Holiday rentals in Anguilla

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Top-rated holiday rentals in Anguilla

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

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Top guest favourite
A scenic entrance to a luxurious property is framed by palm trees and vibrant tropical plants. A neatly paved road leads into the location, with two elegant stone gates adorned with the property name. Clear blue skies add to the inviting atmosphere.
Home in Anguilla
4.96 out of 5 average rating, 80 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

Guest favourite
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
4.97 out of 5 average rating, 68 reviews

Oceanfront Villa Sleeps 6 | Private Pool & Hot Tub

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 favourite
Apartment in Meads Bay
4.98 out of 5 average rating, 51 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 favourite
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.
Flat in Sandy Ground
5 out of 5 average rating, 38 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

Top guest favourite
A broad stretch of white sand beach is shown alongside clear turquoise waters under a bright blue sky. Lush greenery and palm trees line the beach, with a white building visible in the background, indicating proximity to accommodations.
Home in Shoal Bay Village
5 out of 5 average rating, 79 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 favourite
An outdoor seating area features a wicker sofa set and chairs positioned around a dark table. A pool is visible in the background, surrounded by greenery. The space is brightened by natural light and framed by an open archway.
Home in Long Bay Village
5 out of 5 average rating, 15 reviews

Châlet Genesis

Escape to the serenity of Châlet Genesis Villa, an exquisite 3-bedroom, 3.5-bathroom haven nestled in the residential charm of Long Bay. This spacious villa boasts walk-in closets, king-size beds, and modern amenities, creating an opulent retreat for up to 8 guests. Revel in the tranquility of your surroundings while being just moments away from pristine beaches and delectable restaurants. Discover the perfect blend of luxury and accessibility at Châlet Genesis Villa

Top guest favourite
A shaded outdoor seating area features a curved, cushioned lounge chair positioned to face the ocean. Lush greenery surrounds the space, while the blue sky is dotted with fluffy clouds above. The calming sea is visible in the background, enhancing the serene atmosphere.
Flat in The Valley
4.98 out of 5 average rating, 49 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 favourite
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.
Apartment in Lower South Hill
5 out of 5 average rating, 34 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.

Top guest favourite
Flat in North Side
5 out of 5 average rating, 24 reviews

Island Suite with Private Fire Pit

Book your stay and the concierge handles Anguilla for you. Ferry coordination, rental car, restaurant reservations, and a welcome spread waiting when you arrive. All sorted before you land. ⭐ What guests say • “Better in person than the photos” • “No other host does all this” • “Would not stay anywhere else in Anguilla” Every single guest. Every single time. Five stars. Check availability before your dates go.

Guest favourite
Flat in West End
4.91 out of 5 average rating, 122 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 favourite
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, 102 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 favourite
A well-equipped kitchen features warm wood cabinetry and modern appliances, including a black refrigerator and microwave. Vibrant cookware is neatly organized on the countertop, while pops of color are added by multi-colored canisters. Natural light fills the space, enhancing its welcoming ambiance.
Flat in The Valley
4.94 out of 5 average rating, 88 reviews

Fully Equipped Island Apartment with Fruit Garden

Live out your island adventures at this cozy apartment. Unwind at this comfortable one bedroom. Enjoy the privacy of this home with the convenience of being located just 7-minute walk from local supermarket, Ashley and sons. The area feels peaceful and secluded.

Popular amenities for Anguilla holiday rentals