
Villa vacation rentals in Anguilla
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Top-rated villa rentals in Anguilla
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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

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.

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.

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. *Now also available as 2bed/2bath

Villa TradeWinds: 2 Bedrooms & Private Pool
Your Anguilla escape begins at a unique two-bedroom, two-bath villa with a private pool. Our veranda features ocean views - perfect for sunset cocktails. Drift between poolside relaxation and open, sunlit living spaces made for gathering family and friends. When you’re ready to explore, the island’s finest beaches, flavors, and hidden gems await just 10-15 minutes away. Our attentive team ensures everything flows seamlessly, so you can simply unwind and savour the beauty of island life.

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 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.

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.

Apt on Oceanfront Estate. Shoal Bay East
The Clubhouse Suite at Bellamare Estate has large living area, kitchen and patio. The suite offers seclusion in a setting of lush tropical gardens with beautiful ocean views Enjoy the Ocean and Water activities with a short walk along the path through the property. Our Property Manager is available to answer any questions.

Amazing views in a beautiful villa
Forget your worries in this spacious and serene villa with breathtaking views of the caribbean sea! Enjoy tranquility at its finest! Relax on the outdoor deck or take a dip in the pool all while enjoying the beautiful views. Enjoy a cool drink in the new gazebo with a bar overlooking the sea! Come enjoy paradise!
Popular amenities for Anguilla villa rentals
Private villa rentals

Ocean View 1 (view from every Rm)

Sunrise Villa

Milly's Inn 4

Chinaberry Villa

Bayberry Villa - Yours in Anguilla!

Milly's Inn 2
Luxury villa rentals

Bayberry and Chinaberry Villa! Yours In Anguilla!

"By The Sea" Oceanfront Villa

Bouvardia Estate - Villa’s With Pools & Amenities

Peace & Happiness, Cul De Sac, Anguilla

Delightful Island Home with 4BR & Amazing Views
Villa rentals with a pool

Sunrise Villa

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

Villa Romantica Overlooking the Ocean

Villa Grande Downstairs Oceanview w/ Pool | 2BR

Villa Elegante Overlooking the Ocean

Villa Amor Overlooking the Ocean
Destinations to explore
- Rentals with pools Anguilla
- Family-friendly rentals Anguilla
- Rentals with a hot tub Anguilla
- Boutique hotels Anguilla
- Pet-friendly rentals Anguilla
- Beachfront rentals Anguilla
- Rentals with beach access Anguilla
- Serviced apartment rentals Anguilla
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