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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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Top guest favorite
A spacious beachfront deck features comfortable lounge seating and umbrellas, offering direct views of the calm Caribbean waters. Boats are visible in the distance, surrounded by soft sandy beach and lush greenery. The blue sky reflects warmth and clarity, enhancing the inviting atmosphere.
Apartment in Sandy Ground
5 out of 5 average rating, 19 reviews

Luxury Beachfront Enclave Unit 1

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious ground floor unit is 1,684 square feet & has two terraces with an additional large wood deck. Just a few steps from the deck your feet will be in the sand. Enjoy a gourmet kitchen, walk-in shower with handheld & rain shower, Sonos in-ceiling sound system & more. Location is ideal as you can walk to ten restaurants. Being on the Caribbean side of the island, the beach is typically always calm.

Guest favorite
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.

Superhost
Home in North Side
5 out of 5 average rating, 8 reviews

3 Level Loft Apartment

Welcome to my beautiful three-bedroom apartment in Anguilla! This spacious and modern home is perfect for a relaxing vacation. Located in a quiet area just moments from the pristine beaches, and all the best amenities. The apartment features a fully equipped kitchen, a washer and dryer, and a sprawling living room designed for relaxation, complete with a large TV for your entertainment. I hope you enjoy your stay in my home!

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.

Guest favorite
A sandy beach stretches along the coastline, complemented by gentle waves lapping at the shore. Palm trees provide shade, while a pier extends into the water in the background, underneath a clear blue sky adorned with scattered clouds.
Guesthouse in Crocus Bay Beach
4.97 out of 5 average rating, 29 reviews

1 bd Apt at Da'Vida's Crocus Bay #3

Your family will be close to everything when you stay at this centrally-located place. We are located in Crocus Bay. The Cottages are part of the property of Da'Vida Beach Club restaurant. This cottage has a garden view and is a 20 second walk to the beach. We are close to the capital, The Valley. And we are 5 minutes from Airport. We are midway between the resorts in the West and popular Shoal Bay East.

Top guest favorite
Loft in Grand Case
4.94 out of 5 average rating, 137 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

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, 29 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.

Top guest favorite
An infinity pool extends toward the horizon, offering uninterrupted views of the Caribbean sea. The clear blue water reflects the sky, creating a serene atmosphere. Gentle slopes of greenery frame the scene, with a distant island visible on the water's surface.
Villa in Philipsburg
4.99 out of 5 average rating, 324 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

Superhost
A spacious bedroom features a large bed adorned with soft white bedding and decorative blue pillows. A mirrored wardrobe and a wooden dresser are present, accompanied by hanging space along the wall. Natural light enters through window treatments that complement the room's soft blue tones.
Apartment in North Side
4.94 out of 5 average rating, 17 reviews

Jenna Ville Estate Unit 2 - Gardenia Upper 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
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.
Apartment in The Valley
4.93 out of 5 average rating, 89 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 Little Bay vacation rentals

  1. Airbnb
  2. Anguilla
  3. Little Bay