Villa holiday rentals in Anguilla

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.

Artistic 'Maison Hibernia', 10 mins to Shoal Bay.

Once home to the beloved Hibernia Restaurant & Art Gallery, this tranquil 2-bedroom retreat continues a story that began 38 years ago, when MaryPat & Raoul arrived in Anguilla & created Hibernia Restaurant, a place not only popular for its cuisine but known for art, travel & gracious hospitality. Now 'MAISON HIBERNIA', they carry that same spirit forward with their holiday villa, shaped by their eye for detail, love of design, and quiet appreciation of beauty. 10 minutes to Famous Shoal Bay...

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!

Bayview Resort, Beachfront villa w/ Stunning Views

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.

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!!

Bayberry Villa - Yours in Anguilla!

Bayberry is a lovely two bedroom villa overlooking Rendezvous Bay, and just a couple of minutes walk to a lovely sandy cove nearby. The furnishings are a lovely mix of European and South American - tons of wood and wicker. There are king size beds in both bedrooms, and a sofa bed in bedroom two. Each bedroom has ceiling fans, and lots of windows to catch the ever present trade winds. There are a few months of the year when A/C is needed, and we can provide it in the bedrooms.

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.

Romance and relaxation - visit Gardenia Villa

Steps from West End Bay and a five-minute walk from Shoal Bay West. This private villas’ French doors open onto a sheltered private dining area surrounded by private gardens. The rooftop patio boasts an unobstructed 360 view of Anguilla and St. Martin. High, airy ceilings, purple heart floors, and a mahogany four-poster king size bed make Gardenia Villa the perfect romantic retreat. A large pool and common lounge area is just 50 ft away, shared by 2 other villas.

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.

Villa Grande (Up) Oceanview Escape |2 bed 2.5 bath

Villa Grande is a bright, oceanview upstairs villa with 2 bedrooms and 2.5 baths, just minutes from Anguilla’s best beaches, restaurants, and nightlife. Enjoy stunning sea views from the private balcony, cook in the full kitchen, and relax in the spacious living and dining area. Ideal for couples, families, or friends seeking a peaceful island retreat with modern comfort and easy access to everything Anguilla has to offer.