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Holiday Rentals with Pools in Simpson Bay

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    Travellers to Simpson Bay are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    62 Matching Rentals in Simpson BayView all 92 rentals
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    Blue Pelican Luxury Villas - Featured on HGTV!!!!!1 / 14
    (29)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2BR-Oceanfront-Royal Palm1 / 10
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built on a cliff, directly above the tropical blue sea, Villa Tara offers vacationers a one of a kind experience. The backyard of this home is the majestic Caribbean Sea, and it can be admired from almost every room in this St. Martin villa. Cleverly designed pocket doors, allow you to open up this...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Beachfront gated Condo directly on Simpson Bay1 / 16
    (5)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • Balcony
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 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...
    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...
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    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...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Studio in Pelican Key Paradise1 / 11
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Simpson Bay, Sint Maarten 00014
    Condo/Apartment - 1 Bathroom, Sleeps 2
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Stay 7 Nights & Pay For 5! Apr 14 - Dec 16, 2019 New Bookings Only. Promo cannot be combined... Beau Rivage is a comfortable, relaxing, fully air-conditioned beachfront villa is conveniently located in Beacon Hill within 5 minutes to St Maarten’s bustling Maho, the “nightlife” area of the island,...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Located right on the beach at Simpson Bay, you will wake every morning to the sound of waves out the window. Coco Beach Club #5 is a 2 bedroom, 2 bathroom St Maarten Condo vacation rental that will have you coming back year after tear! Nicely decorated and very comfortable with gorgeous hardwood...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    The property is located in the very in demand location called Beacon Hill. This property has 5 bedrooms and 5 bathrooms. The villas features huge dining and living room area. The property is fully equipped with wifi , BBQ grill for great outdoor moments. It also has cable Tv, washer and dryer and...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    2 BEDR townhouse overlooking OCEAN  ST- MAARTEN1 / 20
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Simpson Bay, Sint Maarten 000000
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    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...
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    Simpson Bay, Sint Maarten 000
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 2
    CARIBBEAN BLUE... 5BR beachfront home in Pelican Key1 / 46
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    7th Night Free! May 1 - Oct 31, 2019Welcome to Caribbean Blue!! If you’re looking for a large affordable beachfront villa for a group of couples or a family reunion, you’ve found it! Located in one of St Maarten’s most popular areas, the charming community of Pelican Key, and just southeast of...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Amazing View Penthouse apartment on Simpson Bay Beach  WE ARE BACK AFTER IRMA1 / 12
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2018
    The location is very convenient for the airport and has wonderful bars and restraunts close at hand. Kim the owner made sure we were comfortable with all the facilities. I hope...
    Reviewed 1 February 2018
    We came here for an extended Winter break. Fantastic beach side location. Easy walking distance (2 minutes) to Simpson bay restaurants and bars. Excellent, quality...
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    About this property
    Spacious Penthouse at La Siesta on the Simpson Bay Beach with truly amazing views. Two Bedrooms with en suite plus a Powder room. Master Bed has Four Poster King Size Bed on Beach side, Second Bed is Queen size both have en suites and each has a safe, with walk in showers, vessel sinks and...
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    Simpson Bay, Sint Maarten 12345
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! May 1 - Oct 31, 2019Sapphire 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 Caribbean Sea and Dutch St....
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Poised along the cliffs at Pelican Key, overlooking the Caribbean Sea, VILLA VELAIRE welcomes you to a refined, oceanfront oasis. VILLA VELAIRE is a private two* bedroom/2.5 bath with private pool. *Rent as a 1 or 2 Bedroom, depending on your needs - if you only need 1 BR, the 2nd BR is closed...
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    Simpson Bay, Sint Maarten 00000
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    WOW WOW WOW, STUNNING INSIDE AND OUT! VILLA LIBRE`1 / 65
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2016
    My wife and I stayed there for 8 nights. From the moment the front door was opened I was in love with the condo, the view, and the amenities. The sounds of the waves throughout...
    Reviewed 13 April 2016
    We stayed in the house for a week and we loved it! Best view of the island, no wonder why we never went out for dinner! The sunsets, the sound of the waves, the private pool...
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    About this property
    BEST VALUE IN ST.MAARTEN! Oceanfront villa with private pool on deck with 240* ocean view. 3 bedrooms with own bathrooms. The entire 2100 sqft has been recently renovated. While the villa is located in a secure gated community of 16 villas, it is extreamly private. Close to beaches, shops,...
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    Simpson Bay, Sint Maarten 000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Please inquire about lower rates offered for less than full occupancy. La Casita is an exceptional 3 bedroom, 3...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Pelican Key 1Bedroom For Rent1 / 9
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    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 futon sleeper sofa and cot downstairs for 2 and a bedroom with a king...
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    Simpson Bay, Sint Maarten 00090
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Terrace
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just Blue is a beautiful penthouse on the Simpson Bay Lagoon. This contemporary & modern penthouse has a beautiful view of the Simpson Bay Lagoon and the Caribbean sea. The many yachts moored in the surrounding marinas offer a glittering view, both by day and night. Located on the 4th floor, with...
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    Simpson Bay, Sint Maarten 0000AA
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Paradise Found at Las Arenas - Beachfront Luxury!1 / 34
    (11)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Ocean Views
    • Housekeeping Included
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    • Mountain Views
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2019
    Nancy and Gordon are truly the best hosts we've encountered. The name of the property, Paradise Found, is no stretch of the imagination. There wasn't a thing we could have...
    Reviewed 5 February 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...
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    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...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    La Belle Mer is located just 5 minutes away from the most popular tourist attraction on the island, Maho, where you can watch the planes arrive and depart just above your head! Restaurants and Shopping is located at 10 minutes driving. And 15 minutes’ drive to Beaches Baie Rouge and Long Bay. The...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    La Belle Mer is located just 5 minutes away from the most popular tourist attraction on the island, Maho, where you can watch the planes arrive and depart just above your head! Restaurants and Shopping is located at 10 minutes driving. And 15 minutes’ drive to Beaches Baie Rouge and Long Bay. The...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Built on 3 levels, the villa’s immaculate interior spaces include a ground floor, well-equipped and welcoming kitchen, a spacious dining area with a long table easily able to seat 10/12 people and an impressive home cinema with seating for 8. The 2nd floor houses 3 large bedroom suites with king...
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    Simpson Bay, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    The Blue Frenchie: Gorgeous 2-story townhouse in Pelican Key, St. Maarten1 / 19
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2017
    Loved being able to meet with Astrid, who was very welcoming and answered all of our questions and gave us great suggestions as to where to go and what to see. But, we mostly...
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    About this property
    Elegant townhouse in highly desired Pelican Key address, conveniently located central to everything in St. Maarten and only a 12 minute drive from SXM airport. Fully remodeled 2-story townhouse in privately gated community with ocean view and within walking distance of the most popular restaurants...
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    Simpson Bay, Sint Maarten PELICAN KEY ST MAARTEN
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront property is like being in your own private Oasis. Breathtaking ocean views from every corner of the condo (Barefoot). Step out onto the beachfront, a few minutes walk on the beach to local restaurants. 5 minutes away from Dutch side Airport 16 minutes walk from entertainment and local...
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    Simpson Bay, Sint Maarten N A
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bisou du Soleil is a lovely, very spacious St. Maarten vacation villa rental, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room. Please inquire about lower rates offered for less than full occupancy.Each room opens to the patio which...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    SOL Y MAR... fabulous beachfront penthouse on Kimsha Beach! Private pool, Walk t1 / 30
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2019
    Location is the best on island. Beautiful, well appointed, close to absolutely everything. Beautiful views, secure, cleaned twice during out stay. Everything was right there. No...
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    About this property
    So you want to be smak dab in the middle of the fun?!? Welcome to Sol Y Mar!! This beautiful, very unique to the island villa, offers a wonderful tropical hideaway right where St Maarten's Kimsha Beach, Pelican Key, and Simpson Bay all come together! The trifecta of fun! Click for Video. Lower...
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    Simpson Bay, Sint Maarten 99999
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Ocean Front with Private Pool1 / 17
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2019
    First of all the good:The photos are exactly what you get. Many times the photos are 10 years old. Doug and his assistant/maid will respond to your every need within minutes of...
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    About this property
    Our Villa is located in Pelican Cove, a private gated community in Pelican Key located in the Simpson Bay area. This private villa is located directly on the water, has two bedrooms and an open living concept. Additionally, it has a large patio with a completely private pool. You can enjoy the...
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    Simpson Bay, Sint Maarten COLE BAY
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Simpson Bay, Sint Maarten 0000AA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, bars, branch style bakeries and the lapping turquoise waters of Simpson Bay – the heartbeat of the Dutch side. As the saying goes, “location, location, location” and Sol Y Mar...
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    Simpson Bay, Sint Maarten 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Patio
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea and Sun are yours at this light and airy townhouse 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 St. Maarten. Leave the hustle and bustle behind as you step into...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    WITENBLAUW... Magical Beach Front Estate on Pelican Key1 / 61
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Waterfront
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    • Cable/satellite TV
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful beachfront 5 bedroom, is located in the quiet area of Beacon Hill overlooking Burgaux Bay. Sunset offers great views in the morning of the grand cruise ships and amazing colors during the sunsets.The villa is within walking distance to Maho wihch is one of the most popular tourist...
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    Simpson Bay, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
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    • Air Conditioning
    • Outdoor Dining Area
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique, romantic, comfortable STUDIO in beautiful residential area completely equipped with linens, AC, TV, cable, Wi-Fi, kitchenette, pool, parking right in front. Quiet location with easy access to restaurants, entertainment, beach, casino. water sports, Airport is within 10 minutes * Note:...
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    Simpson Bay, Sint Maarten 0000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Simpson Bay, Sint Maarten 1744
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    CASA DE BELLA... Great location at a great price!!1 / 29
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 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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    7th Night Free! May 1 - Oct 31, 2019CASA 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 in Simpson Bay and is an easy, short walk to a plethora of...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom, 2.5 Bath On The Water. Luxury At Its Best!!! This contemporary 5 star resort condo is now available for your enjoyment. Located on the ground floor this unit has an amazing spacious deck just steps from the waters' edge. Feel the breeze as you sip your coffee in the morning or enjoy a...
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    Simpson Bay, Sint Maarten 33023
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    COCO BEACH CLUB 6...walk right out onto the beach at Simpson Bay1 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2017
    We've been vacationing in St. Maarten for over 25 years and have had the pleasure of staying in many beautiful villas and hotels. We were back for the 2nd time to Coco Beach...
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    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...
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    Simpson Bay, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit  on  a great beach!1 / 14
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    An outstandingly property with an infinity pool overlooking Simpson Bay beach. The entire complex of 12 units is meticously maintained and has its own water tank and generator...
    Reviewed 20 December 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...
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    7th Night Free! May 01 - Oct 31, 20192BR rate only...Rendezvous, from the moment you set foot inside the luxurious St. Maarten vacation rental, gated courtyard of Las Arenas in Sint Maarten, you know that this is a special place. Elevator accessible and features 2 king-size bedrooms with en suite...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! May 1 - Oct 31, 2019 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 while in your private pool or under the shaded wraparound...
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    Simpson Bay, Sint Maarten 97150
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Construction around property! Located right on the beach in prestigious Pelican Key area on the Dutch side of St. Maarten lays Il Punto Blue. Convenience, spaciousness and panoramic views are the distinct advantages along with outstanding amenities at Il Punto Blu. Please inquire about lower rates...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one bedroom townhouse is in one of the most desired areas on St Maarten. Pelican Key has bars, restaurants, beaches, and a casino, all within a 10 minute walk. The unit sets on the 2nd and 3rd floor of a small condo complex, with a shared swimming poo. The unit has some nice views from the...
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    Simpson Bay, Sint Maarten 000NA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
    Villa Velaire, Oceanfront Villa with Private Pool1 / 32
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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    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...
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    Simpson Bay, Sint Maarten 00000
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
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    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Simpson Bay, Sint Maarten 000AA
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The luxury apartment is located at bacon hill with a gorgeous view to the Caribbean see. In 2 minutes only you’re directly at the beautiful white beach. The Zafiro Bar at the beach serve’s food & drinks directly to your long chair. The apartment has two large bedrooms – with king size beds -...
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    Simpson Bay, Sint Maarten 97100
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beach Heaven1 / 5
    (1)Terrible
    2 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a magnificent penthouse condominium right on golden sand Simpson Bay Beach. This is a two kilometer (1 1/4 mile) stretch of sand and Caribbean sea that is completely secluded - only private residences and small guest houses. As a result, you have an unspoiled, non-commercial beach all to...
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    Simpson Bay, Sint Maarten NONE
    Condo/Apartment - 2 Bedrooms, 6 Bathrooms, Sleeps 4
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious one bedroom apartment with a garden view. Master bedroom has an en-suite bathroom. Open plan kitchen and living area. Ideal for a couples or business trips. You can enjoy amenities like the fitness center, pool, tennis court. You have a choice for dinner from some of the best restaurants...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury spacious apartment has a view of the beautiful pool. Easy access to the pool and a short walk to the plaza where you will find the restaurants and shops. The apartment is air-conditioned throughout and has a spacious living room area. The apartment has live TV, internet, fully equip...
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    Simpson Bay, Sint Maarten 0000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious residence has a large comfortable living area with vaulted wood beamed ceilings and equipped with a big flat screened TV, a dining area with ample seating for 4 and a contemporary kitchen with top- of- the- line Viking appliances. The interior spaces open through double glass sliding...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pleas inquire about lower rates offered or less than full occupancy.Beautifully furnished, clean, spacious, and surprisingly affordable... If you are searching for your “Treasure Vacation”, look no further! Sea Beach Treasure is a lovely beachfront 2 BR, 2 BA Penthouse Condo (4th floor with...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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