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Vacation rentals in Little Bay

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Top-rated vacation rentals in Little Bay

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

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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.
Apartment 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!

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, 40 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
Guest suite in George Hill
5 out of 5 average rating, 10 reviews

Boutique 1BR Apartment CARTeas Bayberry|Anguilla

The Bayberry Suite at CARTeas is a bright, stylish one-bedroom boutique apartment in Anguilla, designed for relaxed island living and modern comfort. Enjoy a queen bedroom, spa-inspired bathroom with walk-in shower, half bath for guests. The fully air-conditioned living space features a Smart TV, cozy seating, and a dedicated office nook. A full kitchen, in-suite washer and dryer, and private entrance with keyless entry make this suite perfect for both short and extended stays.

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, 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.

Top guest favorite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 192 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favorite
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 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, 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.

Top guest favorite
Apartment in North Side
5 out of 5 average rating, 25 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.

Top guest favorite
A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.
Home in SAINT MARTIN
5 out of 5 average rating, 30 reviews

The best view on the island!

Casa Victoire is fully equipped with everything you might need for a comfortable and relaxing stay! Enjoy relaxing moments while taking in the view from your private terrace or relaxing in the heated pool while enjoying stunning ocean views. Canoes and kayaks are available for an unforgettable experience in the Cul de Sac Bay Nature Reserve Looking forward to hosting you at La Casa Victoire!

Guest favorite
Apartment in North Side
4.91 out of 5 average rating, 96 reviews

KC Corner House

Kick back and relax in this newly renovated, calm, stylish space. This very tidy home at 1500 sq. ft. with modern décor/finishes, located in a quiet, peaceful and scenic area of Cedar Village, Northside. This abode is open to all. 8-10 minutes drive to St.James Medical School Campus. Only 5 minutes drive to Crocus Bay. Main supermarkets are all in 5 minute drive radius.

Superhost
Apartment 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 favorite
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.

Popular amenities for Little Bay vacation rentals

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