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Vacation rentals in Sile Bay

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sile Bay

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

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Superhost
Villa in Island Harbour
4.96 out of 5 average rating, 50 reviews

Stunning Oceanfront Villa ~ Pool, Jacuzzi & Kayaks

Your 5 star Airbnb guest favorite oceanfront villa includes a private pool, hot tub and panoramic Caribbean views. Scilly Cay is right out front and only a 5 min drive to famous Shoal Bay. Wake up to the glowing turquoise sea from the master King Bed. Relax on the spacious lower & upper decks. Full kitchen, private office and outdoor shower. Enjoy kayaks, stand up paddleboards, additional club pool, decks & fire pit. Perfect for families or romantic getaway in paradise. Read our 5 star reviews!

Top guest favorite
Apartment in Sandy Ground
5 out of 5 average rating, 20 reviews

Enclave 3 Luxury Beachfront Penthouse

Luxury brand new beachfront penthouse directly on beautiful Sandy Ground Beach. This spacious third floor unit is 1,640 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, Tempurpedic mattresses, and much more

Top guest favorite
Apartment in East End Village
4.95 out of 5 average rating, 22 reviews

C&J Apartments Overlooking Mimi Bay Anguilla(Apt1)

Reconnect with yourself, or loved ones or friends in this family-friendly place. Enjoy Anguilla while staying in a spacious 2 bedroom unit, which is a part of a 2 bedroom - 4 unit apartment complex. Designed and maintained by the hosts, each room is decorated to ensure a calming experience. Ceiling fans are in each room, but the area is pretty cool. A very quiet area which we dub "Your Home away from Home". Life is stressful and a calming experience will revitalizes and reenergize.

Top guest favorite
Villa in Island Harbour
5 out of 5 average rating, 18 reviews

Caribbean Rhapsody Oceanfront Villa

Beautiful 4 bedroom 4.5 bathroom resort style home features breathtaking ocean views overlooking Scilly Cay and Island Harbour. Only a 5 minute drive to world famous Shoal Bay East beach or Captains Bay. The Villa offers three levels for big families and ultimate privacy. Main level infinity pool that appears to melt into the ocean. Top level with unbelievable views and bottom level with direct access to the water with amazing snorkeling! Caribbean Rhapsody is a true Anguilla gem!!

Top guest favorite
Home in Shoal Bay Village
5 out of 5 average rating, 55 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.

Guest favorite
Home in AI
4.84 out of 5 average rating, 83 reviews

Camellia House

You’ll love our place because of the beautiful views, tropical breezes, lots of outdoor space, light and bright tropical design. Our house is off the beaten tourist path and is designed to experience the local beauty. This oasis is a great place to relax and enjoy a Caribbean life style. Our place is great for couples and solo adventurers. We are close to beaches (five minute drive) and conveniently located within walking distance to a local supermarket.

Top guest favorite
Loft in Marigot
4.99 out of 5 average rating, 168 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 deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Guest favorite
Apartment in The Valley
4.96 out of 5 average rating, 28 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 Mount Fortune
4.98 out of 5 average rating, 58 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.

Superhost
Apartment in Bad Cox Pond
4.76 out of 5 average rating, 46 reviews

The Studio at AXA Farmhouse

Welcome to your tranquil retreat at AXA Farmhouse. This private studio offers a serene getaway, complete with a fully equipped kitchen, a spa-inspired bathroom, and a separate entrance for your convenience. Rest easy on a plush bed, and enjoy the comfort of air conditioning throughout your stay.

Superhost
Cottage in Island Harbour
4.88 out of 5 average rating, 85 reviews

St.Somewhere Else

Oceanside guesthouse is peaceful, beautiful and gated. Full access to the bacce ball court, pool and ocean! We are located on the eastern end of the island, 5 minute drive to shoal bay and 3 minute drive to island harbor. Walking distance to some of the best local beach bars and restaurants!

Guest favorite
Apartment in The Valley
4.93 out of 5 average rating, 76 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 Sile Bay vacation rentals

  1. Airbnb
  2. Anguilla
  3. Sile Bay