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.

Simpson Bay Vacation Rentals

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
    Update
    Price
    per night
    |||
    |||
    $0
    $445 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 bubbles (27) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 22
    5 of 5 bubbles (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Certificate of Excellence
    Show Prices
    Payment Protection
    1 / 12
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 10
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool...
    • Secure Parking
    • Ocean Views
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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 bubbles Reviewed 1 week ago
    This was our first time staying at the Royal Palm. We usually stay over in Maho, but due to a scheduling mix up, we ended up at the Royal Palm. Both my mom and I have been to St...
    4 of 5 bubbles Reviewed February 14, 2017
    Friendly staff will help any way they can, from front desk to housekeeping. Clean rooms with full kitchen setup. Free WIFI in rooms although not very dependable. Great view from...
    See all reviews
    1 / 22
    5 of 5 bubbles (7) 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
    Located in a private gated community, perched along the ocean cliffs in Pelican Key (just above Simpson Bay) St Maarten, stands Villa Velaire - a private two bedroom/2.5 bath rental villa. The Villa, recently renovated and completely redecorated in September of 2013, uses an eclectic mix of British... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 bubbles Reviewed August 8, 2016
    Villa Velaire was exactly as advertised. Kim was amazing to work with and made sure our stay was perfect!! My husband and I traveled with our good friends and the house was...
    5 of 5 bubbles 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...
    See all reviews
    1 / 24
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Satellite TV
    • Mountain 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 - 4560 sq. feet unit - Cleaning service every second day - Roof terrace with long chairs, dining area, summer kitchen and 360 degrees view - Private jacuzzi on the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 bubbles Reviewed 6 days ago
    We have been coming to St. Martin for the past 14 years and this time we brought the whole family with us. We rented both the penthouse and the 2 bedroom unit at the same time...
    5 of 5 bubbles Reviewed 4 weeks ago
    Just returned home from a fantastic 10 night stay at the beautiful Le Papillion penthouse. Everything was perfect! We arrived at the villa and we were greeted by Simona, our...
    See all reviews
    1 / 32
    4.5 of 5 bubbles (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 bubbles 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 bubbles 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 / 24
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Housekeeping...
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome in Le Papillon, the best experience on Simpson Bay beach. -Gated, private and secure community -2150 sq. feet unit -Cleaning service every third day -Private parking inside the property -40“ smart TV in each bedroom with Netflix and satellite -48“ high definition smart TV in the living... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 bubbles Reviewed 6 days ago
    We have been coming to St. Martin for the past 14 years and this time we brought the whole family with us. We rented both the penthouse and the 2 bedroom unit at the same time...
    5 of 5 bubbles Reviewed May 26, 2015
    "This is truly paradise." .... Le Papillon is an absolutely beautiful place! We went to every beach on the Island and could not be anymore pleased with the Simpson Bay location...
    See all reviews
    1 / 9
    Private Room, 3 Bathrooms, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Bed and Breakfast 3 rooms in a Luxury Villa "Le Privé" Spa, relaxation, Health House Terrace Sea caribbean and private pool 5 minutes walk from the Sea  A Pelican Key the best place to do skorling. Lunch is free house, gluten free, juice squeezed health, tea tasting Workshop Aqua Fitness in the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 0000000
    1 / 20
    5 of 5 bubbles (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 bubbles 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
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Terrace
    • Satellite TV
    • Wi-Fi
    • Patio
    • Secure Parking
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    El Zafiro will lay world class luxury at your feet, your choice of a suite guarantees you an unforgettable experience the moment you walk through the gates. The lavish interior and beautiful sandy beach will transport you to another world and melt away your cares and stress. The Aquamarine suite... View all property information
    Location Information
    Simpson Bay, Sint Maarten SINT MAARTEN
    1 / 8
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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 00090
    1 / 17
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    • Ocean Views
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Simpson Bay, Sint Maarten SXM
    5 of 5 bubbles Reviewed March 13, 2016
    We recently returned from a three-week stay at this Penthouse and we give it an "A Plus" rating. The property is lovely, and exactly as shown in the photos. It is very comfortable...
    5 of 5 bubbles 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...
    See all reviews
    1 / 33
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Waterfront
    • Washer
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a great property if you if you like low key with a fantastic view. Being in the middle of Simpson Bay you can walk a mile in either direction. The property has a great pool and the beach in front is never crowded. The owner has outfitted the unit with most everything to make your stay very... View all property information
    Location Information
    Simpson Bay, Sint Maarten SAINT MARTIN
    5 of 5 bubbles Reviewed December 31, 2016
    The entire property is very well maintained (pool and grounds were great, nice beach), and our condo had everything we needed. Terrific grocery shopping literally five minutes...
    See all reviews
    1 / 32
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Shared Outdoor Pool...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Barefoot is an intimate, beachfront condo located on the water's edge of Simpson Bay Beach! This is a new, beautifully decorated 2 bedroom, 2.5 bath villa located directly on Simpson Bay Beach at Palm Beach Condos - a new intimate and well designed gated community of only twenty-four units, all... View all property information
    Location Information
    Simpson Bay, Sint Maarten SX
    1 / 22
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Watch the sun rise and set from your own private patio or terrace, while enjoying the sunny warm weather and peaceful surrounding of St. Maarten. The contemporary design and facilities will serve your needs and desires during your stay with us. Queen sized bed provides a restful end of days spent... View all property information
    Location Information
    Simpson Bay, Sint Maarten SINT MAARTEN
    5 of 5 bubbles Reviewed October 3, 2016
    Nice and clean! Good location right on the beach and also located near alot of other beaches, restaurants, bars and the airport. Nicole was very friendly and accommodating! She...
    See all reviews
    1 / 18
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Ocean Views
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Beautiful beach side apartment with spectacular ocean view in Simpson Bay.<BR>Come stay and enjoy the beautiful sunsets and relax on the beach!<BR>Surrounded by top rated restaurants, bars, supermarkets, casino's and nightlife.<BR>Private car parking.<BR>Child friendly.<BR>Fully equipped apartment,... View all property information
    Location Information
    Simpson Bay, Sint Maarten 11111
    5 of 5 bubbles Reviewed April 30, 2016
    Loved Martine's apartment! It is right across the road from the beach and close to all the sights and ammenities in Simpson Bay. Martine was excellent to deal with and she made...
    5 of 5 bubbles 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...
    See all reviews
    1 / 21
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Waterfront
    • Shared Outdoor Pool...
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Simpson Bay, Sint Maarten 97150
    5 of 5 bubbles 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 bubbles 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.
    See all reviews
    1 / 33
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Satellite TV
    • Waterfront
    • Private Outdoor...
    • Patio
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A beautiful new house in a new development, within a quiet gated community, with security onsite. Yet it is just a few minutes to great restaurants, duty free shopping, casinos, spas and grocery stores. And only 10 minutes from Princess Julianna Airport. Our 3 bedroom house comfortably sleeps 6... View all property information
    Location Information
    Simpson Bay, Sint Maarten NA
    5 of 5 bubbles Reviewed January 9, 2017
    We had very high expectations for our trip since we had visited St. Maarten before and we were not disappointed. We had read it was in a new development with some construction...
    5 of 5 bubbles Reviewed January 5, 2017
    We brought our family (4 children, 2 adults) to St Maarten and elected to rent a Villa instead of staying at the Royal Palm (we have stayed here many times). We have been to the...
    See all reviews
    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
    Get the List
    1 / 26
    5 of 5 bubbles (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 bubbles 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 / 23
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • DVD Player
    • Internet Access
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    La-di-da is a gorgeous, contemporary 4 bedroom, 4 bath villa with a 2 bedroom apartment located below the main part of the villa that sits high atop a hill at the mouth of Pelican Key. This setting provides wonderful privacy at the villa. From the living areas, decks and pool area you are... View all property information
    Location Information
    Simpson Bay, Sint Maarten 78866
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Ocean Views
    • Balcony
    • Grill
    • Terrace
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Our beautiful 1 bedroom Condo is set high up on Pelican key. It is Quiet secluded and only 5 minutes walk from the beach. Its very modern, clean and luxurious. A perfect quiet secluded hideaway! All amenities are close by, shops, casino and the beach.... not too far from all the great restaurants... View all property information
    Location Information
    Simpson Bay, Sint Maarten SXM
    1 / 19
    5 of 5 bubbles (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 bubbles 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 bubbles 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 / 11
    5 of 5 bubbles (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 bubbles 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 / 34
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Balcony
    • Terrace
    • Internet Access
    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) #********. Our Service Guarantee ensures you the best villa experience. This 5 Bedroom Villa can be rented as a 2 or 3 Bedroom Villa at special rates! In a... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Situated in Simpson Bay you will find this cozy 1 bedroom apartment. This apartment is at 15 steps from the beach and at 10 minutes walking distance of restaurants/bars/casinos/activities. Enjoy all that we offer! The apartment (separate building) has 1 bedroom with a king size bed. There is a... View all property information
    Location Information
    Simpson Bay, Sint Maarten SXM
    1 / 26
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 58
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Shared Outdoor Pool...
    • Wi-Fi
    • Ocean Views
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful one bedroom condo with water views from two separate balconies. Newly renovated modern kitchen and bathroom. Relax and renew your body and mind, have fun and enjoy all the culture and activities that this beautiful island offers. Find or rediscover love. Let your dreams become a... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 bubbles Reviewed October 2, 2016
    Just pack your bathing suit, hat and beach shoes when booking this lovely modern quiet romantic condo for two. The owners have provided everything you need from suntan lotion...
    5 of 5 bubbles Reviewed September 27, 2016
    I am a regular and frequent visitor to SXM and have had the pleasure of staying at Bruce and Joyce's condo three times over the last couple years. This is always the first place I...
    See all reviews
    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Internet Access
    • Grill
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 78866
    1 / 18
    5 of 5 bubbles (10) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Ocean Views
    • Housekeeping...
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    One of the most luxurious beach-front residences in Dutch Sint Maarten, Paradise Found is located on beautiful Simpson Bay. Located directly on a secluded two-mile white sand beach, this exquisite two-bedroom villa is part of elegant Las Arenas, a new, attractively-appointed twelve-unit building... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 bubbles Reviewed February 4, 2017
    This luxury condo is better than described. Easy to find, safe, beautiful and peaceful. The beds were extremely comfortable. The view is amazing. We are early risers and...
    5 of 5 bubbles 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...
    See all reviews
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Ocean Views
    • Terrace
    • Patio
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    ◾first floor direct access to the pool and beachfront ◾amazing 3 ½ mile crescent of powdery white sand beach with gentle waves ◾private pool front lanai accessible from the master bedroom and living area ◾large, fully functional kitchen, all granite ,new, top grade appliances and all kitchen... View all property information
    Location Information
    Simpson Bay, Sint Maarten NONE
    1 / 28
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Summer Hill is a free standing private villa perched on top of one of the hills of Pelican Key, Dutch St. Maarten. The villa boasts 200 degree views of the turquoise waters of the Caribbean Sea and on a very clear day you can see the neighboring islands of Saba, Statia, St. Kitts and Nevis. This... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 24
    4 of 5 bubbles (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
    Memorial weekend special: Every 5th night for free!Book between May 22 - 29, 2017. Minimum 5 nights and travel between May 26 - December 14 2017 Father's Day... Book between June 12 - 19 2017. Receive an additional 10% discount on the best available rate! Minimum 7 nights and travel between June 12... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    • Washer
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sea Place Villa at La Siesta Residence is an oceanfront, 2nd floor, 2 bedroom condo (both with king beds and ensuites) located directly on Simpson Bay beach with an oceanfront pool. Sea Place is on the Dutch side of St. Maarten/SXM in a quiet residential neighborhood conveniently located to... View all property information
    Location Information
    Simpson Bay, Sint Maarten SXM
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury two bedroom penthouse unit at the prestigious Aqualina Beach Club directly on beautiful Simpson Bay beach. Unit 402 is the ideal property for one or two couples that love private outdoor living. This unique property has one of the largest private rooftops on the island consisting of a... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Suitability
    • Pet-friendly
    • Child-friendly
    • 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 / 23
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Washer
    • Waterfront
    • Satellite TV
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten 007
    4 of 5 bubbles 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...
    See all reviews
    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
    • 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 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    La Casita Villa is the perfect destination if you are looking for a romantic getaway or an unforgettable vacation with family or friends. This vacation home is ideal for 2 to 6 people. La Casita is an exceptional 3 bedroom, 3 bathroom private home located on the oceanfront. This villa is... View all property information
    Location Information
    Simpson Bay, Sint Maarten DWI
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Marisol is a light and airy St. Maarten vacation rental at Point Blue in Pelican Key Estate. With 2 bedrooms and 3 full bathrooms, this immaculate two storey townhouse provides a quiet and peaceful tropical oasis for your stay in Dutch St. Maarten. Leave the hustle and bustle behind as you step... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 17
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Grill
    • Air Conditioning
    • Washer
    • Ocean Views
    • Satellite TV
    • Patio
    • 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
    5 of 5 bubbles Reviewed February 14, 2017
    We spent a week at Kelly and EJs beautiful condo at The Palms. This condo is spacious, bright and inviting. There is everything from a full kitchen, beach towels, information...
    4 of 5 bubbles 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 / 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
    1 / 14
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • 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! May 1 - Oct 31, 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. Maarten vacation rental, gated... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 bubbles Reviewed December 20, 2016
    Very well appointed, tastefully furnished, fully equipped condo right on the beach at Simpson Bay. Beautiful terrace to eat outside or lounge with stunning view and the soothing...
    5 of 5 bubbles 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...
    See all reviews
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located right on the beach in prestigious Pelican Key area on the Dutch side of St. Maarten lays IL Punto Blu. Convenience, spaciousness and panoramic views are the distinct advantages along with outstanding amenities at IL Punto Blu. Does the thought of crowded hotels and time-share sound... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97700
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Aqualina 102 St Maarten. Families or groups of four often find it difficult to locate luxury accommodations with the same long lists of amenities that larger villa properties offer. However, Villa Aqualina Beach Club Unit 102 has been created with such groups in mind. With two bedrooms and 2.5... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 15
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Crystal clear turquoise sea flecked with dazzling tropical sun, powdery white sands stretching along one of St. Maarten’s longest beaches; Lush exotic foliage surrounding an elegant building of architectural beauty. All of this belongs to Aqualina, St. Maarten’s newest luxury beach front... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97000
    5 of 5 bubbles Reviewed July 7, 2016
    Just stayed a Aqualina for 6 amazing night that never dissappointed us! The views are incredible-steps to the beautiful turquoise sea. Condo was gated with security and nicely...
    See all reviews
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This one bedroom condo unit is located in beacon hill on the ocean with views from both sides of the unit. You are within shorts distance and even walking distance should I say to great beaches such as the simpson bay beach or mullet bay beach, to restaurants, casinos, bars and any other... View all property information
    Location Information
    Simpson Bay, Sint Maarten 97150
    1 / 15
    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 / 11
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Directly on Sint Maarten’s Simpson Bay beaches, this luxurious studio guest house has everything you need for your vacation. This large studio is fully equipped with a full kitchen including a full size electric stove, microwave, refrigerator, dishwasher and Keurig coffee maker. A large walk in... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    Simpson Bay Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    83° 74°
    May
    84° 76°
    June
    85° 76°
    July
    85° 76°
    August

    Additional Simpson Bay Info

    View Map
    • Local time: 01:42 PM (AST)