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Vacation Rentals in Simpson Bay, St Maarten-St Martin

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    All 116 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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    $169
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    1 / 10
    5 of 5 stars (24) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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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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    $230
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    1 / 20
    4 of 5 stars (1) 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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    • Dishwasher
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    • Hot Tub
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    • Ocean Views
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Le Papillon is a gated community located on a beautiful 1.5 mile long and white Simpson Bay Beach, St. Maarten. This property is situated on the highest and widest part of the entire beach. The view over the blue and turquoise bay, with the islands of Saba and Sint Estatius on the horizon is... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed February 18, 2015
    Great place for two couples. Close to lots of restaurants and great beaches. Condo had everything we needed and expected. Building was secure & private, had reserved parking...
    5 of 5 stars Reviewed September 15, 2014
    My extended family of 8 adults and 1 child just came back from our trip to St Marteen. The condo was exactly how the picture portrayed it to be... Just amazing! I was skeptical at...
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    $315
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    1 / 22
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
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    • Grill
    • Internet Access
    • Ocean Views
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Le Papillon is a beautiful brand new beach apartment in one of the best locations on St. Maarten. EVERYTHING IS FOUND WITHIN A WALKING DISTANCE. There are many beaches on the island, however there are very few that are over a mile long. This beach is 2 miles long - gorgeous white sand and crystal... View all property information
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    Simpson Bay, Sint Maarten 00000
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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
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    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • 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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    $525
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    1 / 15
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    1 / 11
    6 Bedrooms / 8 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
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    • x
    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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    $229
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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
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can... View all property information
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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 / 8
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Ocean Views
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $250
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    1 / 8
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    $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
    • x
    • x
    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 / 22
    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
    • ?
    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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    $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
    • x
    • ?
    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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    $1,500
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    7th Night Free! Apr 15 - Dec 15, 2015Restrictions Apply Rates are based on 2 guests per bedroom and p/additional person on the sofa bed (maximum 4 additional persons allowed) - $140.00 p/person, p/week (Summer/Fall); $175.00 p/person, p/week (Winter/Spring).This property may accept holiday stays of... View all property information
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    Simpson Bay, Sint Maarten
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    $424
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    1 / 20
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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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    $1,250
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    1 / 13
    5 of 5 stars (1) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
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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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    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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    $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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    $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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    $358
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    1 / 28
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Grill
    • Internet Access
    • Safe
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Large one bedroom penthouse unit directly on beach with expansive views from lagoon to ocean. Over 1250 sq. feet of air conditioned space plus over 300 sq. feet of exterior space. Two terraces, one on lagoon side with views of yachts and wrap around terrace on beach side. Large master bathroom with... View all property information
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    Simpson Bay, Sint Maarten
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    $150
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    1 / 11
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
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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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    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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    $180
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    1 / 28
    1 Bedroom / 2 Bathrooms / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • 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
    From
    $135
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    From
    $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
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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
    From
    $458
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    1 / 17
    2 Bedrooms / Sleeps 4
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    • Dishwasher
    • Dryer
    • Internet Access
    • Pool Table
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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
    From
    $458
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    1 / 9
    2 Bedrooms / 4 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    Location Information
    Simpson Bay, Sint Maarten 33023
    From
    $225
    / Night
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    1 / 4
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • 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
    • x
    • ?
    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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    $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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    $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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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $315
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    1 Bedroom / 2 Bathrooms / Sleeps 2
    traveler have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
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    • Elder access
    • x
    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
    From
    $250
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    1 / 17
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • 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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    $528
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    1 / 21
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Reviews (1) Make Inquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Seachest is a 4 bedroom, 4 bathroom villa located in the Cote d Azur Marina, in the Dutch Lowlands of Sint Maarten. This spacious home sits right on the Simpson Bay Lagoon, and has a terrific view of the water and across to the French Lowlands. There is a boat dock available for use by the renter.... View all property information
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    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed September 25, 2013
    Seachest is a beautiful home with unparralleled views into the lagoon. The large open patio is fantastic for gathering and taking in the scenery at any time, day or night. I...
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    $542
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    1 / 39
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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
    From
    $2,200
    / Week
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    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    7th Night Free! Apr 15 - Nov 1, 2015 Maid Service 2 times per week with 7th Night Free!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.Crystal clear turquoise sea flecked with dazzling tropical... View all property information
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    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed February 3, 2015
    Aqualina was the best apartment we could rent. We were very happy. The deck was the best part of it with the jacuzzi and canvas chairs. The beach was quiet and nobody infront of...
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    $214
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    1 / 29
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A La Mer is a beautiful, brand new, 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 'at the sea' and that is certainly where you are in this charming apartment. The views from the deck and the pool... View all property information
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    Simpson Bay, Sint Maarten
    From
    $257
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    1 / 25
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Smart enjoys a completely exceptional situation, built on the beach to benefit fully from a paradisaical sea. The terrace, full of greenery, is the privileged place of relaxation of the house. Bathe in the sun, enjoy an aperitif, walk down to the beach, shade or sun. It is holiday time. The... View all property information
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    Simpson Bay, Sint Maarten
    From
    $214
    / Night
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    1 / 22
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A La Plage is a beautiful, brand new, 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 'at the beach' and that is certainly where you are in this charming apartment. The views from the deck and the pool... View all property information
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    Simpson Bay, Sint Maarten
    From
    $357
    / Night
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    1 / 22
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Dolce Dolce Casa is indeed a sweet, sweet villa. This serene three bedroom, three bathroom vacation home is enclosed by a huge sun deck, stunning stone walls and a private swimming pool. Breathtaking panoramic views of Simpson Bay Lagoon, Mont Rouge and the French Lowlands are beautifully framed by... View all property information
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    Simpson Bay, Sint Maarten
    From
    $228
    / Night
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    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Inquiry
    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
    • ?
    • Wheelchair access
    • 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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    $285
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, calm, lined with sea grapes and palms... and no one to interrupt the peace and tranquility. CocoBelle is situated on the southern end of Simpson Bay Beach, within the beachfront... View all property information
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    Simpson Bay, Sint Maarten
    From
    $357
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    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful private holiday villa for rent in Pelican Key, directly on the ocean. Featuring 3 large bedrooms, 2 bathrooms, private parking, private pool, BBQ, wireless internet, hammock. Only minutes from the beach, water sports, restaurants, groceries, casinos and bars. Additional amenities... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,115
    / Night
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    1 / 10
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Situated along the 2.5 mile long pristine, Simpson Bay Beach, Villa La Plage, is a hidden treasure. Designed as a family-friendly with comfort and family in mind; this villa will provide an unforgettable vacation experience. Featuring 6 bedroom suites, pool, Jacuzzi, security, barbecue, fully... View all property information
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    Simpson Bay, Sint Maarten
    From
    $500
    / Night
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    1 / 23
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Spacious 6 bedroom, 6 bath villa on top of the World with spectacular views of the ocean, Simpson Bay, Lowlands and Saba with additional 2 bedrooms, 2 bath apartment in the lower level of the house! Huge private pool with infinity edge. House has seen a 2 year renovation with upgrade of the highest... View all property information
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    Simpson Bay, Sint Maarten
    From
    $1,980
    / Week
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    1 / 13
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    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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    $500
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    1 / 19
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful Villa Provence...from its majestic setting up on the Pelican Key to its breathtaking sunsets every evening with a delicious local cocktail in hand with your private pool on the wraparound veranda., in the sun or in the shade. The home boasts 6 lovely bedrooms each with different decor... View all property information
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    Simpson Bay, Sint Maarten
    From
    $642
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    1 / 23
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Welcome to Villa dAcquario located in Point Pirouette, St. Maarten's most exclusive gated community adjacent to the Mullet Bay Golf Course. This waterfront Villa has four large bedrooms with five full bathrooms and can comfortably sleep eight people. An entertainment center and high-speed internet... View all property information
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    Simpson Bay, Sint Maarten
    From
    $357
    / Night
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    1 / 11
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This Luxury newly built condo is a great family retreat with stunning views of a lifetime of the Simpson Bay Lagoon with its Mega Yachts. It has a spacious and comfortable area on the large terrace; relax on the comfortable sofa while viewing the beautiful sunset and enjoy the panoramic views. With... View all property information
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    Simpson Bay, Sint Maarten
    From
    $228
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Inquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Coco Beach Club is a great location for your vacation! Located directly on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. This unit is a second floor beachfront unit. Atlantis at Coco Beach Club is a one bedroom, one bathroom unit nicely decorated, fully... View all property information
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    Simpson Bay, Sint Maarten
    From
    $229
    / Night
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    1 / 13
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    On the BEACH! One bedroom, 2 baths, complete kitchen, 10 x 20 private balcony! All air conditioned. Pool table and lots more! • Waterfront • Summer Rent: $1600/week • Winter Rent: $2600/week Mermaid's Cove Mermaid's Cove is directly on the 2 mile beach of Simspon Bay Beach in the La Siesta... View all property information
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    Location Information
    Simpson Bay, Sint Maarten 00000