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  • Luxury Marina & Sea View Condo at Porto Cupecoy St Maarten
    From $314 per night (USD)

    VRBO

    Luxury Marina & Sea View Condo at Porto Cupecoy St Maarten

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Savana at Porto Cupecoy in chic St Maarten, my spacious and contemporary condo located on a prime site within ...

    From $314 per night (USD)

    VRBO

    Details
  • Modern Penthouse with amazing view- Private Pool
    From $544 per night (USD)

    Expedia

    Modern Penthouse with amazing view- Private Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the Sunset Penthouse, a superb four bedroom condo located in Maho, with spectacular views of the ocean, the g ...

    From $544 per night (USD)

    Expedia

    Details
  • Beautiful 6 bedroom Villa on the popular white sandy beach of Simpson bay
    From $1589 per night (USD)

    VRBO

    Beautiful 6 bedroom Villa on the popular white sandy beach of Simpson bay

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Summary: This elegant 2 level villa offers 6 bedrooms and beautiful Italianate architectural features. Wrought iron gate ...

    From $1589 per night (USD)

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    Details
  • Beachfront Villa, jacuzzi and private beach access Cupecoy Beach
    From $1078 per night (USD)

    Expedia

    Beachfront Villa, jacuzzi and private beach access Cupecoy Beach

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Summary: You have discovered a place where piercing turquoise waters meet the deeper blue of the sky, and where elegance ...

    From $1078 per night (USD)

    Expedia

    Details
  • Luxury penthouse · Cole Bay · Lagoon view & pool
    From $1122 per night (USD)

    VRBO

    Luxury penthouse · Cole Bay · Lagoon view & pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Looking for a luxurious vacation rental close to the JULIANA International Airport? Look no further than Penthouse Las B ...

    From $1122 per night (USD)

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    Details
  • Clean & Fresh: Blessed to have Survived IRMA ~ Beautiful White Sands of Maho Bay
    From $224 per night (USD)

    Expedia

    Clean & Fresh: Blessed to have Survived IRMA ~ Beautiful White Sands of Maho Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    We take pride in our cleaning staff. We are located on the white sands of Maho Bay, the Royal Islander Club welcomes yo ...

    From $224 per night (USD)

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    Details
  • The Cliff At Cupecoy Beach HEAVEN!!!
    From $252 per night (USD)

    VRBO

    The Cliff At Cupecoy Beach HEAVEN!!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A luxurious and newly built oceanfront condominium with spectacular ocean views, lush garden, simpson bay lagoon, angu ...

    From $252 per night (USD)

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    Details
  • Oceanfront amazing 2 bedrooms Condo
    From $328 per night (USD)

    Expedia

    Oceanfront amazing 2 bedrooms Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Beacon Hill, you’ll discover this lovely newly built home overlooking the Caribbean sea. This modern property ...

    From $328 per night (USD)

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    Details
  • Littledream 2 Bedrooms Villa on the Lagoon
    From $386 per night (USD)

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    Littledream 2 Bedrooms Villa on the Lagoon

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedrooms house on the Lagoon Private Pool Lovely terrace with Dining area and kitchen 24h security 5 minutes by car f ...

    From $386 per night (USD)

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    Details
  • The Cove Luxury apartment
    From $1490 per night (USD)

    VRBO

    The Cove Luxury apartment

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to "The Cove," a luxury beachfront penthouse nestled in the heart of St. Maarten's exclusive "The Cliff" enclave ...

    From $1490 per night (USD)

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    Details
  • ATHENA THE PLACE TO BE !! Portocupecoy Marina & Casino
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    VRBO

    ATHENA THE PLACE TO BE !! Portocupecoy Marina & Casino

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful apartment directly on the plaza in Porto Cupecoy, marina and lagoon view. Fully equipped and beautifully decor ...

    Click For Pricing

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  • The CLIFF - Renovated Condo in a Luxury Beachfront Resort with Spa - Restaurant
    From $324 per night (USD)

    Expedia

    The CLIFF - Renovated Condo in a Luxury Beachfront Resort with Spa - Restaurant

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    The Cliff is proud to present its great pools: The infinity pool Overlooking the Ocean perfect for a sunset moment, the ...

    From $324 per night (USD)

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    Details
  • Villa Bonjour water front villa next to Maho
    From $865 per night (USD)

    VRBO

    Villa Bonjour water front villa next to Maho

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    <p>A short distance from sailing, scuba diving, and more, this beach villa lets you experience it all. Burgeaux Bay Beac ...

    From $865 per night (USD)

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    Details
  • Beacon Hill Studio - Maho Beach - Simpson Bay Ideal place to relax
    From $160 per night (USD)

    Expedia

    Beacon Hill Studio - Maho Beach - Simpson Bay Ideal place to relax

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    My whole team and I welcome you to Beacon Hill Studio which has been redesigned, decorated and furnished new with a priv ...

    From $160 per night (USD)

    Expedia

    Details
  • Villa Alma Luxury villa
    From $1939 per night (USD)

    VRBO

    Villa Alma Luxury villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Villa Alma is a stunning property! The location in Beacon Hill and proximity to Maho Beach make it an ideal vacation spo ...

    From $1939 per night (USD)

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    Details
  • Entire apartment hosted by Alvin
    From $106 per night (USD)

    Expedia

    Entire apartment hosted by Alvin

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    A very cozy,private home with a bbq pit , stones throw from airport. Awesome location in the heart of Maho area. close t ...

    From $106 per night (USD)

    Expedia

    Details
  • Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
    From $459 per night (USD)

    VRBO

    Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Escape to paradise at Rainbow Beach Club resort! This apartment offers two pools, private beach access, and a Peloton bi ...

    From $459 per night (USD)

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    Details
  • Caribbean Sea Studio next to The Morgan Resort
    From $244 per night (USD)

    Expedia

    Caribbean Sea Studio next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Caribbean Sea Studio is a comfortable and spacious private residence located next to The Morgan Resort (We are NOT t ...

    From $244 per night (USD)

    Expedia

    Details
  • Maho Beach House: Sand Bar Condo, 1-Bedroom
    From $420 per night (USD)

    VRBO

    Maho Beach House: Sand Bar Condo, 1-Bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to the Sand Bar Condo – Your Oceanfront Oasis in Maho Nestled beside The Morgan Resort, the Sand Bar Condo is a ...

    From $420 per night (USD)

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    Details
  • Maho Beach Escape; Sunset Ocean View
    From $206 per night (USD)

    Expedia

    Maho Beach Escape; Sunset Ocean View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The Maho Beach Escape is a luxury private residence nestled next to The Morgan Resort (We are NOT the Hotel). Enjoy brea ...

    From $206 per night (USD)

    Expedia

    Details
  • Maho Beach House: Sand Bar Suite, 2-Bedroom
    From $457 per night (USD)

    VRBO

    Maho Beach House: Sand Bar Suite, 2-Bedroom

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to the Sand Bar Suite – Your Oceanfront Retreat Discover the Sand Bar Suite, a luxurious 2-bedroom private resi ...

    From $457 per night (USD)

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    Details
  • Sunset Beach View - Luxury Studio next to The Morgan Resort
    From $310 per night (USD)

    Expedia

    Sunset Beach View - Luxury Studio next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Sunset Beach Studio is a spacious and lux private residence located next to The Morgan Resort (We are NOT the Hotel) ...

    From $310 per night (USD)

    Expedia

    Details
  • Maho Beach House - Spacious 1 Bedroom Suite
    From $283 per night (USD)

    VRBO

    Maho Beach House - Spacious 1 Bedroom Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Escape to the spacious comfort of this 1-bedroom ocean-level condo, an ideal retreat in the heart of Maho. Fully furnish ...

    From $283 per night (USD)

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    Details
  • Maho Beach St Maarten Ocean View
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    Expedia

    Maho Beach St Maarten Ocean View

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located on the white sands of Maho Bay, the Royal Islander Club welcomes you to St. Maarten with two exclusive resorts – ...

    Click For Pricing

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    Details
  • Alaya unique apartment by the ocean
    From $797 per night (USD)

    VRBO

    Alaya unique apartment by the ocean

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Alaya, apartment in secure residence with direct access to private beach, indoor and outdoor swimming pool, fitness cent ...

    From $797 per night (USD)

    VRBO

    Details
  • Maho Beach Suite
    From $457 per night (USD)

    Expedia

    Maho Beach Suite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Maho Beach Suite is a luxury 2-bedroom private residence nestled inside The Morgan Resort area (We are NOT the Hotel ...

    From $457 per night (USD)

    Expedia

    Details
  • Anchor House - Direct Oceanfront - Luxury & Modern Style
    From $723 per night (USD)

    VRBO

    Anchor House - Direct Oceanfront - Luxury & Modern Style

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    * The condominium has a back-up Generator to face the current electrical cuts encountered on the Dutch side of the islan ...

    From $723 per night (USD)

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  • It’s all about the view - Ocean front 3 bedroom end unit with backup generator!
    From $463 per night (USD)

    VRBO

    It’s all about the view - Ocean front 3 bedroom end unit with backup generator!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** Backup generator installed Aug 2024*** Oceans SXM is a rare 3-bedroom 2 bath condo with stunning views overlooking t ...

    From $463 per night (USD)

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  • Vacation Rental Condo
    From $130 per night (USD)

    VRBO

    Vacation Rental Condo

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This unique Island of 37 square miles is divided in two separate distinctive country's and has the best of both world h ...

    From $130 per night (USD)

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    Details
  • SkyView Penthouse, Sint Maarten / St Maarten
    From $348 per night (USD)

    VRBO

    SkyView Penthouse, Sint Maarten / St Maarten

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Skyview penthouse is a spectacular condominium located within the Porto Cupecoy condo development. There are five restau ...

    From $348 per night (USD)

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    Details
  • Aventura Residences
    From $140 per night (USD)

    VRBO

    Aventura Residences

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Newly renovated unit located in Cupecoy, St. Maarten. Unit is fully furnished and is situated near restaurants and the r ...

    From $140 per night (USD)

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    Details
  • Tranquil Oceanside property: Pools & Direct Beach Access
    From $418 per night (USD)

    Expedia

    Tranquil Oceanside property: Pools & Direct Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to this charming apartment at Rainbow Beach Club resort in Sint Maarten! Enjoy two oceanside pools, private beac ...

    From $418 per night (USD)

    Expedia

    Details
  • Surfsong Villa Chic 6-BR Waterfront Villa with Stunning Views: Luxury, Seclusion and Close to Entertainment
    From $2602 per night (USD)

    VRBO

    Surfsong Villa Chic 6-BR Waterfront Villa with Stunning Views: Luxury, Seclusion and Close to Entertainment

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Discover Paradise at Surfsong: A 6-BR Waterfront Luxury Villa with Unmatched Serenity & Sunsets in the Caribbean! Nestle ...

    From $2602 per night (USD)

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    Details
  • Caribbean Paradise Awaits You
    From $234 per night (USD)

    Expedia

    Caribbean Paradise Awaits You

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Caribbean Paradise is a beautifully furnished, spacious 2 bedroom, 2 bath condominium located on the “Gold Coast” of St. ...

    From $234 per night (USD)

    Expedia

    Details
  • OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club
    From $440 per night (USD)

    VRBO

    OCEANFRONT 3 Bedroom Condo at Cupecoy Beach Club

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This oceanfront luxury property comes complete with unobstructed view of the waters of the Caribbean, from two privat ...

    From $440 per night (USD)

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    Details
  • Luxury Penthouse, Lagoon and Ocean Views
    From $833 per night (USD)

    VRBO

    Luxury Penthouse, Lagoon and Ocean Views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Fabulous Penthouse and location!! Very well situated!! Close to the airport, lot of action! beautiful Cupecoy beach and ...

    From $833 per night (USD)

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  • Deluxe private studio
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    VRBO

    Deluxe private studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    A nice deluxe private studio at Cupecoy touristic district . Nice garden and ocean view. Direct access to a beautiful sa ...

    Click For Pricing

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  • Gorgeous Ocean views 1 bed 1 1/2 bath, Blue residence condo 601
    From $304 per night (USD)

    VRBO

    Gorgeous Ocean views 1 bed 1 1/2 bath, Blue residence condo 601

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Amazing condo, with ocean and lagoon views, this 1 bedroom, 1 1/2 bathroom is the ideal choice for your dream island va ...

    From $304 per night (USD)

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    Details
  • Please Inquire Before Booking – Luxury Villa
    From $1792 per night (USD)

    VRBO

    Please Inquire Before Booking – Luxury Villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...

    From $1792 per night (USD)

    VRBO

    Details
  •  ALMA - DIRECT BEACH ACCESS 4 BR VILLA
    From $1558 per night (USD)

    Expedia

    ALMA - DIRECT BEACH ACCESS 4 BR VILLA

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    It simply does not get any better than this! Few oceanfront properties in the world provoke the senses like ALMA. Wonder ...

    From $1558 per night (USD)

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    Details
  • La Bella Casa - St Martin - 12 bedroom
    From $3863 per night (USD)

    VRBO

    La Bella Casa - St Martin - 12 bedroom

    Bedrooms:
    6
    Bathrooms:
    12
    Sleeps:
    24

    Welcome to La Bella Casa, represented by EXCEPTIONAL VILLAS, number one villa rental company on Trust Pilot. Bella Casa ...

    From $3863 per night (USD)

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    Details
  • Newly Furnished And Renovated unit, Plane to Sea
    From $207 per night (USD)

    VRBO

    Newly Furnished And Renovated unit, Plane to Sea

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Newly Furnished And Renovated unit, Plane to Sea 1 King Bed / 1 Bath Our unit is the largest 1 bed model. While the vie ...

    From $207 per night (USD)

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    Details
  • Luxurious Porto Cupecoy
    From $267 per night (USD)

    VRBO

    Luxurious Porto Cupecoy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Amenities abound in this beautiful condominium residential community. It has a Mediterranean vibe and feels as if you a ...

    From $267 per night (USD)

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    Details
  • 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL!  Rates start at $225/nt!!
    From $260 per night (USD)

    Expedia

    3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Baywatch at Beacon Hill is a beachfront villa comprised of two totally separate units. The upper level unit is usually o ...

    From $260 per night (USD)

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    Details
  • 2Bed+2.5Bath Condo at The Cliff -Ocean+Lagoon Views
    From $338 per night (USD)

    VRBO

    2Bed+2.5Bath Condo at The Cliff -Ocean+Lagoon Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Escape to paradise at The Cliff Sint Maarten, where luxury meets convenience. Experience the breathtaking panoramic view ...

    From $338 per night (USD)

    VRBO

    Details
  • White Sands Retreat - Beachside at Beacon Hill
    From $134 per night (USD)

    Expedia

    White Sands Retreat - Beachside at Beacon Hill

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    White Sands Retreat (aka “Bowie Place”) is a private 2 bedroom 1 bathroom home just 75 yards from Simpson Bay Beach on D ...

    From $134 per night (USD)

    Expedia

    Details
  • LUXURY and MODERN 3BR On the Beach - CUPECOY
    From $539 per night (USD)

    VRBO

    LUXURY and MODERN 3BR On the Beach - CUPECOY

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Located on the famous private white sandy beach of Cupecoy, this stylish condo at Cupecoy Beach Club boasts panoramic oc ...

    From $539 per night (USD)

    VRBO

    Details
  • Star of the sea with a  beautiful ocean view
    From $1322 per night (USD)

    Expedia

    Star of the sea with a beautiful ocean view

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Summary: Star of the sea is the ultimate luxury villa overlooking the beautiful bay. The Space: Villa Etoile de Mer St ...

    From $1322 per night (USD)

    Expedia

    Details
  • Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter
    From $280 per night (USD)

    VRBO

    Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Condominium, 2 Bedrooms (1 King and 2 Twins), 2 baths, and balcony overlooking the Caribbean BEGINNING JUNE 1, 2020, AL ...

    From $280 per night (USD)

    VRBO

    Details
  • Beach Front Villa in Cupecoy Bay, Sint Maarten
    From $468 per night (USD)

    Expedia

    Beach Front Villa in Cupecoy Bay, Sint Maarten

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This 2 bedrooms Beachfront Villa is located in Cupecoy. The beach access is seconds away. Fully remodeled, gorgeous, m ...

    From $468 per night (USD)

    Expedia

    Details
  • The Cliff - Dream vacation on Private Beach with Luxury Pool and amenities
    From $920 per night (USD)

    VRBO

    The Cliff - Dream vacation on Private Beach with Luxury Pool and amenities

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Sky Villa located in the prestigious condo development known as The Cliff. Your Caribbean dream awaits with p ...

    From $920 per night (USD)

    VRBO

    Details
  • A Caribbean Dream Vacation w/ Breathtaking Views\n
    From $312 per night (USD)

    Expedia

    A Caribbean Dream Vacation w/ Breathtaking Views\n

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A relaxing spot with amazing views from every direction. It's also close to night life and wonderful restaurants. Bet ...

    From $312 per night (USD)

    Expedia

    Details
  • Sea Esta | Beach Front - Located in  Wonderful Maho with Private Pool
    From $814 per night (USD)

    VRBO

    Sea Esta | Beach Front - Located in Wonderful Maho with Private Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...

    From $814 per night (USD)

    VRBO

    Details
  • Villa Etoile De Mer  | Ocean View - Located in  Tropical Cupecoy with Private Pool
    From $1144 per night (USD)

    Expedia

    Villa Etoile De Mer | Ocean View - Located in Tropical Cupecoy with Private Pool

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...

    From $1144 per night (USD)

    Expedia

    Details
  • Villa Farniente  | Beach Front - Located in  Magnificent Cupecoy with Private Pool
    From $1418 per night (USD)

    VRBO

    Villa Farniente | Beach Front - Located in Magnificent Cupecoy with Private Pool

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...

    From $1418 per night (USD)

    VRBO

    Details
  • Villa Mumbai  | Beach Front - Located in  Wonderful Cupecoy with Private Pool
    From $869 per night (USD)

    Expedia

    Villa Mumbai | Beach Front - Located in Wonderful Cupecoy with Private Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...

    From $869 per night (USD)

    Expedia

    Details
  • Please Inquire Before Booking – Luxury Villa
    From $1082 per night (USD)

    VRBO

    Please Inquire Before Booking – Luxury Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...

    From $1082 per night (USD)

    VRBO

    Details
  • The Cove | Beach Front - Located in  Exquisite Simpson Bay with House Cleaning Included
    From $1324 per night (USD)

    Expedia

    The Cove | Beach Front - Located in Exquisite Simpson Bay with House Cleaning Included

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Private Villa Rentals is licensed and registered with the Travel Industry Council of Ontario (TICO) which protects your ...

    From $1324 per night (USD)

    Expedia

    Details
  • Luxury Oceanfront 3 Bedroom 3.5 Bathroom-Stunning Views of the Sea & Airport
    From $899 per night (USD)

    VRBO

    Luxury Oceanfront 3 Bedroom 3.5 Bathroom-Stunning Views of the Sea & Airport

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Come take advantage of this luxury property located on the end of the Beacon Hill peninsula, ensconced on all sides by t ...

    From $899 per night (USD)

    VRBO

    Details
  • Panoramic golf lagoon and sea view
    From $264 per night (USD)

    Expedia

    Panoramic golf lagoon and sea view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautiful 1 bedroom 1 bath Penthouse located in a private quiet gated community Point Pirouette. 24/7 security. Si ...

    From $264 per night (USD)

    Expedia

    Details
  • NEW STUNNING VILLA, VILLA SONRISA, BEACHFRONT_OCEAN VIEW
    From $544 per night (USD)

    VRBO

    NEW STUNNING VILLA, VILLA SONRISA, BEACHFRONT_OCEAN VIEW

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    As the plane lands in St. Martin, your soul lifts. To preserve that feeling, where you stay is important. Look no furthe ...

    From $544 per night (USD)

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    Details
  • Stunning Luxury Apartment with Private Pool in the Porto Cupecoy Marina
    From $395 per night (USD)

    VRBO

    Stunning Luxury Apartment with Private Pool in the Porto Cupecoy Marina

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    "Zen" is a truly gorgeous 1-bedroom condo within the gated enclave of Porto Cupecoy, on the Caribbean island of St. Maar ...

    From $395 per night (USD)

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  • The Cliff Luxury Condo, Oceanfront, infinity pool 3 Shades of blue!
    From $334 per night (USD)

    VRBO

    The Cliff Luxury Condo, Oceanfront, infinity pool 3 Shades of blue!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Eden. Luxury surrounds you with an Infinity pool just outside your living room. The best of everything inside ...

    From $334 per night (USD)

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  • Agua Azul Luxurious 1 bed condo Porto Cupecoy - By island Properties Online
    From $473 per night (USD)

    VRBO

    Agua Azul Luxurious 1 bed condo Porto Cupecoy - By island Properties Online

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Agua Azul is a luxurious condo with breathtaking views of the Caribbean Sea, Simpson Bay and Porto Cupecoy marina. Thi ...

    From $473 per night (USD)

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  • ALMA - DIRECT BEACH ACCESS 4 BR VILLA
    From $1627 per night (USD)

    VRBO

    ALMA - DIRECT BEACH ACCESS 4 BR VILLA

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    It simply does not get any better than this! Few oceanfront properties in the world provoke the senses like ALMA. Wonder ...

    From $1627 per night (USD)

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    Details
  • Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
    From $357 per night (USD)

    Expedia

    Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Indulge in relaxation at this spacious apartment in Rainbow Beach Club resort. Enjoy the picturesque private beach via a ...

    From $357 per night (USD)

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  • Ocean Front Duluxe Studio
    From $383 per night (USD)

    VRBO

    Ocean Front Duluxe Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    We are timesharing owner and we offer week 52 (dec 27-jan 03) that can be exchange for any other week during the year. ...

    From $383 per night (USD)

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  • The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5\nLuxury Oceanfront Apartment
    From $421 per night (USD)

    Expedia

    The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5\nLuxury Oceanfront Apartment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Upscale & Spacious 2-Bedroom, 2.5 Bath | Sleeps 5 Welcome to The Cliffs at Cupecoy Beach, one of the most upscale and de ...

    From $421 per night (USD)

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    Details
  • Villa Spice. Adding Spice To Your Life.
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    Villa Spice. Adding Spice To Your Life.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Villa Spice For Life, where the sun and the moon meet in an exotic escapade. Sit and relax on your porch and watch the p ...

    Click For Pricing

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  • JUSMARNA PENTHOUSE Suite
    From $332 per night (USD)

    Expedia

    JUSMARNA PENTHOUSE Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    JusMarNa Penthouse was acquired and established as a one-bedroom condominium alternative or accompaniment to Chez SoColi ...

    From $332 per night (USD)

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  • Waterfront luxury apartment in Porto Cupecoy
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    Waterfront luxury apartment in Porto Cupecoy

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    <p>A short distance from the ocean, a golf course, and more, this pet-friendly apartment lets you experience it all. Cup ...

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  • Newly Renovated... Spectacular Island Getaway in Maho.
    Click For Pricing

    Expedia

    Newly Renovated... Spectacular Island Getaway in Maho.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Looking to enjoy your best vacation ever? Welcome to St Maarten and La Terrasse; offering private living in a hotel sett ...

    Click For Pricing

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  • Sint maarten 2 bedroom simpson bay yatch club
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    Sint maarten 2 bedroom simpson bay yatch club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful 2 bedrooms and 2 bathrooms duplex. Located in the middle of simpson bay yatch club. In the center of the dutch ...

    Click For Pricing

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  • La Madrague à Deux pas de la Plage
    From $324 per night (USD)

    Expedia

    La Madrague à Deux pas de la Plage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    <p>Nestled in Simpson Bay, this 3-bedroom, 2-bathroom vacation home brings it all within your reach. Fans of nature and ...

    From $324 per night (USD)

    Expedia

    Details
  • Convenient studio close to airport, beaches and food
    From $95 per night (USD)

    VRBO

    Convenient studio close to airport, beaches and food

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This beautiful studio apartment is located in the newly built Jordan Village complex which is a convenient 10 minute dri ...

    From $95 per night (USD)

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    Details
  • Please Inquire Before Booking – Luxury Villa
    From $985 per night (USD)

    VRBO

    Please Inquire Before Booking – Luxury Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...

    From $985 per night (USD)

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    Details
  • SPECIAL  The Cliff At Cupecoy Beach A Fantastic Value At The Cliff
    From $252 per night (USD)

    VRBO

    SPECIAL The Cliff At Cupecoy Beach A Fantastic Value At The Cliff

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Cliff at Cupecoy Beach is the most upscale Condominium in the Caribbean and nothing can compare to it! My condo is l ...

    From $252 per night (USD)

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    Details
  • LEMON DROP COVE TWO CONDOMINIUM
    From $331 per night (USD)

    Expedia

    LEMON DROP COVE TWO CONDOMINIUM

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Sint Maarten is a true gem in the Eastern Caribbean and Cupecoy Beach is one of the most desirable regions. The Blue Res ...

    From $331 per night (USD)

    Expedia

    Details
  • Maho Royal Islander, La Terrasse 2br 2ba Sleeps 6 Beautiful White Sand Beach\n
    From $255 per night (USD)

    VRBO

    Maho Royal Islander, La Terrasse 2br 2ba Sleeps 6 Beautiful White Sand Beach\n

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our condo at the Royal Islander, La Terrasse! As you walk through the door you are greeted with an outstandin ...

    From $255 per night (USD)

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  • Sea-Renity a beautiful apt on the 6th floor, with views of the sea ,
    From $207 per night (USD)

    Expedia

    Sea-Renity a beautiful apt on the 6th floor, with views of the sea ,

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A beautiful place to call home In paradise, everything you need to feel at home view of sea, pool, marina and tennis cou ...

    From $207 per night (USD)

    Expedia

    Details
  • Ocean Front Walkout with Incredible Sunset Views
    From $356 per night (USD)

    VRBO

    Ocean Front Walkout with Incredible Sunset Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful main floor 1500 sq. ft. air conditioned condo overlooking ocean and pool. Wind down the stone spiral staircase ...

    From $356 per night (USD)

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    Details
  • Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
    From $690 per night (USD)

    Expedia

    Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Escape to Rainbow Beach Club resort on Sint Maarten Island for an idyllic island getaway. Enjoy a private beach, two poo ...

    From $690 per night (USD)

    Expedia

    Details
  • Serenity Penthouse - The  Pinnacle of Luxury
    From $889 per night (USD)

    VRBO

    Serenity Penthouse - The Pinnacle of Luxury

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Forget your worries in this spacious and serene space with unbelievable panoramic views. You will enjoy your days and ni ...

    From $889 per night (USD)

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    Details
  • Sunset Beach Condo- 1BR Lux home next to The Morgan Resort
    From $386 per night (USD)

    Expedia

    Sunset Beach Condo- 1BR Lux home next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    The Sunset Beach Condo is a private residence located next to The Morgan Resort (We are NOT the Hotel). Enjoy breathtaki ...

    From $386 per night (USD)

    Expedia

    Details
  • Villa is Ocean Front, 1st floor deck pool , 2nd floor decks, Sint Maarten
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    Villa is Ocean Front, 1st floor deck pool , 2nd floor decks, Sint Maarten

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Private assigned parking for two cars opposite a dual entrance door to Villa 3 • Villa # 3 is one of 13 private Ocean f ...

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  • Charming 3-Bed Villa in Maho
    From $504 per night (USD)

    Expedia

    Charming 3-Bed Villa in Maho

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Travel to and discover this charming, cosy villa that's full of character. This Villa makes a welcome retreat from busy ...

    From $504 per night (USD)

    Expedia

    Details
  • Airport View 3-Bed Villa
    From $437 per night (USD)

    VRBO

    Airport View 3-Bed Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax at our gorgeous 3 bedroom villa in one of the popular neighbourhoods of . There is plently to see and do in the lo ...

    From $437 per night (USD)

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    Details
  • Reflection Z 5 Star Villa
    From $501 per night (USD)

    Expedia

    Reflection Z 5 Star Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Our modern style will surely have you feeling like you are living in the lap of luxury. One-of-a-kind panoramic view in ...

    From $501 per night (USD)

    Expedia

    Details
  • Reflection Y 5 Star Villa
    From $433 per night (USD)

    VRBO

    Reflection Y 5 Star Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Our modern style will surely have you feeling like you are living in the lap of luxury. One-of-a-kind panoramic view in ...

    From $433 per night (USD)

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    Details
  • Paradise on the sea!
    From $998 per night (USD)

    VRBO

    Paradise on the sea!

    Bedrooms:
    5
    Bathrooms:
    3
    Sleeps:
    10

    This Paradise house combines several attractions. It is right on the sea and it is right on the beach and it is right on ...

    From $998 per night (USD)

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    Details
  • Prestige Studio - Pool & Gym
    From $128 per night (USD)

    VRBO

    Prestige Studio - Pool & Gym

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Close to the sea, a golf course, and more, this smoke-free apartment brings it all within reach. There's convenient o ...

    From $128 per night (USD)

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    Details
  • Please Inquire Before Booking – Luxury Villa
    From $1231 per night (USD)

    VRBO

    Please Inquire Before Booking – Luxury Villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...

    From $1231 per night (USD)

    VRBO

    Details
  • Please Inquire Before Booking – Luxury Villa
    From $811 per night (USD)

    VRBO

    Please Inquire Before Booking – Luxury Villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Summary: **Due to demand, availability must be confirmed prior to booking. Please message us before submitting a request ...

    From $811 per night (USD)

    VRBO

    Details
  • Deluxe studio sea view
    Click For Pricing

    Expedia

    Deluxe studio sea view

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Internet - Free WiFi Entertainment - Premium channels Food & Drink - Kitchenette with refrigerator, stove top, microw ...

    Click For Pricing

    Expedia

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  • DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!
    From $217 per night (USD)

    VRBO

    DISCOUNTED Royal Islander Club 2 Bdrm Suite, Sleeps 6, Wifi, Pool, - MAHO BEACH!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your Home away from Home! Staying at this beautifully decorated 2 bedroom suite is guaranteed to enhance yo ...

    From $217 per night (USD)

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    Details
  • Relax with the entire family at this peaceful place to stay
    From $428 per night (USD)

    Expedia

    Relax with the entire family at this peaceful place to stay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This condo is a spacious and contemporary condo located on a prime site within the exclusive Porto Cupecoy marina. Wait ...

    From $428 per night (USD)

    Expedia

    Details
  • Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurant\n
    From $871 per night (USD)

    VRBO

    Luxury 4BR Penthouse - The CLIFF - Beachfront Resort with Spa & Restaurant\n

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    The luxurious Queen Penthouse at The Cliff's upscale residence has been recently renovated and is situated on the sought ...

    From $871 per night (USD)

    VRBO

    Details
  • Beautiful villa next to La Samanna
    From $630 per night (USD)

    Expedia

    Beautiful villa next to La Samanna

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Les Quatre Saisons is a very charming villa. Tastefully decorated, the comfortable living/ dining area opens onto the te ...

    From $630 per night (USD)

    Expedia

    Details
  • Porto Cupecoy, 66 Rhine Rd, 25-3A, Sin
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    VRBO

    Porto Cupecoy, 66 Rhine Rd, 25-3A, Sin

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Sunrise, sunset. Enjoy unsurpassed views of both from the three large, covered terraces of your luxury Penthouse on the ...

    Click For Pricing

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    Details
  • Spectacular View Ocean Front w/New Furnishings On Private Beach!
    From $260 per night (USD)

    Expedia

    Spectacular View Ocean Front w/New Furnishings On Private Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Island Home! You will be very pleased to find the 180 degree of full view of ocean view in this home. W ...

    From $260 per night (USD)

    Expedia

    Details