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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 / 15
    Marigot
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 31
    Terres Basses
    Studio, 2 Bathrooms, Sleeps 2 | Quick View
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    1 / 45
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 41
    Simpson Bay
    Studio, 6 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    About this property
    “The Reef “ is a beautiful 5 bedroom contemporary villa, superbly positioned on the Simpson Bay Lagoon on the Dutch side of the island of St. Martin/St. Maarten. The villa has its own private boat dock, an amazing lounging terrace with very private exterior living areas and a beautiful waterfront,... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 45
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 38
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    In the coveted Terres Basses community, the Villa Maison de Reve on St Martin sits tucked into a hillside and offers stunning views of the port of Marigot in the distances, as well as lovely vignettes of St Martin and Simpson Bay in the distance. Naturally, you need more than just stunning scenery... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 13
    Cul de Sac
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Cul de Sac, Saint-Martin 97150
    1 / 26
    Terres Basses
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    Villa La Croisette St Martin. If you are seeking a private spot to enjoy a tropical escape, the Villa La Croisette may prove your dream location. Set in the gated community of Terres Basses in St. Martin, and surrounded by mature palms and tropical growth, it is a four bedroom property that offers... View all property information
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    Terres Basses, Saint-Martin
    1 / 31
    Terres Basses
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • ?
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    • ?
    About this property
    Located in St. Martin's exclusive residential district, 'Terres Basses', this magnificent spacious villa has three bedrooms, three bathrooms, living room, porch, dining room, kitchen, television room, patio swimming pool with deck and a gazebo. Villa Les Zephyrs is an elegant colonial West Indian... View all property information
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    Terres Basses, Saint-Martin 97150
    1 / 33
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Day O is as pretty from the front as it is from the sea. A Provence blue main gate opens to an elegant circular drive filled with stunning tropical foliage, your own private oasis. Upon entering the villa you see the pool and beyond a forest of sea grapes and the azure blue water of Baie Plum. A... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean
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    1 / 64
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • ?
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    About this property
    This property is a fabulous newly remodelled villa within walking distance of the beautiful Plum Bay beach, Terres Basses. With four equal bedrooms with AC, 110 and 220 Volt, hairdryer, safe and ensuite bathrooms. Spacious living spaces and a gourmet kitchen with many appliances. A large pool... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 15
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Washer
    • Satellite TV
    • Air Conditioning
    • Waterfront
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Coral Breeze is a 5 BR beach front St Maarten vacation rental villa just a short walk to all the great night life and restaurants in Maho Plaza.... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 33
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 14
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
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    • ?
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    • ?
    About this property
    Stunning French Creole villa for luxury rental located in the exclusive area of Guana Bay, Dutch Sint Maarten. Situated on an acre of tropical gardens, Villa Mahogany is an elegantly appointed residence providing the ultimate in relaxation. Enjoy ocean views and breezes as you dine alfresco on... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean 0000 AA
    1 / 24
    5 of 5 bubbles (1) Excellent
    Oyster Pond
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • 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 / 44
    Philipsburg
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    You’ll find everything you expect from a relaxed Caribbean vacation in Villa Summer Time. Step into a vacation rental that’s located in the upscale, secluded and gated villa estate of Tamarind Hill. Here you’ll find peace, beauty, luxury — and your ideal vacation location. Completed in... View all property information
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    Philipsburg, Sint Maarten 1744
    1 / 22
    Orient Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new, ultra modern 3 bedroom villa situated in the heights of Orient Bay with a spectacular sunrise ocean view over Tintamarre and St. Barth.   The villa has a lovely infinity lap pool and terraces at the front and back, perfect for lounging and outside dining. The villa is very well... View all property information
    Location Information
    Orient Bay, Saint-Martin 97000
    1 / 25
    Philipsburg
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • ?
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    Villa Eden Rock St Maarten. An exceptional and well priced villa in the Red Pond Estates area of St. Maarten, Villa Eden Rock is an amenities-rich property that is going to provide visitors with all they need, though they are just minutes from Dawn Beach and its many conveniences. Overlooking the... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 20
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Waterfront
    • Washer
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    • Pet-friendly
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    • 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.La Perla, intimate and seductive, this deluxe St. Martin villa rental is... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 17
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Outdoor...
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    • x
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    • x
    About this property
    An intimate and private 1 bedroom villa with an amazing view of the sea. Villa Karine is a little piece of paradise on exclusive Baie Rouge Beach. The home is air-conditioned for additional comfort, has a gourmet kitchen as well as a Philippe Starck designed living area. Chic and modern, this... View all property information
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    St. Maarten-St. Martin, Caribbean
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    1 / 10
    Simpson Bay
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
    • Balcony
    • Patio
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This one bedroom condo unit is located in beacon hill on the ocean with views from both sides of the unit with view that only one could dream about. You are within shorts distance and even walking distance should I say to great beaches such as the simpson bay beach or mullet bay beach. The condo... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97150
    1 / 27
    5 of 5 bubbles (4) Excellent
    Oyster Pond
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • DVD Player
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    • Grill
    • Satellite TV
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    • Private Outdoor...
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    10% Discount! Apr 15 - Dec 15, 2017 5-6 nights... 15% Discount! Apr 15 - Dec 15, 20177 nights or more... Leones is situated on top of Oyster Pond Hill in a tropical garden with a gazebo and has a spectacular view of the Atlantic Ocean, the surrounding islands and the sand beaches in front of the... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    1 / 31
    Grand Case
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    Accommodations : Apartment located on the ground floor, 1 Bedroom with queen bed, 1 bath and one convertible bed (Sleeps 2-4) Description : Sunset apartment is a high scale apartment located on the Grand Case Beach, close to many shopping boutiques, gourmet restaurants, and close to Orient Bay. The... View all property information
    Location Information
    Grand Case, Saint-Martin 97150
    1 / 15
    5 of 5 bubbles (1) Excellent
    Oyster Pond
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Mountain Views
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Located in a gated community, your rental apartment is located on the border of Sint Maarten and St. Martin in the Lesser Antilles. You will enjoy a breathtaking view of the Galion bay and on the Pinel island and Tintamarre island, and on the island of Anguilla. This view can be enjoyed from the... View all property information
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    Oyster Pond, Sint Maarten 97150
    1 / 11
    Philipsburg
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    <p>Coral Beach Club is an intimate, design-informed masterpiece of villas, two-story townhouses and apartments located in the prestigious Oyster Pond area on Dawn Beach. The property has been designed for people who appreciate fine living, inspiring architecture and quality design. <br /><br />Each... View all property information
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    Philipsburg, Sint Maarten 11111
    1 / 13
    Orient Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 27
    Cole Bay
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
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    • x
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    About this property
    1 bedroom condo in the Simpson Bay Yacht Club. located on the ground floor, close to the pool, this condo features fully updated kitchen and bathroom, air condiitoned through out, small patio and is fully furnsihed. Simpson Bay Yacht Club is centrally located, with 24/7 security guard, tennis... View all property information
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    Cole Bay, Sint Maarten 97150
    1 / 31
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Waterfront
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    10% Discount! Jan 7 - Apr 14, 20177 Night Minimum...7th Night Free! Apr 15 - Dec 16, 2017 Restrictions Apply! Aqua Vue is a luxurious 2,400 square foot 4 bedroom, 4.5 bathroom condo with breathtaking views of the Caribbean Sea, Simpson Bay and Porto Cupecoy marina. This spacious condo is perfect... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean
    1 / 17
    5 of 5 bubbles (1) Excellent
    Philipsburg
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Terrace
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Watch, where fantasy and reality meet with the sun and sea and the only season is summer. On the cliffs of Dawn Beach Estates, Sea Watch views St. Barths and the clear, remarkable turquoise Atlantic Ocean. The views of the sea and sounds of its surf are unsurpassed here. Luxuriate in the peace... View all property information
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    Philipsburg, Sint Maarten 11111
    1 / 22
    Simpson Bay
    2 Bedrooms, Sleeps 4 | Quick View
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    • x
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    • ?
    About this property
    Surround yourself with lush tropical gardens and the breathtaking views of the ocean. The large covered terrace overlooks the sparkling oval shaped pool and the beautiful Caribbean Sea. Perfect place for a romantic dinner, cocktails, coffee or just relaxing with a backdrop of aqua waters,... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    1 / 29
    5 of 5 bubbles (4) Excellent
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    15% Discount - Travel from March 1 - 31, 20177 nights or more...Caribbean Riviera #3, beachfront, is a three bedroom, two bath garden St. Martin vacation rental with exceptional amenities including tasteful furnishings and modern kitchen. Enjoy the large pool, direct beach access, satellite TV and... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 29
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    La Josephine is next to the five star hotel La Samanna in the prestigious gated community of Terres Basses. Enjoy the glowing sunsets from the terrace with its large infinity pool that extends under a covered terrace, ideal for bathing at noon in the comfortable shade. The terrace provides a... View all property information
    Location Information
    St. Maarten-St. Martin, Caribbean 97105
    1 / 10
    2 of 5 bubbles (1) Poor
    Cul de Sac
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    Location Information
    Cul de Sac, Saint-Martin 97150
    1 / 31
    Terres Basses
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    Sitting perched atop a hill in the prestigious Terres Basses community, this luxury home overlooking the sea features a large sun deck and is one of the most family-friendly properties of all our St. Martin villas. St. Martin is known for its vibrant nightlife, stunning beaches and secluded... View all property information
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    Terres Basses, Saint-Martin 97150
    1 / 25
    Orient Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa Orient View is a spectacular villa located in the gated Orient Bay Village, within walking distance of St. Martin's famous Orient Beach. The Villa is perched on a hilltop with a stunning view of the islands of, Tintamarre and Pinel, and a bird's eye view of Le Village de la Baie Orientale, an... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 12
    Philipsburg
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    About this property
    Summerwinds is a spectacular, new, fully air conditioned, three bedroom, three plus two half bathroom villa located in the gated Oyster Pond hillside. The villa is perched on the hillside with stunning views of the ocean and Oyster Pond Marina. The villa has two level space, rooms, outside deck... View all property information
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    Philipsburg, Sint Maarten
    1 / 13
    Sandy Ground
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    About this property
    Laguna View is ideally located in Nettle Bay, close to many of the gorgeous beaches of the French Side. Well decorated in tones of whites and greens and air-conditioned throughout, Laguna View will charm you with it Caribbean Touch. The Bedroom is located upstairs in the mezzanine with its half... View all property information
    Location Information
    Sandy Ground, Saint-Martin
    1 / 25
    1 of 5 bubbles (1) Terrible
    Cul de Sac
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    MAGNOLIA FOREVER is a new villa that will be put to rent in november 2015, and that will be able to welcome 7 guests. Modern seafront villa with three bedrooms and three bathrooms and dressings, beautiful kitchen, living room, large terraces, swimming pool, private parking. The villa is located... View all property information
    Location Information
    Cul de Sac, Saint-Martin 97150
    1 / 37
    Marigot
    Studio, 7 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Grill
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    • Waterfront
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    • Pet-friendly
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    About this property
    Set in beautiful tropical gardens, this six bedroom, six and one half bath retreat provides luxurious comfort all on one level. The large living-dining room is ideal for relaxation and entertaining and conveniently opens to the terrace with its pool and unbeatable ocean views. A superbly equipped... View all property information
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    Marigot, Saint-Martin
    1 / 29
    Terres Basses
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Jacaranda St Martin. With views overlooking Baie Longue on St. Martin, the Villa Jacaranda is set in the Terres Basses area and provides you with impressive sunsets each evening. You can enjoy the views and the sunsets from the gorgeous central terrace pool area that acts as the heart of the... View all property information
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    Terres Basses, Saint-Martin
    1 / 20
    Simpson Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
    • Air Conditioning
    • Secure Parking
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ruby Residence, located in Simpson Bay, offers a view of countless miles of beautiful white sand beach and access to experience some of the Island’s great activities such as snorkeling, banana boating, jet skiing and kayaking just to name a few. It is part of our unique boutique hotel El Zafiro... View all property information
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    Simpson Bay, Sint Maarten DONT KNOW
    1 / 35
    Terres Basses
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #********. (http://www.*******/) Our Service Guarantee ensures you the best villa experience. (http://www.********************/service-guarantee) This 14... View all property information
    Location Information
    Terres Basses, Saint-Martin 97150
    1 / 16
    4 of 5 bubbles (1) Very good
    Marigot
    Private Room, 2 Bathrooms, Sleeps 7 | Quick View
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    • Terrace
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    • Balcony
    • Mountain Views
    • Ocean Views
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    Location Information
    Marigot, Saint-Martin 97150
    1 / 20
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located right on the beach at Simpson Bay, you will wake every morning to the sound of waves out the window. Coco Beach Club #5 is a 2 bedroom, 2 bathroom St Maarten Condo vacation rental that will have you coming back year after tear! Nicely decorated and very comfortable with gorgeous hardwood... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 15
    Philipsburg
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Waterfront
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    • ?
    • ?
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    About this property
    Villa Crystal is a very chic and modern three bedroom, three bath private villa located in Red Pond Estates, close to Dawn Beach on the eastern side of St. Maarten. The villa, built in 2012, is a modern villa offering fantastic views of the Atlantic Ocean and island of St. Barths in the... View all property information
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    Philipsburg, Sint Maarten
    1 / 33
    Terres Basses
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Villa La Bastide St Martin. Villa La Bastide is located in the prestigious gated community of Terre Basses on the gorgeous Caribbean island of St Martin. Surrounded by some breathtaking beaches, the amazing villa offers sweeping sceneries both day and night. It creates a lovely, picturesque scene... View all property information
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    Terres Basses, Saint-Martin
    1 / 28
    5 of 5 bubbles (1) Excellent
    Simpson Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Parking
    • Private Garden
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    • x
    • x
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    • x
    About this property
    This is a beautiful oceanfront 5 bedroom, 4 bathroom property that is located in a nice quiet area of Beacon Hill overlooking Burgeaux Bay on Dutch, St. Maarten.This villa offers amazing colors in the morning and unique sunsets. One of the characteristic of this villa is to be right on the beach,... View all property information
    Location Information
    Simpson Bay, Sint Maarten 0000
    1 / 18
    5 of 5 bubbles (1) Excellent
    Studio, 7 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    7th Night Free! July 1 Dec 16, 2016!Available on any low season rate.. Blackout Thanksgiving WeekCannot be combined with any other discount or promotion ! Not available on reservation already booked.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.La... View all property information
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    St. Maarten-St. Martin, Caribbean
    1 / 25
    Orient Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa Orient View is a spectacular villa located in the gated Orient Bay Village, within walking distance of St. Martin's famous Orient Beach. The Villa is perched on a hilltop with a stunning view of the islands of, Tintamarre and Pinel, and a bird's eye view of Le Village de la Baie Orientale, an... View all property information
    Location Information
    Orient Bay, Saint-Martin 97150
    1 / 27
    Terres Basses
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • ?
    • ?
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    • ?
    About this property
    As seen on the cover of Conde Nast Traveler Magazine, this Idyllic beachfront escape was also selected by "L'Art de voyager" as the prime honeymoon location in St. Martin! Extremely private and romantic, Les Pamiers sits on Baie Rouge Beach amid a beautifully landscaped, gated property. The... View all property information
    Location Information
    Terres Basses, Saint-Martin 97150