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Vacation Rentals near Little Bay Beach

Octavius L. Richardson Road, Philipsburg, St Martin / St Maarten
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    Travelers to Philipsburg are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Philipsburg
    VistaRoyale - Private pool and breathtaking  view1 / 23
    (26)Excellent
    1.4 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Sugar Bird Townhouse with Ocean View & Common Pool1 / 49
    (5)Excellent
    1.6 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Beautiful beachfront at The Villas On Great Bay1 / 44
    (19)Excellent
    0.7 miles from Little Bay Beach
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Sint Maarten Utopian Retreat1 / 21
    (4)Excellent
    2.3 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 17, 2016
    Nestled on a hillside overlooking Guana Bay and the Atlantic Ocean, this beautiful home is designed to capture the ever present tropical breezes. With views of St. Barth in the...
    Reviewed April 29, 2015
    My vacation with friends to St. Martin was one that I will never forget. While we enjoyed the island and the things it had to offer, we enjoyed the vacation home we stayed at...
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    About this property
    Come to this adventurous yet tranquil island paradise divided between France and Holland, a cultural fusion found nowhere else. At this Villa, you will enjoy spectacular views of the Atlantic at Guana Bay, with unparalleled view of French St. Bartholomey (St. Barts's) on the horizon. This nice...
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    Philipsburg, Sint Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gorgeous beachfront villa1 / 29
    (1)Excellent
    0.6 miles from Little Bay Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 16, 2013
    Our family of 4 (one kid is 4 years old, another is 14) had fantastic one week stay at this villa. We've traveled quite a bit all over Caribbean, so, I had very clear idea of...
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    About this property
    Villa #9 on the left edge of 'VILLAS ON GREAT BAY' complex, directly on the beach of Philipsburg, the capital of dutch St.Maarten. Being the side villa it offers more privacy and tranquillity. On the ground floor: terrace on the beach with wooden floor, a lanai to enjoy meals and drinks in front...
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    Philipsburg, Sint Maarten
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    YOU ARE WELCOME!!   Brilliant location on a quiet spot on Saint Martin. WIFI etc1 / 22
    (19)Excellent
    1.6 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
    • Air Conditioning
    • Terrace
    • Ocean Views
    • Balcony
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2016
    Interesting title so let me explain. This place is fantastic! Our hosts Paul and Bregje are unbelievably kind in allowing for us to stay at this little getaway. Everything that...
    Reviewed November 22, 2015
    I can't say enough great things about this rental. The view. The view. The view! Okay, the initial drive up the hill (or if you are from Texas like me- the Mountain) can be a...
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    About this property
    SAINT MARTIN´s DUTCH SIDE WILL WELCOME YOU TO OUR WHITE BEACHES. Saint Martin is again in perfect shape. Shops are full with all luxery items, jewelry, execellent food etc. You will have a superstay with us! View from the deck: uninterrupted towards other islands. Nothing in front of you but...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.9 miles from Little Bay Beach
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sint Maarten Sea Palace: 1-Br with Full Kitchen and 2 Bathrooms, Sleeps 6. Fixed week rental, check in / changeover: Saturdays only. Studio (Sleeps 2) & 2-Bedrooms (Sleeps 8) units are or may be also available - please inquire about rates and availability. Sleeping Accommodations LIVING AREA: 2...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    HGTV Beach house  -  Private Pool Pelican Key1 / 16
    (8)Excellent
    2.1 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 3, 2018
    This is an amazing place to stay Everything is as described or better. The master bedroom suite is light and airy with ceiling fans and mosquito nets on the window, so no need...
    Reviewed March 16, 2016
    We loved St. Maarten and loved our stay at the HGTV Beach House. The house is more beautiful than the pictures! Our grandkids (ages 4 and 2) were in the pool whenever we were...
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    About this property
    Magnificent Beach Villa as Featured on HGTV International Island Getaways. Modern, \with your own private turquoise pool - located directly on the beach. Sleeps 6-8 people (4 adults and 4 kids). Discover the natural alchemy between Dutch culture and French savoir-faire in a Caribbean paradise...
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    Philipsburg, Sint Maarten
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.7 miles from Little Bay Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA#9 on the east edge of 'Villas on Great Bay' complex, directly on the beach of Philipsburg, the capital of dutch St.Maarten. Being the side villa it offers more privacy and tranquilllity. On the ground floor: terrace on the beach with wooden floor, a lanai to enjoy meals and drinks in front...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.4 miles from Little Bay Beach
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alizee is an impressive 7 bedroom, 7 bathroom luxurious villa is located in Guana Bay, within walking distance of Guana Bay Beach. The spectacular views, the back-drop of Sky, sea and the villa is absolutely stunning! The villa has been furnished with contemporary designer furnishings from Europe...
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    Philipsburg, Sint Maarten
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    0.6 miles from Little Bay Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    in the quiet residential neighborhood of Great Bay. Ideally located this villas is within minutes to great beaches, watersports, restaurants, supermarkets, casinos and the shopping capital of the island Philipsburg. Apart from the villas stunning views, you can relax by the pool shipping on a Pina...
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    Philipsburg, Sint Maarten
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.7 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OCEAN'S on Great Bay Beach has the best of both worlds! We are on Front Street and the beach! Ocean's is a 5 story, privately owned, building. Once you are there, 'you belong'. The units are fully loaded and very suitable for people who like to cook. The trade winds blow gently through the unit....
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    Philipsburg, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.5 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Balcony
    • Parking
    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The arrival at the Dawn Beach Club are on Saturday only. Beautiful condo for rent in the Carabbean on the beautiful island of St. Maarten/St Martin , located in Oyster Pond, on the site of the Westin Hotel (Dawn Beach Club) the condo can accommodate up to 8 peoples, 3 bedrooms, 2 with queen size...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.6 miles from Little Bay Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • Ocean Views
    • Housekeeping Included
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 2 bedroom/1 bathroom home situated between lush Tropical gardens, picturesque views of the crystal clear blue Caribbean Sea. White sandy beach only 3 minute walk. Master bedroom with king size bed, guest room with a full size bed and queen sized sleeper sofa in the living room can comfortably...
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    Philipsburg, Sint Maarten
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.5 miles from Little Bay Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With Panoramic views of the turquoise sea, which can be enjoyed from all angles, this villa is located in a quiet residential neighborhood within minutes to great beaches, restaurants, supermarkets and the shopping capital of the Island Philipsburg. The infinity pool creates a haven of peace where...
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    Philipsburg, Sint Maarten
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.4 miles from Little Bay Beach
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Alizee on St Martin is just a short walk from Guana Bay but is a dream destination on its own. Designed on two levels, it has a long list of premium amenities that will provide up to 14 guests with all they need for a Caribbean getaway. With its surrounding scenery, offering charming views of...
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    Philipsburg, Sint Maarten
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    QUIET APPARTMENT with large terrace next to VILLA  AT POINT BLANCHE1 / 15
    (4)Excellent
    1.6 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 2015
    Gracious hosts, lovely grounds, charming lodgings! Would love to go back! Would love to go back and lounge in around the pool our sit on the balcony again, any time!
    Reviewed January 8, 2015
    The unit was spotless and the owners we're a pleasure to be around. Easy access to all restaurants and beaches. Security was never in question. Locals a pleasure to talk and the...
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    About this property
    The appartment is in fine condition, you are most welcome to book! Our white sandy beaches are waiting for you! On the first floor of a seperate building next to the owners villa: STUDIO APPARTMENT FOR TWO Well equipped for a relaxing holiday. Nicely located one mile from capital Philipsburg....
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    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.8 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please click the Rates tab, or scroll down for pricing! Sea Palace is widely known as the Crown Jewel of Sint Maarten because of its million dollar views and visbility along the Caribbean water from afar. Our resort is located on the beach in the Dutch capital of Philipsburg, on Front Street,...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.0 miles from Little Bay Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Philipsburg, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.5 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Housekeeping Included
    • Children's Pool
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rent condo more 6/8 people at the Westin Dawn Beach & Spa Spring St. Marteen. Only saturday to saturday for 1 or 2 weeks. Apartment of 180 m2, 3 bedrooms (2 with king size bed), sofa bed in the lounge, Wi-Fi 2 bathrooms, fully equipped kitchen, satellite TV in all rooms, washing machine and...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.3 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Facing the ocean at Dawn beach in St-Martin, the unit has a fully-equipped kitchen, first-class furnishings, amenities and housekeeping. As part of the Westin five-star resort site, you'll have access to all the resort amenities - pool, beach, bars and restaurants. A perfect place for a family...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.2 miles from Little Bay Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This townhouse is built on the beach to benefit fully from a paradisaical sea.The terrace, full of greenery, is the privileged place of relaxation of the house. Bathe in the sun, enjoy an aperitif, walk down to the beach, shade or sun. It is holiday time. The gilded sun and its reflections...
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    Philipsburg, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Casa Sunshine *Guana Bay*1 / 20
    (9)Excellent
    2.6 miles from Little Bay Beach
    10 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2016
    We had 13 friends at this villa and it was incredible! There was plenty of room for everyone. We stayed 5 days. We upgraded the vehicle but ended up using a driver in a large...
    Reviewed March 14, 2015
    The house was absolutely beautiful, the view was breathtaking. I can't express how relaxing our stay was at Casa Sunshine! The pictures do not really show you the beauty of...
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    About this property
    Villa Casa Sunshine is a spectacular ocean front luxury estate for rent in Guana Bay. Escape from the ordinary on your next trip to St. Maarten! Treat yourself and get away from it all at a true world class property! You will be rewarded by a wonderful relaxing, peaceful vacation experience at Casa...
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    Philipsburg, Sint Maarten
    Rental Home - 10 Bedrooms, 7 Bathrooms, Sleeps 20
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    1.2 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Ocean Views
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Five stars resort with private white sand beach is designed to help you feel your best The Westin Well -Being Movevement introduce a global initiative dedicate inspired guest to discovery new approaches to Be Well Being at the Westin and beyond , giving guest fantastic a vacation who are...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.1 miles from Little Bay Beach
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a Studio 1 bathroom Suite with partial kitchen that sleeps 2. All inclusive is optional and available directly through the resort for $85 per adult per day and $63 per child per day, prices subject to change. Saturday or Sunday check in is required for a minimum and maximum of 7 nights....
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    Philipsburg, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    2.0 miles from Little Bay Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Patio
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ultra modern chic, 3 Bedroom 3 bathroom located right on the - Caribbean sea. Zen de Mer is a private paradise that blends into heaven with St Maartens' rolling green hills, white sand beaches clear blue skies and inviting tropical seas. Welcome to the freshly updated and invigorating Villa Zen de...
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    Philipsburg, Sint Maarten
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.3 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Terrace
    • Ocean Views
    • Balcony
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous 3 bedroom/2 bathroom condo at the Dawn Beach Club, directly connected to the The Westin next door. You will have full use of Westin Dawn Beach Resort restaurants, spa, exercise room, pool, hot tub, and casino. Your condo sleeps 8, which is great for large families or a group of friends....
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.9 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests can arrange to stay in my studio which is equipped for 2 persons. My studio is equipped with: - Security windows and doors - 4 poster French Queen size bed - Kitchen with fridge, microwave, coffee & tea maker, and kitchen utensils - Closet, iron board & iron, hair blow-dryer - Bathroom,...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.9 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When booking a room at our Hostel you usually have two choices: 1) A bed in a dormitory style room sharing with other travellers / backpackers. This is usually our Mixed dorm. 2) A bed in a private room where you (and your potential travel partner) can spend your holiday. Dorm #6 is equipped to...
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    Philipsburg, Sint Maarten
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.3 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    St. Maarten, Carribbean: Time Share Rental-Week #13, Saturday Check in and out, April 1 to Saturday, April 8, 2017. Three bedroom, 2nd floor of 5 floors in the resort, center area of building, sleeps 8, full kitchen and cooking facilities, cleaning service included on Wednesdays, laundry...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Blue Pelican Luxury Villas - Featured on HGTV!!!!!1 / 14
    (29)Excellent
    2.2 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    This Villa is the ideal place for a couple to stay.It has every updated amenity you need on an island vacation. Garo the owner is great and on-site manager Theresa is wonderful...
    Reviewed June 24, 2017
    Lovely 2 story apartment located in a beautifully manicured garden setting. We could see the sea from the balcony on the second floor. It was tastefully appointed with...
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    About this property
    Travelers Choice Award for 2012 - 2017 and Rated Best Vacation rental in St. Maarten for 2017, Blue Pelican Villas is located on the Dutch side of St. Maarten in the exclusive area of Pelican Key. Blue Pelican is a spacious 1 bedroom villa set on an upscale property with a wonderful interior garden...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Carisma on the beach1 / 22
    (20)Excellent
    2.1 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Housekeeping Included
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Wonderful condo on the beach Pelican Bay ~ Paul & Carmen have made Carisma a special place to stay...
    Reviewed July 22, 2018
    Just returned from a six-night stay at Carisma on the Beach and can't say enough about it. It truly made our family vacation unforgettable. As noted in other reviews, Paul is an...
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    About this property
    An instant feeling of genuine coziness and warmth overcomes you upon entering Charisma. Tucked away she is, in a little maze of precious ocean front properties in the peaceful Pelican Key area. Overlooking the spectacular aquatic azure Caribbean Sea, this friendly two bedroom condo, truly will...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2BR-Oceanfront-Royal Palm1 / 10
    (4)Excellent
    2.5 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Ocean Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    This was our first time staying at the Royal Palm. We usually stay over in Maho, but due to a scheduling mix up, we ended up at the Royal Palm. Both my mom and I have been to St...
    Reviewed February 14, 2017
    Friendly staff will help any way they can, from front desk to housekeeping. Clean rooms with full kitchen setup. Free WIFI in rooms although not very dependable.Great view from...
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    About this property
    Royal Palm Beach Resort in Simpson Bay is one of the most liked resorts on the island. All units face the ocean and are 2 bedrooms with a king size bed in each, and a living room with a queen size sleeper sofa. Units have full kitchens, dining room table, seating for 6, and a balcony with a table...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.3 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    _________________________ ABOUT THE UNIT ¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯ This newly renovated vacation rentals can sleep up to 4 guests and features a private balcony with Caribbean views. It also includes a kitchen, perfect for preparing a quick meal between activities. WASHING_MA, CONC, FITNESSRM, BA,...
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    Simpson Bay, Sint Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 BEDR townhouse overlooking OCEAN  ST- MAARTEN1 / 20
    (2)Excellent
    2.0 miles from Little Bay Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2014
    I stayed at this villa with my family over the Christmas break. We had a fantastic time. My kids (10 and 7) enjoyed it very much. The place is very spacious and beatifully...
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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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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    ISLAND DREAMS!1 / 36
    (3)Excellent
    2.3 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 2017
    This villa was even better than advertised. It is spacious and tastefully furnished in the tropical island pastels and style and had everything we needed, even down to paper...
    Reviewed March 4, 2016
    We visited all parts of the island and many beaches. All were very nice. Our favorite place was Pinel Island as we really like to snorkel. I wish we would have planned more...
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    About this property
    'ISLAND DREAMS,' ~~ Coral Shores Villa #2 has a 45 foot deck overlooking the turquoise Caribbean sea with beautiful sunsets, lots of sunshine and soft Caribbean breezes. Nothing in front of you to mar the wrap around view. Swim in the large pool or the sea. Imagine sunshine filled peaceful days...
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    Location Information
    Sint Maarten, St Martin / St Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2.3 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    _________________________ ABOUT THE UNIT ¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯ This newly renovated vacation rentals can sleep up to 4 guests and features a private balcony with Caribbean views. It also includes a kitchen, perfect for preparing a quick meal between activities. WASHING_MA, CONC, FITNESSRM, BA,...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2.3 miles from Little Bay Beach
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Sauna
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ADVISEMENT: Please be advised that the Flamingo Beach Resort is closed from now through November 20, 2017. April 2018: Demolition is in progress and moving along smoothly. Floor tiles are being removed from almost every unit in Building 7, which is the only building currently connected to city...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    2.3 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
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    About this property
    UNIT TYPE: The three bedroom penthouse unit features a King bed, two Queen size beds and a sleeper sofa. This unit can accommodate up to 8 guests. Also included are three bathrooms, a private balcony, washing machine, sitting and dining area, air conditioning and free Wifi. WASHING_MA, CONC,...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.4 miles from Little Bay Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Sauna
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ADVISEMENT: Royal Palm Beach Resort sustained extensive damage when Hurricane Irma made direct landfall on St. Maarten on Sept. 6, 2017 as a powerful Category 5 storm. Professional assessment teams determined the entire interior of the resort will need to be reconstructed. As a result, the resort...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.3 miles from Little Bay Beach
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Sauna
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ADVISEMENT: April 2018: Demolition is in progress and moving along smoothly. Floor tiles are being removed from almost every unit in Building 7, which is the only building currently connected to city power. New metal roofing has been installed on Buildings 3 and 4, and the engineering building...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    PELICAN KEY - CHARMING STUDIO WITH OCEAN VIEW1 / 24
    (4)Very good
    1.9 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • DVD Player
    • Patio
    • Ocean Views
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2017
    Lovely hostess - Eve Marie!!! We were greeted with two cold Heineken and a bottle of wine in the refrigerator. Thank you! Our rental was a studio. My husband and I had a short 5...
    Reviewed August 7, 2017
    My husband and I spent a wonderful 5 days vacation at Francois and Eve Marie's studio apartment in Pelican Key, St Maarten. Thank you Eve for the ice cold Heineken beers and...
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    About this property
    Spacious studio apartment with breathtaking views for rent. Located on the island of St. Maarten in the heart of the Caribbean, this fully equipped studio, located a few minutes from all amenities is your perfect tropical getaway.Enjoy our beautiful island at its best and relax at the end of a full...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Vacation Dream at Indigo Bay Estates1 / 45
    (9)Excellent
    0.6 miles from Little Bay Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Washer
    • Air Conditioning
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 30, 2017
    Beautiful sunset views, fantastic common area for the group, safe and secure! I would highly recommend this property for your stay on the island! Short drive to restaurants...
    Reviewed December 28, 2017
    My friends and I rented this amazing home for a week in December. The owner, Martin, made us feel at home in this beautiful house that he had designed himself! We especially...
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    About this property
    Gorgeous Villa in Paradise nestled in the hillside of the Indigo Bay Estates only a short walk to the beach. The resort offers 24 hour gated security for optimum privacy and safety. The living and open kitchen area opens onto an outside pool area that boasts breathtaking views of the surrounding...
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    Location Information
    Cole Bay, Sint Maarten
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pelican Key 1Bedroom For Rent1 / 9
    (1)Excellent
    2.3 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2.3 miles from Little Bay Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • 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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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bed Luxury Condo1 / 14
    (1)Excellent
    2.0 miles from Little Bay Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Ocean Views
    • Balcony
    • Grill
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 6, 2018
    Beautiful quiet and immaculate. The pool was just outside the door. Nice patio overlooking the ocean. Beautiful Modern kitchen and bath room. Very secure. No worries. Gladly...
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    About this property
    Our beautiful 1 bedroom Condo is set high up on Pelican key. It is Quiet secluded and only 5 minutes walk from the beach. Its very modern, clean and luxurious. A perfect quiet secluded hideaway! All amenities are close by, shops, casino and the beach.... not too far from all the great restaurants...
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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Vita on the beach St Maarten,Caribbean1 / 33
    (3)Excellent
    0.8 miles from Little Bay Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 9, 2017
    We had very high expectations for our trip since we had visited St. Maarten before and we were not disappointed. We had read it was in a new development with some construction...
    Reviewed January 5, 2017
    We brought our family (4 children, 2 adults) to St Maarten and elected to rent a Villa instead of staying at the Royal Palm (we have stayed here many times). We have been to...
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    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...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cool Bay Villa St Maarten1 / 21
    (16)Excellent
    2.1 miles from Little Bay Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 10, 2016
    We rented this adorable villa with our two teenage kids for a Caribbean Christmas Vacation. The beginning of our vacation didn't start off so well. The owners were out of town...
    Reviewed September 17, 2014
    Go!! For tomorrow is later. Near there supermarket, and drugs. The Maho Beach is near in car too. Near there Dominican food, no is so expensive.
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    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...
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    Location Information
    Simpson Bay, Sint Maarten
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Studio in Pelican Key Paradise1 / 11
    (1)Excellent
    2.4 miles from Little Bay Beach
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2014
    We stayed in Jackies Appartement for 10 days. The Appartement is new renovated and has a nice littel Balkony surrounded by palm trees. It has a brand new shower with different...
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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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    Location Information
    Simpson Bay, Sint Maarten
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2.3 miles from Little Bay Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid 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...
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    Location Information
    Cole Bay, Sint Maarten
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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