We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

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

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $490 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    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
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    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...
    See all reviews
    1 / 22
    5 of 5 stars (6) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Housekeeping...
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    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...
    See all reviews
    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Ocean Views
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    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...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    1 / 32
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • Ocean Views
    • DVD Player
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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...
    See all reviews
    1 / 12
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Ocean Views
    • Patio
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    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...
    See all reviews
    1 / 21
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Washer
    • Grill
    • Shared Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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...
    See all reviews
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Shared Yard
    • Internet Access
    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • Housekeeping...
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.
    See all reviews
    1 / 12
    4.5 of 5 stars (11) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Parking
    • Satellite TV
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 stars Reviewed 1 week 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...
    See all reviews
    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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. What a lovely way to spend the days on the friendly island…the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Secure Parking
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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...
    See all reviews
    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Balcony
    • Grill
    • Air Conditioning
    • Shared Yard
    • Internet Access
    • Terrace
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 11
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Patio
    • Shared Outdoor Pool...
    • Balcony
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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...
    See all reviews
    1 / 14
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Balcony
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Terrace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Simpson Bay, Sint Maarten 000
    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    Get the List
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Shared Outdoor Pool...
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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 / 17
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    See all reviews
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 34
    4 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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 / 28
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • DVD Player
    • Terrace
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • Outdoor Dining Area
    • Satellite TV
    • Housekeeping...
    • Patio
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten DONT KNOW
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Parking
    • Washer
    • Satellite TV
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Sapphire villa, the perfect St. Maarten vacation rental, is a charming Caribbean styled house nestled in lush tropical gardens. Sitting high on a hillside in the exclusive Pelican Key area. The villa offers... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 29
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Washer
    • Wi-Fi
    • DVD Player
    • Housekeeping...
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Sea Belle Villa at La Siesta Residence is an oceanfront, ground floor, 1 bedroom condo directly on Simpson Bay beach. It is on the Dutch side of St. Maarten/SXM in a quiet residential neighborhood conveniently located to restaurants, grocery stores, bakeries, shopping, water sports, casinos and the... View all property information
    Location Information
    Simpson Bay, Sint Maarten ST MAARTEN
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • 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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor...
    • DVD Player
    • Patio
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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...
    See all reviews
    1 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Outdoor Dining Area
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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, 3 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Parking
    • Balcony
    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Simpson Bay, Sint Maarten 00000
    1 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Daffodil is a multi million dollar beautiful 5 bedroom 5 bath oceanfront St Maarten vacation rental villa that features colorful tropical furnishings and decorations with 5 full king bedrooms and 5 luxurious... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 26
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Ocean Views
    • Housekeeping...
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your home away from home on the Caribbean island of St. Maarten, is ideally positioned on the beach, midway between the island's most popular night spots and shopping. Fine Restaurants abound to tempt your pallet and an Activity Center makes it convenient for excursions to dive/snorkel spots along... View all property information
    Location Information
    Simpson Bay, Sint Maarten ST MAARTEEN DWI
    5 of 5 stars Reviewed February 23, 2016
    I have stayed here 3 times and I am going back in Oct 2016 for TWO weeks! I am so thrilled w/this resort and rooms to stay in. The food is awesome and reasonably priced. The...
    See all reviews
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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
    Location Information
    Simpson Bay, Sint Maarten N A
    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Grill
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    round floor, 1 bedroom, 2 bath apartment professionally and tastefully decorated throughout. Ceiling windows, bathrooms with deep-soak Jacuzzi tubs and rain shower heads, both bathrooms have granite counter- tops with European style vanities, expansive living room with views of Maho Bay and the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Patio
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten NA
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 31
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Waterfront
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 19
    5 of 5 stars (3) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Washer
    • Patio
    • Internet Access
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Simpson Bay, Sint Maarten 99999
    5 of 5 stars Reviewed August 31, 2015
    Let's see now. Other than the month of Decmeber (when I need to be back home) we have booked every available date between November 1, 2015 until early April 2016. I suppose that...
    See all reviews
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 38
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Balcony
    • Hot Tub
    • Parking
    • Internet Access
    • Terrace
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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) The Reef is... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Patio
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Faja Lobie has become a very popular rental home over the last two years. This beautiful, newly renovated three bedroom, three bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dutch side.  This home offers a wonderful combination of indoor and outdoor... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 29
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Waterfront
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    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...
    See all reviews
    1 / 8
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beach front apartment on the ground floor with beautiful ocean view. The apartment is located in Simpson Bay, walking distance to the tourist area with many restaurants, bars, clubs, grocery stores, spas, night clubs and much more!!! The apartment is newly renovated on the ground floor, beautifully... View all property information
    Location Information
    Simpson Bay, Sint Maarten 0000
    5 of 5 stars Reviewed March 9, 2016
    If you want luxury and everything done for you stay at a resort!!!! If you want the best beach, convenience and a "second home" in St Maarten THIS IS IT!!!!!!!! It's even better...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Satellite TV
    • Patio
    • Housekeeping...
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Turquoise, 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 where... View all property information
    Location Information
    Simpson Bay, Sint Maarten DONT KNOW
    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Every 5th Night Free! May 26 - Dec 16, 2016Restrictions ApplyEvery 7th Night Free! Jan 7 - Dec 15, 2017Restrictions 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... View all property information
    Location Information
    Simpson Bay, Sint Maarten