Holiday rentals in Simpson Bay

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Top-rated holiday rentals in Simpson Bay

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Superhost

Apartment in Simpson Bay

4.78 out of 5 average rating, 156 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

Guest favourite

Home in Sint Maarten

5 out of 5 average rating, 20 reviews

Ocean View Villa-Indigo Bay W/Private Pool/0 Steps

Welcome to paradise in Indigo Bay, St. Maarten! Our brand new property offers ultimate indoor-outdoor living with sliders opening to breathtaking sea views. Open-concept layout, fully-equipped kitchen, private pool and courtyard, NO STEPS, and three ocean-view bedrooms. Experience luxury and comfort at our oceanfront villa. Book now for an unforgettable vacation! *There is construction of a new hotel in the bay. Noise has been minimal but is subject to change. Contact us with any questions!*

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, 22 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 Phillipsburg

4.94 out of 5 average rating, 33 reviews

Villa Fleur de Mer Endless Ocean view /Priv. Pool

Villa Fleur de Mer is one of Sint Maarten's top-rated Villas. Private estate villa with a breathtaking 180-degree ocean view! Seclusion and tranquility, tempered by cool ocean breezes, with a private pool. Enjoy this adventurous yet tranquil paradise home between France and Holland. Spectacular views of the Atlantic Ocean with an unparalleled view of St. Barths. Minutes drive to downtown Phillipsburg and the French side. Enjoy the video below and Welcome, Home! https://fb.watch/7uxXstBra7/

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

Home in Les Terres Basses

5 out of 5 average rating, 5 reviews

Villa Ellia - Modern luxury in St Martin FWI

Located in the prestigious Lowlands, this villa is your dream vacation spot with its breath-takings views on our beautiful green mountains. The villa is 5 minutes away from beaches, supermarkets, gyms, and activities. We will take great pleasure in hosting you. When renting with us you get concierge services to facilitate all things during your stay. Villa Ellia has 4 bedrooms and 4 bathrooms, the master bedroom and the kitchen have direct access to the large terrace and the private pool.

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, 77 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

Apartment in Pelican

4.68 out of 5 average rating, 62 reviews

SeaLaVie Apartment with Private Pool

Welcome to the stunning St. Maarten Beachfront Apartment with Private Pool! This luxurious Airbnb property offers an unforgettable vacation experience in one of the most beautiful and sought-after destinations in the Caribbean. Perched on the pristine white sands of St. Maarten's exquisite Kimsha beach, this beachfront apartment boasts breathtaking panoramic views of the turquoise waters and the endless horizon.

Guest favourite

Home in Cole Bay

4.89 out of 5 average rating, 28 reviews

Luxury, Villa Panoramic Sea Views, Pelican Key

Welcome to Villa del Mar, a luxurious executive home offering breathtaking panoramic views of the Caribbean Sea and stunning sunsets. From this exquisite property, you can see the islands of St. Barts, Nevis, St. Kitts, St. Eustatius, and Saba. Nestled in the premier residential area on the Dutch Side, it provides easy access to vibrant attractions and beautiful beaches while ensuring privacy and tranquility.