Vacation rentals in Anguilla

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Top-rated vacation rentals in Anguilla

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Guest favorite
A well-appointed kitchen area features dark wood cabinetry and modern appliances. A breakfast bar with two wooden stools complements the inviting space. Natural light filters through the window above the sink, enhancing the functional design of the open-plan layout.
Apartment in West End Bay
5 out of 5 average rating, 12 reviews

1bdrm/1st floor/AC/Wifi/kitchen/W&D/steps to beach

Only 5 min walk from a pristine beach with a restaurant, ... our ground floor 1 bedroom units 1 & 2 can be booked and joined together to make a spacious 2 bedroom suite. *Unit 1 also comes with a sofa bed. All units are fully equipped with WiFi, AC, TV, washer, dryer, dishwasher, iron, kitchen appliances, dishes & patio furniture. This exclusive property features 9 units, offering both 1 and 2-bedroom options, making it ideal for larger group bookings. *Each building has a central elevator

Top guest favorite
Condo in Meads Bay
5 out of 5 average rating, 47 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
A bright terrace dining area features a large white table surrounded by six chairs. A Weber grill is positioned nearby, and stunning views of the turquoise sea and anchored boats are visible through expansive glass walls, allowing natural light to fill the space.
Apartment in Sandy Ground
5 out of 5 average rating, 28 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is 1,640 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 bright bedroom features a spacious bed with a light coverlet, complemented by a cozy rattan chair and a small white table. A mirror reflects colorful Caribbean artwork on the wall, while sheer drapes allow natural light to fill the room.
Guest suite in West End
4.94 out of 5 average rating, 80 reviews

Hummingbird, Charming Garden Studio, West End

Stylish, cool yet affordable accommodations in a fabulous location. EXCELLENT WIFI. Unbeatable value for lovers of Anguilla's West End! Safe for singles - romantic for couples - all welcome. Walk to beaches: Mead's, Barnes and Maunday's Bays & places like Four Season's & Picante. Beautiful indoor/outdoor kitchen/lounge area &tropical garden. Discounts for long stay. You must be VACCINATED to vacation in Anguilla. Please visit the Anguilla Tourist Board for current entry protocols.

Guest favorite
An aerial view showcases the vibrant buildings of Arawak Beach Club along the shoreline. Colorful structures are surrounded by lush greenery, a pool area, and lounge spaces. The clear waters and sandy beach add to the peaceful oceanfront setting.
Cottage in Island Harbour
4.94 out of 5 average rating, 36 reviews

Cozy Garden Studio with Pool – Suite #1

Property Summary: Relax in your inviting garden-view studio at Arawak Beach Club, featuring a unique bar area perfect for morning coffee or evening cocktails. Enjoy lush tropical surroundings from your private deck, a fully equipped kitchen, and cozy living space. Stay connected with high-speed fiber internet, cool off with air conditioning, or lounge by the pool with sunbeds. Complimentary kayaks and stand-up paddleboards (SUPs) are ready for your island adventures!

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, 25 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
Apartment in The Valley
4.97 out of 5 average rating, 38 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
An ice-filled bucket holds a bottle of wine in the foreground, while two elegant wine glasses sit in front. The backdrop displays a serene sunset with soft colors illuminating the sky, casting a warm glow over the surrounding greenery.
Condo in North Side
5 out of 5 average rating, 13 reviews

Island Escape w/ Private Firepit | Near Shoal Bay

Escape to your private retreat in North Side, Anguilla, just 10 minutes from stunning beaches. Designed for couples, this bright, modern 1-bedroom suite offers space to unwind and reconnect. Enjoy relaxed breakfasts in a full kitchen, movie nights in the open living area, and intimate evenings by the patio fire pit. After beach days, return to cool AC, plush bedding, fast WiFi, and a peaceful, beautifully maintained space made for two.

Top guest favorite
A modern two-story building features a sleek white exterior, surrounded by landscaped grounds and neatly arranged gravel pathways. Balconies can be seen on both levels, offering outdoor seating. Lush greenery and palm plants are visible in the foreground, contributing to the serene environment.
Condo in Lower South Hill
5 out of 5 average rating, 32 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
Apartment in West End
4.9 out of 5 average rating, 115 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

Superhost
Apartment
4.75 out of 5 average rating, 57 reviews

The Studio at AXA Farmhouse

Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

Guest favorite
A sunlit pool area features a crystalline infinity pool overlooking the ocean. Chaise lounges are arranged around the pool deck, complemented by tropical greenery. The modern guesthouse, with multiple levels, provides expansive views of the water and invites relaxation in a serene environment.
Cottage in Island Harbour
4.9 out of 5 average rating, 96 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!