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Holiday Homes and Apartments Simpson Bay, St Maarten-St Martin

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    125 Holiday Rentals in Simpson Bay
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    4.5 of 5 stars (9) Very good
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    This lovely 6 bedroom villa is located on the 2+ mile crystal clear and sandy beach of Simpson Bay. Just a few minutes from restaurants, bars, grocery store, and the vibrant nightlife of St. Maarten. It is safely located in a gated private property. Kings Villa is a 3,500 square meter plus private... View all property information
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    Simpson Bay, Sint Maarten NON EXISTENT
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    7th Night Free! Apr 15 - Dec 15, 2015Restrictions Apply!This property may accept holiday stays of less than 14 nights.Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.La-Di-Da is a gorgeous 6 bedroom, 6 bath St. Maarten vacation villa that sits high atop a... View all property information
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    Simpson Bay, Sint Maarten
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    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Smart is nestled beachfront at Pelican Key and offers a totally tropical, affordable family St. Maarten vacation rental with direct beach access and glorious ocean views. The terrace, full of lush... View all property information
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    Simpson Bay, Sint Maarten
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Pelican Dream Imagine in your dreams, a villa that offers 3 bedrooms, 3 baths, private POOL, beautiful views of the OCEAN, picturesque SUNSETS, enclosed yard with detailed landscaping and is ECONOMICAL to rent. Pelican Dream is your dream come true!!! Beautiful view, private villa with 3... View all property information
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    Simpson Bay, Sint Maarten 00000
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    About this property
    SUMMER SPECIAL UNTIL NOV 15 - STAY FOR 7 PAY FOR 6! Directly on Simpson Bay Beach, this ground floor condo has everything you need for a perfect vacation. Two bedrooms, two baths, community pool and ON THE BEACH!!! Summer Rent: $1800/week • Winter Rent: $2600/week • Christmas Rent: $3600/week... View all property information
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    Simpson Bay, Sint Maarten 0000
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    Coco Beach #12-Special Offer 7th night free Low Season 2 miles of beautiful sandy beach situated along the sparkling Caribbean sea known as the Simpson Bay beach provides the perfect setting for one of Caribbean most popular vacation destinations Whether you are seeking a Peaceful Haven or... View all property information
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    Simpson Bay, Sint Maarten 00000
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    On the BEACH! One bedroom, 2 baths, complete kitchen, 10 x 20 private balcony! All air conditioned. Pool table and lots more! • Waterfront • Summer Rent: $1600/week • Winter Rent: $2600/week Mermaid's Cove Mermaid's Cove is directly on the 2 mile beach of Simspon Bay Beach in the La Siesta... View all property information
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    Simpson Bay, Sint Maarten 00000
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    Bayview Unit #3 is a perfect location, views from the terrace are expansive taking in the wonderful views of the of the Caribbean Sea. As you enter the property, the first thing you will see is the amazing view of Simpson Bay, St. Maarten's 2 mile long beach. There is a private pathway to the beach... View all property information
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    Simpson Bay, Sint Maarten
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    SPECIAL LOW SEASON 1 BEDROOM RATE! $1450 for 7 nights. The beautiful condo is located directly on Simpson Bay Beach. Ground floor unit, great kitchen. Walk off your patio and onto the BEACH! • Pool • Waterfront • Summer Rent: $1800/week • Winter Rent: $2600/week • Christmas Rent: $3600/week... View all property information
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    Simpson Bay, Sint Maarten 00000
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    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Villa Riviera is a St. Maarten vacation villa rental, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room.Each room opens to the patio which runs the... View all property information
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    Simpson Bay, Sint Maarten
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    About this property
    7th Night Free! Apr 15 - Dec 15, 2015Restrictions 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 p/person, p/week (Winter/Spring).This property may accept holiday stays of... View all property information
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    Simpson Bay, Sint Maarten
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Barefoot is a beautifully decorated 2 bedroom, 2.5 bathroom beachfront condo located directly on Simpson Bay Beach. It is located at Palm Beach Condos, an intimate and well designed gated community of only twenty-four units, all facing the common pool area and the beach beyond. The layout was... View all property information
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    Simpson Bay, Sint Maarten
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    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Sapphire villa, the perfect St. Maarten vacation rental, is a charming Caribbean styled house nestled in lush tropical gardens. Sitting high on a hillside in the exclusive Pelican Key area. The villa offers... View all property information
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    Simpson Bay, Sint Maarten
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    7th Night Free from April 15 to December 14th. Spectacular 2 Bedroom Condo directly on Simpson Bay Beach • Summer Rent: $2800/week • Winter Rent: $3680/week • Christmas Rent: $5000/week HEAVEN is where you think you are when you enter this upscale 2 bedroom, 2 ½ bath luxury condo. Heaven is... View all property information
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    Simpson Bay, Sint Maarten 00000
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Luxury newly built condo is a great family retreat with stunning views of a lifetime of the Simpson Bay Lagoon with its Mega Yachts. It has a spacious and comfortable area on the large terrace; relax on the comfortable sofa while viewing the beautiful sunset and enjoy the panoramic views. With... View all property information
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    Simpson Bay, Sint Maarten
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    About this property
    Simpson Bay is bordered by a beautiful 2-mile long, lightly-populated curved beach; Las Arenas is a very high-end 12-unit condominium complex right in the middle of Simpson Bay Beach (and one of the finest in St. Maarten); and this third-level unit, “Heaven”, is a premium unit within Las Arenas.... View all property information
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    Simpson Bay, Sint Maarten 000000
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    VILLA LA-DI-DA Contemporary Villa sitting high on Pelican key, with incredible views of Simpson Bay and the Caribbean Sea. Watch the planes land & take off from the privacy of your own deck. See Saba, Anguilla and the lagoon below. Watch the double, sometimes triple rainbows & the beautiful... View all property information
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    Simpson Bay, Sint Maarten 00000
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    $2,568
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    About this property
    7th Night Free! Apr 15 - Dec 14, 2015Restrictions Apply!Barefoot is a beautifully decorated 2 bedroom, 2.5 bathroom beachfront condo located directly on Simpson Bay Beach. It is located at Palm Beach Condos, an intimate and well designed gated community of only twenty-four units, all facing the... View all property information
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    Simpson Bay, Sint Maarten
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    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.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.... View all property information
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    Simpson Bay, Sint Maarten
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    $6,034
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    About this property
    Congratulations! You’ve discovered “Beach Secret” one of St Marten’s best kept! Located on the shore of Burgeoux Bay (noted for finding lots of large Conch shells) and within walking distance to St Maarten’s thriving night life area of Maho, Beach Secret, a newly renovated 4 bedroom, 4.5 bath villa... View all property information
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    Simpson Bay, Sint Maarten
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    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
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    Simpson Bay, Sint Maarten
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    A La Mer is a beautiful, brand new, one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The name means 'at the sea' and that is certainly where you are in this charming apartment. The views from the deck and the pool... View all property information
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    Simpson Bay, Sint Maarten
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Marrakesh was built for pleasure. Located in the Dutch Lowlands, with a fantastic view across the Simpson Bay Lagoon to Terres Basses, this house has everything you need for a relaxing and inspiring vacation. Villa Marrakesh may be rented as a 3, 4 or 5 bedroom house, and has been carefully... View all property information
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    Simpson Bay, Sint Maarten
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Beautiful Villa Provence...from its majestic setting up on the Pelican Key to its breathtaking sunsets every evening with a delicious local cocktail in hand with your private pool on the wraparound veranda., in the sun or in the shade. The home boasts 6 lovely bedrooms each with different decor... View all property information
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    Simpson Bay, Sint Maarten
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    SBBC #8 is a 2 bedroom, 2 bath condo located right on the beach at beautiful Simpson Bay. One of only 12 units in its development, it offers quiet and comfortable surroundings, and the ocean just footsteps away in Dutch St. Maarten. The large deck has a shared pool and Jacuzzi, and a gated path to... View all property information
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    Simpson Bay, Sint Maarten
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    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
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    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Unit number 8 at Simpson Bay Beach Club (SBBC #8) is a very comfortable 2 bedroom, 2 bath condolocated right on the beach at beautiful Simpson Bay. One of only 12 units in it’s development, this 2nd floor... View all property information
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    Simpson Bay, Sint Maarten
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    • x
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    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
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    Simpson Bay, Sint Maarten
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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 highest... View all property information
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    Simpson Bay, Sint Maarten
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Fabulous brand new apartment located at the Blue Residence in Cupecoy. With 2 bedrooms, the apartment occupies 2 floors with an impressive 180 degree view stretching from the ocean and Baie Longue beach over Porto Cupecoy and all the way across Simpson Bay lagoon. The first floor houses a spacious... View all property information
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    Simpson Bay, Sint Maarten
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Dolce Dolce Casa is indeed a sweet, sweet villa. This serene three bedroom, three bathroom vacation home is enclosed by a huge sun deck, stunning stone walls and a private swimming pool. Breathtaking panoramic views of Simpson Bay Lagoon, Mont Rouge and the French Lowlands are beautifully framed by... View all property information
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    Simpson Bay, Sint Maarten
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    $366
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa Casella is a beautiful 3 bedroom and 2.5 bath condo overlooking the Simpson Bay Lagoon. It is conveniently located minutes away from shopping, beaches, casinos and restaurants. Here you get the feeling of a home away from home. This newly built unit, sleeps 6 people, comes fully furnished... View all property information
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    Simpson Bay, Sint Maarten
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Suitable for children
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    • x
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    About this property
    Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St. Martin. Quiet, calm, lined with sea grapes and palms... and no one to interrupt the peace and tranquility. CocoBelle is situated on the southern end of Simpson Bay Beach, within the beachfront... View all property information
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    Simpson Bay, Sint Maarten
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    $270
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    • Waterfront
    • Wi-Fi
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    • Pets allowed
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    • Suitable for children
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    About this property
    At Seaside is an appropriate name for this one bedroom, one and a half bath condominium in the 24 unit Palm Beach complex on one of St Maarten's finest beaches, Simpson Bay. The views from the covered lanai and the pool area are of the beautiful white sand beach, crystal clear Caribbean sea and the... View all property information
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    Simpson Bay, Sint Maarten
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    $642
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is a very special two bedroom, three and a half bathroom penthouse unit known as Aqualina Beach Club Unit 402 located directly on beautiful Simpson Bay Beach! Enjoy one of the best locations where you are virtually surrounded by water views and balmy Caribbean breezes. Unit 402 is the ideal... View all property information
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    Simpson Bay, Sint Maarten
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    $293
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Suitable for children
    • x
    • x
    • x
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    • x
    • ?
    About this property
    Coco Beach Club is a great location for your vacation! Located directly on the beach at Simpson Bay, you will wake every morning to the sound of the ocean. This unit is a second floor beachfront unit. Atlantis at Coco Beach Club is a one bedroom, one bathroom unit nicely decorated, fully... View all property information
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    Simpson Bay, Sint Maarten
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    $10,785
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    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
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    $458
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Villa Sapphire, the perfect vacation home, is a charming Caribbean styled house nestled in lush tropical gardens. Sitting high on a hillside in the exclusive Pelican Key area, the house offers wonderful views of the Caribbean Sea and St. Maarten's spectacular sunsets. Each of the well-appointed... View all property information
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    Simpson Bay, Sint Maarten
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    $588
    / Night
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    • Balcony
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    • Ocean Views
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    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    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... View all property information
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    Simpson Bay, Sint Maarten 33023
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    $1,432
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Suitable for children
    • x
    • x
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    About this property
    Situated along the 2.5 mile long pristine, Simpson Bay Beach, Villa La Plage, is a hidden treasure. Designed as a family-friendly with comfort and family in mind; this villa will provide an unforgettable vacation experience. Featuring 6 bedroom suites, pool, Jacuzzi, security, barbecue, fully... View all property information
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    Simpson Bay, Sint Maarten
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    $1,541
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Bella Vita is where the amenities of a Five-Star Resort meet with the serenity, privacy and personal service that each guest deserves. Named for the 'Beautiful Life' it represents, Villa Bella Vita was once proclaimed as one of the Leading Estates of the World. This newly renovated property... View all property information
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    Simpson Bay, Sint Maarten
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    $458
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Beautiful private holiday villa for rent in Pelican Key, directly on the ocean. Featuring 3 large bedrooms, 2 bathrooms, private parking, private pool, BBQ, wireless internet, hammock. Only minutes from the beach, water sports, restaurants, groceries, casinos and bars. Additional amenities... View all property information
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    Simpson Bay, Sint Maarten
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    $899
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Suitable for children
    • x
    • x
    • ?
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    About this property
    Beautiful Alizes enjoys a stunning view over the water of Simpson Bay lagoon and the Caribbean in the distance. This 5 bedroom villa is located in Terres Basses within a community of only 6 villas featuring a private tennis court. Interior spaces include a spacious comfortable living room with lots... View all property information
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    Simpson Bay, Sint Maarten
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    $3,081
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    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
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    Simpson Bay, Sint Maarten
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    $824
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Welcome to Villa dAcquario located in Point Pirouette, St. Maarten's most exclusive gated community adjacent to the Mullet Bay Golf Course. This waterfront Villa has four large bedrooms with five full bathrooms and can comfortably sleep eight people. An entertainment center and high-speed internet... View all property information
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    Simpson Bay, Sint Maarten
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    $859
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Washer
    • Water Views
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Villa Sol y Mar, a quaint second-­‐level private home, is nestled between a vibrant collection of bars, French style patisseries, favorite eateries, and lapping turquoise waters in Simpson Bay -­‐ the heartbeat of the Dutch side. It is perfect for groups and families that are looking for a cozy and... View all property information
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    Simpson Bay, Sint Maarten
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    $417
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • ?
    About this property
    From the moment you set foot inside the luxurious, gated courtyard of Las Arenas in Sint Maarten, you know that this is a special place. Rendezvous is elevator accessible and features 2 king-size bedrooms with en suite bathrooms and a spacious living area - all with gorgeous views of the Caribbean... View all property information
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    Simpson Bay, Sint Maarten