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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 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
4.96 out of 5 average rating, 82 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

Superhost
A modern bedroom is highlighted by a spacious bed with a tufted headboard. Complementary furnishings include a sleek dresser and a stylish chair, while a decorative lamp and wall art add soft touches to the room's neutral tones.
Flat in AI
4.9 out of 5 average rating, 31 reviews

Anguilla Sunrise Penthouse - 2 bed/2-bath

The Sunrise Penthouse at “Andy's Castle” mixes modern style & affordability. Just minutes drive away (not walkable) from the "World’s Best Beach" Shoal Bay, this blissful 2200 sq. ft. unit (37 steps up) is an open concept, with a spacious kitchen with island/bar, large eating area with picture window, living room area and reading nook. The two large bedrooms each have queen beds, large closets and en suite bathrooms. A large breezy balcony is perfect for relaxing and unwinding in paradise!

Superhost
A bright and airy living space features large windows that offer expansive ocean views. Light-colored furniture complements the open layout, while a ceiling fan provides airflow. The fully equipped kitchen is visible in the background, with neutral cabinetry and countertops.
Apartment in West End
4.7 out of 5 average rating, 64 reviews

Turtles Nest Beach Resort - Beachfront 1 bedroom condo

Turtle's Nest stands in the middle of Meads Bay, the most iconic beach of Anguilla. A supermarket is nearby, as well as many dining options. You can enjoy the view from your oceanfront balcony overlooking the beach. Free WIFI, beach towels along with beach chairs and umbrellas are offered. From car rental to babysitting, our friendly staff will insure all your needs are catered. Every afternoon a complimentary rum punch is brought to you by our lovely staff on the beach or in the pool.

Top guest favourite
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, 81 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.

Guest favourite
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.
Flat in British West Indies
4.82 out of 5 average rating, 56 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 favourite
The exterior of Châlet Genesis Villa is showcased, featuring a modern white facade with a welcoming entrance gate. Lush greenery and palm trees surround the property, while a bright red umbrella adds a pop of color in the outdoor area. A clear blue sky completes the scene.
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

Guest favourite
This bedroom features a spacious bed with a light comforter and decorative pillows. Two bedside lamps are positioned on either side, and large windows with light blue curtains allow natural light to fill the room. Coastal artwork adds a serene touch.
Home in AI
4.93 out of 5 average rating, 44 reviews

Villa Cool Serenity

This modern three-bedroom, two-bathroom home with a private office in a quiet neighborhood 5 minutes from Crocus Bay has the perfect, spacious environment for a group of family or friends. You'll have the entire home to yourself. The villa can accommodate groups of up to 11 guests and is within driving distance from most beaches and restaurants in Anguilla. The home has a full kitchen, air conditioning, and essentials to make your stay comfortable.

Top guest favourite
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.
Flat in The Valley
4.98 out of 5 average rating, 50 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.

Superhost
An outdoor area is surrounded by lush greenery, featuring a pool with sun loungers nearby. A hut with a thatched roof offers shade, while a dining area with tables and chairs overlooks the ocean. The sky displays warm hues as the sun sets in the background.
Cottage in Island Harbour
4.89 out of 5 average rating, 61 reviews

Peaceful Garden-View Studio – Suite #2

Relax in your charming garden-view studio at Arawak Beach Club. Enjoy peaceful views of the lush tropical gardens from your private balcony. The studio features a fully equipped kitchen, comfortable living space, and air conditioning for a relaxing stay. Stay connected with high-speed fiber internet, unwind by the pool with sun loungers, and take advantage of complimentary kayaks and stand-up paddleboards (SUPs) for island adventures.

Superhost
Flat in Swing High
5 out of 5 average rating, 4 reviews

Deany's UpTop Luxury Suite 2

Enjoy the lucious island breeze and admire Anguilla's sensational view at Deany’s UpTop Luxury Suite. This short-term rental property provides high-quality, private accommodation in a desirable location in Anguilla. This recently upgraded apartment offers the ultimate blend of comfort and elegance, making it perfect for couples, friends, or private getaways.

Guest favourite
A terrace overlooks a stunning turquoise seascape, with lounge chairs placed for relaxation. Green tropical flora surrounds the area, while clouds drift across the blue sky, contributing to a serene outdoor atmosphere.
Home in Shoal Bay Village
4.95 out of 5 average rating, 21 reviews

1 bd Penthouse Apt, great views

The Penthouse Suite at Bellamare Estate is a one bedroom property with large living area, kitchen and patio. The suite offers seclusion in a setting of lush tropical gardens. Villa Bellamare offers a fabulous waterfront on the east edge of Shoal Bay beach, one of the best beaches in the world. Our Property Manager is available to answer questions.

Top guest favourite
A view of the house from the side shows vibrant green shutters and a landscaped area featuring indigenous plants. In the background, a sandy pathway leads to the beach, where boats can be seen on calm turquoise waters under a sunny sky.
Home in Sandy Ground
5 out of 5 average rating, 25 reviews

Rehenita’s Abode

Forget your worries in this house. It is surrounded with indigenous plants, palms and coconut trees. Located in Sandy Ground Village. A few more steps you are on the beach which features a slew of famous and delicious beach restaurants and bars. You can also go snorkeling along the reefs or enjoy the sunset while walking on the beach.

Popular amenities for Anguilla holiday rentals