Holiday rentals in Island Harbour

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Top-rated holiday rentals in Island Harbour

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

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Guest favourite

Townhouse in Orient Bay

4.94 out of 5 average rating, 16 reviews

Villa Carpe Diem front de mer, Orient Bay, piscine

Villa Carpe Diem est une très spacieuse et très confortable maison les pieds dans l'eau, sur la plage d'Orient Bay. Vous profiterez de nombreux atouts pour des vacances réussies en famille ou entre amis. * à 50 mètres de la mer et des restaurants de plage * 4 chambres, 4 sdb * terrasse vue mer à l'étage * 4 chaises de plages, 1 parasol à disposition * 225m2 habitables * piscine sécurisée pour les enfants * climatisation salon et chambres * wifi * 10000 chaines TV * conciergerie * jardin privé

Superhost

Apartment in Simpson Bay

4.78 out of 5 average rating, 154 reviews

Oceanfront w private Pool | Beach 1 street away

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

Superhost

Apartment in Meads Bay Beach

5 out of 5 average rating, 3 reviews

Beachfront 1 Bedroom Resort Condo with Terrace, Hot Tub & Stunning Views!

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Guest favourite

Apartment in Simpson Bay

5 out of 5 average rating, 21 reviews

Beachfront Caribbean Breeze in Paradise, SXM

Caribbean Breeze inviting Beach front home. A few steps to our beach and pool. Walk to main stream. Amazing views . 2/2.5 with huge Master. Hear the waves flowing in onto the shore for those relaxing days and nights. New kitchen, living room area, bathrooms, dinning area with a Caribbean feel. Unwind on any balcony, penthouse ocean view, on daybed with a nice drink , looking over the verse tranquil ocean. Take a dip in the soothing crystal clear waters. Amenities enclosed & Wi-Fi included.

Guest favourite

Home in Marigot

5 out of 5 average rating, 6 reviews

Sweet Home on the Beach.

SITUATION Exceptionnelle. Vue sur la baie de Marigot Pieds dans l’eau Face à la Mer des Caraïbes Superbe plage de sable blanc, cocotiers, mer turquoise ATOUTS Maison duplex sur la plage Situation idéale pour visiter 4 Piscines 1 tennis Un beau jardin Résidence sécurisée 24H/24H Parking gratuit A côté : supermarché, boulangerie, restaurants Idéal pour Couple Famille ou Amis BON A SAVOIR A 2 kms de Marigot Voiture location conseillée Wifi, forfait ménage, serviettes, draps inclus dans le prix.

Guest favourite

Home in Cul-de-Sac

5 out of 5 average rating, 16 reviews

Waterfront property with water access & kayaks

Shallow turquoise waters, untouched island, beach clubs and cocktails, sand bank, pelicans and turtles. What else could you possibly need? Oh, yes: a place to stay. Villa Ti Case is a new 5 bedrooms waterfront holiday rental, located in a gated luxury residence occupied by private houses, holiday rentals and hotels. Less than 5 min drive to: French bakery, restaurants and beach bars, beaches, grocery stores, souvenir and clothing shops, boat charters, water sports, equestrian center, hikes.

Guest favourite

Apartment in Collectivity of Saint Martin

5 out of 5 average rating, 12 reviews

Bora Bora, on the beach, sea view 2 to 4 people

You dreaming of a vacation on the beach, you will not be disappointed. This apartment with direct sea view for 2 to 4 people is located in a quiet, secure and private residence, 4 swimming pools, tennis courts, parking lots. This little gem is fully equipped. At sunrise you will have your meals on a large terrace surrounded by palm trees, your feet in the sand admiring the beauty of the immense garden and in the evening before sleeping, the lights of the Island of Anguilla will transport you

Superhost

Flat in Collectivity of Saint Martin

4.91 out of 5 average rating, 11 reviews

Just in paradise with lagoon's view

Situé au 2ème étage, avec une superbe vue, dans une charmante résidence à la Baie Nettlé Joliment décoré, tout confort, entièrement équipée et climatisé. D'une surface de 50m2, idéal pour une ou deux personnes (deux à deux places) , cet appartement peut accueilr jusqu'à 9 personnes (lit bébé et lits singles supplémentaires fournis sur demande) Coin salon Espace bureau salle à manger sur la terrasse Salle de bain avec baignoire Piscine refaite à neuf . Un coucher du soleil inoubliable !

Guest favourite

Flat in West end

4.91 out of 5 average rating, 76 reviews

James Hughes nice place 2 bedroom upstairs

James Hughes apartment located in West end affordable and comfortable. we are close to maundays Bay Beach, shoal Bay West Beach, Barnes Bay beach, meads Bay Beach. we are also close to best buy supermarket. close to picante restaurants. excellent wifi. we have cars for rent $35per day we only take cash. we will take you back to the ferry or airport for free. Electric bikes for rent $25 per day. we also have scooters for rent $30per day. we can take you to the beaches and pick you up $30

Superhost

Home in Pic Paradis

4.91 out of 5 average rating, 34 reviews

Newly Renovated! Villa Paradis - A jungle getaway.

Welcome to the newly renovated Villa Paradis, a different side of St. Martin! Discover unbeatable views of the islands below. A unique experience with iguanas in the trees and the sound of monkeys echoing through the valley. This exclusive property is the nature lover's paradise, ideal for those seeking to get away from it all while being centrally located only 10 mins from the beach. *Spa services/private chef available *No children *No parties Social Media: #theparadisepeak

Superhost

Villa in Orient Bay

4.82 out of 5 average rating, 68 reviews

Villa Allamanda, sublime view, heated hot tub

Villa Allamanda is a very spacious house located in the Secure Park of Baie Orientale, on the French side. It offers many assets for holidays for families or groups of friends: * Large terrace with pool, and its HEATED and overflowing JACUZZI * Spectacular view of the bay and surrounding islands * Beach, water activities and shops within a 10-minute walk * 4 bedrooms with private bathrooms * Bluetooth speakers around pool, with USB charger * Wi-Fi

Superhost

Villa in Lowlands

4.87 out of 5 average rating, 15 reviews

Reflection Y 5 Star Villa

Our modern style will surely have you feeling like you are living in the lap of luxury. One-of-a-kind panoramic view in this 5-Star Villa! Conveniently located nearby the beautiful Mullet Bay Beach, Casinos, restaurants, shopping in the Maho Village, and the world-famous plane landing experience at the airport. Car Rental deals available upon request and an all-around vacation package!