Holiday houses in Sile Bay

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Top-rated holiday rentals in Sile Bay

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Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 57 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Guest favourite

Home in Island Harbour, Anguilla

5.0 out of 5 average rating, 7 reviews

Oceanfront Villa With Pool Jacuzzi Near Shoal Bay

Your 2 bedroom oceanfront villa includes a private pool, hot tub & breathtaking caribbean views of Scilly Cay, Island Harbor. 5 minute drive to Shoal Bay. One of a kind sunrises from oceanfront terraces. Wake up to endless Caribbean turquoise views from the master King Bed. Relax on the spacious lower and upper decks . Take a dip in the pool or sea. Outdoor shower. Access additional club pool, common area and fire pit. Perfect for a family or romantic getaway. Welcome to Arawak Beach Villa.

Guest favourite

Home in Shoal Bay Village, Anguilla

4.92 out of 5 average rating, 13 reviews

Shoal Bay Coastal Sanctuary, Anguilla

Shoal Bay Coastal Sanctuary is located directly on the coast with beautiful unobstructed views of the sea. It's a gracious two story home of 3 bedrooms and 3 full bathrooms--the lower level is comprised of 2 bedrooms on either side of an open plan "kitchen / dining room / living room" with the penthouse bedroom on the upper level. All rooms face onto the Caribbean and overlook the freshwater pool--every room is fully screened and air conditioned and graciously decorated in a Caribbean motif.

Guest favourite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 173 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite

Apartment in The Quarter, Anguilla

5.0 out of 5 average rating, 22 reviews

Thrush Nest View Studio Apartment

Forget your worries in this spacious and serene studio apartment designed for relaxation after a long day at the beach . Kick your feet up while enjoying a cup of coffee to the sunrise or a glass of wine to the sunset as this space provides panoramic views from every angle. Located in the centre of the island this vacation apartment is the ideal platform for exploring beaches, island tours and extraordinary dinning. Contemporary decor with modern amenities all can enjoy.

Guest favourite

Apartment in Shoal Bay, Anguilla

4.95 out of 5 average rating, 21 reviews

Azure at Bayview Homes

Azure, our 1 bedroom home, is one of Anguilla's best kept secrets. Azure is fully equipped and features a living room, dining room, spacious bedroom with air-conditioning and king bed, 1 bathroom, walk in closet, linen closet with extra linens, fully equipped kitchen, large outdoor space, wifi, smart TV, washing machine, dryer and parking. Two barstools are provided for use at the kitchen bar with the living and dining areas comfortably entertaining up to 4 persons each.

Guest favourite

Apartment in East End Village, Anguilla

5.0 out of 5 average rating, 27 reviews

C&J Apartments overlooking Mimi Bay Beach (Apt 2)

Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is apart of a 2 bedroom 4 unit apartment complex. It was designed and is maintained by the hosts. Each room is tastefully decorated to ensure a calming experience. Pictures add to the decor some featuring the work of the talented artist, Canita Ruan, the hosts' daughter. Ceiling fans are in each room, but you may not need them as the area is pretty cool. The area is very quiet. "Your Home Away From Home"

Guest favourite

Villa in AI, Anguilla

4.94 out of 5 average rating, 32 reviews

Villa Amor Overlooking the Ocean

Villa Amor, is perched on Harbour Ridge in the charming village of Island Harbour, exudes romantic elegance and contemporary panache. This villa offers the comfort of home and the tranquil ambience found only on Anguilla. Villa Amor is close to beaches, nightlife, and restaurants. You’ll love the villa because of the views, the location, the people, and the outdoors space. Villa Amor is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 118 reviews

Sea Loft Stunning View - Private Pool

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

Guest favourite

Villa in Cul-de-Sac, St. Martin

4.99 out of 5 average rating, 116 reviews

VILLA JADE 1: WATERFRONT SUITE/ POOL

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex composed of 3 private villas. VILLA JADE 1 is a suite for 2 people with private pool. The villas are calm and intimate...your unique view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, tourist with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our small typical village with gourmet restaurants by the sea....

Guest favourite

Apartment in Mount Fortune, Anguilla

5.0 out of 5 average rating, 45 reviews

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Guest favourite

Villa in Philipsburg, Sint Maarten

4.99 out of 5 average rating, 227 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.