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Holiday houses in Little Harbour

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Top-rated holiday rentals in Little Harbour

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

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Guest favourite
Villa in Rendezvous Bay
4.9 out of 5 average rating, 21 reviews

5BR Modern Caribbean Luxury with Pool & Bay Views

Songbird Villa is a newly refurbished 5-bedroom luxury retreat with sweeping views of St. Martin and Rendezvous Bay. Perfect for families or groups (sleeps 10), the villa features spacious ensuite bedrooms (Rms 3, 4 & 5 available as king or twin beds), a private infinity pool, a modern kitchen with outdoor BBQ grill, Sonos sound system and smart TVs throughout, daily housekeeping and concierge service. Just a short walk to Rendezvous Bay & minutes from Anguilla’s top beaches, dining & nightlife

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Guest favourite
A long lap pool stretches into the horizon, flanked by sun loungers with turquoise umbrellas. Lush greenery and coastal views create a serene backdrop, while soft clouds drift across a bright blue sky.
Home in Little Harbour
5.0 out of 5 average rating, 5 reviews

Charming 4 Bedroom Estate w/ Beach Access

Tigh-na-Mara Villa, exudes old world West Indies charm inside and out. This storybook island villa immerses you in a delightful ambiance of days gone by, combined with modern necessities including high speed internet, a recently renovated chef’s kitchen and air-conditioning throughout. The sparkling lap pool is your own private paradise — and you have direct access (via a 2 min path) to Elsie Bay Cove. This unique Villa is nestled in lush landscaping with magnificent views of St. Martin.

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Guest favourite
Apartment in George Hill
4.96 out of 5 average rating, 28 reviews

CARTeas Signature Boutique 2-BR Suite

CARTeas is a spacious two-bedroom boutique apartment located in the quiet village of George Hill, Anguilla. Situated on the upper level with a private entrance and keyless entry, the apartment offers a peaceful retreat with modern comforts. Enjoy a king-bed primary suite with soaking tub and walk-in shower, a queen guest suite with walk-in shower, full kitchen, living area, desk nook, TVs, and in-unit washer and dryer. A cozy Caribbean stay designed to feel like home.

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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
5.0 out of 5 average rating, 16 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

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Guest favourite
A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.
Villa
5.0 out of 5 average rating, 110 reviews

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

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Top Guest favourite
Condo in Upper Prince's Quarter
5.0 out of 5 average rating, 11 reviews

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.

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Top Guest favourite
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
5.0 out of 5 average rating, 201 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

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Superhost
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
4.92 out of 5 average rating, 48 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.

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Luxe
Home in saint martin
5.0 out of 5 average rating, 29 reviews

Villa Josefa SXM · Ocean View Above Friar’s Bay

✨ Located in the secure Mont Choisy residence, one of Saint Martin’s most peaceful and sought-after residential areas, Villa Josefa offers breathtaking panoramic views of Friar’s Bay, Terres Basses, Anguilla and the Caribbean Sea. 🏡 3 master suites with private bathrooms, fully equipped kitchen, pool, spacious deck, pergola and covered sea-view terrace. 🌴 5 minutes from Grand Case, 5-minute walk to Friar’s Bay and 10-minute walk to Happy Bay.

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Top Guest favourite
Apartment in Grand-Case
5.0 out of 5 average rating, 36 reviews

Beachfront Luxury Suite with Sea View Grand Case

A rare beachfront stay in Grand Case. Suite 5 at Residence Mogador features 2 king bedrooms, an elegant shared bathroom, and a spacious terrace with panoramic sea views. Located directly on the beach, this bright and stylish suite is perfect for a getaway with friends or family. Secure residence with sun loungers, direct access to turquoise water, and the best restaurants of Grand Case just a short walk away.

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Guest favourite
An airy terrace is showcased with views of the sea and sky. The space features a wooden dining table alongside white chairs, complemented by lounge chairs and natural decor elements. Bright light fills the area, enhancing the spacious and relaxed atmosphere.
Villa in Orient Bay
5.0 out of 5 average rating, 42 reviews

Casa Del Mar, Luxury and Magical Orient Bay View

* Spectacular 180° sea view * Near the East Bay beach with its restaurants and activities * Secure residence * Private pool with terrace and deckchairs * 4 bedrooms and 1 air-conditioned studio with each their own bathroom * TV with international channels * 100 Mbps WiFi * Refurbished in 2022 with modern and neat decor * Plenty of privacy, quiet and no shared ownership * Cleaning included every 7 days

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Top Guest favourite
A beachfront terrace features modern white lounge chairs and a dining table, overlooking the crystal clear waters. A grill is positioned nearby, and a cooler rests beside an ice bucket, enhancing the inviting coastal experience.
Apartment in Sandy Ground
4.97 out of 5 average rating, 37 reviews

Luxury Beachfront Enclave Unit 2

Luxury brand new beachfront residence directly on beautiful Sandy Ground Beach. This spacious second 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.

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Popular amenities for Little Harbour holiday rentals