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Holiday Rentals with Pools in Simpson Bay

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    ₹ 35,907 Average
    ₹ 68,000+
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    1 / 12
    5 of 5 bubbles (26) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 22
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 58
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    5 of 5 bubbles (7) 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 bubbles Reviewed 9 August 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 19 April 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...
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    1 / 26
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Shared Outdoor Pool...
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    • Grill
    • Terrace
    • Shared Garden
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    • 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) This 6... View all property information
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    Simpson Bay, Sint Maarten
    1 / 30
    6 Bedrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    About this property
    They say a picture is worth a thousand words… That being said, Witenblauw speaks volumes when it comes to making memories of a lifetime. This ocean side paradise redefines the traditional get-a-way vacation experience. This is a true escape from reality into a living fantasy. To experience... View all property information
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    Simpson Bay, Sint Maarten
    1 / 61
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 bubbles Reviewed 14 October 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 / 8
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • ?
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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 00090
    1 / 11
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Patio
    • Shared Outdoor Pool...
    • Balcony
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    • Pet-friendly
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    • x
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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 bubbles Reviewed 18 June 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 / 43
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
    • Grill
    • Private Outdoor...
    • Waterfront
    • Air Conditioning
    • Washer
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Caribbean Blue is a beachfront villa in Pelican Key. With five bedrooms and five and a half bathrooms, it is a perfect house for a family vacation! The deck at Caribbean Blue is the perfect spot for enjoying the sun and sea, and has wonderful views of the island of Saba, and of the sunset. Pelican... View all property information
    Location Information
    Simpson Bay, Sint Maarten 78866
    5 of 5 bubbles Reviewed 13 October 2016
    My family of 8, two daughters & a son and there spouses, and my husband and I stayed here for 10 days starting on Boxing Day. We cannot say enough about this beautiful property...
    5 of 5 bubbles Reviewed 8 January 2014
    Caribbean Blue is the perfect beachfront home. We spend most of our time around the pool. Also, the location of this home is great, close to restaurants, beach bars, and massages...
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    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • 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 2 January 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 / 19
    5 of 5 bubbles (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
    • 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 2 March 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 29 May 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 / 14
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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
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    Simpson Bay, Sint Maarten
    1 / 14
    5 of 5 bubbles (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
    10 Nights Minimum Requirement - Travel From Dec 15 - Jan 4, 2017...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... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 bubbles Reviewed 18 April 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 / 21
    5 of 5 bubbles (16) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Grill
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    • Shared Outdoor Pool...
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    • 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 10 January 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 17 September 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 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • 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 / 31
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Patio
    • Shared Outdoor Pool...
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Royal Palm 101 is a ground floor 3 bedroom, 3 bath St. Maarten vacation rental that opens up to the beach and the pool area... Great for kids! Royal Palm Beach Club in Simpson Bay, Dutch St. Maarten is situated on the ocean a few steps away from a beautiful stretch of sandy beach. Enjoy spectacular... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 bubbles Reviewed 13 May 2016
    The condo was perfect for our family of 5. The view was to die for! Corner unit, watching the yachts come & go all day long! The best spot in the complex. Also enjoyed the...
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    1 / 29
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Waterfront
    • Grill
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    7 Nights Minimum Requirement - Travel From Dec 15 - 29, 2016...Atlantis at Coco Beach Club is a great location for your vacation! Located right on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. Atlantis at Coco Beach Club is a one bedroom St. Maarten rental condo,... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Shared Garden
    • 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 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
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    • 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
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    1 / 17
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    • Ocean Views
    • Satellite TV
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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 PELICAN KEY
    5 of 5 bubbles Reviewed 13 March 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 7 February 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...
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    1 / 13
    4.5 of 5 bubbles (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
    • Smoking allowed
    • x
    About this property
    7 Nights Minimum Requirement - Travel From Dec 15 - 29, 2016..."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... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    4 of 5 bubbles Reviewed 16 November 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 bubbles Reviewed 15 July 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 / 17
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • 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
    4 of 5 bubbles Reviewed 7 January 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 / 31
    5 of 5 bubbles (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
    • Smoking allowed
    • x
    About this property
    7 Nights Minimum Requirement - Travel From Dec 15 - 29, 2016...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 deck at Caribbean Blue is the... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 61
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Balcony
    • Grill
    • Air Conditioning
    • Shared Garden
    • 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 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Washer
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    • Private Outdoor...
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    “The Reef “ is a beautiful 5 bedroom contemporary villa, superbly positioned on the Simpson Bay Lagoon on the Dutch side of the island of St. Martin/St. Maarten. The villa has its own private boat dock, an amazing lounging terrace with very private exterior living areas and a beautiful waterfront,... View all property information
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    Simpson Bay, Sint Maarten
    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
    • 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 / 18
    5 of 5 bubbles (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
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • 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 bubbles Reviewed 30 November 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 bubbles Reviewed 12 November 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 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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
    1 / 23
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Hot Tub
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    • DVD Player
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    7 Nights Minimum Requirement - Travel From Dec 15 - Jan 4, 2017...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... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    5 of 5 bubbles Reviewed 4 February 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 / 25
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Ocean Views
    • Wi-Fi
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa Laluna is a beautiful two level property located in the quiet area called Beacon Hill. The villa is composed of 4+1 bedrooms and 5 bathrooms. This spectacular beach front property offer great morning views with the parade of cruise ships, yachts and sail boats and at night great colorful... View all property information
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    Simpson Bay, Sint Maarten XXXX
    1 / 23
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Outdoor Dining Area
    • Washer
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Comfortable and stylish with a beautiful view overlooking the pool area and marina of Porto Cupecoy, the apartment is air-conditioned throughout and has a spacious living room with elegant furniture and dining area with seating for 6. There is satellite TV, internet and a European-style kitchen... View all property information
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    Simpson Bay, Sint Maarten
    1 / 30
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Private Outdoor...
    • Washer
    • Waterfront
    • Satellite TV
    • DVD Player
    • Outdoor Dining Area
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Built on a cliff, directly above the tropical blue sea. The luxury rental 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... View all property information
    Location Information
    Simpson Bay, Sint Maarten 78866
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Parking
    • Grill
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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.Tastefully decorated in Mediterranean style, the villa boasts 3 air-conditioned bedrooms each with a private bathroom, a beautifully furnished... View all property information
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    Simpson Bay, Sint Maarten
    1 / 40
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Welcome to Diamond Hill Estate and Villa Diamond Chateau...This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay harbor with easy access to... View all property information
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    Simpson Bay, Sint Maarten
    1 / 33
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Hot Tub
    • 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.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,... 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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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool...
    • DVD Player
    • Satellite TV
    • Washer
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Simpson Bay, Sint Maarten
    1 / 33
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 4 February 2016
    We were a group of 4 people, staying in the house for one week and we didn't have any issues with it. The house had everything we needed. It is located on the perfect place, with...
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    1 / 28
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Private Outdoor...
    • Satellite TV
    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
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    Simpson Bay, Sint Maarten
    1 / 16
    4.5 of 5 bubbles (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    We offer privacy in this safe, romantic, Coral Shore setting at the outside edge of Pelican Key, where you are so close to beaches, shopping, restaurants, casinos and water sports activities. Swim, fish, and snorkel right in front of your own villa. Large pool with lounging areas, too. We... View all property information
    Location Information
    Simpson Bay, Sint Maarten 00000
    5 of 5 bubbles Reviewed 15 August 2016
    We had a very good time in the villa. It is a perfect and quiet location with nice garden and swimming pool. The pool area was very nice renovated before our arrival (july 24th...
    5 of 5 bubbles Reviewed 22 June 2012
    We were very pleased with our stay at Tres Belle Villa. We stayed for 5 nights, but wish we had stayed longer. This was a perfect location, we were able to drive to multiple...
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    1 / 23
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Outdoor Dining Area
    • Private Outdoor...
    • Grill
    • Washer
    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 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
    • Outdoor Dining Area
    • Grill
    • Private Outdoor...
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located over the hill on the sea at Pelican Key, Daffodil is a luxurious,5 bedrooms, 5 bath villa, whose unique glistening cerulean blue tile roof promises a memorable vacation experience. It’s Dutch flavor is showcased by colorful furnishings from international designers, and represents the... View all property information
    Location Information
    Simpson Bay, Sint Maarten 78866
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Housekeeping...
    • Private Outdoor...
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Washer
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nested on the beautiful Burgeaux Bay beach. Villa Sunset is a wonderful, spacious 5 bedroom 5 bathroom home located in the beacon hill area. This beach front property comes with great amenities such as kayaks and paddle boards that will allow its guest to fully enjoy the ocean fun. The bedrooms... View all property information
    Location Information
    Simpson Bay, Sint Maarten XXXX
    1 / 46
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • 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.Villa Provence enjoys a majestic view from its elevated location up on the Pelican Key and offers breathtaking sunsets every evening. Imagine watching the sun set with a delicious local cocktail in hand... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Sauna
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Washer
    • Grill
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    The superbly appointed ‘La Perla Palais” with its three master suites is the principal property in the estate and features exquisitely designed Lulu by YSL interiors. On either side are the one bedroom villas of La Perla Bianca and La Perla Classic each completely independent with their own private... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 39
    4 of 5 bubbles (1) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Outdoor Dining Area
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Provence is a beautiful 6 bedroom, 4.5 bathroom villa with gorgeous views located in Pelican Key. This villa features a well-equipped kitchen, dining area, air-conditioned bedrooms - 5 bedrooms have king size beds and the 6th has 2 twin beds, 3 ensuite bathrooms, 1.5 shared bathrooms, a pool and... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    4 of 5 bubbles Reviewed 28 July 2015
    The excellent location in terms the security of Pelican Key, the views of this unit and its large size to accommodate large groups as ours made this a good choice. Even though...
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    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
    • Smoking allowed
    • x
    About this property
    7th Night Free! Apr 15 - Dec 14, 2016Restrictions Apply!7 Nights Minimum Requirement - Travel From Dec 15 - Jan 4, 2017...St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers outstanding views of the Caribbean Sea and glorious sunsets. This St. Maarten vacation villa for... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • 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
    7 Nights Minimum Requirement - Travel From Dec 15 - Jan 4, 2017...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 wonderful views of the... View all property information
    Location Information
    Simpson Bay, Sint Maarten
    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Grill
    • Outdoor Dining Area
    • Waterfront
    • Private Outdoor...
    • DVD Player
    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 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • 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
    7 Nights Minimum Requirement - Travel From Dec 15 - Jan 4, 2017...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... View all property information
    Location Information
    Simpson Bay, Sint Maarten