Villa vacation rentals in Anguilla

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Top-rated villa rentals in Anguilla

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The living area features comfortable seating arrangements, including wicker sofas with soft cushions and a central wooden coffee table. Light streams in through shuttered windows, while a dining table for four is visible in the background. A tranquil view of the outdoor space is framed by open doors.

Villa in AI

4.75 out of 5 average rating, 4 reviews

Bayberry Villa

A cancellation for Christmas and New Years, means we are available. Come and spend the holidays with us. Our villa is close to dining, the beach, and family-friendly activities. You’ll love it because of the neighborhood, the comfy beds, and the coziness. It is great for couples, families, and furry friends (pets). Bayberry is replete with everything you'll need for a fantastic holiday. Lyn, our wonderful housekeeper will see all of your needs. The beds are comfy, and the towels are fluffy.

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 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, 38 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!

A panoramic view showcases lush palm trees swaying gently in the breeze, with a glimmering ocean stretching toward distant mountains. The sunlight reflects off the water’s surface, creating a serene and tranquil atmosphere. A white structure is partially visible in the foreground.

Villa in Seafeathers

5 out of 5 average rating, 5 reviews

Sea Heaven

Sea Heaven offers you a beautiful home away from home - in paradise! Set in a beautiful, quiet neighborhood in Sea Feathers Bay with stunning views of St. Maarten & St. Barth’s. A quick walk takes you to a tiny, secluded beach great for shell seeking, snorkeling and exploring. World famous beach, Shoal Bay is a 10 minute drive away. Villa is fully equipped with everything you can imagine making your stay relaxing, comfortable and effortless. You will never want to leave!

A clear blue pool reflects the sky, framed by a white tiled patio and adjacent lounge chairs. Spacious overhangs provide shade for outdoor seating areas. The villa's open architecture allows for easy access to both the pool and the surrounding views of the landscape.

Villa in Seafeathers

4.92 out of 5 average rating, 13 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.

A well-maintained pathway leads through a lush garden featuring a palm tree and vibrant greenery, with a inviting white building visible in the background. The ocean is faintly seen beyond the property, enhancing the serene atmosphere.

Villa in Shoal Bay Village

4.67 out of 5 average rating, 3 reviews

Milly's Inn 4

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 4' is the upstairs unit.....the ocean view is amazing in both upstairs units. Check out Milly's Inn 1, 2, and 3 if your date is not available with Milly's Inn 4.

Top guest favorite

An open-air living space presents a spacious seating area, accented by light-colored furniture and natural textures. A private pool is visible nearby, surrounded by lush greenery. The attention to the indoor-outdoor flow creates a calming atmosphere enhanced by natural light.

Villa in Blowing Point

5 out of 5 average rating, 12 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.

Top guest favorite

An open-concept living and dining area is showcased with panoramic ocean views through large wooden doors. A circular dining table with wooden chairs is positioned near a kitchen equipped with modern appliances. High ceilings with exposed beams enhance the spaciousness of the room.

Villa in Sandy Ground

5 out of 5 average rating, 11 reviews

Pastiche1, 3 BDR, 2mn walk from beach, ocean view

New stunning family-size spacious 3 bedrooms, fully equipped, located in the iconic Sandy Ground village. 2nd floor, ocean view. Across the street, pristine white sheltered Sandy ground beach lined with lively bars and restaurants. Walking distance from convenient market, restaurants, boutiques, night entertainment, sailings and water activities. Perfect spot for holidays! Sandy ground beach.

An outdoor living space is seen with a wooden table and woven chairs, surrounded by lush greenery. The ocean is visible in the background under a clear sky, framed by a shaded overhang, providing a serene setting for relaxation.

Villa in The Valley

4.94 out of 5 average rating, 33 reviews

Chinaberry Villa

Romantic Chinaberry Villa on Rendezvous Bay, Anguilla. Enjoy a beautifully decorated villa just a 5 minute stroll to the beach. Our one bedroom villa with lovely wraparound deck overlooking the ocean, with outdoor living room and shower. We offer two or three bedrooms too. We do have AC in the villa, but there is an extra charge of 150US per week.