

Brazilian Emerald
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 5 7 10 $23,500 InquireInquire
Villa Sea Rental in Long Bay Anguilla

The Brazilian Emerald is an architectural masterpiece designed for entertaining and relaxation. It is a 13,000 square foot villa with 5 bedrooms each with an en-suite bathroom and two additional powder rooms for a total of 7 bathrooms. The living and dining space is ideal for a group of friends, a family gathering or entertaining your business associates.

View Detail

Villa Colibri
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 6 6 12 $6,615 Inquire$20,300
Villa Colibri Anguilla

Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. Five minutes drive from the half mile of beach at Sandy Hill Bay. It's elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings throughout) and the stunning views of both Anguilla itself

View Detail

Triton Villa at Kamique
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 6 6.5 12 $1,800 Inquire$10,311
Sandcastle Point Anguilla

A rich blend of woods, stone and concrete creates a sensual yet modern island-inspired environment. A touch of the tropics provides a sense of romance. The atmosphere blurs the line between inside and out, and orchestrates light and shade to create a peaceful oasis.

View Detail

Coyaba Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Lockrum Estates 6 6.5 12 $15,120 $25,200Inquire
Coyaba Villa in Anguilla Caribbean

Villa Lockrum is a six bedroom villa situated on the scenic southern coast of Anguilla and overlooking the mountains of the neighboring island of St. Martin/Maarten. The secluded cove is perfect for sunning or swimming and is only a stone's throw away.

View Detail

Mystique
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
West End 6 ensuite 8.5 14 $3,300 Inquire$10,500
Mystique Anguilla Anguilla Caribbean

Reputed to be the island’s largest villa at 21,000 square feet, Lavish Cove Villa sits above the Cove Lagoon and is home to 4 Grand Villa Suites, 1 Loft Suite with a private sun terrace, 9 bathrooms, 3 pools, and a large state-of-the-art gym.

View Detail

Ambrosia Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 7 7 14 $2,190 Inquire$4,390
Ambrosia Villa Anguilla

Ambrosia Villa is the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals.

View Detail

Zenaida Estate
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Sandy Hill 7 8 14 $963 Inquire$4,494
Sandy Hill Estate – Sandy Hill, Anguilla

Enjoy ultimate privacy in either a three, four or seven bedroom villa with pool. Luxuriate in the white powdery sands of our deserted beach lapped by the gentle waters of the Caribbean. For tennis players we provide the only Har-Tru soft court in the Leeward Islands lit for playing in the cool of the tropic Nightly.

View Detail

Villa Paradise
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Cul De Sac 7 7 14 $13,356 $28,091Inquire
Villa Paradise Anguilla Vacation Home

This exquisite six/seven bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped estate. Villa Paradise combines natural beauty with quiet elegance while offering unrivaled views across the crystalline Caribbean Sea to the mountains of St. Maarten.

View Detail

African Sapphire
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 8 8.5 16 $25,000 InquireInquire
Villa Sea Rental in Long Bay Anguilla

The African Sapphire villa, a 8 bedroom villa is ideal for those looking for two Master Suites. The living and dining space is ideal for a group of friends, one or two families vacationing together, or other larger group. The 14,000 sq. ft. villa is named for its furnishings, including a chandelier and table centerpiece handmade in Africa from half a million beads.

View Detail

Beach Court Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 8 8 16 $1,100 $1,800 $4,655
BeachCourt Villa Anguilla

On one of Anguilla's greatest beaches sits one of its greatest homes: Beach Court Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property brings you right to the sand.

View Detail

Sarasvati Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 8 8 en-suite 22 $3,120 Inquire Inquire
Anguilla Vacation Rental -  Blowing Point Villa

A 2 floors, large and modern, fully airconditioned villa of about 10,000 sqft built in a caribbean architectural style respectful of the Anguillian "Great House" traditions, completed in 2005, located on the west coast of the peninsula, overlooking St.Martin and Saba Island to the south and Blowing Rock Island

View Detail

Caribera Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 8.5 8 18-20 $24,010 $34,300 Inquire
Caribbean Vacation Rental - Anguilliam Great House

3 floors large, modern, fully air conditioned villa of about 10,000 sqft built in a Caribbean architectural style respectful of the Anguillian "great house" traditions. Completed in the year 2000, located on the south coast of the peninsula, overlooking Blowing Rock Island, Rendez Vous Bay and the St. Regis golf course to the west and northwest, St. Martin and Saba to the south and seeing as far as Tintamarre (Flat Island) and St. Barths to the east, and featuring a large fresh water private swimming pool overflowing into a second waterfront basin.

View Detail

Infinity Anguilla
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
West End 8 9.5 18 $2,900 Inquire $8,800
Infinity Villa West End Anguilla

Overlooking the Cove and only two minutes away from pristine Maundays Bay, is Anguilla's newest luxury villa enclave in chic West End - Sheriva. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and neighboring St. Martin, the property offers ultimate privacy, yet swift access to the island's finest beaches

View Detail

Harmony
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
West End 8 9.5 16 $2,900 Inquire $8,800
Harmony Villa Anguilla

Only the finest materials accent almost every inch of this 14,000 square foot haven including exquisite marble floors and balustrades, exotic hardwood ceilings and immaculate granite countertops. The sunken living room exudes the richness of elegant island living, while the kitchen offers contemporary comforts such as GE Monogram appliances.

View Detail

Villa Ultimacy
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Anguilla 8 10 16 $4,000 $4,800 $10,000
Villa Ultimacy Anguilla

Picturesquely situated on Anguilla’s northeast shore, Ultimacy Villa is located in the tranquil residential neighbourhood of Rose Hill in the Sea Rocks, nestled between the villages of Shoal Bay East and Island Harbour.

 

View Detail

Cerulean Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Barnes Bay 9 8.5 14-16 $200,000 $200,000$250,000
Cerulean Anguilla Beachfront Vacation Rental

Anguilla Luxury Villa was built to take advantage of its stunning location on Barnes Bay, and the villa is extremely open and airy: with high ceilings, fans throughout, and French doors that open to the sea. The floors are all imported stone tile, and most of the furniture was made specifically for the house by craftsmen in both Mexico and Morocco. The beauty of the house can be attested to, by the fact that it has been photographed by both House and Garden and Italian Architectural Digest.

View Detail

Villa Indigo
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 9 9 18 $40,600 Inquire $95,000
Villa Indigo Anguilla

Set within a private tropical garden of approximately 1.5 acres, Cinnamon Reef Mansion is the perfect holiday hideaway. Located within idyllic Little Harbour, the villa is sheltered by Cinnamon Reef, providing unrivalled panoramic views of the stunning Caribbean sea and the islands of St Bart’s and St Martin.

View Detail

Pappagallo Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 9 10 20 $23,030 $32,900 Inquire
Anguilla Vacation Rental -  Blowing Point Villa

Built in a caribbean architectural style tuned to the Anguillian "Great House" traditions, this large and charming fully airconditioned villa, completed in january 2003, is all laying on the ground floor, with about 6,000 sqft surface only for the living and dining/partying areas, located on the extreme southwestern end of the peninsula, overlooking St. Martin and Saba Island to the south and Blowing Rock Island, Rendez Vous Bay and the St. Regis golf course to the west and northwest.

View Detail

Villa Le Bleu
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 10 10 20 $54,862 Inquire $120,120
Seafront Estate Anguilla

Seafront Estate is simply the most exciting and glamorous new villa in Anguilla (opened December 09).  This 10 bedroom villa (all en-suite) is located in approximately 2.5 acres of beautiful tropical gardens with two swimming pools, two small natural beaches, beach pavilion, tennis court, gym, personal cinema and beautiful water garden.

View Detail

Rosamaris Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Anguilla 15 15 ensuite 30-34 $68,600 $98,000 Inquire
Anguilla Vacation Rental - Rosa Luxury Villa

2/3 floors large,  fully air conditioned villa on the beach of about 20,000 sqft, features 15 bedrooms all with bathroom ''en suite'', private mooring, private docking, private beach, a large and deep salt water ''infinity'' swimming pool. Just on the beach, plus a kiddie's pool as well as a jacuzzi style pool upstairs creating a waterfall into the main pool.

View Detail

Quick Links

Contact
Visiting Anguilla

Known for its amazing beaches, Anguilla is the center of universe from the amazing Beaches on Barnes Bay which are where you’ll find most of the amazing beachfront homes and mansions for rental.  The island itself is only 35 Sq. miles and has a rich history to share with those visiting this island.  The capital, The Valley, has some amazing local shopping and dining, you’ll always find something to do.  Most people do however come for the nautical lifestyle, you can find people swimming, enjoying snorkelling, taking a boat out and traveling to our neighboring islands such as Puerto Rico, St. Martin, and Kitts.  There are so many things to do in the water that people often get submerged for their entire stay.

 

For those that love to go out at Nightly we have:

     - Elvis Beach Bar

     - Pump House

     - Shoal Bay

     - and so much more. 

 

For those that like exploring there are Beach Stone Sculptures of Rendezvous Bay, Caves and Holes can be explored with a guide all around the island, You may want to come when sea turtles are hatching to see them run off, you may want to visit the Heritage Collection Museum in the East End Village, or just enjoy the beauty of the famous beaches of Sandy Lane such as Captains Bay, Island Harbour, Shoal Bay East, Limestone Bay, Little Bay, Crocus Bay, Katouche Bay, Road Bay and the village of Sandy Ground, Prickley Pear Cay and Sandy Island, Long Bay, Meads Bay, Barnes Bay, Windward Point, Savannah Bay, Mimi Bay, Sandy Hill Bay, Forest Bay, Little Harbour, Blowing Point, Rendezvous Bay, Merrywing Bay, Cove Bay, Maunday's Bay, and much much more.

 

Coming to Anguilla is easy, jump on a plane, get on a ferry, or just take a private charter, it’s well worth the trip.