Vacation rentals in Anguilla

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Top-rated vacation rentals in Anguilla

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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, 32 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
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.

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, 32 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is 1,684 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, Tempur-pedic mattresses, and much more

Guest favorite
A two-story apartment complex showcases a light-colored exterior with green accents and balconies. The image also features a cozy seating area with neutral furnishings and a spacious bedroom, inviting natural light through a nearby window.
Apartment in East End Village
4.94 out of 5 average rating, 33 reviews

C&J Apartments Overlooking Mimi Bay Anguilla(Apt1)

Reconnect with yourself, or loved ones or friends in this family-friendly place. Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is a part of a 2 bedroom - 4 unit apartment complex. Designed and maintained by the hosts, each room is decorated to ensure a calming experience. Ceiling fans are in each room, but the area is pretty cool. A very quiet area which we dub "Your Home away from Home". Life is stressful and a calming experience will revitalizes and reenergize.

Guest favorite
The villa's exterior is showcased, featuring a light-colored facade with spacious balconies and decorative railings. An external staircase leads to the upper level, flanked by green foliage and a well-maintained lawn that surrounds the building.
Apartment in British West Indies
4.81 out of 5 average rating, 52 reviews

Meads Bay Hilltop Villa Apt.(downstairs)

Welcome to this luxurious villa in Anguilla, a stunning Caribbean island known for its white-sand beaches and turquoise waters! This 1500 sq ft villa is located just a short 5-minute walk from the stunning Meads Bay Beach and plenty of dining options. It is located right next to The Malliouhana Hotel. This 2BR/2BA unit is fully equipped with everything you need for an enjoyable stay – from high speed wifi, beach towels to cookware and linens appropriate for every season.

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, 29 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
4.98 out of 5 average rating, 43 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
Apartment in North Side
5 out of 5 average rating, 20 reviews

Cozy Retreat with Private Fire Pit Near Shoal Bay

Slow down, sink in, and savor island life just 10 minutes from Anguilla’s pristine beaches. • Cloud-soft queen bed with crisp hotel linens • Fresh pastries on your first morning • Roast marshmallows under the stars • AC and high-speed Wi-Fi • Private patio with fire pit & breezes • Concierge: massages, dinner, and more Smart TV, in-unit washer/dryer; just arrive. We’ll handle the rest.

Guest favorite
Apartment in West End
4.91 out of 5 average rating, 118 reviews

James Hughes cozy in West end

James Hughes apartments located in West end affordable and comfortable. we are close to maundays Bay Beach, meads Bay Beach, shoal Bay West Beach, Barnes Bay beach. we are close to best buy supermarket. excellent wifi. we have cars for rent small car$40 per day medium car $50per day only take cash. we will pick you up take you back to the ferry or airport for free

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
4.9 out of 5 average rating, 100 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!

Guest favorite
A well-organized bedroom features a spacious bed dressed in soft linens, complemented by a blue throw blanket. A mirrored wardrobe and shelves offer ample storage, while a reflective mirror enhances the room's openness. Soft gray walls create a calm and balanced atmosphere.
Apartment in North Side
5 out of 5 average rating, 8 reviews

Jenna Ville Estate Unit 1-Cedar Haven Lower floor

Jenna Ville Estate offers a serene retreat for business or family travel. It provides a home-like ambiance, fresh local fruits when in season, and proximity to central shopping areas. Located less than 5 minutes from Crocus Bay, guests can enjoy its beautiful beach and nearby restaurants.

Guest favorite
An outdoor patio area is equipped with comfortable seating arrangements and a small table. Nearby, a hot tub emits a calming blue glow, creating a relaxing atmosphere against the backdrop of a twilight sky.
Home in AI
4.98 out of 5 average rating, 50 reviews

Desert Rose Cottage

Brand new - Relax with the whole family at this peaceful place to stay. Enjoy Island Harbor and experience the local feel plus the exquisite restaurants in the area