Villa vacation rentals in Anguilla

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Top-rated villa rentals in Anguilla

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A dining area features a round wooden table surrounded by four chairs, offering views through large sliding glass doors. Natural light fills the space, enhancing the connection to the outdoor landscape, which showcases distant ocean views and greenery.
Villa in Island Harbour
4.84 out of 5 average rating, 25 reviews

Ocean View 1 (view from every Rm)

STAY AWHILE! Located in a quiet area,this villa comprise 2 units. Ocean View Unit is furnished, very spacious,private,air conditioned on a Ridge overlooking an ocean view. WiFi. Hurricane Shutters. Enjoy ocean view while in bed in master bedroom,living/dining area,kitchen&laundry area. 2TVs. Second bedroom&2nd bathroom w closet. Kitchen w appliances & dishwasher. Two Supermarkets only 2-5mins drive away. 10mins from world renowned Shoal Bay East. Standby generator for continuous comfort & WiFi.

Guest favourite
Villa in island harbour
5 out of 5 average rating, 7 reviews

Artistic 'Maison Hibernia', 10 mins to Shoal Bay.

Once home to the beloved Hibernia Restaurant & Art Gallery, this tranquil 2-bedroom retreat continues a story that began 38 years ago, when MaryPat & Raoul arrived in Anguilla & created Hibernia Restaurant, a place not only popular for its cuisine but known for art, travel & gracious hospitality. Now 'MAISON HIBERNIA', they carry that same spirit forward with their holiday villa, shaped by their eye for detail, love of design, and quiet appreciation of beauty. 10 minutes to Famous Shoal Bay...

Top guest favourite
Villa in Blowing Point
5 out of 5 average rating, 9 reviews

Bayview Resort, Beachfront villa w/ Stunning Views

Bayview Resort sits directly on the beach in beautiful Blowing Point. Set in a peaceful seaside location, the property offers stunning views of St. Maarten. Recently refreshed with a polished, modern look, this thoughtfully appointed yet comfortably relaxed space is perfect for remote work, or a leisurely island getaway. Enjoy plenty of ocean breezes, and the calming rhythm of the waves right at your door. Come unwind, recharge, and take in the beauty of where the ocean is just steps away.

A spacious bedroom features a king-sized bed dressed in crisp white linens, with decorative pillows adding subtle color. Large windows provide stunning ocean views, and natural light fills the room. A bedside lamp complements the contemporary design.
Villa in Crocus Hill
4.8 out of 5 average rating, 5 reviews

CeBlue 1 Bdrm Villa with Private Pool!

Call CeBlue to plan your vacation! Your Private Villa Features: - A private pool with an adjacent outdoor rain shower and bathroom - One 3,000-square-foot uncovered deck and one 2,000-square-foot covered deck - Spectacular ocean views from the bedrooms and throughout the villa - All the comforts of home, including a media room, a fully appointed kitchen with wine cooler and gas stove, luxury linens and towels, an outdoor barbecue and a private washer and dryer - WiFi throughout the villa

An archway leads into a charming courtyard at Bayberry, framed by a sandy-colored wall. Tropical plants are positioned at the entrance, offering hints of vibrant colors. The inviting pathway is lined with terracotta tiles, guiding visitors towards the serene outdoor space beyond.
Villa in Blowing Point
5 out of 5 average rating, 7 reviews

Bayberry Villa - Yours in Anguilla!

Bayberry is a lovely two bedroom villa overlooking Rendezvous Bay, and just a couple of minutes walk to a lovely sandy cove nearby. The furnishings are a lovely mix of European and South American - tons of wood and wicker. There are king size beds in both bedrooms, and a sofa bed in bedroom two. Each bedroom has ceiling fans, and lots of windows to catch the ever present trade winds. There are a few months of the year when A/C is needed, and we can provide it in the bedrooms.

Guest favourite
A serene pool area is highlighted, showcasing clear blue water against a beautifully tiled deck. Expansive views of the Caribbean Sea and distant islands are visible under a bright sky, where fluffy clouds drift peacefully.
Villa in Seafeathers
4.94 out of 5 average rating, 18 reviews

Oceanview villa with private pool, 5 mins to beach

Southern Comfort Villa is the perfect place for those looking for a laid back, cottage-like retreat. Our 2 bedroom, 2 bath villa sleeps 4-5 guests. The great room boasts 20 ft vaulted ceilings, a fully equipped kitchen and comfortable furnishings. Take a dip in the pool while enjoying unobstructed views of the Caribbean Sea and neighbouring islands of St. Martin and St. Barth. Enjoy a relaxing morning coffee or afternoon drink with a view on the wrap around veranda.

Guest favourite
A serene pool is framed by a sunlit patio, complemented by lounge chairs and potted plants. Surrounding structures include blue accents and a shaded area, creating a welcoming outdoor environment perfect for relaxation.
Villa in West End Bay
4.92 out of 5 average rating, 25 reviews

Romance and relaxation - visit Gardenia Villa

Steps from West End Bay and a five-minute walk from Shoal Bay West. This private villas’ French doors open onto a sheltered private dining area surrounded by private gardens. The rooftop patio boasts an unobstructed 360 view of Anguilla and St. Martin. High, airy ceilings, purple heart floors, and a mahogany four-poster king size bed make Gardenia Villa the perfect romantic retreat. A large pool and common lounge area is just 50 ft away, shared by 2 other villas.

Top guest favourite
A private pool is surrounded by landscaped gardens, with a sun lounger positioned nearby. The pool's clear blue water reflects the bright sky and surrounding greenery, creating a serene outdoor space for relaxation.
Villa in Blowing Point
5 out of 5 average rating, 32 reviews

Modern Bungalow With Pool - 3 Min Walk To Beach

Immerse yourself in nature during your stay at The Bungalow, a tropical open-air villa perched amongst the trees on the island of Anguilla. Enjoy breath-taking ocean views from your private pool, take a quick walk down to the beach for a dip in Rendezvous Bay, and wind down while watching the sunset from your expansive roof deck. Nature lovers will delight in the property’s indoor-outdoor feel, surrounded by lush gardens and with visits from native birds.

Guest favourite
Villa in Island Harbour
5 out of 5 average rating, 8 reviews

Villa Grande (Up) Oceanview Escape |2 bed 2.5 bath

Villa Grande is a bright, oceanview upstairs villa with 2 bedrooms and 2.5 baths, just minutes from Anguilla’s best beaches, restaurants, and nightlife. Enjoy stunning sea views from the private balcony, cook in the full kitchen, and relax in the spacious living and dining area. Ideal for couples, families, or friends seeking a peaceful island retreat with modern comfort and easy access to everything Anguilla has to offer.

Villa in Seafeathers
4.7 out of 5 average rating, 10 reviews

Villa TradeWinds

Your Anguilla escape begins at a private two-bedroom, two-bath villa with an incredible ocean view. Drift between poolside relaxation and open, sunlit living spaces designed for connection and ease. When you’re ready to explore, the island’s finest beaches, flavors, and hidden gems await just moments away. Our attentive team ensures everything flows seamlessly, so you can simply unwind and savour the beauty of island life.

Guest favourite
An expansive view of the ocean showcases varying shades of blue, with gentle waves visible in the distance. Lush greenery and white rooftops are framed in the foreground, while soft clouds drift across the sky, enhancing the serene tropical atmosphere.
Villa in Shoal Bay Village
5 out of 5 average rating, 17 reviews

Apt on Oceanfront Estate. Shoal Bay East

The Clubhouse Suite at Bellamare Estate has large living area, kitchen and patio. The suite offers seclusion in a setting of lush tropical gardens with beautiful ocean views Enjoy the Ocean and Water activities with a short walk along the path through the property. Our Property Manager is available to answer any questions.

The exterior of the villa showcases a spacious balcony with white railings, offering ample room for relaxation. Large glass doors lead into the interior, surrounded by lush greenery. The light-colored facade reflects the bright, sunny environment.
Villa in AI
5 out of 5 average rating, 3 reviews

Chocolate Moose

Comfortable and luxurious villa with security lighting. Extra spacious to accommodate extra sleeps for large families. Atmosphere is cool and breezy. Less than 10 minutes away from beautiful Sandy Ground Beach, the neighbouring island , St Maarten, and ocean views.

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