Villa holiday rentals in Anguilla

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

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.

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!

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.

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.

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.

Stunning 4BR Private Villa set in 1 acre with pool

Following an extensive refurbishment completed in 2023, Songbird Villa is delighted to welcome guests again to the beautiful island of Anguilla. This private secluded villa is just a short stroll from the Caribbean's #1 beach, Rendezous Bay (as voted by Caribbean Journal), and is in close proximity to all the amenities needed for a relaxing Caribbean stay.

Stunning Sea Feathers Villa

Forget your worries in this spacious and serene villa. Enjoy the amazing view of the sea while relaxing in your spacious villa. Enjoy a stroll in the gardens or sun bath by the pool with a cool drink from the poolside bar. All is yours as u view the magnificent sea day and night from your private villa

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.