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Sint Maarten Rentals with Pools

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    Travelers to Sint Maarten are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    267 Matching Rentals in Sint MaartenView all 342 rentals
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    Carisma on the beach1 / 22
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Blue Pelican Luxury Villas - Featured on HGTV!!!!!1 / 14
    (29)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Beautiful beachfront at The Villas On Great Bay1 / 32
    (19)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    THE CLIFF1 / 11
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Sauna
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 4, 2018
    I Love this Play was in Class today thinking about how much Id love to Return..Just the place I wanted to Be with A turquoise Blue veiw that I needed To Wake up To.. On My...
    Reviewed February 13, 2018
    I have stayed here 2 years in a row and plan to return. It’s in an excellent location overlooking the sea. Securely gated, clean and well kept. Wonderful facilities: gym, spa...
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    About this property
    The Cliff is a 5 Star Condominium in Sint Maarten. My Condo is 1,550 sq ft. It is a huge 1 bedroom 1 bath condo with a Beautiful ocean view. The Cliff is 5 years young. The Condominium is gated and also has an indoor pool, and lighted tennis court, fitness center, Dior Spa and cafe. The Cliff at...
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    Cupecoy Bay, Sint Maarten D W I
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    2BR-Oceanfront-Royal Palm1 / 10
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    This was our first time staying at the Royal Palm. We usually stay over in Maho, but due to a scheduling mix up, we ended up at the Royal Palm. Both my mom and I have been to St...
    Reviewed February 14, 2017
    Friendly staff will help any way they can, from front desk to housekeeping. Clean rooms with full kitchen setup. Free WIFI in rooms although not very dependable.Great view from...
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    About this property
    Royal Palm Beach Resort in Simpson Bay is one of the most liked resorts on the island. All units face the ocean and are 2 bedrooms with a king size bed in each, and a living room with a queen size sleeper sofa. Units have full kitchens, dining room table, seating for 6, and a balcony with a table...
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    Simpson Bay, Sint Maarten 00SXM
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sugar Bird Townhouse with Ocean View & Common Pool1 / 49
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Secure Parking
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 15, 2017
    There is nothing like sleeping to the sound of the ocean and waking in the morning to beautiful sunrises!! When you arrive Heather has the refrigerator stocked with goodies and...
    Reviewed February 2, 2017
    Just got home from staying in this roomy apartment for 18 days. Every thing we needed was provided and Heather was great. Great neighbors and friendly neighborhood pups. The...
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    About this property
    Hit the book button....you know you want to ! Read all the hoopla below. In a nutshell, it's a great apartment! Clean. Everything you could possibly need. Who provides beach noodles with their apartments? WE DO ! . Did you hit the book button yet ? Okay....read on then........ Sincerely, Heather...
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    Philipsburg, Sint Maarten 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    ISLAND DREAMS!1 / 36
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 2017
    This villa was even better than advertised. It is spacious and tastefully furnished in the tropical island pastels and style and had everything we needed, even down to paper...
    Reviewed March 4, 2016
    We visited all parts of the island and many beaches. All were very nice. Our favorite place was Pinel Island as we really like to snorkel. I wish we would have planned more...
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    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...
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    Location Information
    Sint Maarten, St Martin / St Maarten DWI
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    WESTIN DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO1 / 31
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2017
    The 3 bdm condo at the Westin Dawn Beach is spacious with a well-equipped kitchen. All 3 bdms have king size beds with comfortable Westin bedding. The beds are changed midweek...
    Reviewed March 3, 2017
    Honestly, the condo here is beautiful. The grounds are beautiful as well. Our view, the interior and surrounding area is gorgeous. The location is wonderful as well. It is...
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    About this property
    NO AVAILABILITY FOR 2016. AVAILABLE 2017 Newly Completed 3 LARGE bedroom Condo is within the Dawn Beach Club on Dawn Beach in St. Maarten, Dutch side (for week 7 February break, all other weeks aren't guaranteed any particular building or floor, depends on availability). February break (week 7)...
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    Philipsburg, Sint Maarten NA
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sint Maarten Utopian Retreat1 / 21
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 17, 2016
    Nestled on a hillside overlooking Guana Bay and the Atlantic Ocean, this beautiful home is designed to capture the ever present tropical breezes. With views of St. Barth in the...
    Reviewed April 29, 2015
    My vacation with friends to St. Martin was one that I will never forget. While we enjoyed the island and the things it had to offer, we enjoyed the vacation home we stayed at...
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    About this property
    Come to this adventurous yet tranquil island paradise divided between France and Holland, a cultural fusion found nowhere else. At this Villa, you will enjoy spectacular views of the Atlantic at Guana Bay, with unparalleled view of French St. Bartholomey (St. Barts's) on the horizon. This nice...
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    Location Information
    Philipsburg, Sint Maarten 00000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    VILLA NICE LOVE  feet in water. Close to maho1 / 28
    (2)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Private Yard
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2016
    trip of a lifetimeMy friends and I had the trip of a lifetime to the beautiful Island of St Maarten. Our accommodations at beacon hill were amazing. The rooms were beautiful...
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    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,...
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    Location Information
    Simpson Bay, Sint Maarten 0000
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Cupecoy Beach Club Unit 208 Deluxe Hotel Room1 / 13
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 29, 2016
    We loved this property! Beautiful interior furnishings, spacious studio unit and large balcony with full water view. Many boats pass by but far enough away from the airport...
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    About this property
    Cupecoy Beach Club unit 208 second floor deluxe oceanfront hotel room with private oceanfront balcony including daily maid service.. Located within step to complex large freshwater pool with swim up bar. Complex is a gated community with 24 hour security. Resort is located across from...
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    Cupecoy Bay, Sint Maarten NONE
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tranquil Settings, Porto Cupecoy (1 or 2 br opt)1 / 34
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 2015
    I had the privilege of renting Cynthia’s condo in January 2015 with my husband and 21 year-old daughter. We were very pleased with our stay and highly recommend this property...
    Reviewed January 16, 2014
    The name Tranquil Setting is true to the feeling you get as you walk in. It is at once peaceful and elegant. The owner has taken great care to provide a luxurious feel in a...
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    About this property
    Welcome to Tranquil Settings at Porto Cupecoy! St Maarten, (Sint Maarten) ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Luxury Condo nested in a gated community, seconds away from Cupecoy beach: 2 Bedrooms, 2.5 Baths (Sleeps 2-4) Rates: (choose between 1 bdrm or 2bdrm...
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    Cupecoy Bay, Sint Maarten CUPECOY
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With Panoramic views of the turquoise sea, which can be enjoyed from all angles, this villa is located in a quiet residential neighborhood within minutes to great beaches, restaurants, supermarkets and the shopping capital of the Island Philipsburg. The infinity pool creates a haven of peace where...
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    Philipsburg, Sint Maarten 97150
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Air Conditioning
    • Washer
    • Grill
    • Cable/satellite TV
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 colours in the morning and unique sunsets. The villa is located within walking distance to great restaurants...
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    Simpson Bay, Sint Maarten 000
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Oasis at The Cliff in Cupecoy -Oceanfront Luxury1 / 28
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Sauna
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Shared Indoor Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2017
    Our stay at Oasis at The Cliff couldn't have been more perfect and peaceful. The view from the balcony is spectacular - a great place to enjoy breakfast in the morning or a...
    Reviewed August 13, 2017
    Oasis at The Cliff is magnificent, and the owner, Tommy, has considered every detail in ensuring his guests are well-tended to. The condo's views are world class and exactly...
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    About this property
    Oasis at The Cliff: Oceanfront Luxurious, 'On-The-Sand', Modern Condo with Unobstructed, Breathtaking Caribbean Views on a private beach... EXPERIENCE...OASIS THE CLIFF Celebrate yourself and relax while creating a memorable vacation that offers clean, comfortable living with unobstructed,...
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    Location Information
    Cupecoy Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    La Terrasse Maho1 / 33
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2016
    First, we must acknowledge the owners - Francois and Eve-Marie. They were prompt in our initial request for rental. They sent us an email, and had Royal Islander staff find us...
    Reviewed January 13, 2016
    We stayed at La Terrasse over the holidays with our two young children. It was perfect! The apartment is beautiful and completely renovated. It is very well equipped with...
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    About this property
    Located on the 2nd Floor of the La Terrasse in Maho, this fully remodeled One Bedroom Unit boasts terrific views of the Caribbean Ocean and Saba and is a plane spotter's paradise watching aircrafts land at the famous SXM Airport. This fully renovated furnished One Bedroom unit is located on the...
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    Location Information
    Maho, Sint Maarten 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Dawn Beach Westin, Very spacious, many services1 / 28
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Hot Tub
    • Sauna
    • Internet Access
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2014
    We thoroughly enjoyed our stay at the Westin in Dawn Beach. The hotel facilities were always clean and the staff was friendly and helpful.
    Reviewed April 25, 2014
    Wow, what a great vacation! We were worried at first as we read some of the comments, but no way, our experience was absolutely amazing! We always travel to very expensive...
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    About this property
    DUE TO HURRICANE IRMA, MY UNIT AT DAWN BEACH CLUB WON'T BE AVAILABLE, AT LEAST, UNTIL APRIL 2019. CONDOS WILL BE COMPLETELY REBUILT. UPDATES WILL FOLLOW ON THE NEXT MONTHS. Dawn Beach Club, Very Spacious, Ocean Front Five star private resort at the Westin Hotel & Spa in St Maarten (Version...
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    Oyster Pond, Sint Maarten 1234
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa, located in Simpson Bay, is ideal for 6 vacationers. It offers 3 bedrooms, a private pool, a terrace and WiFi. The lounge is perfect for unwinding after a day in the sun. Curl up on the comfortable sofa and enjoy a good book or take advantage of the amenities on offer, including WiFi, a...
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    Location Information
    Maho, Sint Maarten 97150
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous beachfront villa1 / 29
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 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...
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    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...
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    Philipsburg, Sint Maarten XX
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Free Car! Kia Picanto or equivilent economy class. Guests are responsible for all taxes, mandatory insurance, gas, upgrades & other fees. 5 night minimum. Not available for the Christmas or New Years weeks.From the moment you enter the wonderful courtyard area, you feel like you have just entered...
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    Location Information
    Cole Bay, Sint Maarten 97150
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Unrivaled Luxury Villa with beach access1 / 17
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Patio
    • Washer
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 16, 2018
    The home was beautiful and had everything we needed for our vacation to the island. Simona was very attentive to us and went the extra mile on everything. This is as our first...
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    About this property
    Beach front with a huge pool and a lounging area. This gated with extraordinary villa boast four very large bedroom suites in a safe and quiet community called Pelican Key Estate with the 5th bedroom joint onto one of the suits. Three stories with a large elevator, a roof side gazebo with an...
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    Location Information
    Simpson Bay, Sint Maarten 00000
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Leone Sint Maarten is located on Guana Bay in St. Maarten, Netherlands Antilles. The area surrounding the villa is nestled between the foot of a large hill and the beautiful Atlantic Ocean. We are 3-1/2 hours from New York and 3 hours from Miami. Both Continental and American Airlines...
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    Location Information
    Philipsburg, Sint Maarten 000000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alizee is an impressive 7 bedroom, 7 bathroom luxurious villa is located in Guana Bay, within walking distance of Guana Bay Beach. The spectacular views, the back-drop of Sky, sea and the villa is absolutely stunning! The villa has been furnished with contemporary designer furnishings from Europe...
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    Location Information
    Philipsburg, Sint Maarten 11111
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Loue suite de luxe 6/8 personnes(DBC Westin)1 / 36
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 16, 2017
    we had a terrific experience renting this unit from Francois. no issues with payment, check-in was simple and attending any time share sales efforts were voluntary.the access...
    Reviewed March 14, 2016
    This was a beautiful spacious condo with a spectacular view over Dawn Beach and high enough to see over to Oyster Pond. Lots of room, very spacious rooms Possibly the most...
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    Oyster Pond, Sint Maarten WESTIN HOTEL
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bdrm Condo with Superlative Views of St. Barts1 / 11
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2016
    The apartment is beautiful and conveniently located. There is a small grocery store and restaurants nearby in Oyster Bay. The views from the apartment are gorgeous, except...
    Reviewed August 28, 2014
    My friends and i rented this one bedroom condo for the week-end and we had a blast, the staff were immediately friendly and helpful, the condo itself was really cool, we had a...
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    About this property
    'Superlative views of St. Barts' is how one renter described the view from Princess Heights unit 402. From the time you walk in through the mahogany front door, you'll know why this luxury boutique hotel with its granite counter tops, recessed lighting and marble floors, is consistently rated by...
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    Philipsburg, Sint Maarten NETHERLANDS ANT
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Villa Angelina Amazing Panoramic Views1 / 26
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 31, 2018
    We had a wonderful visit and feel blessed to have such an awesome place in paradise to relax and rejuvenate! The sunrise was a site to see from the master deck totally made my...
    Reviewed February 19, 2017
    We wanted a special place to celebrate our fortieth anniversary. After much research (you'd have to know my husband) we settled on Villa Angelina and know we could not have done...
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    About this property
    If you are looking for relaxation and tranquility than Villa Angelina villa is the perfect villa for you and your family or friends. The villa can accommodate up to 6 people. Villa Angelina is situated on the Oyster Pond hillside with amazing views of the Atlantic Ocean, St. Barth’s, Relax and...
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    Location Information
    Oyster Pond, Sint Maarten 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    On Island Time1 / 25
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 29, 2014
    The moment we were met at the airport by Samantha, the property manager, we knew we were going to have a great experience. On Island Time is just as described, beautiful...
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    About this property
    On Island Time is a wonderful new, stylish, modern villa located in the gated Oyster Pond Hillside. The villa is very unique in its architecture and offers stunning views of the ocean, surrounding hillsides and Orient Bay. The villa is set on two levels. The villa is designed with the space, rooms,...
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    Location Information
    Philipsburg, Sint Maarten 11111
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    AAZURE Porto Cupecoy - Live the Dream1 / 26
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 2015
    We can't say enough great things about this condo and the complex as a whole, but will try to condense the highlights of our experience: The condo itself is bright, spacious...
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    About this property
    Aazure is located on the third floor of Building #7 in the gated complex of Porto Cupecoy and is rented as a one bedroom unit that comfortably sleeps up to four people. The master bedroom is furnished with a King size bed as well as a comfortable leather couch that converts to a Queen size bed in...
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    Cupecoy Bay, Sint Maarten XXXXX
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Children's Pool
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Sint Maarten, St Martin / St Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chambre dans belle villa 'LA MER', vue panoramique, ambiance conviviale1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ENGLISH: NOTE: RENTAL FROM HALF-DECEMBER 2018 TILL JUNE Like I just acquired this charming villa on a crush and I return to Sint Maarten in December, the furniture and especially comfort and decoration is totally going to change. Thank you for your understanding. I shall update photos for your even...
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    Location Information
    Cole Bay, Sint Maarten 0000AA
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    HGTV Beach house  -  Private Pool Pelican Key1 / 16
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 4, 2018
    This home was absolutely wonderful, and a slice of heaven! Thank you for allowing us to stay there. The memories made for my wife and I and the kids will be something that we...
    Reviewed May 3, 2018
    This is an amazing place to stay Everything is as described or better. The master bedroom suite is light and airy with ceiling fans and mosquito nets on the window, so no need...
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    About this property
    Magnificent Beach Villa as Featured on HGTV International Island Getaways. Modern, \with your own private turquoise pool - located directly on the beach. Sleeps 6-8 people (4 adults and 4 kids). Discover the natural alchemy between Dutch culture and French savoir-faire in a Caribbean paradise...
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    Location Information
    Philipsburg, Sint Maarten 001
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built on a cliff, directly above the tropical blue sea, Villa Tara offers vacationers a one of a kind experience. The backyard of this home is the majestic Caribbean Sea, and it can be admired from almost every room in this St. Martin villa. Cleverly designed pocket doors, allow you to open up this...
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    Simpson Bay, Sint Maarten 97150
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Dawn Beach Villa1 / 25
    (2)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2015
    The property is located in a gated community in Dawn Beach (the last Dutch side beach). The view from the pool is incredible and beautiful. This property has 2 bedrooms on the...
    Reviewed October 25, 2012
    The weather was gorgeous and we swam in the pool every day. At night we cooked in the well-equipped kitchen or at the BBQ and enjoyed eating on the pool deck overlooking the see...
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    About this property
    This wonderful 5-bedroom, 5-bath villa overlooks beautiful Dawn Beach on the island of St. Maarten. The villa is a short walk to the beach and is located in the gated community of Dawn Beach Estates. Dawn Beach Estates is a ten minute drive from Phillipsburg, the capital of Dutch St. Maarten and...
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    Location Information
    Philipsburg, Sint Maarten 11111
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Beachfront gated Condo directly on Simpson Bay1 / 16
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Balcony
    • Air Conditioning
    • Patio
    • Ocean Views
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2017
    We spent a week at Kelly and EJs beautiful condo at The Palms.This condo is spacious, bright and inviting. There is everything from a full kitchen, beach towels, information...
    Reviewed January 7, 2015
    We recently rented a 1 bedroom at Simpson Bay Resort. Although we were in the older building that was in need of some updating we were very pleased with the size of our room...
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    About this property
    Beautifully decorated 2 bedroom, 2.5 bath villa located directly on Simpson Bay Beach at Palm Beach Condos on the Dutch Side of St. Maarten, a new intimate and well designed gated community of only twenty-four units, all facing both the pool and the beach beyond. The layout was designed to give...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located in the very in demand location called Beacon Hill. This property has 5 bedrooms and 5 bathrooms. The villas features huge dining and living room area. The property is fully equipped with wifi , BBQ grill for great outdoor moments. It also has cable Tv, washer and dryer and...
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    Location Information
    Simpson Bay, Sint Maarten 97150
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    LEONES.... Private love nest high on a hill with outstanding views of the ocean1 / 27
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 22, 2015
    Most delightful and expected attribute was the privacy. We spent our time in the villa and at the pool and on the sunbathing deck freely.During our stay the WiFi failed 7/8 of...
    Reviewed January 25, 2015
    This is why you come to St Maarten. It is absolutely perfect for two. The view just couldn't be any better, from the deck, from the living room, from the bedroom. There is...
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    About this property
    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 hill ( 2-3 minute drive). Gentle breezes off the ocean keep you cool while sunning yourself at the lovely...
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    Location Information
    Oyster Pond, Sint Maarten 97150
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront a private pool and a pair of kayaks for you to explore the lagoon and surrounding areas located in the heart of Cole bay area. This brand new one of a kind apartment enjoys world class sunsets and large indoor and outdoor living areas. Boasting its very own private pool and large fresh...
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    Cole Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Oyster Pearl, Private Beach Access.1 / 39
    (58)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Certificate of Excellence
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    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Great vacation venue for our 3 generations. Spectacular view while dining indoors/outdoors or loafing on the comfy furniture. No hurricane damage evident and elegant but...
    Reviewed September 19, 2018
    Oyster Pearl at Dawn Beach is the most relaxing home... The veranda faces the sunrise, and is the perfect place to watch the sky and sea change as the day proceeds and the...
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    About this property
    Rated as EXCELLENT by Tripadvisor. Please PM me for up to date details on the Villa and The Island of St Maarten. There is lots to do on the Island. The fastest Zip line in the world is open atop of St Peters Hill at Rockland Estates. Pinel Island, a short ferry ride from the mainland, beach...
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    Location Information
    Sint Maarten, St Martin / St Maarten 12345
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    CARIBBEAN PEARL...Porto Cupecoy, top floor 2BR with expansive views of the marin1 / 39
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10% Discoun! Jan 06 - Apr 14, 2019CARIBBEAN PEARL - named for the gem that it is - is in a perfect location within the exciting new Porto Cupecoy Marina Resort at Cupecoy Beach. This spacious 2 bedroom residence all on 1 level is located on the top floor (7th) of an intimate building. The huge...
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    Location Information
    Cupecoy Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Spacious Private Villa, Ocean Views, Concierge1 / 98
    (6)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2017
    We had 12 in our group & every one loved this Beautiful Villa. The pictures don't even do it justice but do help you see what you will be enjoying. On the border of both...
    Reviewed August 5, 2016
    Enjoyed my stay back in October so much, that we went back in January! Private luxury a few minutes from incredible beach and amenities. Westin below is a wonderful place to...
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    About this property
    A spacious family villa, this property is ideally suited for multi-generational vacations. Equipped with a variety of children's toys and books as well as an extensive beach library for everyone else. This property is sure to have something to amuse everyone. The private pool on the deck allows...
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    Location Information
    Oyster Pond, Sint Maarten NA
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Promotion valid for Travel dates between Jan 05- Apr 12th, 2019 only ! Not available over US President week (Feb 16-24th, 2019) ! You've discovered affordable luxury on the 'Gold Coast' of St Maarten... Villa Luna is a beautiful, fully air-conditioned vacation villa rental located...
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    Location Information
    Cupecoy Bay, Sint Maarten 97150
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa Fleur De Mer. Sint Maarten Bit of Paradise at introductory prices1 / 25
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Balcony
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 30, 2017
    This is a great property situated in an exclusive area of Guana Bay on the Dutch side of the island. The villa itself was very clean and well maintained and has lovely views...
    Reviewed November 9, 2016
    What a beautiful home and Island . highly recommend to all families wanting to have a trip of a life time . The owners are wonderful people and fine host . We are looking...
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    About this property
    At Fleur de Mer Villa, you will enjoy spectacular views of the Atlantic at Guana Bay, with the island of St. Barths on the horizon. The villa is eco-friendly, allowing the continuous ocean breezes to flow throughout the house, supplemented by two air conditon units in bedrooms, ceiling fans in...
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    Location Information
    Sint Maarten, St Martin / St Maarten AN
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Caribbean Sun1 / 33
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 31, 2016
    The entire property is very well maintained (pool and grounds were great, nice beach), and our condo had everything we needed. Terrific grocery shopping literally five minutes...
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    About this property
    This is a great property if you if you like low key with a fantastic view. Being in the middle of Simpson Bay you can walk a mile in either direction. The property has a great pool and the beach in front is never crowded. The owner has outfitted the unit with most everything to make your stay very...
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    Location Information
    Simpson Bay, Sint Maarten SAINT MARTIN
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Atlantica Beach Club Condo - Unit 4, is one of the newer St Maarten Condos on the island and is located in a secured subdivision. This is a premier location, just a few minutes from a great assortment of fine restaurants and beachfront attractions. This beautiful Condo is waiting for you to enjoy!...
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    Location Information
    Philipsburg, Sint Maarten SXM
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    QUIET APPARTMENT with large terrace next to VILLA  AT POINT BLANCHE1 / 15
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 2015
    Gracious hosts, lovely grounds, charming lodgings! Would love to go back! Would love to go back and lounge in around the pool our sit on the balcony again, any time!
    Reviewed January 8, 2015
    The unit was spotless and the owners we're a pleasure to be around. Easy access to all restaurants and beaches. Security was never in question. Locals a pleasure to talk and the...
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    About this property
    The appartment is in fine condition, you are most welcome to book! Our white sandy beaches are waiting for you! On the first floor of a seperate building next to the owners villa: STUDIO APPARTMENT FOR TWO Well equipped for a relaxing holiday. Nicely located one mile from capital Philipsburg....
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    Location Information
    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Spacious 1 BR Condo, Ocean Views, Maho, St Maarten1 / 20
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Sauna
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 4, 2017
    Beautiful view! The pool was never really crowded. I give it a 4 because I couldn't "hear" the waves coming to shore but you certainly have a view of the ocean.The owner...
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    About this property
    Spacious, comfortable and fully equipped, this condo allows for a pleasant stay with all the amenities. The condo is centrally located in famous Maho village. You will feel at home in this fully air conditioned apartment. From the spacious living room you can enjoy sweeping views via the floor to...
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    Location Information
    Maho, Sint Maarten SXM
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lux apart in westin dawn beach club1 / 15
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Mountain Views
    • Children's Pool
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 10, 2016
    I had an amazing stay, easy booking with Jacques and great property in St-Marteen. The space exceeded my expectations in every way. The service was great and among the best I...
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    About this property
    Rent 8 person in Westin Dawn Beach Ressort & spa St. Marteen. Appartment of 1800(s.foot), 3 bedroons (with 1 parental with dressing ) sofa bed in parlor, 2 bathrooms, kitchen full equip., satellite Tv in all rooms. Infinity pool, casino, restaurants, privante beach. Free parking available. Please...
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    Location Information
    Oyster Pond, Sint Maarten NETHERLANDS
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The first week in March is the Heineken Regatta, the largest sailboat race of the year in the Carribean. The Regatta attracts sailors from all over the world and the week is one big party in two countries, French and Dutch!! Condo for Regatta week is guaranteed!!!!! The condo is a beautifully...
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    Location Information
    Oyster Pond, Sint Maarten 24121
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    AAZURE... 1BR love nest at Porto Cupecoy, St Maarten1 / 22
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Balcony
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 16, 2016
    I recently traveled to St Maarten and stayed at Aazure at Porto Cupecoy for one week. It is located not far from the airport and in no time I was relaxing in the sun. The condo...
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    About this property
    Aazure is a beautifully appointed 1 bedroom, 1 ½ bathroom condo overlooking the gardens and pool of Porto Cupecoy. Please click on the video to get a first hand look at this lovely condo and the Porto Cupecoy area. Enjoy all the amenities that Porto Cupecoy has to offer such as, underground...
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    Location Information
    Cupecoy Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Suite 5* 3 BD 2 BA Westin Dawn Beach Sint Maarten1 / 43
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Ocean Views
    • Children's Pool
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 28, 2016
    The layout, the view and the decor was perfect for my family of 5. My 3 teenage daughters, my wife and I really loved the convenience of easy access to the pool and beach. The...
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    Location Information
    Oyster Pond, Sint Maarten ST MAARTEN BVI
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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