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.

Top guest favorite

A serene swimming pool is nestled at the edge of a rocky coastline, reflecting the vibrant hues of the ocean. Gentle waves are observed in the distance, complementing the peaceful atmosphere surrounding the space. Comfortable loungers are positioned nearby for relaxation.

Villa in Island Harbour

5 out of 5 average rating, 24 reviews

Very Private Ocean Front Villa, Shoal Bay closeby

Vast expanse of ocean front, our villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, outdoor jacuzzi (unheated) & seaside gazebo in secluded grounds. Serene, private hideaway. Choice of 5 beaches within 12 minute drive, including world famous Shoal Bay. Try a coastal hike, starting from the property, snorkel & swim from our gazebo (subject to weather conditions). We can arrange a French chef and/or massages at the villa. Subject to availability & fees

Top guest favorite

A private pool is situated beside the ocean, surrounded by lounge chairs facing the water. The tranquil surface of the pool reflects the morning sunlight, while the Caribbean sea extends into the horizon, highlighting the serene atmosphere of the villa.

Villa in Island Harbour

5 out of 5 average rating, 41 reviews

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star reviews!

Superhost

A comfortable outdoor seating area is presented, featuring a generously cushioned sofa adorned with decorative pillows. Two bamboo chairs are arranged around a low table, all with views overlooking the vibrant Caribbean waters and lush greenery. The space is shaded by a large overhang.

Villa in Island Harbour

Romantic Sea Side Penthouse, Anguilla, BWI

The Romantic Sea Side penthouse is directly on the water on the second floor of a traditionally designed West Indian home in "hip & trendy / restaurant friendly" Island Harbor featuring spectacular sunrise and sunset views from its large verandahs complemented by a sea side deck with a sliding ladder allowing for easy access into the Caribbean waters for wonderful snorkeling and within easy access to Anguilla's beautiful beaches and fun beach bars as well as its local and gourmet restaurants.

An outdoor seating area is presented with two comfortable gray sofas and a matching coffee table. A small plant decorates the table while natural light filters through the surrounding greenery, creating a serene atmosphere. Architectural details include vertical slats that enhance privacy.

Villa in Cedar Village

4.67 out of 5 average rating, 3 reviews

Villa Vista Mer

A two bedroom two bathroom unit is on the ground floor of this two floor villa and features modern amenities, a quiet setting, and beautiful views of the sea and the surrounding inland foliage. The Villa is located in Black Garden. Each level offers beautiful open spaces. the upper lever is reserved for long term vacationers. the lower level is the perfect setting for a romantic getaway. with its luxurious indoor private pool that leads to an alfresco deck plus a relaxing ocean view balcony.

The exterior of Milly's Inn is showcased, featuring a well-maintained garden with a palm tree and colorful plants. A concrete pathway leads to the entrance, flanked by a spacious two-story building that offers access to the beautiful sea views in the background.

Villa in Shoal Bay Village

4.67 out of 5 average rating, 6 reviews

Milly's Inn 2

Enjoy magnificent views of the sea and tranquil sunsets from your own spacious patio with the added benefit of the fresh Caribbean Breezes at Milly's Inn which consists of four attractive units. Each is fully furnished with a living area, patio, bedroom, bath and a fully equipped kitchen. 'Milly's Inn 2' is the downstairs unit.....the ocean breeze is amazing in both downstairs apartments. Check out Milly's Inn 1, 3 and 4 if your date is not available with Milly's Inn 2.

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

4.93 out of 5 average rating, 15 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.

Top guest favorite

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, 14 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.

A modern two-story home is depicted, featuring a light-colored exterior and large sliding glass doors that open to a spacious patio. Lush greenery and colorful flowering plants surround the entrance, enhancing the inviting atmosphere. The sky above is clear, suggesting bright weather.

Villa in Seafeathers

5 out of 5 average rating, 18 reviews

Sunrise Villa

This lovely home away from home may be rented as a 1 bed (1 or 2 persons) or a 2 bed (3 or 4). A lovely, tranquil space, this modern, recently built, peaceful, light, breezy house faces St Maarten with wide angle views to St. Barths. The sunrise and sunset views are spectacular. Safe residential area. Close to beautiful beaches and great hikes. Coffee, tea, water available. Car rental, transfers from St. Martin, beach chairs, umbrellas also available.

Superhost

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, 8 reviews

2 Bd Apt on Oceanfront Estate. Shoal Bay East

The Clubhouse Suite at Bellamare Estate is a two bedroom property with large living area, kitchen and patio. The suite offers seclusion in a setting of lush tropical gardens with beautiful ocean views Villa Bellamare offers a fabulous waterfront on the east edge of Shoal Bay beach. 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.

A spacious living area features comfortable seating arrangements with wicker chairs and a cozy sofa. Natural light filters through wooden shutters, illuminating a wooden dining table nearby. Decorative touches include a colorful area rug and subtle lighting, contributing to an inviting ambiance.

Villa in Blowing Point

4.86 out of 5 average rating, 7 reviews

Bayberry and Chinaberry Villa! Yours In Anguilla!

Anguilla is open for business and Bayberry and Chinaberry Villa look forward to welcoming you this spring and summer. Our rates are fantastic, and our accommodations superior. Fabulous sheets and towels, new beds.....and Lyn will look after you throughout your stay. Come and join us soon.