
Villa vacation rentals in Anguilla
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Top-rated villa rentals in Anguilla
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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
4.91 out of 5 average rating, 22 reviews
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
5.0 out of 5 average rating, 29 reviews
Ocean View 1 (view from every Rm)
STAY AWHILE! Located in a quiet area,this villa comprise 2 units. Ocean View Unit is furnished, very spacious,private,air conditioned on a Ridge overlooking an ocean view. WiFi. Hurricane Shutters. Enjoy ocean view while in bed in master bedroom,living/dining area,kitchen&laundry area. 2TVs. Second bedroom&2nd bathroom w closet. Kitchen w appliances & dishwasher. Two Supermarkets only 2-5mins drive away. 10mins from world renowned Shoal Bay East. Standby generator for continuous comfort & WiFi.
4.84 out of 5 average rating, 25 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.
5.0 out of 5 average rating, 9 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. *Now also available as 2bed/2bath
5.0 out of 5 average rating, 34 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
4.8 out of 5 average rating, 5 reviews
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.
4.64 out of 5 average rating, 11 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!
5.0 out of 5 average rating, 6 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.
4.81 out of 5 average rating, 26 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.
4.94 out of 5 average rating, 18 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.
4.92 out of 5 average rating, 25 reviews
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.
5.0 out of 5 average rating, 8 reviewsPopular amenities for Anguilla villa rentals
Private villa rentals

Chocolate Moose AI
5.0 out of 5 average rating, 3 reviews
Bayberry Villa
4.8 out of 5 average rating, 5 reviews
Sunrise Villa
5.0 out of 5 average rating, 18 reviews
Milly's Inn 4
4.67 out of 5 average rating, 3 reviews
"By The Sea" Oceanfront Villa

Chinaberry Villa
4.94 out of 5 average rating, 34 reviews
Bayberry Villa - Yours in Anguilla!
5.0 out of 5 average rating, 7 reviews
Milly's Inn 2
4.67 out of 5 average rating, 6 reviewsLuxury villa rentals

Bayberry and Chinaberry Villa! Yours In Anguilla!
4.86 out of 5 average rating, 7 reviews
Anguilla Oceanfront Retreat-Water Access & Views

Peace & Happiness, Cul De Sac, Anguilla

Bouvardia Estate - Villa’s With Pools & Amenities

Delightful Island Home with 4BR & Amazing Views

Cliffside Villa w/Pool Ideal for Family or Couples

Stunning Sea Feathers Villa
4.56 out of 5 average rating, 9 reviewsVilla rentals with a pool

Sea caps villas
4.77 out of 5 average rating, 39 reviews
Sunrise Villa

Artistic 'Maison Hibernia', 10 mins to Shoal Bay.
5.0 out of 5 average rating, 7 reviews
Villa Grande Downstairs Oceanview w/ Pool | 2BR
4.69 out of 5 average rating, 13 reviews
Villa Romantica Overlooking the Ocean
4.97 out of 5 average rating, 29 reviews
Villa Elegante Overlooking the Ocean
4.91 out of 5 average rating, 79 reviews
Villa Amor Overlooking the Ocean
4.85 out of 5 average rating, 34 reviewsDestinations to explore
- Rentals with pools Anguilla
- Family-friendly rentals Anguilla
- Rentals with a hot tub Anguilla
- Pet-friendly rentals Anguilla
- Beachfront rentals Anguilla
- Rentals with beach access Anguilla
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