Holiday rentals in Island Harbour

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Top-rated holiday rentals in Island Harbour

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Guest favourite

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.

22–29 Jun

€ 948 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.

17–24 Apr

€ 776 per night

Guest favourite

Flat in Grand-Case, St. Martin

5.0 out of 5 average rating, 10 reviews

Charming appartment on the beach, 1 or 2 bedrooms

This new, comfortable and pretty appartment located on the beach, in the heart of Grand-Case has its own sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. It's a privileged spot in town and even in the island. Sea view from your bed, from the salon/kitchen area, wide covered terrace with sofa, red wood deck and gazebo covered with real braided palm leaves. True caribbean style! * Charming decoration * * Great location * 2 bedrooms

30 May – 6 Jun

€ 327 per night

Guest favourite

Flat 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.

11–18 Jun

€ 127 per night

Guest favourite

Flat in Shoal Bay, Anguilla

4.95 out of 5 average rating, 19 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.

14–21 Jun

€ 193 per night

Guest favourite

Flat in East End Village, Anguilla

5.0 out of 5 average rating, 26 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"

28 Sep – 5 Oct

€ 91 per night

Guest favourite

Flat 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.

6–13 Jul

€ 130 per night

Guest favourite

Villa in Shoal Bay Village, Anguilla

5.0 out of 5 average rating, 15 reviews

BellamareVilla Oceanfront, Pool

Bellamare Villa is located on the edge of Shoal Bay's 1 mile of powdery, white sand beach. We offer uninterrupted ocean views with over 6000 Sq.Ft living space, porches, decks and private pool all on ground level. We are ideal for couples, families, Retirees and Groups. With a charming setting, come enjoy privacy and comfort.

24–31 Oct

€ 1,228 per night

Guest favourite

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 BAY OF ASS DE SAC and its islets ... VILLA JADE 2 is a spacious suite/sea view for 2 people with a private swimming pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a pontoon, and kayaks at your disposal.

3–10 Sep

€ 251 per night

Superhost

Flat 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.

4–11 May

€ 112 per night

Guest favourite

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).

19–26 Oct

€ 270 per night

Superhost

Flat in Island Harbour, Anguilla

5.0 out of 5 average rating, 4 reviews

Panoramic View 1BR Suite at Arawak Beach Club

Start your getaway at Arawak Beach Club's 1BR villa with Caribbean vistas. Private terrace, steps to the beach, 5 min to dining. 10 min to Shoal Bay. Fiber Internet, Smart TV, AC bedroom. Enjoy ocean breezes, 2 patios, bar, paddleboards, kayaks. Optional rental car.

12–19 Oct

€ 180 per night