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Oyster Pond Vacation Rentals

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    All 132 Rentals in Oyster Pond
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    Travelers to Oyster Pond are booking November dates now. Secure your vacation rental today, and have the perfect trip.
    3.5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    5 of 5 bubbles
    3 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    3 Bedrooms, Sleeps 6Quick View
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    5 of 5 bubbles
    4 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    Reviewed May 28, 2016
    We loved our stay at the Villa Angelina! The view is just breathtaking..... The location is perfect , very private , total tranquility and serenity! We can't wait to come back...
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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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    Oyster Pond, Sint Maarten 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Housekeeping Included
    • Children's Pool
    • Ocean Views
    • Sauna
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed April 15, 2015
    Beautiful resort excellent amenities near the French side. Great brunch, restaurants, pool, casino, hot tub. Close to attractions and other restaurants, Great beach, staff...
    Excellent of 5 bubbles
    Reviewed July 7, 2014
    We stayed at the Westin Dawn Beach Club in June 2014. The three bedroom condo was perfect for our four teenagers and 2 adults. We spent every morning and evening enjoying the...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 of 5 bubbles
    14 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed December 19, 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...
    Excellent of 5 bubbles
    Reviewed September 11, 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...
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    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...
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    Oyster Pond, Sint Maarten 97150
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 of 5 bubbles
    8 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Secure Parking
    • Ocean Views
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 9, 2017
    The owner of the house, Catherine, really went out of her way to make our stay pleasant. The house is at the highest point of Oyster Pond. The views are really beyond incredible...
    Excellent of 5 bubbles
    Reviewed August 3, 2016
    The steep, twisty turny drive up the mountain to Ever Summer let us know immediately we would be in for an adventure. Once you reach the top, the view is incredible! I would...
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    About this property
    One bedroom / bath studio with king size bed, air conditioning, satellite tv / internet, kitchenette, garden view, separate entrance and parking. You're welcome to enjoy the rest of Villa Ever Summer with my husband Juny and I, we'll share some islander folklore! The villa is designed so that your...
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    Oyster Pond, Sint Maarten SXM
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3.5 of 5 bubbles
    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Balcony
    • DVD Player
    • Wi-Fi
    • Children's Pool
    • Parking
    • Washer
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed March 19, 2017
    The owners , Laurent & Christine, couldn't be nicer. The apartment was well appointed , anything which was lacking was very quickly provided. However, we were disappointed by...
    Very good of 5 bubbles
    Reviewed March 9, 2017
    The room is really beautiful, very new, parts of the property are under construction. It is in a quiet area just over the border from the Dutch side. There is a beautiful Marina...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, Sleeps 8Quick View
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    • Satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Weekly rental (Saturday to Saturday) available from April 9th through December 17th. Three-bedroom, luxuriously appointed, condo with quality furnishings, granite countertops, and indulgent baths. While relaxing in your own residence, you can enjoy all that Dawn Beach has to offer. The condo is...
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    Oyster Pond, Sint Maarten SM
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ever Summer is a 2 bedroom villa overlooking Orient Beach and the dotted islands, bays and mangrove of the St. Martin Reserve Naturelle. Enjoy this ocean view in many hues of green and blue surrounded by the rolling hills of both Dutch and French sides, nearby several magnificent beaches and...
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    Oyster Pond, Sint Maarten SXM
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    4 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    • Balcony
    • Hot Tub
    • Sauna
    • Internet Access
    • Washer
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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.
    Excellent of 5 bubbles
    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
    Dawn Beach Club, Very Spacious, Ocean Front Five star private resort at the Westin Hotel & Spa in St Maarten (Version française ci-dessous). - Condo of 180 m2 . 3 Bedrooms, 2 bathrooms, double balcony, accommodate 8 guests (2 king bed, 2 Queen sofa-bed or 1 Queen bed and 1 sofa-bed). All rooms...
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    Oyster Pond, Sint Maarten 1234
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 8Quick 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
    Excellent of 5 bubbles
    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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    Oyster Pond, Sint Maarten NETHERLANDS
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Secure Parking
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Oyster Pond, Sint Maarten 97150
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    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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    4.5 of 5 bubbles
    3 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Housekeeping Included
    • Ocean Views
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed March 28, 2016
    We spent Spring/March Break 2016 here - two adults and two children (one 16, one 9). Excellent place in a fantastic part of the island. A short walk into town to the local shop...
    Very good of 5 bubbles
    Reviewed March 16, 2016
    this is a really nice villa very well maintained and spotless really well equipped we had problems with the Wifi which was only sorted 2 days before going home this was a...
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    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...
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    Oyster Pond, Sint Maarten 97150
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    1 Review
    Studio, Sleeps 2Quick View
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    • Secure Parking
    • Grill
    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 12, 2015
    I highly recommend this property to anyone looking for a vacation rental in St. Martin. It is a beautiful house on a hill, with ocean views and a swimming pool. My boyfriend...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    2 Reviews
    Studio, Sleeps 2Quick View
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    • Grill
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 21, 2014
    2 bedroom condo is spacious and accommodating. For some reason the mattress was extremely hard this year. Very firm I would say. When the average age of the clientele is...
    Excellent of 5 bubbles
    Reviewed October 20, 2013
    We have been owners at the Oyster Bay Beach Resort for 7 years now and will always come back home each year. The staff is warm and welcoming, the facility fresh and expansive...
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    About this property
    The Oyster Bay Beach Resort studio suite has a kitchenette with 2 burner cooktop, the nicely appointed living room area, a ceiling fan, queen size bed and balcony. Approximately 300 sqft overlooking the bay or marina.The resort is located right next to the beach, as guests you receive:Lounge chairs...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, Sleeps 4Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Air Conditioning
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This...
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    Oyster Pond, Sint Maarten
    Rental Home - 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Ocean Views
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located a few miles from Orient Bay Beach, Villa Seaview offers a large 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....
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    Oyster Pond, Sint Maarten 97150
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 of 5 bubbles
    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Terrace
    • Ocean Views
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 3 weeks ago
    This rental is up on the hill overlooking Lucas Bay in the Oyster Pond residential neighborhood. It is clean and quiet. It has parking inside a secure gate. Several good...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Oyster Pond, Sint Maarten 97700
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
    • Waterfront
    • Hot Tub
    • Ocean Views
    • Children's Pool
    • Wi-Fi
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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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    Oyster Pond, Sint Maarten ST MAARTEN BVI
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Oyster Pond, Sint Maarten 97700
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Studio, Sleeps 2Quick View
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    Amenities & Details
    • Shared Yard
    • Air Conditioning
    • Terrace
    • Internet Access
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This...
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    Oyster Pond, Sint Maarten
    Rental Home - 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Balcony
    • Terrace
    • Internet Access
    • Parking
    • Hot Tub
    • Outdoor Dining Area
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed March 30, 2015
    We had a fine visit with Alex and Sandy in their apartment above Oyster Pond. the location was great and above the hubbub of the traffic below with indeed a very lovely view...
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    About this property
    Located in a gated community, your rental apartment is located on the border of Sint Maarten and St. Martin in the Lesser Antilles. You will enjoy a breathtaking view of the Galion bay and on the Pinel island and Tintamarre island, and on the island of Anguilla. This view can be enjoyed from the...
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Leones is situated on top of Oyster Pond Hill in a 2000m2 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...
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    Oyster Pond, Sint Maarten 00000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, Sleeps 10Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Oyster Pond, Sint Maarten DWI
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Studio, Sleeps 8Quick View
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    Amenities & Details
    • Shared Yard
    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This...
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    Oyster Pond, Sint Maarten
    Rental Home - 4 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    • Hot Tub
    • Secure Parking
    • Wi-Fi
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 of 5 bubbles
    6 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed April 20, 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...
    Excellent of 5 bubbles
    Reviewed July 28, 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...
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    About this property
    Carnival & Mothers Day Special Book between April 17 - May 14, 2017 Receive an additional 10% discount on the best available rate! Minimum 7 nights and travel between April 17 - December 14, 2017 Memorial weekend special: Every 5th night for free! Book between May 22 - 29 2017. Minimum 5 nights and...
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    Oyster Pond, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    • DVD Player
    • Washer
    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    15% Discount! Apr 15 - Dec 15, 20177 Nights Minimum - Restrictions Apply!Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.This property may accept holiday stays of less than 14 nights.Arcadia is a charming hillside villa is located in beautiful Oyster Pond...
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    Oyster Pond, Sint Maarten
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    3 Reviews
    3 Bedrooms, Sleeps 1Quick View
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    • Washer
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 11, 2015
    The condo had everything you could ask for and more. The View from this condo was unreal and the access was easy to walk to or use the elevator. Inside the condo was plush and...
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    15% Discount! Apr 15 - Dec 15, 2017 For 5 - 6 nights... 25% Discount! Apr 15 - Dec 15, 2017 For 7 nights or more...Lighthouse 2C at Oyster Bay, located at the tip of a distinctive hideaway, offers a unique vacation experience in a private residence with all the amenities of a resort.Escape to your...
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    Oyster Pond, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 1
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    4 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details. Angelina offers all of the amenities you expect in a modern St. Maarten vacation rental. Cheerful exterior, upon entering, you are embraced by...
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    Oyster Pond, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Studio, Sleeps 6Quick View
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    • Terrace
    • Air Conditioning
    • Shared Yard
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This...
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    Location Information
    Oyster Pond, Sint Maarten
    Rental Home - 3 Bathrooms, Sleeps 6
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    4.5 of 5 bubbles
    5 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed July 1, 2016
    I travel to St Maarten with friends and family every year for a few years and stay at different villa each time, but we had the best time ever at Summer Winds this time. The...
    Excellent of 5 bubbles
    Reviewed August 13, 2015
    There were four of us staying here. We cannot say enough good things about this beautiful villa. The views are spectacular including views of St. Barthes. The place is...
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    About this property
    Rates are based on 2 guests per bedroom and the maximum occupancy at the villa is 8 persons because the 3rd bedroom has 2 king size beds. Extra fee for the 7th & 8th person: $715 p/night in summer, $1,000 p/night in winter and $1,286 p/night in Christmas/New Year's weeks.Summerwinds is a...
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    Oyster Pond, Sint Maarten
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 2Quick View
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    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach House Gianna is truly one of a kind. A very special place. Its location is perfect being directly on the ocean and Dawn Beach, one of the island’s finest beaches. The home offers exceptional views of the sea and Dawn Beach and DIRECT ACCESS to both. Completely renovated, including but not...
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    Oyster Pond, Sint Maarten 97700
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 2
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    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Oyster Pond, Sint Maarten 00000
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Angelina, 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 get-away for two....
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    Oyster Pond, Sint Maarten 97700
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    1 Bedroom, Sleeps 2Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Grill
    • Balcony
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed January 25, 2015
    We stayed here over the holidays and it was the highlight of our vacation. The views from the cottage are incredible. I could have stayed out on the deck relaxing every day...
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    About this property
    SPECIAL OFFERS!Saturday – Saturday bookings only! 5% discount on Multi-week bookingsApril 22-May 27, 2017 – $1,995.00May 28 - July 28, 2017 – $1,745.00 July 29-October 28, 2017 – $1,395.00 October 29 – December 17, 2016 – $1,606.50 December 10-18, 2016 – 8 nights for the price of 7 – $1,785.00...
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    Oyster Pond, Sint Maarten
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 4Quick View
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    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new villa "L'Agua" is a lovely 2 bedroom/2 bathroom modern, 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 villa’s two-level space, rooms, patios, veranda,...
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    Location Information
    Oyster Pond, Sint Maarten 00000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Paradijs is located on the Dutch side of the island, close to the French border. Experience these two unique worlds as they blend together, offering the best of both diverse cultures. This 3 bedroom, 3 bathroom villa is nestled in the prestigious Oyster Pond hillside.You are only minutes away...
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    Oyster Pond, Sint Maarten 97700
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    • Waterfront
    • Children's Pool
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Ocean Views
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thanksgiving SPECIAL!! Save BIG on the week from the 19th to the 26th of November. Booking acceptance guaranteed, the week is already reserved at the resort. For centuries, St. Maarten has been a haven for travelers. Since its discovery by Christopher Columbus, the island has been influenced by...
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    Oyster Pond, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Jan 7 - Dec 15, 2017Restrictions Apply!Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.This property may accept holiday stays of less than 14 nights.Escape to your home in Paradise… The property is ideal for those looking for privacy and...
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    Oyster Pond, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rise to the magnificent scenery of the Caribbean's emerald waters on this tropical estate set in the midst of one of the most prestigious areas in the Caribbean, Oyster Pond. The four bedroom, four and a half bathroom main house of this deluxe estate is tastefully appointed with marble floors and...
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    Location Information
    Oyster Pond, Sint Maarten 97700
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 8Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Family and young children friendly! St. Barth's and Anguilla are also short boat ride away. Dawn Beach Club brings you the best of St. Maarten, providing a sanctuary for friends and family. Its secluded white-sand beaches and emerald blue-green waters make it the perfect spot to relax and...
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    Location Information
    Oyster Pond, Sint Maarten NL
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Balcony
    • Waterfront
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful 2 bedroom, 2.5 baths luxurious townhouse located in Coral Beach Club, Dutch St Maarten. Located directly on Oyster Pond and just across the street to the beach, this spacious townhouse offers all that you can want in comfort and location. If you prefer sitting poolside, the common pool...
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    Oyster Pond, Sint Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    5 Reviews
    6 Bedrooms, Sleeps 12Quick View
    other traveler has booked this property
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    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...
    Excellent of 5 bubbles
    Reviewed August 5, 2016
    What a beautiful home. This is the second time we have stayed at Fiddler's Green. The house was in great shape and the amenities, where should I start? The owner, Suzanne is...
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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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    Oyster Pond, Sint Maarten NA
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW BOOKINGS ONLY - Apr 15 - Dec 15, 201710% Discount on bookings of 5-6 nights 20% Discount on bookings of 7 nights or more or more... Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.The Arches is immaculately appointed St. Maarten vacation rental. The...
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    Location Information
    Oyster Pond, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated 3 bedroom, 3 ½ bath villa is located in the prestigious Oyster Pond hillside with stunning views of Dawn Beach and St. Barths in the distance. There is plenty of lighting at this villa – interior and exterior. The main level of the villa offers a lovely kitchen,...
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    Location Information
    Oyster Pond, Sint Maarten 97700
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Oyster Pond, Sint Maarten
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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