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Vacation Rentals in Simpson Bay, St Maarten-St Martin

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    All 110 Rentals in Simpson Bay
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    Travelers to Simpson Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $230
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    1 / 20
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    $445
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    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    $130
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    1 / 28
    4.5 of 5 stars (2) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 11
    6 Bedrooms / 8 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Hot Tub
    • Ocean Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Elder access
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    About this property
    This lovely 6 bedroom villa is located on the 2+ mile crystal clear and sandy beach of Simpson Bay. Just a few minutes from restaurants, bars, grocery store, and the vibrant nightlife of St. Maarten. It is safely located in a gated private property. Kings Villa is a 3,500 square meter plus private... View all property information
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    Simpson Bay, Sint Maarten NON EXISTENT
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    1 / 10
    5 of 5 stars (24) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Dishwasher
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    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Rated best vacation rental in St. Maarten for 2012 & 2013, Blue Pelican Villas is located on the Dutch side of St. Maarten in the exclusive area of Pelican Key. Blue Pelican is a spacious 1 bedroom villa set on an upscale property with a wonderful interior garden and pool that invites you to enjoy... View all property information
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    Simpson Bay, Sint Maarten PELICAN KEY
    4 of 5 stars Reviewed May 11, 2015
    The condo was just pictured and the owner was awesome. The location was great and very secure. We had a perfect vacation staying in this condo.
    5 of 5 stars Reviewed May 4, 2015
    A beautiful villa. well furnished and in very good condition. Would recommend it to anyone. May come back next year.
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    $643
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    1 / 39
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Provence is a beautiful 6 bedroom, 4.5 bathroom villa with gorgeous views located in Pelican Key. This villa features a well-equipped kitchen, dining area, air-conditioned bedrooms - 5 bedrooms have king size beds and the 6th has 2 twin beds, 3 ensuite bathrooms, 1.5 shared bathrooms, a pool and... View all property information
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    Simpson Bay, Sint Maarten
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    $350
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    1 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Ocean Views
    • Safe
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Lovely modern 2 bed, 2.5 bath modern condo in gated complex with pool, Large fully furnished modern kitchen with great breeze, ceiling fans and air conditioning. Large porch off the living area and also the master bedroom. Located close to lots of wonderful restaurants, night clubs, movies,... View all property information
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    Simpson Bay, Sint Maarten 00000
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    1 / 8
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Balcony
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    • Dryer
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    • Safe
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Lovely Modern One bedroom condo with great ocean views on the large balcony and from the living area and master bedroom. Located in popular Pelican area, close to wonderful restaurants, Simpson Bay beaches, night clubs, casinos, shopping, boat trips, movies etc... and not far from the airport.... View all property information
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    Simpson Bay, Sint Maarten 00000
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    $843
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    1 / 43
    4.5 of 5 stars (3) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Caribbean Blue is a beachfront villa in Pelican Key. With five bedrooms and five and a half bathrooms, it is a perfect house for a family vacation! The deck at Caribbean Blue is the perfect spot for enjoying the sun and sea, and has wonderful views of the island of Saba, and of the sunset. Pelican... View all property information
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    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed January 7, 2014
    Caribbean Blue is the perfect beachfront home. We spend most of our time around the pool. Also, the location of this home is great, close to restaurants, beach bars, and massages...
    4 of 5 stars Reviewed November 18, 2013
    So after searching long and hard for a place to stay on St Maarten for a group of 10 friends, we finally decided on this little gem of Caribbean. The rental company was very...
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    $214
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    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Stylish , furnished 2 bedrooms, townhouse in quiet, residential area in Pelican, Rancho cielo Estates, Bathroom newly renovated with bath and rain shower, large master bedroom with furnished veranda with unobstructed ocean view. Walk-in closet. Very large open plan kitchen, courtyard with exotic... View all property information
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    Simpson Bay, Sint Maarten 000000
    5 of 5 stars Reviewed January 2, 2014
    I stayed at this villa with my family over the Christmas break. We had a fantastic time. My kids (10 and 7) enjoyed it very much. The place is very spacious and beatifully...
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    $85
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    1 / 21
    5 of 5 stars (14) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Rigth next to St Maarten' s Lagoon - A lovely setting, surrounded by trees and plants. Just a short 2 miles hop to the beach, this traditional Caribbean (65m2) villa is ideal for a family. Fully air-conditionned,it has a terrace and a balcony with garden furniture, including hammock, parasol and... View all property information
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    Simpson Bay, Sint Maarten 97150
    5 of 5 stars Reviewed September 17, 2014
    Go!! For tomorrow is later. Near there supermarket, and drugs. The Maho Beach is near in car too. Near there Dominican food, no is so expensive.
    5 of 5 stars Reviewed April 2, 2013
    The service & care we received from Valerie & Philippe was first class, from the airport pick up to the drop off. It was all very easy. We hired a car through Philippe who works...
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    $129
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    1 / 12
    4.5 of 5 stars (5) Very good
    Studio / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Relax and enjoy the resort's outdoor swimming pool, have a drink at the pool bar, get a massage or head out to one of the numerous restaurants and duty free shops that surround the area. The beautiful studio units are equipped with the following: Full Kitchen Blender Coffee Maker Cooking... View all property information
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    Simpson Bay, Sint Maarten 00000
    4 of 5 stars Reviewed March 30, 2015
    My wife and I stayed for a week as we are Diamond Resort owners and decided to take a much needed vacation from the harsh winter in PA. We were not disappointed. Our studio was on...
    5 of 5 stars Reviewed September 14, 2013
    Flamingo Beach is our "go-to" resort in Simpson Bay. We stay here, because this is our home property for our Diamond Resorts membership. Diamond Resorts has done a very good job...
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    $150
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    1 / 11
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Newly renovated studio features a kitchenette with full fridge, 4 burner glass stove top, microwave, toaster oven, and coffee maker. King size, very comfy bed, flat screen cable tv, and sofa, bathroom with multi jets including rain shower head, and a balcony with seating for 4 overlooking the... View all property information
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    Simpson Bay, Sint Maarten 00014
    5 of 5 stars Reviewed June 18, 2014
    We stayed in Jackies Appartement for 10 days. The Appartement is new renovated and has a nice littel Balkony surrounded by palm trees. It has a brand new shower with different...
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    $500
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    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Wheelchair access
    • Elder access
    About this property
    2 Bedrooms, 2.5 Bathrooms, Sleeps 6 CURRENTLY UNDER RENOVATION/REMODEL - READY OCTOBER 1ST 2014 FOR THE 2014/2015 SEASON - STUNNING REMODEL An interior designer finished 2 bedroom/2.5 bathroom condo located on Simpson Bay Beach giving great views of the Caribbean Sea and a modern Caribbean decor... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed October 12, 2014
    If you are looking to have a 5 star vacation without going to a resort this is the place to be! the apartment is well equipped and comfortable. It is close to everything you need...
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    $115
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    1 / 12
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spacious studio apartment with breathtaking views for rent. Located on the island of St. Maarten in the heart of the Caribbean, this fully equipped studio, located a few minutes from all amenities is your perfect tropical getaway. Enjoy our beautiful island at its best and chilax at the end of a... View all property information
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    Simpson Bay, Sint Maarten 99999
    5 of 5 stars Reviewed May 15, 2015
    If you are looking for a home away from home, this is the place! This appartment is very well located on the Dutch side of the island in a very quiet and safe neighborhood. It is...
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    $214
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    1 / 22
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Villa Velaire can be booked as a 1 or 2 bedroom, depending on your needs, There is an additional charge of $50/per night for the 2nd Bedroom. If you need the 2nd bedroom, please email me and let me know and I will send a revised quote. PLEASE NOTE: if you only need ONE Bedroom, the 2nd bedroom... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed March 22, 2015
    We loved our stay at Villa Velaire. My wife and I, together with my brother and his wife, stayed at this lovely, spacious villa for three weeks in February and March 2015. It...
    5 of 5 stars Reviewed March 10, 2015
    Villa Velaire is a diamond in the rough. My wife and I were excited to get to the Villa, and once we arrived we were impressed by its charm and understated elegance. It's...
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    $180
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    1 / 28
    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveler have booked this property
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    'At Seaside' is our dream...make it yours too! Serene Caribbean views can be enjoyed from the terrace. She is one of 20 units in a gated community surrounding a pool with views of the Caribbean. The grounds are lush and well tended. There is a king-sized bed and master bath off the bedroom. There... View all property information
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    Simpson Bay, Sint Maarten 000
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    $135
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Simpson Bay, Sint Maarten 000
    From
    $225
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    1 / 4
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This 1 bedroom/1bath unit is located in Pelican Key/Simpson Bay' next to LaVista Resort. Within walking distance to many restaurants, bars, grocery store and casino. The unit has a full kitchen with all the comforts of home, a queen size sleeper sofa and a bedroom with a queen bed, comfortably... View all property information
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    Simpson Bay, Sint Maarten NETHERLAND ANTILLES
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    1 / 61
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Hot Tub
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Witenblauw Estate is a magnificent, sprawling 6 bedroom paradise built for entertaining and relaxation! If a picture is worth a thousand words then Witenblauw speaks volumes when it comes to making memories of a lifetime. This ocean side retreat redefines the traditional get-a-way vacation... View all property information
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    Simpson Bay, Sint Maarten
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    $190
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    1 / 10
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    This unique oceanfront getaway close to the all the action that makes St. Martin/Sint Maarten so famous,will transport your mind and spirit to peaceful and memorable holidays. Ocean shore condo sleeps four in two bedrooms. This two bedroom, two bathroom condo combines breathtaking view of the... View all property information
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    Simpson Bay, Sint Maarten 007
    4 of 5 stars Reviewed March 18, 2015
    This villa is literally perched on the edge of the ocean. Two large bdms with spacious baths, large kitchen and living area. Balcony overlooks ocean and there is a private...
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    $250
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    1 / 17
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Nestled on top of Pelican Key on Sint Maarten is Son Risa Penthouse; where spectacular views of of the Caribbean Sea await you. This tropical oasis is set just far enough from the entertainment neighborhood to allow for quiet relaxation while still with in walking distance of restaurants, bars,... View all property information
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    Simpson Bay, Sint Maarten ST MARARTEN
    5 of 5 stars Reviewed February 7, 2014
    I really enjoyed staying at this condo. The location was very convienent and the condo had all of luxuries of home! (Really nice). The view from the balcony was priceless...
    5 of 5 stars Reviewed June 30, 2013
    Our vacation here in April could not have been better! The condo is in an excellent location with broad vistas of Simpson Bay and the airport. A constant parade of boats...
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    $285
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    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    An instant feeling of genuine coziness and warmth overcomes you upon entering Charisma. Tucked away she is, in a little maze of precious ocean front properties in the peaceful Pelican Key area. Overlooking the spectacular aquatic azure Caribbean Sea, this friendly two bedroom condo, truly will... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed February 11, 2015
    The condo is in a wonderful and quiet location on a secluded beach. The bedrooms are separated and have their own bathrooms. The kitchen is well appointed with new dishes and...
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    $129
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful beach side apartment with spectacular ocean view in Simpson Bay. Come stay and enjoy the beautiful sunsets and relax on the beach! Surrounded by top rated restaurants, bars, supermarkets, casino's and nightlife. Private car parking. Child friendly. Fully equipped apartment, come over and... View all property information
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    Simpson Bay, Sint Maarten 11111
    5 of 5 stars Reviewed April 12, 2015
    This is a return trip to this apartment, that is how much we have liked it in the past. This trip again, we had a wonderful time. The apartment is is big enough for 4, with all...
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    $1,500
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    1 / 49
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    VILLA BELLA VITA – Where the amenities of a Five-Star Resort luxury meet with the serenity, the privacy and the personalized service that each guest deserves. Named for the “Beautiful Life” it represents, Villa Bella Vita was once proclaimed as one of the Leading Estates of the World. This newly... View all property information
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    Simpson Bay, Sint Maarten
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    $1,250
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    1 / 13
    5 of 5 stars (1) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This beautiful Italian Deco home is the Perfect Vacation Villa located on the Pristine beach of Simpson Bay Beach. 6br/5ba fully furnished. Everything from a private pool to taking long walks daily along the shore. Located 5 minutes from the airport. Shopping, Dining, Supermarkets, Casinos, and... View all property information
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    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed March 7, 2015
    Travelled with 9 women for 11 nights. The pool is an added bonus. Terri and Steve are very helpful and attended to any problems immediately. Arrival was simple. This was the...
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    1 Bedroom / 2 Bathrooms / Sleeps 2
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    About this property
    Spacious penthouse one bedroom suite in the luxurious Aqualina Beach Club directly on beautiful Simpson Bay beach. Unit 401 is the ideal property for a romantic getaway. With over 1300 square feet of air conditioned space and two private terraces, you will enjoy the comforts of outdoor living in... View all property information
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    Simpson Bay, Sint Maarten 99999
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    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • x
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    About this property
    Simpson Bay is bordered by a beautiful 2-mile long, lightly-populated curved beach; Las Arenas is a very high-end 12-unit condominium complex right in the middle of Simpson Bay Beach (and one of the finest in St. Maarten); and this third-level unit, “Heaven”, is a premium unit within Las Arenas.... View all property information
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    Simpson Bay, Sint Maarten 000000
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    • Pets allowed
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    • x
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    About this property
    2 Bedroom, 2.5 Bath On The Water. Luxury At Its Best!!! This contemporary 5 star resort condo is now available for your enjoyment. Located on the ground floor this unit has an amazing spacious deck just steps from the waters' edge. Feel the breeze as you sip your coffee in the morning or enjoy a... View all property information
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    Simpson Bay, Sint Maarten 33023
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    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Pets allowed
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    • ?
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    • ?
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    About this property
    Located over the hill on the sea at Pelican Key, Daffodil is a luxurious,4 bedrooms, 5 bath villa, whose unique glistening cerulean blue tile roof promises a memorable vacation experience. It’s Dutch flavor is showcased by colorful furnishings from international designers, and represents the... View all property information
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    Simpson Bay, Sint Maarten
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    2 Bedrooms / 4 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    2 Bedroom, 2.5 Bath On The Water. Luxury At Its Best!!! This contemporary 5 star resort condo is now available for your enjoyment. Located on the ground floor this unit has an amazing spacious deck just steps from the waters' edge. Feel the breeze as you sip your coffee in the morning or enjoy a... View all property information
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    Simpson Bay, Sint Maarten 33023
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    $421
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Ocean Views
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    • ?
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    • x
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    About this property
    Perfect location between Simpson Bay & Philipsburg,in the new gated community of'Indigo Bay Beach'. This brand new exquisite residence, very well modern decorated & equipped. Beautiful living area, lots of glass doors that open to a private pool, wrapped by a huge deck offering incredible panoramic... View all property information
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    Simpson Bay, Sint Maarten NA
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    1 / 21
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
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    • Pets allowed
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    • x
    • x
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    About this property
    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can... View all property information
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    Simpson Bay, Sint Maarten
    4 of 5 stars Reviewed January 11, 2015
    This was our second stay at Cocos Beach Duplex on Simpson Bay. You simply cannot beat the location and convenience of this comfortable townhouse/duplex - we love it. We "live...
    5 of 5 stars Reviewed September 6, 2013
    Great private villa on beautiful screen saver white sand beach 20 feet to Caribbean sea quiet .private patio luxury in & out villa with unbelievable view's great for familys or...
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    $350
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    1 / 29
    4 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Faja Lobie has become a very popular rental home. This beautiful, three bedroom, three bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dutch side of St. Maarten. This home offers a wonderful combination of indoor and outdoor living space. The interior... View all property information
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    Simpson Bay, Sint Maarten
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    $4,500
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    1 / 31
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Hot Tub
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Caribbean Blue is a beachfront home in Pelican Key. With five bedrooms and bathrooms, it is the perfect house for a family vacation. Caribbean Blue may be rented with use of either 3, 4 or 5 bedrooms. The... View all property information
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    Simpson Bay, Sint Maarten
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    $2,500
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    1 / 18
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Mountain Views
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
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    About this property
    To preface, Paradise Found is available as a 1 or 2 bedroom vacation rental and you'll be dealing directly with me, Nancy, the owner. My goal is for Paradise Found to exceed your expectations and I look forward to working with you to help make your upcoming St. Maarten vacation relaxing and... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed March 18, 2015
    Paradise Found was all we could have hoped for when traveling to St. Maarten. The owner went above and beyond our expectations with this beautiful unit and helping us plan a...
    5 of 5 stars Reviewed January 6, 2015
    My wife and I are in the Convention business and have been privileged to visit many 5 star properties the past 20+ years. Without hesitation, this is the nicest vacation rental we...
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    4.5 of 5 stars (8) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    We offer privacy in this safe, romantic, Coral Shore setting at the outside edge of Pelican Key, where you are so close to beaches, shopping, restaurants, casinos and water sports activities. Swim, fish, and snorkel right in front of your own villa. Large pool with lounging areas, too. We... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed April 16, 2015
    Thank you Bob&Pam for giving us the pleasure of using your home.The place is "INCROYABLE" for 15years we have visited Saint Martin mostly on the French side.I am a Retired Chef.So...
    5 of 5 stars Reviewed June 22, 2012
    We were very pleased with our stay at Tres Belle Villa. We stayed for 5 nights, but wish we had stayed longer. This was a perfect location, we were able to drive to multiple...
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    $795
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
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    • Internet Access
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    White Sands Retreat (aka “Bowie Place”) is a private 2 bedroom 1 bath cottage just 50 yards from Simpson Bay Beach on Dutch Sint Maarten. Located in a neighborhood of other private homes where your peace and privacy are assured. You are renting the exclusive and private use of the entire property.... View all property information
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    Simpson Bay, Sint Maarten 00000
    4 of 5 stars Reviewed May 13, 2014
    We stayed 2 nightes here, I would not hesitate to go back for longer. The beach was just at the end of the street, very close. The beach was beautiful, the best that I visited...
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    $678
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • ?
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    About this property
    Villa Sol y Mar, a quaint second-­‐level private home, is nestled between a vibrant collection of bars, French style patisseries, favorite eateries, and lapping turquoise waters in Simpson Bay -­‐ the heartbeat of the Dutch side. It is perfect for groups and families that are looking for a cozy and... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,980
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    1 / 13
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.'Unforgettable' is two bedroom, two and a half bathroom ground floor luxury St. Maarten vacation rental condo... is located in Las Arenas, a new contemporary, high quality complex on Simpson Bay Beach. The... View all property information
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    Simpson Bay, Sint Maarten
    4 of 5 stars Reviewed November 16, 2013
    The beach was lovely the service at the beach and st the resort restaurants was great. There were places to go downtown. The prearranged trip downtown with one of the major...
    5 of 5 stars Reviewed July 15, 2013
    Our family of 3 spent a week in Unforgettable. It lives up to its name. The location is perfect, right on the beach in Simpson Bay. Our daughter is disabled and in a wheelchair...
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    $235
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    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
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    • Internet Access
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    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • x
    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... View all property information
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    Simpson Bay, Sint Maarten 00000
    4 of 5 stars 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. My...
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    $210
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    1 / 4
    5 of 5 stars (13) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Blue Pelican…the ace of Pelican Key. Hidden within the hills of Pelican Key – just 5 minutes from our international airport – discover the finest accommodations this area has to offer. A soothing sanctuary built within a lovely garden and zen style dipping pool. Go on, make a splash… Smart... View all property information
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    Simpson Bay, Sint Maarten N A
    4 of 5 stars Reviewed April 26, 2015
    It was difficult to decide if this is where we wanted to stay but we are very glad we did!! We spent a few weeks trying to find a nice place to stay either through TA or VRBO...
    5 of 5 stars Reviewed May 17, 2014
    We had a great time at Blue Pelican. The appartment was in good condition and had all we needed for our 9-night stay. Having our own washer and dryer was great so we didn't have...
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    $900
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    5 of 5 stars (2) Excellent
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Gym
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    • x
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    About this property
    VILLA BELLA VITA - Where the amenities of Five Star Resort luxury meet with the casualness and privacy each guest desires. Named for the 'Beautiful Life' it represents, this property is renowned as one of the pre-eminent homes on the island of St. Maarten/St. Martin, and is a unique and... View all property information
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    Simpson Bay, Sint Maarten 99999
    From
    $214
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    1 / 23
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
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    • Pets allowed
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    • x
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    About this property
    'Tree Frog Villa' - Deluxe Oceanfront in Coral Shores Beautiful, pristine oceanfront villa, 25 feet from the sea. Two bedrooms, two baths, and a 42 foot covered porch facing the ocean and the sunsets. This is a gorgeous, guarded community of 27 private villas in a lush garden setting, in Pelican... View all property information
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    Simpson Bay, Sint Maarten 00000
    4 of 5 stars Reviewed December 1, 2012
    After a short drive from the airport we found the Tree Frog Villa and were very impressed. It is very close to the sea; you will hear the waves crashing on the rocks. The view...
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    $1,500
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    4 of 5 stars (1) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Air Conditioning
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    • Gym
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    • Pets allowed
    • Smoking allowed
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    • x
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    About this property
    7th Night Free! Apr 15 - Dec 15, 20157 Night Minimum This property may accept holiday stays of less than 14 nights. A La Plage is an Architect decorated, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means... View all property information
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    Simpson Bay, Sint Maarten
    From
    $185
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    1 / 28
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
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    • Waterfront
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Elegant apartment in the popular residence Simpson Bay Yacht Club. This charming apartment has a separate bedroom with king size bed, an open balcony over the lagoon and a beautiful bathroom. The full equipped kitchen is open to the living room with a dining area, you you also have a lovely terrace... View all property information
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    Simpson Bay, Sint Maarten 97150
    4 of 5 stars Reviewed February 16, 2014
    We just complete a 5 weeks stay I'm the monte cristo apartment. This apartment met everything we needed and has a spectacular view of the town and the mountains. Micheal was very...
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    $400
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    1 / 65
    5 of 5 stars (5) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • ?
    • ?
    • ?
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    About this property
    BEST VALUE IN ST.MAARTEN! Oceanfront villa with private pool on deck with 240* ocean view. 3 bedrooms with own bathrooms. The entire 2100 sqft has been recently renovated. While the villa is located in a secure gated community of 16 villas, it is extreamly private. Close to beaches, shops,... View all property information
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    Simpson Bay, Sint Maarten 000
    From
    $228
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    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    WELCOME to Simpson Bay Yacht Club, our vacation home on beautiful St. Maarten island. Is this the right property for you? We understand that choosing the 'right' rental can be difficult and overwhelming. Here are some reasons why we enjoy staying in our unit. Location - Location - Location! Our... View all property information
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    Simpson Bay, Sint Maarten SXM
    4 of 5 stars Reviewed February 8, 2015
    Very nice condo and better location. Clean with two nice bedrooms. Nice balcony and shared pool. Sam did great job with any question and the secure grounds are a nice feel good...
    5 of 5 stars Reviewed January 26, 2015
    We just got back from this lovely condo. There was 4 of us in our party. The condo is in a gated area. Which we were surprised and happy to know how safe it was. I've been dealing...
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    $357
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    1 / 10
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Beautiful, Newly remodeled 3 Bedroom, 3 Bath Villa. Breath Taking Views of of the Ocean with an entrance right to the Beach. Very Spacious,with an open floor plan, great for Family and Entertaining groups. Romantic Patio with Jacuzzi and Views of the Sunset Also Make this the Perfect Romantic... View all property information
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    Simpson Bay, Sint Maarten N A
    From
    $542
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    1 / 39
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Dishwasher
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    • x
    • x
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    About this property
    Villa Marrakesh was built for pleasure. Located in the Dutch Lowlands, with a fantastic view across the Simpson Bay Lagoon to Terres Basses, this house has everything you need for a relaxing and inspiring vacation. Villa Marrakesh may be rented as a 3, 4 or 5 bedroom house, and has been carefully... View all property information
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    Simpson Bay, Sint Maarten