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Holiday houses in Sile Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sile Bay

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

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Superhost
Apartment in Cedar Village
5 out of 5 average rating, 3 reviews

10 mins to Beach | Concierge | Firepit w/ S’mores

Two-bedroom retreat perfect for families or small groups Concierge Services: • Dinner reservations • In-room massages • Pre-arrival shopping • Airport/ferry transfers • Car rental assistance Amenities: • Queen-sized beds in quiet, private bedrooms • Fully equipped kitchen with modern appliances • Spacious living area for lounging and unwinding • Private backyard + serene patio • Complimentary S’mores experience • High-speed WiFi • Air conditioning Book now for comfort, care, and convenience.

Indoor spacesDecorCleanliness

Guest favourite
A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.
Apartment in Upper Prince's Quarter
4.91 out of 5 average rating, 99 reviews

Relaxing Hideaway w/ Great Views

Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.

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Top Guest favourite
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.

LocationLong stayAmenities

Top Guest favourite
Villa in Upper Prince's Quarter
4.94 out of 5 average rating, 85 reviews

Villa Blue Roc

Cette villa luxueuse , est situee dans une residence securisee avec une vue epoustouflante , face a l ocean et l ile de St Barthelemy, Perchee sur les hauteurs de Dawn Beach, a 15 minutes des fameuses plages/restaurants d Orient Bay et Grand Case en partie francaise. La villa est egalement a 5 minutes de la capital hollandaise , Philipsburg, un incontournable du shopping. Grace aux grands espaces exterieurs et a la piscine a debordement , cette villa vous offrira un sejour inoubliable.

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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
4.99 out of 5 average rating, 192 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

ValueFamilyCleanliness

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.

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Top Guest favourite
Apartment in St Martin
5 out of 5 average rating, 21 reviews

07 yellow cliff

07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise

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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.

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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.
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.

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Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.95 out of 5 average rating, 60 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

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Top Guest favourite
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.

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Guest favourite
Aerial view of the property reveals colorful buildings along the shoreline, surrounded by lush greenery. A pool is visible in the foreground, while the turquoise waters of the Caribbean Sea gently lap against the rocks. Palm trees enhance the tropical setting.
Cottage in Island Harbour
4.88 out of 5 average rating, 72 reviews

Lush Garden Studio with Pool Access – Suite #3

Welcome to your peaceful island retreat! This charming 1-bedroom suite offers serene views of the lush tropical gardens. Start your morning with coffee on the balcony surrounded by greenery, or unwind in the evening with a glass of wine as you soak in the tranquil atmosphere. The suite is fully equipped with everything you need for a comfortable and unforgettable vacation!

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Popular amenities for Sile Bay holiday rentals

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