Villa vacation rentals in Anguilla

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Top-rated villa rentals in Anguilla

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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.

Guest favorite

Villa in Island Harbour

5 out of 5 average rating, 20 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

Guest favorite

Villa in Island Harbour

5 out of 5 average rating, 5 reviews

Caribbean Rhapsody Oceanfront Villa

Beautiful 4 bedroom 4 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 a spacious middle level which rolls seamlessly into the pool deck and 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!!

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!

Villa in Shoal Bay Village

4.6 out of 5 average rating, 5 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.

Villa in Seafeathers

4.91 out of 5 average rating, 11 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.

Villa in Sandy Ground

5 out of 5 average rating, 3 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.

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.

Villa in AI

5 out of 5 average rating, 5 reviews

Lockrum Point Villa: Oceanside-4bdrm/4bath w/ Pool

Welcome to our retreat, Lockrum Point. This amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. Enjoy incredible views of the sea and St. Martin, a private pool, and a gazebo perched on the sea. Each of our bedrooms have ensuite baths, hair dryer, spa bath robes and slippers, Caribbean Sea views and air conditioning.

Villa in Blowing Point

4.75 out of 5 average rating, 4 reviews

Beach Home in Paradise - OASIS

UNIT 6: Oasis Renew, Rejuvenate, and Relax in Oasis. It is the place to be to renew you mind, body, and spirit. The interior gives one the space needed to ease troubles away. The view of French St Martin in the distance and the calm sandy beach will invite one to enjoy its mystique and reintroduce peacefulness, relaxation and mindfulness.

Guest favorite

Villa in Island Harbour

5 out of 5 average rating, 19 reviews

Villa Romantica Overlooking the Ocean

My place is close to family-friendly activities, nightlife, beaches, restaurants. You’ll love my place because of the views, the people, the location, the outdoors space, and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).