Vacation rentals in Anguilla

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Top-rated vacation rentals in Anguilla

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area features large windows offering stunning ocean views. Neutral-toned furniture, including a white sectional sofa and wood coffee tables, creates a relaxed environment. A ceiling fan and stylish light fixtures are present, and a dining space with modern appliances is visible in the background.

Apartment in Sandy Ground

5 out of 5 average rating, 18 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is over 1,800 square feet. The unit has two terraces, a walk-in shower with handheld & rain shower, a gourmet kitchen, and more. Location is ideal as you can walk to ten plus restaurants. Being on the Caribbean side of the island, the beach is typically always calm & crystal clear. Amenities include Viking appliances, SONOS in ceiling speakers, Tempurpedic mattresses, and much more

Top guest favorite

A modern one-bedroom house is framed by a sleek security gate, ensuring privacy. A white car is parked in a gravel driveway, with landscaped greenery visible in the background. The clean lines of the building are complemented by large windows and a bright exterior.

Home in North Side

5 out of 5 average rating, 29 reviews

Beautiful newly built one bedroom entire house

A beautiful, newly constructed one bedroom house with modern styling. Highlights include fully air-conditioned space, king sized bed,dual 55 inch TVs with full IPTV channels and streaming services, security gate, security cameras on property, fully equipped kitchen, laundry room with washer and dryer and much, much more. The property is located centrally but offers utmost privacy. No expense was spared to provide a unique, high end experience for your pleasure. We look forward to welcoming you!

Top guest favorite

A small outdoor patio area showcases a round glass table surrounded by two green lounge chairs. The scene is enhanced by a large green umbrella, providing shade. Lush tropical plants and palm trees are visible in the background, contributing to a serene atmosphere.

Home in Anguilla

4.94 out of 5 average rating, 53 reviews

Pope’s Inn

LUXURIOUS and spacious recently built modern 2 bedroom apartment located in West End Anguilla. This ravishing apartment resides in a beautiful and safe location in close proximity to the Four Seasons Hotel. It is walking distance to the exquisite Meads Bay beach and many restaurants in the area such as Pope’s BBQ & Grill, Picante, Blanchards and Sharky’s. This beautiful apartment is located near many other tourist attractions such as the Malliouhana Hotel and the Aurora Waterpark in West End

Top guest favorite

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

5 out of 5 average rating, 48 reviews

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!

Top guest favorite

An outdoor terrace is seen with a private hot/cold tub, surrounded by a wooden deck. A small dining table and chairs are positioned nearby. Lush greenery borders the terrace, while a modern building structure stands in the background under a clear blue sky.

Condo in Meads Bay

5 out of 5 average rating, 41 reviews

1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Top guest favorite

An aerial view captures the expansive property of Harmony, surrounded by lush greenery and coastline. The sparkling blue ocean is visible in the background, enhancing the sense of space and tranquility. Nearby structures reflect a blend of natural surroundings and modern architecture.

Home in Shoal Bay

5 out of 5 average rating, 30 reviews

Harmony at Bayview Homes

Harmony, our largest home, commands 4260 sq ft of space and features 3 bedrooms each with a king bed, balcony, ensuite bathroom, walk-in closet, air-conditioning, and wifi. In addition to this, there are 3 shared living spaces, a dining room, 6 balconies, a fully equipped kitchen, smart TVs, washing machine, dryer and expansive outdoor space for entertaining. ‍ Wether traveling as a group of friends, multiple couples, or as a family, Harmony is the perfect place with lots of room for fun!

Top guest favorite

A serene beach scene features soft white sand gently sloping towards calm turquoise waters. The sky is bright blue with a few scattered clouds, creating a sense of openness and tranquility. The horizon line blends seamlessly with the ocean, inviting relaxation.

Home in Shoal Bay Village

5 out of 5 average rating, 54 reviews

Seaside House in Shoal Bay

Shoal Bay Cottage is located next to one of the best beaches in Anguilla if not the world, Shoal Bay East. This 2 bedroom, 2 bathroom property comes with all the modern luxuries. Suitable for individuals, couples, families or friends. Enjoy its almost 0.5 acres of fenced gardens or within 3 mins walk you are on the beach. There, you will enjoy, miles of pristine white sand, cool turquoise water, and gentle sea breeze. As well as, many of the popular hotels, and restaurants.

Top guest favorite

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, 17 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.

Top guest favorite

An open-plan living area features a light-colored sofa with decorative pillows and a round coffee table. Large windows provide expansive views of the ocean and natural light. A few plants are positioned throughout, and access to the balcony is visible in the background.

Apartment in The Valley

5 out of 5 average rating, 27 reviews

Oceanfront Escape: Stunning Seaside Apartment

Escape to this freshly renovated, oceanfront 1-bedroom apartment which blends modern comfort with stunning sea views. The open-plan living space features large windows and a private balcony, perfect for enjoying ocean breezes. A sleek kitchen, cozy bedroom with a king-sized bed, and stylish bathroom provide everything you need for a relaxing stay. Located just steps from the ocean, this chic coastal retreat is ideal for a peaceful getaway.

Top guest favorite

A bright dining area features a round wooden table set for eight, surrounded by stylish chairs on wheels. Large arched windows provide abundant natural light and showcase ocean views. The kitchen area, equipped with modern appliances and white cabinetry, complements the open-concept design.

Apartment in Sandy Ground

5 out of 5 average rating, 11 reviews

Villa Pastiche1, 3 BDR, walk to beach, ocean view

New stunning 2nd floor ocean view family-size spacious 3 bedrooms, fully equipped kitchen, living room, office, laundry, balconies on seaside and pond side. Located in the iconic Sandy Ground village. Steps from pristine white sand Road Bay beach lined with lively bars and restaurants. Walking distance from convenient market, restaurants, boutiques, night entertainment, sailings and water activities. Perfect spot for holidays!

Top guest favorite

A spacious bedroom is furnished with a large bed dressed in white linens and accent pillows in shades of blue. Natural light floods the room through multiple windows, framing views of the surrounding landscape. A ceiling fan provides air circulation, adding to the comfort.

Condo in Lower South Hill

5 out of 5 average rating, 29 reviews

Spacious 2nd FL Studio - 3 min to Rendezvous Bay

Immerse yourself at Merrivale Residence – your stylish island escape! This modern, oversized studio is just a 3-mins from Rendezvous Bay Beach. Ideal for couples, solo travelers or digital nomads and features a sleek workstation, private patio, generous walk-in closet, fully equipped kitchen, washer/dryer, Wi-Fi, Netflix and central A/C. Enjoy comfort, tranquility, and convenience all in one perfect location.

Guest favorite

A serene outdoor space is featured with two comfortable chairs positioned around a table. The infinity pool extends towards the ocean, with vibrant blue water reflecting the sky. Lush potted plants are placed nearby, enhancing the coastal atmosphere.

Cottage in Island Harbour

4.88 out of 5 average rating, 84 reviews

St.Somewhere Else

Oceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!