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Sint Maarten Villas

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    Travellers to Sint Maarten are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    1 / 12
    3.5 of 5 stars (7) Average
    Oyster Pond
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 17
    5 of 5 stars (3) Excellent
    Oyster Pond
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (43) Excellent
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    $334
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    • Washer
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    • Satellite TV
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    • Ocean Views
    • Air Conditioning
    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
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    About this property
    This one of a kind luxury vacation villa can accommodate from 2 to 7 guest. Villa Louisa sits some 300 feet up on the hill top with breathtaking panoramic views over Great Bay and Philipsburg. Cool breeze practically all year round. Private pool that allows for harmonious living both in and... View all property information
    Location Information
    Philipsburg, Sint Maarten 00000
    5 of 5 stars Reviewed 1 week ago
    I booked this property based on numerous great reviews, really impressive. I followed the advice of a tourist who recommended to book well in advance this villa, to be sure it's...
    5 of 5 stars Reviewed 3 January 2016
    Fantastic experience. The Villa very comfortably accommodated the 6 of us. Nice kitchen, dining area and family room. Nice open design to bedrooms, outside patios and pool...
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    Simpson Bay
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $10,859
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    • Patio
    • Grill
    • Ocean Views
    • Waterfront
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    This lovely 6 bedroom villa is located on the 2+ mile crystal clear and sandy beach of Simpson Bay. Just a few minutes from restaurants, bars, grocery store, and the vibrant nightlife of St. Maarten. Villa La Plage is a 3,500 square meter plus private gated property containing a variety of plants... View all property information
    Location Information
    Simpson Bay, Sint Maarten 0000
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    $1,949
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    • Ocean Views
    • Wi-Fi
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    • Patio
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Private Indoor Pool
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Marbella is Modern and sophisticated designed villa with attention to detail in interiors & exteriors, making Villa Marbella a unique villa in St Maarten and thought caribbean . Nestled on a large Ocean view lot located in Cul de Sac of Pelican key Estate. The property is gated and features a... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 1721
    1 / 39
    5 of 5 stars (39) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
    5 of 5 stars Reviewed 29 November 2015
    My family of six (parents ages 55-58), sister (27), brother (21), myself and boyfriend (26) had the MOST PERFECT STAY at Villa Oyster Pearl this past Thanksgiving week. We stayed...
    4 of 5 stars Reviewed 31 August 2015
    We recently enjoyed a fabulous week at Villa Oyster Pearl with another couple. The villa was clean and very well equipped. Cannot say enough good things about the caretakers on...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $348
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    • Ocean Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Waterfront
    • Housekeeping...
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'ISLAND DREAMS,' ~~ Coral Shores Villa #2 has a 45 foot deck overlooking the turquoise Caribbean sea with beautiful sunsets, lots of sunshine and soft Caribbean breezes. Nothing in front of you to mar the wrap around view. Swim in the large pool or the sea. Imagine sunshine filled peaceful days... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin DWI
    5 of 5 stars Reviewed 4 weeks ago
    We were 6 days and was perfect. Sylma helped us and give us the keys, she explein all from the appartment. She comes once to clean. The Pool is wonderfull, you can stay there...
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    Philipsburg
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $4,163
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    in the quiet residential neighborhood of Great Bay. Ideally located this villas is within minutes to great beaches, watersports, restaurants, supermarkets, casinos and the shopping capital of the island Philipsburg. Apart from the villas stunning views, you can relax by the pool shipping on a Pina... View all property information
    Location Information
    Philipsburg, Sint Maarten 97150
    1 / 33
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $522
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnificent Beach Villa as Featured on HGTV International Island Getaways. Modern, newly renovated with your own private turquoise pool - located directly on the beach. Sleeps 6 people (4 adults and 4 kids). Discover the natural alchemy between Dutch culture and French savoir-faire in a... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 001
    5 of 5 stars Reviewed 4 August 2015
    My family just returned from a 10 night stay at Villa Incognito, the Villa was exactly as amazing as it looks online. Incredibly well appointed, the deck furniture, and pool were...
    4 of 5 stars Reviewed 19 April 2014
    The hosts were very friendly and helpful, the house was in good condition and fitted our family needs perfectly. The furniture was beautiful and especially loved the outdoor...
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    From
    $4,163
    / Week
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    • Private Garden
    • Grill
    • Wi-Fi
    • Terrace
    • Parking
    • Balcony
    • Ocean Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    This wondeful hill top villa is located in the area of Pelican key. This area is one of the islands top locations due to the fact that everythin can be found within walking distance such as : - Beaches - Casinos - Restaurants - Bars - Shopping and much more. With all of these amneties the villa... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 97150
    1 / 19
    5 of 5 stars (1) Excellent
    Oyster Pond
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    $668
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    • Wi-Fi
    • Private Outdoor...
    • DVD Player
    • Housekeeping...
    • Ocean Views
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ideal for 1 couple, 2 or 3 couples or a family. Sleeps to maximum of 6 in 3 double beds , a villa that offers all the comforts of a cozy home away from home and is very affordable. Villa Oyster Bay View is very well appointed in its 2 double bed bedrooms ( California King US / Superking European... View all property information
    Location Information
    Oyster Pond, Sint Maarten 97150
    5 of 5 stars Reviewed 29 August 2014
    The only reason I give a 4 for the "rooms" is b/c the bed was a little more firm than I prefer. Otherwise-just perfect! Great/attentive service when you need it, clean...
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    1 / 11
    5 of 5 stars (22) Excellent
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $696
    / Night
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Washer
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully appointed luxurious villa with the silky white sand of Dawn Beach at your doorstep. If you love the ocean and spectacular views, but fine living and comfort are all-important to you, Villa Corinne has it all!! Gorgeous home offers full Concierge Service but is Private, pristine and... View all property information
    Location Information
    Philipsburg, Sint Maarten N A
    5 of 5 stars Reviewed 1 week ago
    From the moment we booked, Corinne and her staff were very helpful and attentive in every aspect. The property was beautiful with a matching level of service (e.g. - rental car...
    5 of 5 stars Reviewed 2 weeks ago
    I am very happy to write this review regarding our family vacation that we took over the Thanksgiving Holiday Week (November 2015). Our family resides in Iowa, and we LOVE the...
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    1 / 19
    5 of 5 stars (3) Excellent
    Simpson Bay
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    From
    $1,253
    / Night
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Washer
    • Patio
    • Internet Access
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    VILLA BELLA VITA - Where the amenities of Five Star Resort luxury meet with the casualness and privacy each guest desires. Named for the 'Beautiful Life' it represents, this property is renowned as one of the pre-eminent homes on the island of St. Maarten/St. Martin, and is a unique and... View all property information
    Location Information
    Simpson Bay, Sint Maarten 99999
    5 of 5 stars Reviewed 31 August 2015
    Let's see now. Other than the month of Decmeber (when I need to be back home) we have booked every available date between November 1, 2015 until early April 2016. I suppose that...
    5 of 5 stars Reviewed 13 March 2012
    My family and I have stayed at Villa Bella Vita four times now, the most recent being for our daughter's wedding this past November. Obviously, we just love the place. First of...
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    1 / 19
    5 of 5 stars (10) Excellent
    Oyster Pond
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    $239
    / Night
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    Amenities & Details
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Washer
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located 8 km from Orient Bay Beach, the Villa Ajoupa offers a terrace and an outdoor swimming pool. Our accommodation features free Wi-Fi. This property offers TV, air conditioning and a fully equiped kitchen including a microwave, a refrigerator, a freezer and many other equipments. Private... View all property information
    Location Information
    Oyster Pond, Sint Maarten 97150
    4 of 5 stars Reviewed 19 December 2014
    Enjoyed Oyster Pond and Villa Ajoupa. A rental car is a MUST (lower rates on the Dutch side); not much nearby. Villa was clean and had the necessary items to prepare meals...
    5 of 5 stars Reviewed 11 September 2014
    We had an amazing stay at Villa Ajoupa for 5 days. The best thing about the villa is that magnificent views. When we got there we had a clean & beautiful villa awaiting us. It was...
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    1 / 46
    5 of 5 stars (1) Excellent
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $487
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    • Air Conditioning
    • Satellite TV
    • Private Indoor Pool
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    About this property
    Villa Crystal is a modern villa with an incredible view on St Barths. From every room of the house you are facing nothing but the ocean. Variations in blues and greens with the morning ocean breeze, glaring red and orange hues when comes the evening, such is the scenery that awaits you there.... View all property information
    Location Information
    Philipsburg, Sint Maarten 97150
    5 of 5 stars Reviewed 1 October 2015
    Perfect getaway! An immaculately designed private villa, prime location & a beach view-I'll be back!
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    1 / 11
    Oyster Pond
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $497
    / Night
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    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This impressive villa, with five bedrooms and five and a half bathrooms, sits high atop the hillside overlooking Oyster Pond, Dutch St. Maarten. It is designed in a Mediterranean style elegance that can be matched by few. All four bedrooms have a private bathroom and air conditioning. The master... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    1 / 39
    4 of 5 stars (1) Very good
    Simpson Bay
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    From
    $895
    / Night
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Outdoor Dining Area
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Provence is a beautiful 6 bedroom, 4.5 bathroom villa with gorgeous views located in Pelican Key. This villa features a well-equipped kitchen, dining area, air-conditioned bedrooms - 5 bedrooms have king size beds and the 6th has 2 twin beds, 3 ensuite bathrooms, 1.5 shared bathrooms, a pool and... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    4 of 5 stars Reviewed 28 July 2015
    The excellent location in terms the security of Pelican Key, the views of this unit and its large size to accommodate large groups as ours made this a good choice. Even though...
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    1 / 29
    5 of 5 stars (1) Excellent
    Simpson Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    $3,480
    / Week
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    • Washer
    • Waterfront
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Smart is nestled beachfront at Pelican Key and offers a totally tropical, affordable family St. Maarten vacation rental with direct beach access and glorious ocean views, does not have a swimming... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed 10 August 2015
    This condo was perfect. There were 3 huge bedrooms, a sizable living room area and 4 baths! The deck was perfect for relaxing and a few short steps down to the gorgeous beach...
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    1 / 24
    5 of 5 stars (1) Excellent
    Philipsburg
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $1,034
    / Night
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    • Private Outdoor...
    • Outdoor Dining Area
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Nestled into the hillside of Little Bay in Philipsburg, Villa En’Sea boasts breathtaking views of Great Bay Harbor, Philipsburg, St. Barths, St. Kitts, Nevis and Saba. What was once a family home and a Governor’s Residence, Villa En’Sea has recently been transformed into a fabulous 5 bedroom,5... View all property information
    Location Information
    Philipsburg, Sint Maarten
    5 of 5 stars Reviewed 8 January 2015
    The villa was very nice. It sits on a hill and the view from the veranda is spectacular! A wonderful sight to behold when you wake up. A great view of the bay and the cruise ship...
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    1 / 24
    5 of 5 stars (6) Excellent
    Oyster Pond
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $3,480
    / Week
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    Amenities & Details
    • DVD Player
    • Patio
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    10% Discount! Jan 5 - Apr 14, 20167 Night Minimum...7th Night Free! Apr 15 - Dec 15, 2016 Restrictions Apply!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.Victoria's a two-level open space... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    5 of 5 stars Reviewed 20 April 2015
    As I planned to book my return trip to St. Maarten I realized I had not written my review for last year's stay at Villa Victoriia! WOW! What an incredible view from such a...
    5 of 5 stars Reviewed 28 July 2014
    By virtue of it's location, magnificent views are a given! Well maintained, clean, nicely appointed and worth every penny! The housekeeper was amazing, always friendly and very...
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    1 / 23
    Simpson Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $1,194
    / Night
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Private Outdoor...
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    1 / 23
    5 of 5 stars (1) Excellent
    Philipsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
    From
    $312
    / Night
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    • Grill
    • Shared Outdoor Pool...
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa #9 on the left edge of 'VILLAS ON GREAT BAY' complex, directly on the beach of Philipsburg, the capital of dutch St.Maarten. Being the side villa it offers more privacy and tranquillity. On the ground floor: terrace on the beach with wooden floor, a lanai to enjoy meals and drinks in front... View all property information
    Location Information
    Philipsburg, Sint Maarten XX
    5 of 5 stars Reviewed 16 October 2013
    Our family of 4 (one kid is 4 years old, another is 14) had fantastic one week stay at this villa. We've traveled quite a bit all over Caribbean, so, I had very clear idea of what...
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    1 / 28
    Simpson Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    From
    $895
    / Night
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    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Waterfront
    • Balcony
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    La Di Da is a gorgeous, contemporary four bedroom, four bath villa with a two 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, deck and pool areas you are... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 14
    Oyster Pond
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $1,044
    / Night
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Private Outdoor...
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This brand new villa l'Agua is a lovely two bedroom, two bathroom contemporary villa with sleek designs located in the gated community of Oyster Pond. The villa offers breathtaking views of the ocean, surrounding hillsides and Orient Bay. The villas two level space, rooms, patios, veranda,... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    1 / 21
    4.5 of 5 stars (2) Very good
    Simpson Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $319
    / Night
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    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    • Grill
    • Shared Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    4 of 5 stars Reviewed 11 January 2015
    This was our second stay at Cocos Beach Duplex on Simpson Bay. You simply cannot beat the location and convenience of this comfortable townhouse/duplex - we love it. We "live...
    5 of 5 stars Reviewed 6 September 2013
    Great private villa on beautiful screen saver white sand beach 20 feet to Caribbean sea quiet .private patio luxury in & out villa with unbelievable view's great for familys or...
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    1 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
    From
    $2,287
    / Night
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    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Waterfront
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    7th Night Free Applicable for travel 15 Apr > 14 Dec 2015. Excluding Thanksgiving Week & Easter Week. 7 night minimum stay. Not combinable with other promos. Promo ends Dec. 14, 2015. Promo applies to all rate categories. Enjoy a free car rental you book between now and December 1st. Travel dates... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin
    5 of 5 stars Reviewed 19 August 2013
    My family and I are fortunate enough to be chosen to take this trip along with 10 other business associates in my company. We have never been to the Caribbean so we are very...
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    1 / 21
    Simpson Bay
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    From
    $1,949
    / Week
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    • Grill
    • Hot Tub
    • Air Conditioning
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    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    round floor, 1 bedroom, 2 bath apartment professionally and tastefully decorated throughout. Ceiling windows, bathrooms with deep-soak Jacuzzi tubs and rain shower heads, both bathrooms have granite counter- tops with European style vanities, expansive living room with views of Maho Bay and the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 4
    Simpson Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $934
    / Night
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    • Washer
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    • Balcony
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    Suitability
    • Pet-friendly
    • Wheelchair access
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    About this property
    St. Tropez sits high up on the hill in Pelican Key in Dutch St. Maarten and offers outstanding views of the Caribbean Sea and glorious sunsets. St Tropez is comfortably furnished and well decorated and the spacious living room opens up completely to the pool terrace and the amazing views beyond.... View all property information
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    Simpson Bay, Sint Maarten
    1 / 22
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $3,898
    / Week
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    • Private Outdoor...
    • Waterfront
    • DVD Player
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    • Patio
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    7th Night Free! Jan 5 - Dec 15, 2016Restrictions Apply!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.Bell'Mare is the only home in the gated community of Dawn Beach Estates that has direct... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 21
    5 of 5 stars (1) Excellent
    Oyster Pond
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
    From
    $1,194
    / Night
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    • Internet Access
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Villa Kismet is a wonderful, newly renovated 5 Bedroom/6.5 Bathroom villa located in the gated community of Oyster Pond Estates on St. Maarten. The villa is perched on a hilltop with stunning views of the ocean, surrounding hillsides and Orient Bay. The villa’s two-level space, rooms, patios,... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    5 of 5 stars Reviewed 22 November 2015
    What a beautiful home with stunning views!Great for any large family or group. Had a wonderful stay at Villa Kismet with everything needed for the most relaxing family vacation!
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    1 / 23
    Philipsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $1,253
    / Night
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    • Washer
    • Balcony
    • Satellite TV
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    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Embark on a journey to Coral Beach Club and find yourself home, experience one of the most upscale beach view luxury villas located right on Dawn Beach in Dutch St. Maarten. This exquisite two bedroom, two and a half bathroom duplex villa is part of Coral Beach Club, a new development of 24 units... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 28
    4 of 5 stars (2) Very good
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $3,132
    / Week
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    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    10% Discount! Jan 5 - Apr 14, 20167 Night Minimum...7th Night Free! Apr 15- Dec 15, 2016Restrictions Apply!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. Sea Star is a lovely, 3 Bedroom, 3... View all property information
    Location Information
    Philipsburg, Sint Maarten
    3 of 5 stars Reviewed 12 May 2014
    Sea Star is a great villa if for no other reason than the view. Sunrise alone is worth getting up for. The villa is well maintained and when we did have an issue with the vanity...
    5 of 5 stars Reviewed 15 May 2013
    If a true Caribbean escape as only the rich and mighty do is on your mind, than here is how you can experience such a feeling. The trade winds will caress your body, a dip in the...
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    1 / 18
    Oyster Pond
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $376
    / Night
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    • Washer
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Villa Angelina (formerly known as Selah), so named for the majesty of its breathtaking panoramic view and the tranquility of its location on the Dutch hillside of Oyster Pond, is a place to meditate, reflect and celebrate the goodness of life. Perfect for families, friends, or a luxurious romantic... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    1 / 22
    5 of 5 stars (5) Excellent
    Simpson Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    From
    $298
    / Night
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    • Washer
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    • Waterfront
    • Satellite TV
    • Housekeeping...
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Villa Velaire can be booked as a 1 or 2 bedroom, depending on your needs, There is an additional charge of $50/per night for the 2nd Bedroom. If you need the 2nd bedroom, please email me and let me know and I will send a revised quote. PLEASE NOTE: if you only need ONE Bedroom, the 2nd bedroom... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed 18 July 2015
    What an incredible place! Very private, quiet and clean. Close to everything, they even greet you and show you around. Down to the filtered water in the fridge, cable internet and...
    5 of 5 stars Reviewed 22 March 2015
    We loved our stay at Villa Velaire. My wife and I, together with my brother and his wife, stayed at this lovely, spacious villa for three weeks in February and March 2015. It...
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    1 / 34
    4 of 5 stars (2) Very good
    Simpson Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $636
    / Night
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Faja Lobie has become a very popular rental home. This beautiful, three bedroom, three bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dutch side of St. Maarten. This home offers a wonderful combination of indoor and outdoor living space. The interior... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    3 of 5 stars Reviewed 20 March 2013
    This was the right villa at the right price in the right location!
    5 of 5 stars Reviewed 1 June 2012
    Beautiful home and easy access to all the island. Car rental is a must. But very easy to navigate the island
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    1 / 28
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $835
    / Night
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    • Waterfront
    • Private Outdoor...
    • Washer
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    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Bell'Mare is Italian for beautiful sea and that will be your view from this wonderful three bedroom, three bath beachfront villa. The home sits overlooking Dawn beach, one of the nicest beaches on the island. Bell mare is the only home in the gated community of Dawn Beach Estates that has direct... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 33
    Mullet Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $1,193
    / Night
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    • Hot Tub
    • Grill
    • Terrace
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    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) The... View all property information
    Location Information
    Mullet Bay, Sint Maarten
    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
    From
    $895
    / Night
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    • Grill
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Outdoor Dining Area
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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
    5 of 5 stars Reviewed 18 February 2013
    We had a group of 8 people stay at Alexina's Dream the week of 1/1/13. This is Villa is EVERYTHING and more as the pictures do not do it justice! The villa is wonderfully equipped...
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    1 / 24
    Philipsburg
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    From
    $596
    / Night
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    • DVD Player
    • Satellite TV
    • Grill
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Brand new 'Villa Rosa' is a beautiful 4 bedroom/4 bathroom villa located in the gated community of Red Pond Estates on St. Maarten. The villa offers breathtaking views of the ocean and the neighboring island of St. Barts in the distance. The villa's two-level space, rooms, terrace area and private... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 25
    Philipsburg
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    From
    $1,194
    / Night
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    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    7th Night is free from June 15, 2014 through December 15, 2015! Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocean... A wonderful, 4 bedroom/4.5 bathroom villa located in the exclusive gated community of Dawn Beach Estates on St. Maarten. The villa... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 16
    Philipsburg
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $238
    / Night
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    • Air Conditioning
    • Patio
    • Grill
    • Washer
    • Waterfront
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Contemporary decor with a panoramic view. This two bedroom, two bath villa overlooking breathtaking Guana Bay Beach sleeps up to six and offers every conceivable comfort essential to your days spent in paradise.Professionally decorated by an interior decorator!Furnished in cool whites and soft... View all property information
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    Philipsburg, Sint Maarten
    1 / 28
    Oyster Pond
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $497
    / Night
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    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Summerwinds is a spectacular, new, fully air conditioned, 3 Bedroom, 3 plus 2 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's two-level space, rooms, outside deck and private... View all property information
    Location Information
    Oyster Pond, Sint Maarten
    1 / 38
    Simpson Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $2,388
    / Night
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    • Grill
    • Shared Outdoor Pool...
    • Hot Tub
    • Parking
    • Air Conditioning
    • Terrace
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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)... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    From
    $975
    / Night
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    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Private Outdoor...
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Welcome to Beach Daze! **NEW OWNERS** ** New Paint, Light Fixtures, TV's, Bedding, Kitchen Appliances and Outdoor Furniture** This tropically decorated three bedroom, three and a half bath villa in Dawn Beach Estates (A Gated Community with 24/7 Security) was designed with stunning views of the... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 54
    1 / 23
    Maho
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $3,480
    / Week
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    • Private Outdoor...
    • Grill
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    About this property
    Dolce Dolce Casa is indeed a sweet, sweet villa. This serene three bedroom, three bathroom vacation home is enclosed by a huge sun deck, stunning stone walls and a private swimming pool. Breathtaking panoramic views of Simpson Bay Lagoon, Mont Rouge and the French Lowlands are beautifully framed by... View all property information
    Location Information
    Maho, Sint Maarten 97000
    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $7,239
    / Week
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Nestled into the hillside of Little Bay in Philipsburg, Villa En’Sea boasts breathtaking views of Great Bay Harbor, Philipsburg, St. Barths, St. Kitts, Nevis and Saba.  What was once a family home and a Governor’s Residence, Villa En’Sea has recently been transformed into a fabulous 5 bedroom,5... View all property information
    Location Information
    Sint Maarten, St. Maarten-St. Martin 97000
    1 / 18
    Maho
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    $6,543
    / Week
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Seachest is a 4 bedroom, 4 bathroom luxurious villa located in the Cote d’Azur Marina, in the Dutch Lowlands of Sint Maarten. This spacious holiday home sits right on the Simpson Bay Lagoon, and has a terrific view of the water and across to the French Lowlands. There is a boat dock available for... View all property information
    Location Information
    Maho, Sint Maarten 97000
    1 / 17
    Philipsburg
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    From
    $397
    / Night
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    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    This new three bedroom, three and a half bath villa in Dawn Beach Estates has stunning views of the Atlantic Ocean. Two of the bedrooms have king size beds and the third has a queen bed. All bedrooms have ceiling fans as well as AC units. The master bedroom has cable TV with VCR. The master bedroom... View all property information
    Location Information
    Philipsburg, Sint Maarten
    1 / 24
    Cole Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $6,404
    / Week
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    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    VILLA VISTA – The name says it all!! This magnificent 5 bedroom 6 bath luxury Villa features stunning panoramic views from virtually every room and every angle! Villa Vista features 3 large suites on the main floor in addition to 2 private studio suites on the lower level with both studios... View all property information
    Location Information
    Cole Bay, Sint Maarten 97000