Villa holiday rentals in Anguilla

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Top-rated villa rentals in Anguilla

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Guest favourite
Villa in Rendezvous Bay
4.89 out of 5 average rating, 18 reviews

5BR Modern Caribbean Luxury with Pool & Bay Views

Songbird Villa is a newly refurbished 5-bedroom luxury retreat with sweeping views of St. Martin and Rendezvous Bay. Perfect for families or groups (sleeps 10), the villa features spacious ensuite bedrooms (Rms 3, 4 & 5 available as king or twin beds), a private infinity pool, a modern kitchen with outdoor BBQ grill, Sonos sound system and smart TVs throughout, daily housekeeping and concierge service. Just a short walk to Rendezvous Bay & minutes from Anguilla’s top beaches, dining & nightlife

Guest favourite
Villa in island harbour
5 out of 5 average rating, 7 reviews

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...

Guest favourite
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
4.97 out of 5 average rating, 64 reviews

Luxury Oceanfront Villa | Private Pool & Hot Tub

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!

Top guest favourite
Villa in Blowing Point
5 out of 5 average rating, 8 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.

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
4.8 out of 5 average rating, 5 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 favourite
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, 23 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!!

An archway leads into a charming courtyard at Bayberry, framed by a sandy-colored wall. Tropical plants are positioned at the entrance, offering hints of vibrant colors. The inviting pathway is lined with terracotta tiles, guiding visitors towards the serene outdoor space beyond.
Villa in Blowing Point
5 out of 5 average rating, 7 reviews

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.

A panoramic view showcases lush palm trees swaying gently in the breeze, with a glimmering ocean stretching toward distant mountains. The sunlight reflects off the water’s surface, creating a serene and tranquil atmosphere. A white structure is partially visible in the foreground.
Villa in Seafeathers
5 out of 5 average rating, 6 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!

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 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.

Guest favourite
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, 17 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.

Guest favourite
A serene pool is framed by a sunlit patio, complemented by lounge chairs and potted plants. Surrounding structures include blue accents and a shaded area, creating a welcoming outdoor environment perfect for relaxation.
Villa in West End Bay
4.91 out of 5 average rating, 23 reviews

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.

Top guest favourite
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, 31 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.

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