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Holiday Rentals with Pools in Philipsburg

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    Travellers to Philipsburg are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    72 Matching Rentals in PhilipsburgView all 148 rentals
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    Beautiful beachfront at The Villas On Great Bay1 / 44
    (18)Excellent
    Popular47 views in the past week
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Suite Westin Beach Resort & Spa1 / 9
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautiful St.Maarten Villa by the Beach1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Beautiful quiet place. Away from the crowd. With a stunning view on the ocean. Guana bay is on your doorstep. Unfortunately it is not a good beach for swimming. The house itself...
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    About this property
    A beautiful Caribbean villa located in a tranquil community of Geo Villas in Guana Bay on the Dutch side of St. Maarten. Meters from the Caribbean sea with a beautiful, quiet beach and a view on the island of St. Barth. Only 10 minutes drive from Philipsburg, the capital city of St. Maarten and 25...
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    Philipsburg, Sint Maarten 12345
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous beachfront villa1 / 23
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Ocean Views
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 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 XX
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full Kitchen The Flamingo Beach Resort is located on the pearly white sand beach of Simpson Bay, on the island’s friendly Dutch side. The resort features a beautiful, negative-edge pool that seems to go on to infinity. There is a restaurant and snack bar on site, as well as barbeque areas. The...
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    Philipsburg, Sint Maarten
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Beautiful 3 Bedroom Ocean view Condo1 / 10
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Balcony
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2015
    I was very nervous booking a property where we had not visited previously. We were very happily surprised. The host was excellent followed-up immediately to any questions and...
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    About this property
    Dawn Beach Club stretches along the shore of Dawn Beach on the island’s Dutch side. Enjoy accommodations with a large private balcony overlooking the ocean, fully equipped kitchen, three bedrooms, and spacious living areas. The adjacent Westin Dawn Beach Resort and Spa has casino gaming, concierge...
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    Philipsburg, Sint Maarten 46226
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • 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 97150
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Prime Oceanfront Villa Corinne + Private Pool + Hotel Facilities1 / 15
    (24)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Ocean Views
    • Children's Pool
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2017
    I can't say enough good things about this property. They have thought of every detail. We were there on a family vacation and we found the condo to be spacious and very well...
    Reviewed 14 August 2016
    Wow, just wow! Check in went very smooth, rooms are spacious, everything is included in this villa. From kitchenware to extension cords to iPod docking station and barbecue...
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    About this property
    Beautifully appointed luxurious villa with Dawn Beach at your doorstep. If you love the ocean and spectacular views, but fine living and comfort are all-important to you, Villa Corinne has it all!! Gorgeous home offers full Concierge Service but is Private, Pristine and Perfect for a memorable...
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    Philipsburg, Sint Maarten N A
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Sint Maarten Utopian Retreat1 / 21
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 November 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 29 April 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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    Location Information
    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sugar Bird Townhouse Apartment with Ocean View1 / 48
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Mountain Views
    • Wi-Fi
    • Ocean Views
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2017
    There is nothing like sleeping to the sound of the ocean and waking in the morning to beautiful sunrises!! When you arrive Heather has the refrigerator stocked with goodies and...
    Reviewed 2 February 2017
    Just got home from staying in this roomy apartment for 18 days. Every thing we needed was provided and Heather was great. Great neighbors and friendly neighborhood pups. The...
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    About this property
    Sugar Bird town house is your tropical home away from home nestled in a quiet corner of Pointe Blanche Bay. Perfectly suited for those interested in a longer stay, this extremely large, bright and airy one bedroom town home is well appointed with every detail right down to beach towels and birthday...
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    Philipsburg, Sint Maarten 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    WESTIN DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO1 / 18
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The 3 bdm condo at the Westin Dawn Beach is spacious with a well-equipped kitchen. All 3 bdms have king size beds with comfortable Westin bedding. The beds are changed midweek...
    Reviewed 3 March 2017
    Honestly, the condo here is beautiful. The grounds are beautiful as well. Our view, the interior and surrounding area is gorgeous. The location is wonderful as well. It is...
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    About this property
    NO AVAILABILITY FOR 2016. AVAILABLE 2017 Newly Completed 3 LARGE bedroom Condo is within the Dawn Beach Club on Dawn Beach in St. Maarten, Dutch side (for week 7 February break, all other weeks aren't guaranteed any particular building or floor, depends on availability). February break (week 7)...
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    Philipsburg, Sint Maarten NA
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    EXQUISITE PRIVATE WATERFRONT HOME WITH GREAT VIEWS + HOTEL FACILITIES & SERVICES1 / 19
    (22)Excellent
    Popular19 views in the past week
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2017
    It was a fantastic place to stay for the 5 days I was in St. Maarten. Lovely view with very comfortable accommodations. The beach on one side and the harbor on the other made...
    Reviewed 4 June 2017
    The location was in a small but bustling beachfront community with everything you need close by. There was delicious restaurants and bars, a market for stocking your fridge, a...
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    About this property
    HARBOR LIGHTS FROM BEAUTIFUL DUPLEX HOME WITH POOL. PRIVATE WITH 5-STAR LUXURY AMENITIES. ACROSS THE STREET FROM DAWN BEACH, RESTAURANTS AND MARINA AT YOUR DOORSTEP. PLUS ACCESS TO ALL FACILITIES AT OYSTER BAY HOTEl NEXT DOOR W/20 % DISCOUNT ON ALL FACILITIES, SERVICES & FOOD. Spacious 2...
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    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    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...
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    Philipsburg, Sint Maarten 97064
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxurious,modern beachview Villa1 / 37
    (1)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Indoor Pool
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2016
    Bottom line: This is a beautiful,well-appointed, private villa with striking views of the bay. The owner has meticulously designed and built this home and you can tell a lot of...
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    About this property
    Villa Crystal is a modern villa located on Sint Maarten, in the Caribbean Islands. From the out side terrace of the villa an incredible view of St. Barth Island can be seen. Every room of the villa enters onto the terrace and faces the breath taking view. The morning sunrise brings with it...
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    Philipsburg, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Satellite TV
    • 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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tropical Bliss. Right on the ocean. Caribbean. This resort has a gated entrance so only resort guests will be walking around and enjoying the infinity pool that looks out into the clear blue ocean. Dawn Beach is directly adjacent to the resort, so you have beach access, but not the headache of...
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    Philipsburg, Sint Maarten NONE
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One full week duration rental of a Luxury suite of 1650 sqmt with 3 BR 2 BA. Confort occupancy 6 persons Maximum 8 pers. Main parental BR with ensuite BA & dressing. Additional sofa bed in living. All equiped american kitchen. Dining room. 4 Sat TV. WiFi access. Washing/drying machine. Huge...
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    Philipsburg, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    HGTV Beach house  -  Private Pool1 / 33
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 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...
    Reviewed 4 August 2015
    My family just returned from a 10 night stay at Villa Incognito, the Villa was exactly as amazing as it looks online. Incredibly well appointed, the deck furniture, and pool...
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    About this property
    Magnificent Beach Villa as Featured on HGTV International Island Getaways.<BR><BR>Modern, newly renovated with your own private turquoise pool - located directly on the beach.<BR><BR>Sleeps 6 people (4 adults and 4 kids).<BR><BR>Discover the natural alchemy between Dutch culture and French...
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    Philipsburg, Sint Maarten 001
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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<BR>The Westin Well -Being Movevement introduce a global initiative dedicate inspired guest to<BR>discovery new approaches to Be Well Being at the Westin and beyond , giving guest<BR> fantastic a vacation who...
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    Location Information
    Philipsburg, Sint Maarten ST MAARTEN
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Satellite TV
    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 00
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful 5-bedroom, 5-bath villa overlooks beautiful Dawn Beach on the island of St. Maarten. The villa is a short walk to the beach and is located in the gated community of Dawn Beach Estates. Dawn Beach Estates is a ten minute drive from Phillipsburg, the capital of Dutch St. Maarten and...
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    Location Information
    Philipsburg, Sint Maarten 55555
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • 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 00000
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bdrm Condo with Superlative Views of St. Barts1 / 11
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2016
    The apartment is beautiful and conveniently located. There is a small grocery store and restaurants nearby in Oyster Bay. The views from the apartment are gorgeous, except...
    Reviewed 28 August 2014
    My friends and i rented this one bedroom condo for the week-end and we had a blast, the staff were immediately friendly and helpful, the condo itself was really cool, we had a...
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    About this property
    "Superlative views of St. Barts" is how one renter described the view from Princess Heights unit 402. From the time you walk in through the mahogany front door, you'll know why this luxury boutique hotel with its granite counter tops, recessed lighting and marble floors, is consistently rated by...
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    Location Information
    Philipsburg, Sint Maarten NETHERLANDS ANT
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Sea La Vie: 4 bedr with views of the ocean and St Barths | Island Properties1 / 25
    (1)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2016
    My wife and I along with our 6yr old stayed at Sea La Vie villa for a week. We rented the home thru St. Martin Reservation Center and my contact was Ted. The home is as...
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    About this property
    Villa Sea La Vie is a wonderful, new 4 bedroom/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...
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    Location Information
    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • 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.<BR><BR>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...
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    Philipsburg, Sint Maarten 1111111
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.En’Sea boasts breathtaking views of Great Bay Harbor, Philipsburg, St. Barths, St. Kitts, Nevis and Saba. It is nestled into the hillside of...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Atlantica Beach Resort Condo - Unit 15 B *Dawn Beach*1 / 19
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2016
    My family and I stayed here in Unit 15 B and we cannot stop talking about how amazing our stay was. The condo is super modern, clean, comfortable, safe, and spacious. It offers...
    Reviewed 5 February 2015
    Our experience with this condo was excellent, beginning with the service provided by their management company. They were terrific and provided a top-notch level of service from...
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    About this property
    Welcome to the Atlantica Beach Club. Our Condo, Unit 15 B, is the perfect place to experience the amazing Dawn Beach area and the beautiful island of St. Maarten. The fantastic panoramic views will take your breath away, along with the tropical island breezes. This exquisitely furnished and...
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    Philipsburg, Sint Maarten SXM
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    BELL'MARE...endless visions of blue await you at this affordable oceanfront1 / 7
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2016
    The view from this villa is stunning. We were met at the car rental location by Alice. She was such a saint. We told her we wanted to run to a grocery on the way and she...
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    Caribbean Summer Promotion!Booking window Aug 1 till Aug 31 2017Travel Window Aug 1 till Dec 14 2017 (Thanksgiving week excluded)5-6 nights stay additional 10% discount on the best available rate7 nights stay additional 15% discount on the best available rate7th Night Free! Apr 15 - Dec 15, 2017 &...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Hot Tub
    • DVD Player
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! - Apr 15 - Dec 15, 2017Restrictions Apply! 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...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    SEA STAR... amazing views, refreshingly tranquill 3 BR villa in Dawn Beach1 / 28
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Apr 15 - Dec 14, 2017Restrictions Apply!Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.This property may accept holiday stays of less than 14 nights. Sea Star is a lovely, 3 Bedroom, 3 Bathroom villa located in the gated community of Dawn...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Travel Apr 15 - Dec 15, 2017You’ll find everything you expect from a relaxed Caribbean vacation in Villa Summer Time. Step into a vacation rental that’s located in the upscale, secluded and gated villa estate of Tamarind Hill. Here you’ll find peace, beauty, luxury — and your ideal...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Caribbean Summer Promotion!Booking window Aug 1 till Aug 31 2017Travel Window Aug 1 till Dec 14 2017 (Thanksgiving week excluded)5-6 nights stay additional 10% discount on the best available rate7 nights stay additional 15% discount on the best available rateValid on all NEW BOOKINGS ONLY - Every...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the privacy and tranquility that sets Cupecoy Beach Club apart from the hustle and bustle of other St. Maarten resorts. Situated on top of the beautiful Cupecoy cliffs, these condos offer spectacular views of Saba and the turquoise Caribbean Sea. Ocean breezes along with the sights and sounds...
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    Philipsburg, Sint Maarten SXM
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    CORAL BEACH CLUB... 2 & 3 BR beach view villas just steps from beautiful1 / 25
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2012
    The Villa was decorated beautifully and had every high-end appliance you could ever use.A private pool, quiet surroundings, a lovely small beach (Dawn Beach). Walk to 3...
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    2017 Promotional DiscountsTravel Apr 17 – Dec 16... 3 or 4 nights... 20% offTravel Apr 17 – Dec 16... 5 + nights... 20% offTravel Sept 1 – Oct 31... 5 + nights... 30% off Travel Nov 1 – Dec 16... 5 or 6 nights... 20% offTravel Nov 1 – Dec 16... 7 + nights... 25% off Welcome to Paradise! Coral Beach...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! - Apr 15 - Dec 15, 2017Restrictions Apply! Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.This property may accept holiday stays of less than 14 nights.Villa Star is a wonderful 3 bedroom/3.5 bathroom villa located in the gated community...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Housekeeping Included
    • Children's Pool
    • Wi-Fi
    • 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.<BR>Only saturday to saturday for 1 or 2 weeks.<BR><BR>Apartment of 180 m2, 3 bedrooms (2 with king size bed), sofa bed in the lounge, Wi-Fi<BR><BR>2 bathrooms, fully equipped kitchen, satellite TV in all rooms, washing...
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    Location Information
    Philipsburg, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    En'Sea at Little Bay Hill, Saint Maarten - Ocean View, Sunset Views, Pool1 / 24
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2017
    The pictures do not do Villa En'Sea justice. The views from the open air living area are breath taking. The house is a good size for small or larger groups with plenty of...
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    Nestled into the hillside of Little Bay in Philipsburg, Villa En’Sea boasts breathtaking views of Great Bay Harbor, Philipsburg, St. Barths, St. Kitts, Nevis and Saba. What was once a family home and a Governor’s Residence, Villa En’Sea has recently been transformed into a fabulous 5 bedroom,5...
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    Location Information
    Philipsburg, Sint Maarten 78866
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Satellite TV
    • Balcony
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    15% Discount! Apr 15 - Dec 15, 2017 For 5 - 6 nights... 25% Discount! Apr 15 - Dec 15, 2017 For 7 nights or more... Escape to your home in Paradise…The Lighthouse is ideal for those looking for luxury, privacy and relaxation and at the same time have access to all the amenities that a resort has to...
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    Location Information
    Philipsburg, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Atlantica Beach Club Condo - Unit 4, is one of the newer St Maarten Condos on the island and is located in a secured subdivision. This is a premier location, just a few minutes from a great assortment of fine restaurants and beachfront attractions. This beautiful Condo is waiting for you to enjoy!...
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    Location Information
    Philipsburg, Sint Maarten SXM
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Waves is a beautiful 2 bedroom condo set directly at the ocean's edge in a private, secure residential neighborhood known as Guana Bay. This condo has genuine cararra marble floors and bathroom walls.The all glass oceanfront window wall makes the experience of this condo like no others in...
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    Location Information
    Philipsburg, Sint Maarten 000000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocean... A wonderful, 4 bedroom/4.5 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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! Apr 15 - Dec 15, 2017Restrictions Apply!Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.This property may accept holiday stays of less than 14 nights.Caribella is located on the Dutch side of the island, close to the French border....
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    Philipsburg, Sint Maarten
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Dawn Beach Luxury Two Bedroom Suite1 / 32
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Balcony
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2016
    The accommodation was good. It has a fantastic view for a relaxing morning coffee or evening hangout. I will definitely return.
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    Among the most spacious Deluxe Two Bedroom Suite you can find in St. Maarten. This Suite has everything you can ask for. It is Ideal for families with children and groups who want to have a pleasant, joyful stay while keeping privacy if expected. This Deluxe Two Bedroom Suite provide all the...
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    Location Information
    Philipsburg, Sint Maarten 0000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Satellite TV
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our family stayed in this awesome home for a week and absolutely loved it. The owner Sonal is great and truly cares about the vacationers having the best vacation ever.I would...
    Reviewed 18 May 2017
    The property was just like the pictures represent. I invited 9 of my friends for a trip to celebrate a big birthday! I was a little worried about what to expect because it just...
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    About this property
    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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    Location Information
    Philipsburg, Sint Maarten 99999
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 20
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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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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2017
    My wife and I usually take our 3 daughters to an all inclusive resort for our once a year family vacation. This year we decided to try something different, rent a Villa and...
    Reviewed 9 January 2016
    We stayed at the Villa for 2 weeks in October and we had a great time.We arrived during a hot day, after a long trip (we are from Italy), we have been welcomed nicely: the Villa...
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    Valid on all NEW BOOKINGS ONLY 15% Discount on bookings of 3 - 6 nights - Summer/Fall Season 2017 25% Discount on bookings of 7 nights or more - Summer/Fall Season 2017 El Sueño means "The Dream" in Spanish which is what this villa is all about! This beautiful three bedroom, three bathroom villa is...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7th Night Free! - Apr 15 - Dec 15, 2017Saturday to Saturday Bookings Only!Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.Valhalla boasts one of the most expansive ocean views on the island with 270 degree views from Oyster Pond through St. Barths and...
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    Location Information
    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Philipsburg, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rates may vary depending on # of bedrooms rented. Please see rate table or call for details.On the cliffs of Dawn Beach Estates, Sea Watch views St. Barths and the clear, remarkable turquoise Atlantic Ocean. The views of the sea and sounds of its surf are unsurpassed here. Luxuriate in the peace...
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    Location Information
    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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    Amenities & Details
    • Satellite TV
    • Washer
    • Air Conditioning
    • Terrace
    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Andrea is a French style home located in an exclusive gated community on St. Maarten. You will enjoy ever present trade winds and view of 5 other islands. Each bedroom has its own bath and AC surrounding the unique pool. Dining and living room are open to the pool. Stars and stars at nite!
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    Location Information
    Philipsburg, Sint Maarten 50809
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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