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Vacation Rentals in Simpson Bay, St. Maarten-St. Martin

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    Travelers to Simpson Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 12
    5 of 5 stars (26) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 22
    5 of 5 stars (6) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Villa Velaire can be booked as a 1 or 2 bedroom, depending on your needs, There is an additional charge of $50/per night for the 2nd Bedroom. If you need the 2nd bedroom, please email me and let me know and I will send a revised quote. PLEASE NOTE: if you only need ONE Bedroom, the 2nd bedroom... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed April 19, 2016
    My wife & I have been to St. Martin multiple times and each time have rented a different villa. Villa Velaire is by far and away the best rental we have found. The owner is very...
    5 of 5 stars Reviewed July 18, 2015
    What an incredible place! Very private, quiet and clean. Close to everything, they even greet you and show you around. Down to the filtered water in the fridge, cable internet and...
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    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome in Le Papillon Penthouse, the best experience on Simpson Bay beach - Gated, private & secure community - 3 floor penthouse - Great cleaning service every second day - Roof terrace with long chairs, dining area, summer kitchen and 360 degrees view - Private jacuzzi on the roof terrace -... 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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    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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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    1 / 12
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This is a studio unit and not a 1 bedroom. 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... View all property information
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    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed 2 weeks ago
    The place is just perfect because it has on of the best beaches in the island and the service and the hotel have being the best buy in all our vacations.
    5 of 5 stars Reviewed April 20, 2016
    We love it there - it's a timeshare & we own 2 weeks on the point & the other directly on the beach on the first floor. Just love sitting out & enjoying the view - just never get...
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    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
    1 / 32
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Modern 1 bedroom apartment newly built. Marble floors through out. All stainless steel appliances in kitchen and granite counter top. Hi speed WiFi internet. Dish Network Satellite TV in living room and bedroom. Air conditioning in all areas. Very private due it being a single detached apartment... View all property information
    Location Information
    Simpson Bay, Sint Maarten NA
    5 of 5 stars Reviewed February 8, 2014
    Apartment is private, has all new appliances, including washer and dryer and dish washer. Hot water is freely available (not always true on every island we've stayed at), little...
    4 of 5 stars Reviewed January 17, 2014
    This private residence is located in a quiet residential area with a wonderful host. It has everything you need and is centrally located close to a large grocery store and several...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    This lovely ocean edge condominium is located in a nice and peaceful neighborhood of Beacon Hill. Within 10 min walking distance from all attractions of the famous MAHO bay: beaches, restaurants, bars, casinos, nightclubs, grocery stores and druggist. Enjoy the sunrise on the front porch, sunset... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97150
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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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.<BR>Located close to lots of wonderful restaurants, night clubs, movies,... View all property information
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    Simpson Bay, Sint Maarten 00000
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    7th Night Free! May 1 - Nov 15, 2016SBBC #3 is a 2 bedroom, 2 bath St. Maarten vacation rental located right on the beach at beautiful Simpson Bay. One of only 12 units in it's development, it offers quiet and comfortable surroundings, and the ocean just footsteps away in Dutch St. Maarten. The... View all property information
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    Simpson Bay, Sint Maarten
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    Royal Palm Beach Resort in Simpson Bay is one of the most liked resorts on the island. All units face the ocean and are 2 bedrooms with a king size bed in each, and a living room with a queen size sleeper sofa. Units have full kitchens, dining room table, seating for 6, and a balcony with a table... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00SXM
    5 of 5 stars Reviewed September 11, 2015
    Choose the white sand beach or the pool with a swim up bar. Wonderful out door dining with reasonable pricing and a helpful smiling staff to assist you in settling in, or a good...
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    1 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Point Blue condo is located on the second floor overlooking the ocean with beachfront access just steps away. From this point you can walk the beach and enjoy Simpson Bay and all it's beauty. This luxury condo is within walking distance to the casino, top restaurants, grocery, bus stop and... View all property information
    Location Information
    Simpson Bay, Sint Maarten 46226
    5 of 5 stars Reviewed February 14, 2016
    Point Blue Condo was spacious, gorgeous and waking up each morning to the sight of the ocean right outside was amazing. It was even more beautiful than I expected.
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    1 / 12
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 relax at the end of a full... View all property information
    Location Information
    Simpson Bay, Sint Maarten 99999
    5 of 5 stars Reviewed June 13, 2015
    I stayed here for 2 weeks and soon began to really feel at home. The unit has everything it needs and the large patio with table is a real gem in the mornings and evenings. There...
    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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    1 / 11
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
    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
    Location Information
    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 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • x
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    About this property
    15% Discount! Apr 15 - Dec 16, 20167 night minimum...7th Night Free! Jan 7 - Dec 15, 20177 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... View all property information
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    Simpson Bay, Sint Maarten
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A Wonderful Place!!! Coco Beach Club #6 beach front St. Maarten vacation rental, Dutch St Maarten , Simpson Bay Beach, near Maho night life.Wake up in the morning and walk right out onto the beach at Simpson Bay when you stay at this new 2 bedroom 2 bath St Maarten rental condo. Coco Beach #6 has... View all property information
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    Simpson Bay, Sint Maarten
    1 / 29
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    <p>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. <br /><br />The views from the deck... View all property information
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    Simpson Bay, Sint Maarten
    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) Speranza,... View all property information
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    Simpson Bay, Sint Maarten
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    1 / 32
    5 of 5 stars (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Caribbean Blue is a beach front villa in Pelican Key. With five bedrooms and five and an half bathrooms, it is a perfect house for a family vacation. Caribbean Blue may be rented with use of either 4 or 5 bedrooms. The deck at Caribbean Blue is the perfect spot for enjoying the sun and sea, and has... View all property information
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    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed February 9, 2016
    LOVED this home. It was spacious enough for 5 couples to do whatever they wanted. Everyone had their own bedroom with their own bathroom plus an extra in the hall! The infinity...
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    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Bayview Unit #3 is a perfect location, views from the terrace are expansive taking in the wonderful views of the of the Caribbean Sea.As you enter the property, the first thing you will see is the amazing view of Simpson Bay, St. Maarten's 2 mile long beach. There is a private pathway to the beach... View all property information
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    Simpson Bay, Sint Maarten
    1 / 61
    5 of 5 stars (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    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
    5 of 5 stars Reviewed October 14, 2015
    Well worth the money!! Not only was the estate exactly as pictured, the housekeeping and grounds staff was terrific as well. We will definitely be returning.....
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    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Smart is nestled beachfront at Pelican Key and offers a totally tropical, affordable family St. Maarten vacation rental with direct beach access and glorious ocean views, does not have a swimming... View all property information
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    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed August 10, 2015
    This condo was perfect. There were 3 huge bedrooms, a sizable living room area and 4 baths! The deck was perfect for relaxing and a few short steps down to the gorgeous beach...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Pearl Residence, located in Simpson Bay, offers a view of countless miles of beautiful white sand beach and access to experience some of the Island’s great activities such as snorkeling, banana boating, jet skiing and kayaking just to name a few. It is part of our unique boutique hotel El Zafiro... View all property information
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    Simpson Bay, Sint Maarten DONT KNOW
    1 / 47
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    7th Night Free! Apr 15 - Dec 16, 2016 & Apr 15 - Dec 15, 2017Restrictions Apply!This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.La-Di-Da is a gorgeous 6 bedroom, 6 bath St. Maarten vacation... View all property information
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    Simpson Bay, Sint Maarten
    1 / 47
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Wow! Check out this HUGE amazingly affordable, fully air-conditioned BEACHFRONT villa nestled on Burgeoux Bay beach which offers what the name implies... gorgeous SUNSETS!! Villa Sunshine is a newly renovated vacation rental with 5 spacious bedrooms, 5 bathrooms, and plenty of gathering space for a... View all property information
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    Simpson Bay, Sint Maarten
    1 / 14
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Le Papillon is a new, 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 97000
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Fabulous brand new apartment located at the Blue Residence in Cupecoy. With 2 bedrooms, the apartment occupies 2 floors with an impressive 180 degree view stretching from the ocean and Baie Longue beach over Porto Cupecoy and all the way across Simpson Bay lagoon. The first floor houses a spacious... View all property information
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    Simpson Bay, Sint Maarten
    1 / 21
    5 of 5 stars (16) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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 January 10, 2016
    We rented this adorable villa with our two teenage kids for a Caribbean Christmas Vacation. The beginning of our vacation didn't start off so well. The owners were out of town...
    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.
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    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) Speranza,... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 18
    5 of 5 stars (9) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Ocean Views
    • Housekeeping...
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    Paradise Found is a 2 bedroom vacation rental and you'll be dealing directly with me, Nancy, the owner. Please make sure that you speak directly with me BEFORE booking my property. The only phone number where I can be reached has an area code of FOUR ZERO SEVEN. DO NOT wire funds as I do not... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed November 30, 2015
    What a great find. We stayed at this beautiful property the 2nd week of November and couldn't of asked for a nicer place that was centrally located. The condo was immaculate and...
    5 of 5 stars Reviewed November 12, 2015
    Paradise Found is truly a find! This spacious, immaculate villa with amazing oceanfront views absolutely lives up to the property description so no need to expound on amenities...
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    1 / 34
    4 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    About this property
    Faja Lobie has become a very popular rental home. This beautiful, three bedroom, three bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dutch side of St. Maarten. This home offers a wonderful combination of indoor and outdoor living space. The interior... View all property information
    Location Information
    Simpson Bay, Sint Maarten 11111
    1 / 13
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    "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 disappearing sliding glass doors open to experience "outdoor/indoor" living at its finest!... View all property information
    Location Information
    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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    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Patio
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Simpson Bay Beach Condo #2 is a beautiful ground floor, well equipped, fully air-conditioned condo located directly on Simpson Bay Beach. Walk off your patio and onto a wonderful soft sandy beach! Enjoy quiet mornings with the birds singing or take an early morning stroll or dip on beautiful, two... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 31
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    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
    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    CASA DE BELLA is a very comfortable, fully air-conditioned 3 bedroom, 2 ½ bath townhome with views towards Simpson Bay and the Simpson Bay Lagoon... and it has a private pool! It is conveniently located an easy, short walk to a plethora of shopping, beaches (Kim Shaw is just 3 minutes away),... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed February 4, 2015
    We decided to rent a villa/house instead of staying in a all-inclusive because we were a group of 5 friends to enjoy a more local experience. We were situated in Simpson Bay...
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    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor...
    • DVD Player
    • Patio
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Rates vary depending on # of bedrooms rented. Please see rate table or call for details.Crystal clear turquoise sea flecked with dazzling tropical sun, powdery white sands stretching along one of St Maartens longest beaches; Lush exotic foliage surrounding an elegant building of architectural... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed March 1, 2016
    10 days of paradise and bliss. Unit is on main floor steps from the beach and ocean. Sunsets were amazing each night. Hot tub on deck and BBQ were great! Underground...
    5 of 5 stars Reviewed May 29, 2015
    4 of us stayed her the week of May 17/15 and had fantastic time. The unit has loads of space for 2 couples - we never felt like we were on top of each other. The kitchen is...
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    1 / 21
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    • Grill
    • Shared Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay. Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    4 of 5 stars Reviewed 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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    1 / 14
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    10% Discount! Apr 15 - Dec 16, 2016 & 20177 Night Minimum This property may accept holiday stays of less than 14 nights.You've found your place in the sun...At Seaside! This charming one bedroom, one and a half bath condo at Palm Beach complex sits on one of St Maarten's finest beaches, the 1.3... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    7th Night Free! Apr 15 - Dec 16, 2016Restrictions Apply!This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers... View all property information
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    Simpson Bay, Sint Maarten
    1 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Waterfront
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    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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    1 / 12
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Built on a cliff, directly above the tropical blue sea, Villa Tara offers vacationers a one of a kind experience. The backyard of this home is the majestic Caribbean Sea, and it can be admired from almost every room in this villa. Cleverly designed pocket doors, allow you to open up this home in a... View all property information
    Location Information
    Simpson Bay, Sint Maarten 11111
    5 of 5 stars Reviewed February 19, 2014
    We just returned to Canada from 9 nights at Villa Tara which we rented through Jennifer's Vacation Rentals. Villa Tara is the venue that just keeps on giving - one WOW Factor...
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    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
    • Satellite TV
    • Shared Outdoor Pool...
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    7th Night Free! Apr 15 - Dec 16, 2016 & Apr 15 - Dec 15, 2017 Maid Service offered 2x p/week when booking the 7th Night Free Promo RatesRates may vary depending on # of bedrooms rented. Please see rate table or call for details.Rendezvous, from the moment you set foot inside the luxurious St.... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 stars Reviewed April 18, 2012
    Really it is difficult to say enough about the apartment! Upon arrival we were met by Lenka, who was extremely helpful and professional in getting us set up and explaining the...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Welcome to a wonderfully relaxing and romantic hideaway, CARISMA on the BEACH at Pelican Key... Charming yet classy; sophisticated yet very comfortable, it is perfect for couples and families! This newly renovated 2 bedroom, 2 bath villa has everything to make your vacation perfect... Gorgeous... View all property information
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    Simpson Bay, Sint Maarten
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • 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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 8
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Internet Access
    • Satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
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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
    Location Information
    Simpson Bay, Sint Maarten NETHERLAND ANTILLES
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Washer
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    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    A La Mer is a beautiful, 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. It is perfect for one couple looking for a quaint romantic getaway. The name means "at the sea" and that is certainly where you are in this... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • 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
    Location Information
    Simpson Bay, Sint Maarten
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Satellite TV
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Waterfront
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    From the feedback of our guest we learned that what they love the most about this unit is how they can easily pop in to the beach, take a swim and come back to rest in the comfort of the terrace. They have the view of the beach and the sea without being bothered by too much sun or too much sand or... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000