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 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, 25 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

Superhost
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
4.96 out of 5 average rating, 50 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 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
4.67 out of 5 average rating, 3 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

Top guest favorite
An aerial view captures a cluster of homes nestled along a rocky shoreline. The clear turquoise waters reveal a coral reef beneath, alongside a single yellow boat gently drifting. Lush greenery surrounds the properties, creating a natural coastal landscape.
Villa in Island Harbour
5 out of 5 average rating, 19 reviews

Caribbean Rhapsody Oceanfront Villa

Beautiful 4 bedroom 4.5 bathroom resort style home features breathtaking ocean views overlooking Scilly Cay and Island Harbour. Only a 5 minute drive to world famous Shoal Bay East beach or Captains Bay. The Villa offers three levels for big families and ultimate privacy. Main level infinity pool that appears to melt into the ocean. Top level with unbelievable views and bottom level with direct access to the water with amazing snorkeling! Caribbean Rhapsody is a true Anguilla gem!!

Superhost
Villa in AI

Bayview Resort

Bayview Resort is a beachfront property located in Blowing Point within walking distance to Ferry Boat Inn resturant, & the ferry terminal. This peaceful setting offers exceptional ocean views & views of St. Maarten. With a polished new look, this carefully appointed, yet comfortable space, is perfect for remote working or a leisure getaway. Need more space for family or friends? Ferry Boat Inn is located on the compound and your overflow of guests can book directly with them.

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
4.94 out of 5 average rating, 16 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, 17 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.

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, 9 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.

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.

Guest favorite
A private fresh water pool is framed by tropical plants and palm trees, overlooking the ocean. Lounge chairs are placed around the pool, with a shaded seating area visible nearby. The bright blue sea and sky create a serene backdrop.
Villa in Island Harbour
4.82 out of 5 average rating, 22 reviews

Villa Bianco Oceanfront Luxury Retreat

Wake up to endless sea views and the soothing sound of waves in this luxurious oceanfront villa. Nestled in a laid-back fishing village, the home features a gourmet kitchen, elegant coastal design, and a veranda perfect for sunset cocktails. Steps from fresh seafood, artisan pastries, and fine French dining.

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