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Philipsburg Holiday Homes

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    Travellers to Philipsburg are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 144 Rentals in Philipsburg
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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 0000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    EL SUENO...lovely oceanfront villa with breathtaking views of Great Bay1 / 20
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Private Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
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    NEW BOOKINGS ONLY - Apr 15 Dec 14, 2017 & 2018 15% Discount on bookings of 3 - 6 nights - 25% Discount on bookings of 7 nights or more NEW BOOKINGS ONLY - Jan 6 - Apr 14, 2018 15% Discount on bookings of 3 - 6 nights 20% Discount on bookings of 7 nights or more Please inquire about lower rates...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Villa Crystal is a very chic and modern 3 bedroom, 3 1/2 bath private villa located in Red Pond Estates, close to Dawn Beach on the eastern side of St. Maarten. The villa, built in 2012, is a modern villa offering fantastic views of the Atlantic Ocean and island of St. Barths in the distance....
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    Philipsburg, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Patio
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    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
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    Beachfront home featured on HGTV 5 bedrooms, pool1 / 37
    (8)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
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    • Mountain Views
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    Pet friendly
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    We are pleased that our home is to be featured on HGTV Caribbean life Season 5 March 27th at 9:30 pm. HGTV loved our home so much we are also the sight they chose for the interview section of Season 6 We will try to beat or match any of our competitors provided we are comparing apples to apples!...
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    Philipsburg, Sint Maarten 99999
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 20
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The Villa Triton on St Maarten is an elegant and contemporary style two bedroom villa town home located at the Coral Beach Club on the exclusive Dawn Beach, just moments away from the soft, powdery white sand and gorgeous shimmering blue ocean. Coral Beach Club is a gated community that features...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Introducing Villa Sea Fan at Coral Beach Club! Experience one of the most upscale beach-view luxury villas located on Dawn Beach in Dutch St. Maarten. This exquisite 2 story, fully air-conditioned 2 bedroom, 2.5 bathroom villa is one of 16 luxurious villas located in the gated beachfront community...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Housekeeping Included
    • Terrace
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    Pet friendly
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    Philipsburg, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocean... A wonderful, 5 bedroom/5.5 bathroom villa located in the exclusive gated community of Dawn Beach Estates on St. Maarten. The villa offers extraordinary views of the ocean and the neighboring...
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    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
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    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 1744
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
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    Villa Star is a wonderful 3 bedroom/3.5 bathroom villa located in the gated community of Red Pond Estates on St. Maarten. The villa offers breathtaking views of the ocean and the neighboring island of St. Barths in the distance. The villa’s two-level space, rooms, terrace area and private...
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    Philipsburg, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
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    • Ocean Views
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    At Villa Suzanne you can begin your day on the spacious terrace with panoramic views of the crystal blue ocean and the island of St. Barths. Take a dip in the pool or stroll down to Dawn Beach, one of the Caribbean's most beautiful beaches, or perhaps snorkel on its spectacular coral reefs. In the...
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    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Hot Tub
    • DVD Player
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    7th Night Free! - Apr 15 - Dec 15, 2017Restrictions Apply! Please inquire about lower rates offered for less than full occupancy. Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocean... A wonderful, 5 bedroom/5.5 bathroom villa located in the...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
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    St Martin Villa Rosa's two-level space, rooms, terrace area and private pool join together in a flowing space and are bordered by lush foliage. The main level offers spacious, open concept living and dining areas which are elegantly furnished with hand chosen furnishings by the owners. The dining...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Parking
    • Washer
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    • Terrace
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Two Adjoining Condos - Upgraded premium two second floor adjoining condos. One condo has 1 large Master bedroom with ensuite full bath and large jacuzzi, with full kitchen, 2 balconies overlooking the Caribbean ocean. Two flat-screened t.v. with cable, free internet.and Hide-A-Bed that sleeps two...
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    Philipsburg, Sint Maarten 000000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Wonderful 2 bedroom, 2.5 baths luxurious townhouse located in Coral Beach Club, Dutch St Maarten. Located directly on Oyster Pond and just across the street to the beach, this spacious townhouse offers all that you can want in comfort and location. If you prefer sitting poolside, the common pool is...
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    Philipsburg, Sint Maarten 55555
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Children's Pool
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury studio is ideally located within the Dutch & French border of the island. One can walk straight onto the sands of Dawn Beach. Oyster Bay Beach Resort offers numerous free activities and sightseeing discounts (including a free island tour & 3 hour Orient Bay beach visit on Sundays) for...
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    Philipsburg, Sint Maarten 97150
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Beacon Hill, this apartment is ideal for a travelling tourist, for a students on intern ship, or for an ex pat on a job . Find yourself near the KLM plane take off, and the night life of Simpson-bay bars and restaurant. Not to mention living in a quiet area near large villas and house....
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    Philipsburg, Sint Maarten 1721
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
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    • Grill
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    • Terrace
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Eden Rock, an impressive 6 bedroom, 6 bathroom luxurious villa is located in Red Pond Estates. The spectacular views, the back-drop of Sky, sea and this lovely Villa with white accents is absolutely stunning… The villa offers hard wood floors throughout and has been furnished with contemporary...
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    Philipsburg, Sint Maarten 1744
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Children's Pool
    • Secure Parking
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    • Private Garden
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    Pet friendly
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    Smoking allowed
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    Philipsburg, Sint Maarten NETHERLANDS ANTILLES
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This hilltop villa has one of the best views you will ever experience with picture perfect views of the island of Saba, St Kitts, St Barths on a crystal clear day. The home has 4 bedrooms all with views that are just so relaxing on a perfect holiday and has the warm family vacation Caribbean feel....
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    Philipsburg, Sint Maarten XXXX
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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