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Sint Maarten Vacation Rentals

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    Travellers to Sint Maarten are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 Bedroom, Sleeps 4Quick View
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    1 Bedroom, Sleeps 4Quick View
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    About this property
    This 4th floor one bedroom condo has some of the best views in St Maarten. Located on the Dutch side of St Maarten, in the popular Maho Beach area. The unit is located next to the famous Sunset Beach Bar, where you can walk over and watch the planes land or take off. Or just sit on your balcony and...
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    Maho, Sint Maarten 00049
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    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 Review
    4 Bedrooms, Sleeps 8Quick View
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    • Waterfront
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    About this property
    Please check out the property video on YouTube Porto cupecoy unit 6a Apartment 6A at Cupecoy Yacht Club is the finest Mediterranean village type unit in this exclusive 5 star complex and on the island, combining classic sophistication and Caribbean comfort with modern convenience. This spacious,...
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    Cupecoy Bay, Sint Maarten
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    1 Bedroom, Sleeps 4Quick View
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    Located a mile away from the airport, El Zafiro flawlessly blends St Maarten style with fabled glamour. As with every guest in an El Zafiro suite, you are our VIP guest and the turquoise suite will remind you of this every day. With adornments of green and blue, delicate fabric and contemporary...
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    Simpson Bay, Sint Maarten ST MAARTEN
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 8Quick View
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    • Hot Tub
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    Pet friendly
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    About this property
    A lovely 3-Bedroom, 2-Bathroom apartment, easily sleeping 8 guests, 1800sq ft, perfect for families. This is a luxurious residence, steps from the famous Dawn Beach (perfect sunrises) and only 4 miles from the island's capital Philipsburg. You will have spectacular ocean views from your balcony,...
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    Philipsburg, Sint Maarten 123
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Located a few miles from Orient Bay Beach, Villa Seaview offers a large terrace and an outdoor swimming pool. Our accommodation features free Wi-Fi. This property offers TV, air conditioning and a fully equiped kitchen including a microwave, a refrigerator, a freezer and many other equipments....
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    Oyster Pond, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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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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    Studio, Sleeps 2Quick View
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    About this property
    Great island! Awesome beaches. Tax free shopping. Best jewellery deals anywhere. Enjoy the wide array of dining, night clubs and casinos. Ocean club has a very nice pool accompanied by a pool side bar/ restaurant. Ocean and beach are just 100 steps away. This is on the Dutch side beside the golf...
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    Cupecoy Bay, Sint Maarten 00000
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Sint Maarten Sea Palace: 1-Br with Full Kitchen, 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 Pull Out Sofas...
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    Philipsburg, Sint Maarten 77777
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
    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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    Simpson Bay, Sint Maarten NA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    1 Bedroom, Sleeps 4Quick View
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    • Terrace
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    Pet friendly
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    Smoking allowed
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    Oyster Pond, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Balcony
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    • Ocean Views
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    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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    Sint Maarten, St. Maarten-St. Martin NONE
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 2Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two lovely Private entrance Suites in waterfront Villa in Sint Maarten . The 2 Suites have private entrance, bath, safe boxes, tv, wifi internet all over the property, BBQ, bar, pool lounge common area, property is on the lagoon with boat accessibility . 5 minutes away from airport and also...
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    Sint Maarten, St. Maarten-St. Martin XXX
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, Sleeps 5Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedroom 2 1/2 professionally designed modern condo in Blue Marine, located in Maho. Walk to 2 beaches, restaurants, casinos, nightclubs, grocery. Huge pool and stunning patio with view of the sea, lagoon, mountains, golf course. Secure, wheelchair accessible.
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    Maho, Sint Maarten NONE
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, Sleeps 8Quick View
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    • DVD Player
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    • Children's Pool
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    Pet friendly
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    Oyster Pond, Sint Maarten 1744
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Air Conditioning
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    • Grill
    • Balcony
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Symphor is a 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 offering fantastic views of the Atlantic Ocean and island of St. Barths in the distance. From every room of the house you are facing nothing...
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    Philipsburg, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 2Quick View
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    • Ocean Views
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Belle Villa at La Siesta Residence is an oceanfront, ground floor, 1 bedroom condo directly on Simpson Bay beach. It is on the Dutch side of St. Maarten/SXM in a quiet residential neighborhood conveniently located to restaurants, grocery stores, bakeries, shopping, water sports, casinos and the...
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    Simpson Bay, Sint Maarten SXM
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Ocean Views
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    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a great property if you if you like low key with a fantastic view. Being in the middle of Simpson Bay you can walk a mile in either direction. The property has a great pool and the beach in front is never crowded. The owner has outfitted the unit with most everything to make your stay very...
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    Simpson Bay, Sint Maarten SAINT MARTIN
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    • Patio
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    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant townhouse in highly desired Pelican Key address, conveniently located central to everything in St. Maarten and only a 12 minute drive from SXM airport. Fully remodeled 2-story townhouse in privately gated community with ocean view and within walking distance of the most popular restaurants...
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    Simpson Bay, Sint Maarten PELICAN KEY ST MAARTEN
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Secure Parking
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    Pet friendly
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    Oyster Pond, Sint Maarten 97150
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    Sea Place Villa at La Siesta Residence is an oceanfront, 2nd floor, 2 bedroom condo (both with king beds and ensuites) located directly on Simpson Bay beach with an oceanfront pool. Sea Place is on the Dutch side of St. Maarten/SXM in a quiet residential neighborhood conveniently located to...
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    Simpson Bay, Sint Maarten SXM
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Heated)
    • Satellite TV
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    • Mountain Views
    • Ocean Views
    • Hot Tub
    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    This brand new 3 bedroom, 3.5 bath penthouse is simply the finest on the island. Comfortably sleeping 6. Spectacularly appointed. It's decorated with the top of the line of everything, comfortable, secure and totally relaxing. Views from both the terrace and the balcony of both the lagoon and the...
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    Cupecoy Bay, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 bedroom condo in the Simpson Bay Yacht Club. located on the ground floor, close to the pool, this condo features fully updated kitchen and bathroom, air condiitoned through out, small patio and is fully furnsihed. Simpson Bay Yacht Club is centrally located, with 24/7 security guard, tennis...
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    Cole Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 8Quick View
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    • Hot Tub
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    About this property
    Welcome in Le Papillon Penthouse, the best experience on Simpson Bay beach. - Gated, private & secure community - 3 floor penthouse - 4560 sq. feet unit - Cleaning service every second day - Roof terrace with long chairs, dining area, summer kitchen and 360 degrees view - Private jacuzzi on the...
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    Simpson Bay, Sint Maarten 00000
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    Villa Bahari is a fully secure retreat that allows privacy and interaction with the perfect serenity of its surroundings. The villa is located in the exclusive and gated community of Shore Pointe and offers private access from the pool terrace to Cupecoy Beach, and Mullet Bay Beach is less than one...
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    Mullet Bay, Sint Maarten
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 3Quick View
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    About this property
    This lovely ocean edge condominium is located in a nice and peaceful neighborhood of Beacon Hill. Within 10 min walking distance from all attractions of the famous MAHO bay: beaches, restaurants, bars, casinos, nightclubs, grocery stores and druggist. Enjoy the sunrise on the front porch, sunset...
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    Simpson Bay, Sint Maarten 97150
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    Oyster Pond, Sint Maarten ST MAARTEN BVI
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, Sleeps 4Quick View
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    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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    2 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
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    About this property
    Cupecoy Beach Club Oceanfront second floor two bedroom condo unit with three private bathrooms and two oceanfront balconies within guarded condo complex. This unit can be rented three different ways as a two bedroom, one bedroom or deluxe hotel room all with daily maid service. Unit overlooks...
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    Cupecoy Bay, Sint Maarten NONE
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 5Quick View
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    • Air Conditioning
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    About this property
    BEACH HOUSE GIANNA is truly one of a kind. A very special place. Its location is perfect being directly on the ocean and Dawn Beach, and WITH DIRECT ACCESS to the BLUE SEA and one of the island's finest beaches. PLEASE NOTE, VILLA CAN ME RENTED AS A ONE BEDROOM AT A REDUCED RATE. WE SIMPLE LOCK...
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    Sint Maarten, St. Maarten-St. Martin SXM
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Indigo Cliff is a recently renovated unit located at Cupecoy Beach Club, a beach front complex on the Caribbean side of the island. Cupecoy Beach Club gated resort is a former hotel now offering its large and well located units to lucky visitors. It is a 24 hour gated and patrolled community with...
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    Cupecoy Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    • Ocean Views
    • Balcony
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    About this property
    This spacious and cosy apartment is located at the 6th floor of the luxury Aquamarina community. The condo has three terraces, 2 bedrooms with private bathroom, a large living room and a fully equipped kitchen. The terraces offer ocean and lagoon views and stunning sunsets! The residence is only a...
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    Maho, Sint Maarten 9710
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Faja Lobie has become a very popular rental home. This beautiful, three bedroom, three bath villa sits directly on Bourgeaux Bay beach in the residential area of Beacon Hill on the Dutch side of St. Maarten.This home offers a wonderful combination of indoor and outdoor living space. The interior...
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    Simpson Bay, Sint Maarten 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    • Balcony
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    Philipsburg, Sint Maarten 97250
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 8Quick View
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    Philipsburg, Sint Maarten 97150
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    Overlooking captivating Oyster Pond and Dawn Beach, with beautiful sunrises and a panoramic view extending from St. Barths to Anguilla. You and your family/friends are invited to stay at spacious Majestic View Villa located near the border between Dutch and French St. Maarten. This five bedroom,...
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    Philipsburg, Sint Maarten 11111
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 4Quick View
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    This Exceptional, Exotic and Spacious 1,700 sq ft two bedroom duplex, very cozy and tastefully decorated with large private beach front terrace, is located in Simpson bay.Enjoy LUXURY and Total PRIVACY with spacious suites and a large living room that not even a suite at the best hotel in town can...
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    Simpson Bay, Sint Maarten 11111
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stylish , furnished 2 bedrooms, townhouse in quiet, residential area in Pelican, Rancho cielo Estates, Bathroom newly renovated with bath and rain shower, large master bedroom with furnished veranda with unobstructed ocean view. Walk-in closet. Very large open plan kitchen, courtyard with exotic...
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    Simpson Bay, Sint Maarten 000000
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Review
    8 Bedrooms, Sleeps 16Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
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    • Ocean Views
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please check out the property video on YouTube called: Villa Seaclusion Seaclusion in Pelican Key One of a kind, just completed, high end renovation resulting in most desirable, spacious residence located on one of the most pristine lots of Pelican Key overlooking the Caribbean Sea with...
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    Cole Bay, Sint Maarten
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Sauna
    • Hot Tub
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    • Housekeeping Included
    • Satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    St Maarten – Caribbean: Luxury Sea View Apartment of 190m² (2045 sq ft), 6 to 8 people in a 5 star hotel, the WESTIN, facing St Barth Enjoy a prestige luxury residence to rent all year long for a week, even during Christmas holidays. This is the perfect spot to relax and reconnect on secluded...
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    Oyster Pond, Sint Maarten PARTIE NÉERLANDAISE
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Grill
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Balcony
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Villa Ewen” is a beautiful 5 bedroom contemporary villa, superbly positioned on the Simpson Bay Lagoon on the Dutch side of the island of St. Martin/St. Maarten. The villa has its own private boat dock, an amazing lounging terrace with very private exterior living areas and a beautiful waterfront,...
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    Mullet Bay, Sint Maarten 97150
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, Sleeps 12Quick View
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    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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    Philipsburg, Sint Maarten 11111
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Beachfront Villa is a beautiful vacation home located in a gated and quiet area of Beacon Hill overlooking Burgaux Bay on the island of St. Martin. Sunset Villa offers beautiful views in the morning of the grand cruise ships and amazing colors during the sunsets. The villas location is...
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    Mullet Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    2 Bedrooms, Sleeps 4Quick View
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    • Mountain Views
    • Wi-Fi
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    • Waterfront
    • Satellite TV
    • Patio
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique oceanfront getaway close to the all the action that makes St. Martin/Sint Maarten so famous,will transport your mind and spirit to peaceful and memorable holidays. Ocean shore condo sleeps four in two bedrooms. This two bedroom, two bathroom condo combines breathtaking view of the...
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    Simpson Bay, Sint Maarten 007
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cupecoy Twilight is a Two bedrooms and three bathroom Condo located in Cupecoy Beach Club resort. This large and airy unit is tastefully redone with a modern twist. With two large bedrooms with en suite bathrooms, a large living room, spacious and open kitchen and terraces, Cupecoy Twilight is...
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    Cupecoy Bay, Sint Maarten 97150
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Housekeeping Included
    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This third floor end unit ON THE BEACH offers plenty of privacy along with magnificent ocean views. The intimate 12-unit complex has gated private parking as well as its own pool just steps from the sand. It sits beachfront just a short walk from restaurants and shopping of Simpson Bay. Karakter...
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    Location Information
    Simpson Bay, Sint Maarten SX
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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