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

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.

Bayview Resort

Bayview Resort sits directly on the beach in beautiful Blowing Point. Set in a peaceful seaside location, the property offers stunning views of St. Maarten. Recently refreshed with a polished, modern look, this thoughtfully appointed yet comfortably relaxed space is perfect for remote work, or a leisurely island getaway. Enjoy plenty of ocean breezes, and the calming rhythm of the waves right at your door. Come unwind, recharge, and take in the beauty of where the ocean is just steps away.

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

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!

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 Bianca Oceanfront 3BR with Private Pool

Wake to endless sea views, relax by your private pool, and savor calm rhythm of island life at Villa Bianca. Your oceanfront home away from home. From the moment you arrive, the turquoise Caribbean stretches before you, and the sound of the waves invites you to slow down and breathe. Located in a laid-back fishing village, the villa features a gourmet kitchen and a veranda perfect for sunset cocktails. Steps from fresh seafood, artisan pastries and fine French dining.

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.

Villa TradeWinds

Your Anguilla escape begins at a private two-bedroom, two-bath villa with an incredible ocean view. Drift between poolside relaxation and open, sunlit living spaces designed for connection and ease. When you’re ready to explore, the island’s finest beaches, flavors, and hidden gems await just moments away. Our attentive team ensures everything flows seamlessly, so you can simply unwind and savour the beauty of island life.

Villa Grande Downstairs Oceanview w/ Pool | 2BR

Villa Grande’s downstairs unit offers stunning ocean views, pool access, and island comfort in a spacious 2-bedroom, 2-bath villa. Enjoy a full kitchen, bright living area, and peaceful patio overlooking the sea. Located just minutes from Anguilla’s best beaches, restaurants, and nightlife, it’s ideal for couples, families, or friends looking for a relaxing Caribbean getaway with all the comforts of home.

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.