Vacation rentals in Sile Bay

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Top-rated vacation rentals in Sile Bay

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Guest favorite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 36 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

SPECIAL: MARCH 18-30 @ $800/NIGHT Guaranteed to create a 5-Star experience! Fully air-conditioned 3 BR, 3 1/2 bath Beachfront Villa w/private pool. If you love the ocean & spectacular views, but fine living & comfort are important to you, we have it all! My home offers Personal housekeeper, Private Chef for hire, full Concierge Service, private garage, and gym. Also, food and groceries delivered prior to your arrival, access to all the services and amenities next door at the Oyster Bay Hotel.

Sep 18 – 25

ﺩ.ﺇ3,342 per night

Guest favorite

Home in Shoal Bay, Anguilla

5.0 out of 5 average rating, 14 reviews

Harmony at Bayview Homes

Harmony, our largest home, commands 4260 sq ft of space and features 3 bedrooms each with a king bed, balcony, ensuite bathroom, walk-in closet, air-conditioning, and wifi. In addition to this, there are 3 shared living spaces, a dining room, 6 balconies, a fully equipped kitchen, smart TVs, washing machine, dryer and expansive outdoor space for entertaining. ‍ Wether traveling as a group of friends, multiple couples, or as a family, Harmony is the perfect place with lots of room for fun!

Dec 5 – 12

ﺩ.ﺇ1,584 per night

Superhost

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.

Jan 4 – 11

ﺩ.ﺇ2,641 per night

Guest favorite

Apartment in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 171 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

Oct 6 – 13

ﺩ.ﺇ1,114 per night

Guest favorite

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.

Jun 13 – 20

ﺩ.ﺇ457 per night

Guest favorite

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"

Sep 29 – Oct 6

ﺩ.ﺇ351 per night

Guest favorite

Loft in Marigot, St. Martin

4.99 out of 5 average rating, 116 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 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

Sep 5 – 12

ﺩ.ﺇ1,133 per night

Superhost

Apartment in AI, Anguilla

4.83 out of 5 average rating, 36 reviews

Bow of The Ship Penthouse - Arawak Beach Club

Awake to stunning Caribbean vistas in our favorite suite, 'The Bow Of The Ship,' at Arawak Beach Club. Luxuriate in a California king bed, private balcony, and easy beach bar access. Explore nearby restaurants and grocery stores. Shoal Bay is just a 10-minute drive away. Enjoy Fiber Internet, Smart TV, ocean breezes, and on-site amenities including an oceanfront pool, paddle boards, glass bottom kayaks, and optional rental car.

Oct 11 – 18

ﺩ.ﺇ694 per night

Guest favorite

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.

Sep 16 – 23

ﺩ.ﺇ489 per night

Guest favorite

Cottage in Cul-de-Sac, St. Martin

4.98 out of 5 average rating, 101 reviews

VILLA JADE 2: WATERFRONT/ POOL

VILLA JADE is a complex of 3 villas located in the CUL DE SAC Bay and its islets ... VILLA JADE 2 is a spacious suite /sea view for 2 people on foot in the water, with private pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a dock, and kayaks at your disposal.

Nov 30 – Dec 7

ﺩ.ﺇ1,255 per night

Superhost

Apartment in Bad Cox Pond, Anguilla

4.88 out of 5 average rating, 17 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.

May 5 – 12

ﺩ.ﺇ434 per night

Guest favorite

Villa in Island Harbour, Anguilla

5.0 out of 5 average rating, 19 reviews

Villa Romantica Overlooking the Ocean

My place is close to family-friendly activities, nightlife, beaches, restaurants. You’ll love my place because of the views, the people, the location, the outdoors space, and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Nov 20 – 27

ﺩ.ﺇ1,011 per night