We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Cole Bay Holiday Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $809 Average
    $0$1,000+
    Suitability
    More filters
    All 21 Rentals in Cole Bay
    Sort by:
    Default
    Cole Bay is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    6 Reviews
    1 Bedroom, Sleeps 2Quick View
    other travellers have booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    1 Review
    3 Bedrooms, Sleeps 8Quick View
    other traveller has booked this property
    Check In Check Out
    Show Prices
    Payment Protection
    Check In Check Out
    Show Prices
    Payment Protection
    3 Reviews
    4 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed yesterday
    I have visited this house many times. I come here to charge my battery and it's the best place to do this. The house is located in a quiet, private bay and everything you want...
    Excellent of 5 bubbles
    Reviewed yesterday
    It was not my first stay in this house.I loved the contemporary house, new and very clean with a fantastic infinity pool overlooking the blue water of the Caribbean Sea. The...
    See all reviews
    About this property
    Gorgeous Villa in Paradise nestled in the hillside of the Indigo Bay Estates only a short walk to the beach. The resort offers 24 hour gated security for optimum privacy and safety. The living and open kitchen area opens onto an outside pool area that boasts breathtaking views of the surrounding...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 0000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    1 Review
    8 Bedrooms, Sleeps 16Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    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
    Excellent of 5 bubbles
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 1744
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, Sleeps 8Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 971
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Summer Hill is located in the very popular and demanding area called Pelican Key. This villa offers amazing ocean views on the island from the Gazebo and pool deck area. You can also admire great views of the island of Saba and St Kitts on clear days and every morning enjoy your coffee to...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 97064
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Check In Check Out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Air Conditioning
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 97700
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 00000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
    Make Enquiry
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely waterfront 3 bedroom unit is located within the Las Brisas Condo complex in one of St. Maarten’s most desirable and upscale developments and an ideal spot to spend a Caribbean vacation. The unique amenities include a lap pool and gym and best of all, your very own private boat slip...
    View all property information
    Location Information
    Cole Bay, Sint Maarten
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Patio
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA VISTA – The name says it all!! This magnificent 5 bedroom 6 bath luxury Villa features stunning panoramic views from virtually every room and every angle! Villa Vista features 3 large suites on the main floor in addition to 2 private studio suites on the lower level with both studios...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 97000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Check In Check Out
    Show Prices
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 78866
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Balcony
    • Terrace
    • Wi-Fi
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The name says it all!! This magnificent 5 bedroom 6 bath luxury Villa features stunning panoramic views from virtually every room and every angle! Villa Vista features 3 large suites on the main floor in addition to 2 private studio suites on the lower level with both studios featuring separate...
    View all property information
    Location Information
    Cole Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Terrace
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Hill is a free standing private villa perched on top of one of the hills of Pelican Key, Dutch St. Maarten. The villa boasts 200 degree views of the turquoise waters of the Caribbean Sea and on a very clear day you can see the neighboring islands of Saba, Statia, St. Kitts and Nevis. This...
    View all property information
    Location Information
    Cole Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Check In Check Out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Horizon says it all in the name... Come enjoy the views that will absolutely mesmerize you!  This immaculate contemporary villa will be your sanctuary away from it all. Located hillside in Almond Grove Estates, a 24-hour secured gated community in Dutch St. Maarten. You'll be just 2 minutes...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 97700
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, Sleeps 10Quick View
    Check In Check Out
    Show Prices
    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...
    View all property information
    Location Information
    Cole Bay, Sint Maarten
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    Check In Check Out
    Show Prices
    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....
    View all property information
    Location Information
    Cole Bay, Sint Maarten 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, Sleeps 6Quick View
    Check In Check Out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Terrace
    • Satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Horizon says it all in the name. Come enjoy the views that will absolutely mesmerize you. This immaculate contemporary villa will be your sanctuary away from it all. Located hillside in Almond Grove Estates, a roundt he clock secured gated community in Dutch St. Maarten. You will be just two...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 0000 AA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Check In Check Out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Di Da is a gorgeous, contemporary four bedroom, four bath villa with a two bedroom apartment located below the main part of the villa that sits high atop a hill at the mouth of Pelican Key. This setting provides wonderful privacy at the villa. From the living, deck and pool areas you are...
    View all property information
    Location Information
    Cole Bay, Sint Maarten 97150
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    List your property
    Owner log in