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Holiday Rentals in St. Maarten-St. Martin, Caribbean

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    Travellers to St. Maarten-St. Martin are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    5 of 5 bubbles (1) Excellent
    Philipsburg
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 26
    Mullet Bay
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 13
    Orient Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 25
    La Savane
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Though its name translates to the beauty of the night, the Villa Sanders near Happy Bay in St. Martin is beautiful at all times - day or night. Striking in its impressive design, layout, and décor, it also provides non-stop views along with a host of amenities. With five bedrooms and room for ten,... View all property information
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    La Savane, Saint-Martin 97150
    1 / 21
    Orient Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Orient Bay, Saint-Martin 97150
    1 / 24
    Orient Bay
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    About this property
    ZEN ATTITUDE SUITE Beautiful suite of 32m2 with independent access from the tropical garden and a private terrace overlooking the pool and tropical garden. • ZEN decor ant furniture • Beautiful Teak King size bed 2 meters x 2 meters • Bathroom Marble • Very large desk made with authentic teak •... View all property information
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    Orient Bay, Saint-Martin 97150
    1 / 10
    Orient Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nice apartment wich 2 well furnished bedrooms, near all the island facilities: Orient bay (the largest and best beach in Saint-Martin), the restaurants of Grand-Case (well known for their fine french cuisine) and the grocery stores to help you in your daily needs. The apartment is in a quiet and... View all property information
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    Orient Bay, Saint-Martin
    1 / 39
    5 of 5 bubbles (4) Excellent
    Terres Basses
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If you book and stay before April 15th, we offer 20% discount! Hurry up! Located in Terres-Basses 3 bedrooms, 3.5 bathrooms 1 "Open Sky" private outdoor bath, 2 private outdoor showers Jacuzzi in the pool. Located in the deed community of Terres Basses (Low Lands), Kiwi is a spacious and elegant... View all property information
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    Terres Basses, Saint-Martin 24666
    1 / 19
    Baie Nettle
    Studio, 2 Bathrooms, Sleeps 2 | Quick View
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    • Balcony
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    Baie Nettle, Saint-Martin 97150
    1 / 39
    5 of 5 bubbles (46) Excellent
    Sint Maarten
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Rated as EXCELLENT by Tripadvisor. Villa Oyster Pearl is the perfect choice to ensure your vacation on the island is exquisite beyond everything you have ever dreamed. Should you choose, you will be met at the airport by our friendly host, who will guide you to the villa and cater for your needs.... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 12345
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    1 / 43
    Maho
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The name says it all! For those who are romantic at heart, looking for quality but don’t want to break the bank, and want to be in a very fun location... Voila! You’ve found it!! Maho Romance is a beautiful penthouse condo (4th floor with elevator) in the modern, guard gated community of Blue... View all property information
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    Maho, Sint Maarten
    1 / 12
    Baie Nettle
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Kashmir is a dazzling one-bedroom condo located in the gated Nettle Bay Beach Club, and is the ideal place for a romantic getaway. The beach club gives guests access to the large swimming pool and tennis courts, and is within easy walking distance to the beach, restaurants and shops. Open the patio... View all property information
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    Baie Nettle, Saint-Martin
    1 / 17
    Simpson Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    This third floor end unit ON THE BEACH offers plenty of privacy along with magnificent ocean views. The intimate 12-unit complex has gated private parking as well as its own pool just steps from the sand. It sits beachfront just a short walk from restaurants and shopping of Simpson Bay. Karakter... View all property information
    Location Information
    Simpson Bay, Sint Maarten SX
    1 / 16
    3 of 5 bubbles (1) Average
    Baie Nettle
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The studio is located at 2 meters from the sea , right on the beach and is part of a 4 condo 'bungalow' at the Nettle Bay Beach Club. It is on the first floor with a view of the ocean and a terrace to relax on . The general property is very well maintained and there is a security service 24 hour... View all property information
    Location Information
    Baie Nettle, Saint-Martin 97150
    1 / 9
    Sint Maarten
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    • x
    • x
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    About this property
    This beautifully appointed luxury studio 1 full bath villa offers unobstructed views of the ocean, St. Barts and Guana Bay, complete with a fantastic outdoor lounging space, and a private swimming pool .Calm very secure area..Paradise for two person. This property is on the hill. You need renting a... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 00 000
    1 / 11
    Oyster Pond
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • ?
    About this property
    Escape to your home in Paradise. The property is ideal for those looking for privacy and relaxation and at the same time have access to all the amenities that a resort has to offer! This intimate corner of the world is perfect for relaxation and breathtaking beauty to surround you. No need to drive... View all property information
    Location Information
    Oyster Pond, Sint Maarten 0000 AA
    1 / 49
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    NEW LOW RATES 40% BELOW ORIGINAL RATESNestled into the hillside in the exclusive private enclave of Terres Basses and just 20 minutes from an international SXM airport, Sandyline is a world class, privately owned estate that is designed with entertainment in mind. Along with every amenity you can... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean
    1 / 29
    Grand Case
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    We are in the heart of GRAND CASE , the very welknown french Caraibe village. The condo is 100 square meters with 2 king size bedrooms very well equipped with private bathroom /WC ,and shower room /WC. The comfortable lounge and kitchen front the blue caraibe . You feel to be like on a boat !... View all property information
    Location Information
    Grand Case, Saint-Martin 97015
    1 / 21
    Orient Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    About this property
    Nestled in a 1/2 acre of beautifully landscaped tropical gardens, Villa Allamanda is a tranquil oasis in one of the island's best locations, the upscale Orient Bay community. The 4 bedroom, 4 bath property offers breathtaking views of entire Orient Bay comprising Pinel Island, Tintamarre, Green... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 18
    5 of 5 bubbles (1) Excellent
    Sint Maarten
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • ?
    About this property
    Alexina’s Dream is located on sloping land over looking beautiful Happy Bay and the Bay of Grand Case. A footpath leads directly from the villa down to Happy Bay beach and joins the public footpath over to the more commercialized Friar’s Bay Beach (it is a little hike) This luxurious 5,000 square... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 97150
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    1 / 28
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    About this property
    10% EBB BONUS! Jan 8 - Apr 14, 20177 Night Minimum - Blackout Easter Week...7th Night Free! Apr 15 - Dec 15, 2017Blackout Thanksgiving Week...Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Les Zephyrs is an elegant colonial West Indian style St. Martin... View all property information
    Location Information
    Terres Basses, Saint-Martin
    1 / 9
    Cupecoy Bay
    3 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
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    • Parking
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    • x
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    • x
    About this property
    This beautiful ocean view villa is in the popular Cupecoy Beach area, close to the new Blue Mall, Casinos, AUC, and Mullet Bay Beach. The villa has 3 floors, with 2 bedrooms/2 bathrooms on the 2nd and the 3rd bedroom/bathroom on the top/3rd floor. Villa can be rented with 1 BR or all 3. Each of the... View all property information
    Location Information
    Cupecoy Bay, Sint Maarten 00SXM
    1 / 12
    Sint Maarten
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Ocean Views
    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    Location Information
    Sint Maarten, St. Maarten-St. Martin 97150
    1 / 8
    Orient Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • x
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    • x
    About this property
    This villa is located less than 5 minutes walk from the beach of Orient Bay and shops (restaurants, bar, supermarket, pharmacy, laundry, tobacco ...). It consists of an entrance, a living room and two bedrooms upstairs. It is possible to close the lounge for a 3rd bedroom (sliding door). The fitted... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 10
    Baie Nettle
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • ?
    About this property
    Kashmir, situated in the Nettle Bay Beach Club, this apartment-style residence is actually directly on the sands of Nettle Bay Beach. That makes it a dream of a location as it puts guests within easy walking distance of the gorgeous white sands but also to the local shops, restaurants and services.... View all property information
    Location Information
    Baie Nettle, Saint-Martin
    1 / 19
    5 of 5 bubbles (20) Excellent
    Philipsburg
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    HARBOR LIGHTS FROM BEAUTIFUL DUPLEX HOME WITH POOL. PRIVATE WITH 5-STAR LUXURY AMENITIES. ACROSS THE STREET FORM RENOWNED DAWN BEACH, RESTAURANTS AND MARINA AT YOUR DOORSTEP. Home is a large 2 bedroom, 2 1/2 bath Duplex with Marina Harbor Views! from both outside decks. Steps across the... View all property information
    Location Information
    Philipsburg, Sint Maarten 00000
    1 / 13
    Orient Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
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    • x
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    • x
    About this property
    Villa Dolce Vita, or eyes plunged into the horizon. Magnificent villa, astonishing view on the park of the Orient Bay, Tintamarre island, Green Caye... Infinity pool in overhang, charm and relaxed rhythm of life. Villa recommended for holidays-retreat in family or luxurious moment between friends... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 36
    3 of 5 bubbles (1) Average
    Marigot
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    In between the sky and the sea sits this prestigious holiday rental villa on the hilltop – “Les Jardins de Bellevue”. It rests on 2.70 acres of land. This villa is within walking distance to the center of Marigot and to Marina Royale, great for shopping & dining. This exceptional location gives you... View all property information
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    Marigot, Saint-Martin 55555
    1 / 30
    Cul de Sac
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Cosmopolitan meets hillside haven with this three bedroom ultra modern villa overlooking Orient Bay, and only a short drive to the beaches and restaurants of Orient Bay and Grand Case. Positioned to have gorgeous views both day and night, and styled with sleek lines, modern artwork, Bose sound... View all property information
    Location Information
    Cul de Sac, Saint-Martin 97100
    1 / 33
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
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    • x
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This... View all property information
    Location Information
    Terres Basses, Saint-Martin
    1 / 25
    Anse Marcel
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Located atop the hills overlooking Marcel Cove, a protected and secluded bay with pristine waters and white sandy beach, Villa Privilege the ultimate Luxury Holiday Villa is a quiet retreat on the busy island of St. Martin. Positioned to capture the wonderful Caribbean breezes, the villa has... View all property information
    Location Information
    Anse Marcel, Saint-Martin 97150
    1 / 23
    Orient Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Magnifique logement avec accès direct à la plage de la Baie Orientale. Très beaux volumes et grande terrasse, chambres avec salles d'eau, cuisine entièrement équipée. Résidence sécurisée avec service de sécurité et grande piscine 2 bassins. Pour vos sorties vous trouverez tout ce dont vous avez... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 19
    5 of 5 bubbles (2) Excellent
    Oyster Pond
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • x
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    About this property
    The Oyster Bay Beach Resort studio suite has a kitchenette with 2 burner cooktop, the nicely appointed living room area, a ceiling fan, queen size bed and balcony. Approximately 300 sqft overlooking the bay or marina.The resort is located right next to the beach, as guests you receive:Lounge chairs... View all property information
    Location Information
    Oyster Pond, Sint Maarten 97150
    1 / 51
    5 of 5 bubbles (14) Excellent
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Nestled behind an electric gate, this private home in Terres Basses offers distant views of the sea and lush, tropical greenery. With plenty of room for outdoor lounging, this modern home is one of our top St. Martin villas. Owned by both the French and Dutch governments, St. Martin offers a unique... View all property information
    Location Information
    Terres Basses, Saint-Martin
    1 / 20
    Cul de Sac
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Shared Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This... View all property information
    Location Information
    Cul de Sac, Saint-Martin
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Villa Laurent is an elegant villa that has a panoramic view. The view from this villa looks out towards the island of Anguilla and the home is only a few minutes' walk away from Baie Rouge beach. The villa has an amazing pool that is the central feature of the vacation rental. The terrace has an... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    About this property
    Perched high on the mountain, Colette is a charming bungalow with a amazing views of Pinel, Tintamarre, St Barth and a spectacular sunrise. The bungalow is about 64m² and features a living area, an American style kitchen, a bedroom and an en-suite bathroom with ample closet space. The outdoors... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean
    1 / 26
    5 of 5 bubbles (1) Excellent
    Simpson Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Waterfront
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your home away from home on the Caribbean island of St. Maarten, is ideally positioned on the beach, midway between the island's most popular night spots and shopping. Fine Restaurants abound to tempt your pallet and an Activity Center makes it convenient for excursions to dive/snorkel spots along... View all property information
    Location Information
    Simpson Bay, Sint Maarten ST MAARTEEN DWI
    1 / 28
    4 of 5 bubbles (1) Very good
    Orient Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 30
    5 of 5 bubbles (48) Excellent
    Saint-Martin
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
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    • Internet Access
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • ?
    About this property
    The Jardin d’O is a clothing optional resort (only for couples) that is respectful of the values of naturism : respect for nature, to be open-minded, tolerant… to live special moments only for couples. The Jardin d’O has 5 lovely accomodations with a private jacuzzi for 2 of them. Every... View all property information
    Location Information
    Saint-Martin, St. Maarten-St. Martin 97150
    1 / 44
    Mullet Bay
    Studio, 6 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Washer
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    • Satellite TV
    • Hot Tub
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to “At The Reef “, a gorgeous new contemporary 5 bedroom, 5.5 bath luxurious villa superbly nestled on the shores of Simpson Bay Lagoon in the charming gated community of Pointe Pirouette of Dutch St. Maarten. Here you will experience a vacation of a lifetime in complete modern luxury with... View all property information
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    Mullet Bay, Sint Maarten
    1 / 20
    Philipsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Nestled in the lush hillside of exclusive Oyster Pond, Plateau House is indeed paradise found. From the beautiful surrounding landscape that overlooks Dawn Beach and Oyster Pond, to the majestic neighboring island of St. Barth's, Villa Plateau is truly blessed with magnificent views from every... View all property information
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    Philipsburg, Sint Maarten 11111
    1 / 25
    Sint Maarten
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to La Perla Classic, a lovely one bedroom fully air-conditioned beachfront villa with private swimming pool located directly on Baie Rouge which is one of the most beautiful beaches in St Martin. <BR><BR> Baie Rouge one of the most fabulous, intimate and quiet beaches in St Martin. It is... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin
    1 / 37
    4.5 of 5 bubbles (2) Very good
    Orient Bay
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    7th Night Free! Apr 15 - Dec 15, 2017Blackout Thanksgiving Week...NEW: Honeymoon Special: 1 bottle of chilled champagne, ice bucket and 2 flute glasses, flower petals strewn across the master bedroom, scented candles - Applicable for all honeymoon bookings using the 1 bedroom rate Restrictions... View all property information
    Location Information
    Orient Bay, Saint-Martin
    1 / 23
    Simpson Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    La-di-da is a gorgeous, contemporary 4 bedroom, 4 bath villa with a 2 bedroom apartment located below the main part of the villa that sits high atop a hill at the mouth of Pelican Key. This setting provides wonderful privacy at the villa. From the living areas, decks and pool area you are... View all property information
    Location Information
    Simpson Bay, Sint Maarten 78866
    1 / 28
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    An absolutely gorgeous vacation rental, Villa Hubert is a 7 bedroom villa located in the Terres Basses area. Guests can relax under the covered terrace or enjoy the beautiful sunsets from the infinity pool. An ideal villa for families or groups, this villa is fully air-conditioned. The rooms in the... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 23
    Orient Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This impressive four bedroom luxury villa in Orient Bay offers guests panoramic views over the bay. A short drive brings you to the famous Orient Bay Beach where you can enjoy quaint shops, restaurants, bars, and a sugary white sand beach.  Karukera has 3 equal sized bedrooms in the main... View all property information
    Location Information
    Orient Bay, Saint-Martin 97000
    1 / 24
    5 of 5 bubbles (1) Excellent
    Oyster Pond
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    privatley owned condo January thru March at the Westin. All the hotel amenities yet a private villa building Bedrooms 3 / Bathrooms 2 / Sleeps 8 /Apt. / Condo
Newly Completed 3 LARGE bedroom Condo is within the Dawn Beach Club on Dawn Beach in St. Maarten, Dutch side January thru March 

We... View all property information
    Location Information
    Oyster Pond, Sint Maarten ST MARTIN
    1 / 68
    Terres Basses
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    “Always” is a fabulous 6 bedroom contemporary beauty. Built on 2 levels accommodating 6 bedroom suites, the residence has a vast living/dining area and gourmet kitchen and a large pool and deck with poolside gazebo. The main level accessed over a small bridge and water feature, houses the stunning... View all property information
    Location Information
    Terres Basses, Saint-Martin
    1 / 21
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Washer
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Marina 360 is in one of the prime locations at the new Porto Cupecoy Marina Resort, sitting at the entrance to the Marina basin and surrounded by water. This lovely 2 bedroom 2 1/2 bath residence is housed on the entire top floor of a 2 story building and has 3 waterfront terraces, perfect for... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean