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Cole Bay Vacation Rentals

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    $499 Average
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    Cole Bay is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 17 Rentals in Cole Bay
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    New Oceanfront Apartment footstep away IndigoBeach1 / 24
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Villa Vacation Dream at Indigo Bay Estates1 / 13
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Terrace
    • Patio
    • Balcony
    • Housekeeping Included
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful modern residence was built near the Simpson Bay lagoon and only a few steps to the beaches and restaurants area. The condo has everything from contemporary design to high end bedding and a spacious gourmet kitchen one would want for a luxury tropical vacation. Guests will have access...
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    Cole Bay, Sint Maarten 1174
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Balcony
    • Grill
    Suitability
    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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    Villa Brisas with Boat Slip1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2017
    We had a great time at this condo.... it is exactly as pictured...Perhaps it is even larger than you expect and there back patio is phenomenal. Akish met us at the airport to...
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    About this property
    This ground floor beauty is located in the high end condo complex Las Brisas Cole Bay with a private boat slip. This unit has 3 bedrooms and 3.5 bathrooms with fully equipped and modern decor. Open kitchen to the living and dinning area, beautiful view to the waters and outdoor living. Look no...
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    Cole Bay, Sint Maarten SXM
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Feel like you are transported to the Mediterranean at Villa Riviera. Enjoy this splendid villa, located high on the hillside at Pelican Key, with an unobstructed view of the Caribbean Sea from every room. Each room opens to the enormous patio which runs the entire length of the villa. Swim in a...
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    Cole Bay, Sint Maarten 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Seaclusion Ocean View Pool 8 bedrooms1 / 38
    (1)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    Our vacation at Porto Cupecoy was the absolute most memorable vacation of our lives for me, my children and their friends!! Every single detail from greeting upon our arrival...
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    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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished one huge bedroom apartment. Two stories with upstairs the bedroom and downstairs the kitchen, bathroom, dining and living area. Gated community with common pool. At the back of the complex is a marina with boat slips available. Complex is very conveniently situated and is just...
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    Cole Bay, Sint Maarten NA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built on 3 levels offering dazzling white interiors, the villa’s main level features an expansive living area with glass sliding doors opening out to a plush, outside living and dining area, private pool, and sun deck. A gourmet kitchen with stainless steel appliances is located just off the living...
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    Cole Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Balaclava, an exquisite estate style property, overlooking the Atlantic ocean, offering a delightful western exposure showcasing some of the most colorful evening sunsets known to man. The property features five luxury ensuite rooms, each offering total privacy and comfort at the highest...
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    Cole Bay, Sint Maarten SXM
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Diamond Hill Estate and Villa Diamond villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay harbor with easy access to various points...
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    Location Information
    Cole Bay, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA BELLA VITA – Where the amenities of a Five-Star Resort luxury meet with the serenity, the privacy and the personalized service that each guest deserves. Named for the “Beautiful Life” it represents, Villa Bella Vita was once proclaimed as one of the Leading Estates of the World. This newly...
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    Cole Bay, Sint Maarten 78866
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Children's Pool
    • Private Garden
    • Wi-Fi
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Loue suite 6/8 personnes au Westin Dawn Beach Ressort & Spa St Maarten Appartement de 180 M2, 3 chambres (dont 1 suite parentale, avec dressing), canapé convertible dans le salon, 2 salles de bain, cuisine américaine toute équipée, télévision satellite dans toutes les chambres et le salon, lave...
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    Cole Bay, Sint Maarten 971
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CARIBBEAN PEARL - named for the gem that it is - is in a perfect location within the exciting Porto Cupecoy Marina Resort. This spacious 2 bedroom residence all on 1 level is located on the top floor (7th) of an intimate building. The huge covered terrace enjoys views of the Caribbean Sea,...
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    Cole Bay, Sint Maarten DWI
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Balcony
    • Parking
    • Air Conditioning
    • Terrace
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Diamond Hill Estate and Villa Diamond Chateau…This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance. The villa is at a central location overlooking the Simpson Bay harbor with easy access to...
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    Location Information
    Cole Bay, Sint Maarten 1744
    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
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Parking
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers outstanding views of the Caribbean Sea and glorious sunsets. St Tropez is comfortably furnished and well decorated and the spacious living room opens up completely to the pool terrace and the amazing views beyond....
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    Location Information
    Cole Bay, Sint Maarten 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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