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  • Very private villa with awesome views overlooking Simpson Bay and Full Generator
    From $949 per night (USD)

    VRBO

    Very private villa with awesome views overlooking Simpson Bay and Full Generator

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Luxury villa available for rent as 2, 3, 4 or 5 bedrooms. A separate honeymoon package is also available. All 5 bedroo ...

    From $949 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.
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    Expedia

    Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Full suite with 2 bedrooms and 2 baths. Sleeps up to 6 with pullout sofa in living room. Full eat in kitchen with all a ...

    Click For Pricing

    Expedia

    Details
  • Beachfront Penthouse 2022 Heineken Regatta week
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    VRBO

    Beachfront Penthouse 2022 Heineken Regatta week

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Heineken Regatta week !Feb 26-March 5, 2022: Huge beachfront condominium apartment directly on Dawn Beach, 1 minute wa ...

    Click For Pricing

    VRBO

    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)

    Expedia

    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)

    VRBO

    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)

    Expedia

    Details
  • Villa Mila: The Pearl of Sint Maarten - #1 Rated villa in Oyster Bay
    From $1117 per night (USD)

    VRBO

    Villa Mila: The Pearl of Sint Maarten - #1 Rated villa in Oyster Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Experience refined luxury at the newly transformed Villa Mila Estate – an avant-garde masterpiece with 5 lavish beds and ...

    From $1117 per night (USD)

    VRBO

    Details
  • Le Papillon on the beach
    From $370 per night (USD)

    Expedia

    Le Papillon on the beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is c ...

    From $370 per night (USD)

    Expedia

    Details
  • Newly Renovated Apartment On Private, Gated Estate
    From $177 per night (USD)

    VRBO

    Newly Renovated Apartment On Private, Gated Estate

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lovely and private one bedroom apartment - newly renovated! New fully equipped kitchen with gas stove top (no oven, but ...

    From $177 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Beautiful Amalia Luxury villa
    From $3645 per night (USD)

    VRBO

    Beautiful Amalia Luxury villa

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Villa Amalia is an ideal vacation spot for people looking for privacy and relaxation while still being close to Guana Ba ...

    From $3645 per night (USD)

    VRBO

    Details
  • Amalia (5/6 Rooms) Luxury villa
    From $3074 per night (USD)

    Expedia

    Amalia (5/6 Rooms) Luxury villa

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    *** Only 5 out of 6 bedrooms and 5 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $3074 per night (USD)

    Expedia

    Details
  • Sol Y Mar (2/3 Rooms)
    From $696 per night (USD)

    VRBO

    Sol Y Mar (2/3 Rooms)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    *** Only 2 out of 3 bedrooms and 2 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $696 per night (USD)

    VRBO

    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)

    VRBO

    Details
  • Sol Y Mar Luxury villa
    From $696 per night (USD)

    VRBO

    Sol Y Mar Luxury villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, b ...

    From $696 per night (USD)

    VRBO

    Details
  • Villa Paradiso Luxury villa
    From $1680 per night (USD)

    VRBO

    Villa Paradiso Luxury villa

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Situated in the lush green hills of Sint Maarten in the exclusive area of Oyster Pond Estates is Paradiso, a six-bedroom ...

    From $1680 per night (USD)

    VRBO

    Details
  • Villa Paradiso (4/6 Rooms)
    From $1461 per night (USD)

    VRBO

    Villa Paradiso (4/6 Rooms)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    *** Only 4 out of 6 bedrooms and 5 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1461 per night (USD)

    VRBO

    Details
  • Villa Paradiso (5/6 Rooms)
    From $1567 per night (USD)

    VRBO

    Villa Paradiso (5/6 Rooms)

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    *** Only 5 out of 6 bedrooms and 6 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1567 per night (USD)

    VRBO

    Details
  • Five Minutes More (3/4 Rooms)
    From $1258 per night (USD)

    VRBO

    Five Minutes More (3/4 Rooms)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 4 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1258 per night (USD)

    VRBO

    Details
  • Villa Paradiso (3/6 Rooms)
    From $1348 per night (USD)

    VRBO

    Villa Paradiso (3/6 Rooms)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 6 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1348 per night (USD)

    VRBO

    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

    VRBO

    Details
  • Five Minutes More Luxury villa
    From $1380 per night (USD)

    VRBO

    Five Minutes More Luxury villa

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Five Minutes More villa! Nestled in the serene gated community of Oyster Pond on the Dutch side of the island ...

    From $1380 per night (USD)

    VRBO

    Details
  • Sunny, Large 3 Bedroom Villa with Ocean Views
    From $464 per night (USD)

    VRBO

    Sunny, Large 3 Bedroom Villa with Ocean Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Big, bright three bedroom home with two and a half baths. Great area of the island with ocean views from two balconies. ...

    From $464 per night (USD)

    VRBO

    Details
  • 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)

    Expedia

    Details
  • Sint maarten 2 bedroom simpson yatch club
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    VRBO

    Sint maarten 2 bedroom simpson yatch club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom duplex located in the Simpson Bay Yacht Club. A gated residence with security, 2 swimming pools, an outdoor ja ...

    Click For Pricing

    VRBO

    Details
  • Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life
    From $311 per night (USD)

    Expedia

    Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Spacious 2 Bedroom Apt on first floor, beautifully appointed, gated community 24/7 security, community pool right outsid ...

    From $311 per night (USD)

    Expedia

    Details
  • Oceanfront Modern Spacious 3-Bedroom Condo for 8 guests; overlooks Dawn Beach
    From $788 per night (USD)

    VRBO

    Oceanfront Modern Spacious 3-Bedroom Condo for 8 guests; overlooks Dawn Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    The Condo is located in one of the most exclusive residential gated communities with 24 hour security and minutes away f ...

    From $788 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Exclusive 5 Star Luxury Villa at Westin Hotel Dawn Beach Club Resort & Spa
    Click For Pricing

    VRBO

    Exclusive 5 Star Luxury Villa at Westin Hotel Dawn Beach Club Resort & Spa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Set on a white sand beach, this upscale resort dotted with palm trees is 9 km from the historic Fort Amsterdam and 14 km ...

    Click For Pricing

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    Details
  • Modern cozy studio apartment
    Click For Pricing

    Expedia

    Modern cozy studio apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    You have access to the entire apartment along with your private balcony. The unit is an open-concept studio consisting o ...

    Click For Pricing

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Dawn Beach Club Condo overlooking the beach and St. Barts in the distance
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    Expedia

    Dawn Beach Club Condo overlooking the beach and St. Barts in the distance

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful and spacious, a true home away from home, you can take advantage of all the extras that Dawn Beach has to off ...

    Click For Pricing

    Expedia

    Details
  • ☀️🏖️Spinnaker 1432 by IRE Vacations - 2 Bedroom Condo with Resort Amenities
    From $309 per night (USD)

    VRBO

    ☀️🏖️Spinnaker 1432 by IRE Vacations - 2 Bedroom Condo with Resort Amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Spinnaker 1432 is one of 6 lagoon front 2 bedrooms located at the Oyster Bay Beach Resort. This third floor breezy cond ...

    From $309 per night (USD)

    VRBO

    Details
  • Caribbean Ocean View - 2bdr Unit #17
    From $207 per night (USD)

    Expedia

    Caribbean Ocean View - 2bdr Unit #17

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Paradise Villa is located on Guana Bay in St. Maarten, Netherlands Antilles. Situated on the bottom of a large hill faci ...

    From $207 per night (USD)

    Expedia

    Details
  • The Westin Dawn Beach Resort & Spa, St. Maarten
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    VRBO

    The Westin Dawn Beach Resort & Spa, St. Maarten

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Westin Dawn Beach Resort & & Spa, St. Maarten sits on the edge of a private beach and offers spacious rooms and suit ...

    Click For Pricing

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • HIDDEN TREASURE
    From $95 per night (USD)

    VRBO

    HIDDEN TREASURE

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Apartment Secretum, is a hidden treasure. Recently renovated 2 bedroom, 2 bathroom apartment, with a fully equipped kit ...

    From $95 per night (USD)

    VRBO

    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)

    VRBO

    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)

    VRBO

    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

    Expedia

    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)

    VRBO

    Details
  • WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
    From $717 per night (USD)

    VRBO

    WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Our very private villa is located on the ocean with 180 degree views of the stunning turquoise Caribbean sea. View the b ...

    From $717 per night (USD)

    VRBO

    Details
  • 5 Star - Oceanfront Resort Condo: Dawn Beach Club @ Carnival Week
    From $495 per night (USD)

    VRBO

    5 Star - Oceanfront Resort Condo: Dawn Beach Club @ Carnival Week

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy Carnival in this Elegant 3-bedroom, 2-bathroom condo unit. Corner unit located on the 2nd floor with a wrap-around ...

    From $495 per night (USD)

    VRBO

    Details
  • Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
    From $655 per night (USD)

    Expedia

    Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Sol Y Mar, a charming second-level private penthouse villa, nestled between a vibrant collection of favorite eateries, b ...

    From $655 per night (USD)

    Expedia

    Details
  • Luxurious Oceanfront Condo - Dawn Beach Club - Available from now to next 6 mos.
    From $400 per night (USD)

    VRBO

    Luxurious Oceanfront Condo - Dawn Beach Club - Available from now to next 6 mos.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Saturday to Saturday rental for one week of a 3BR/2BA unit at the brand new JW Marriott Dawn Beach Club (formerly the We ...

    From $400 per night (USD)

    VRBO

    Details
  • Condo 6/8 pers Dawn Beach St Maarten with sea view
    From $587 per night (USD)

    VRBO

    Condo 6/8 pers Dawn Beach St Maarten with sea view

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A very spacious apartment that faces the ocean, nicely decorated. In Dawn Beach Resort & Spa : Three-bedroom deluxe cond ...

    From $587 per night (USD)

    VRBO

    Details
  • Villa Suzanne   -    Ocean Views
    From $512 per night (USD)

    VRBO

    Villa Suzanne - Ocean Views

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    At Villa Suzanne you can begin your day with a stunning sunrise viewed from the spacious terrace with panoramic views of ...

    From $512 per night (USD)

    VRBO

    Details
  • Private room in Villa Casa Blue pool sea view
    From $148 per night (USD)

    Expedia

    Private room in Villa Casa Blue pool sea view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Room and private bathroom in a charming Creole-style Villa, ideal for a romantic getaway with many attractions: * Magni ...

    From $148 per night (USD)

    Expedia

    Details
  • 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)

    VRBO

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

    Expedia

    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)

    Expedia

    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)

    VRBO

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

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  • GORGEOUS GETAWAY DAWN BEACH ST MAARTEN!!
    From $550 per night (USD)

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    GORGEOUS GETAWAY DAWN BEACH ST MAARTEN!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Dawn Beach Club is situated on one of St. Maarten's spectacular white-sand beaches. The resort features an array of ...

    From $550 per night (USD)

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  • Paradise appartment facing caribbean sea - Feet in the Sea
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    Paradise appartment facing caribbean sea - Feet in the Sea

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Apartment equipped with all the necessary elements for up to 8 guests. Hotel service included with supply of beach and s ...

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  • Villa Casa Blue, between sky and ocean,  Almond Grove
    From $382 per night (USD)

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    Villa Casa Blue, between sky and ocean, Almond Grove

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Jolie villa de style créole, décorée avec goût, située dans les hauteurs de Sint-Marteen, avec de nombreux atouts pour d ...

    From $382 per night (USD)

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

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

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    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)

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  • 3-Bedroom Suite At JW MARRIOTT Dawn Beach Club\nAvailable to book only Sat to Sat
    From $500 per night (USD)

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    3-Bedroom Suite At JW MARRIOTT Dawn Beach Club\nAvailable to book only Sat to Sat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to your personal sanctuary. This spectacular 1,800 sq. ft /167 sq. m. 3-bedroom residence is luxuriously appoint ...

    From $500 per night (USD)

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  • Oceanfront 2-bedroom suite at Oyster Bay Beach Resort
    From $570 per night (USD)

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    Oceanfront 2-bedroom suite at Oyster Bay Beach Resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This large oceanfront 2 bedroom unit features a 2 king-size beds, sofa bed, furnished balcony, nightstand with alarm clo ...

    From $570 per night (USD)

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

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    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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  • Majestic, Secure & Secluded OCEANFRONT - Weekly Rental SATURDAY TO SATURDAY ONLY
    From $683 per night (USD)

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    Majestic, Secure & Secluded OCEANFRONT - Weekly Rental SATURDAY TO SATURDAY ONLY

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BRAND NEW... Completely Redone re-opened in December 2018. Upscale newly renovated 1800 square foot OCEAN-front condomi ...

    From $683 per night (USD)

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  • Deluxe private studio
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    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 ...

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

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    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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  • ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO
    From $247 per night (USD)

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    ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    LOCATED IN PELICAN KEY, the most desirable location in ST MAARTEN. One bedroom, one bath luxury condo. Sleeps 2. Living ...

    From $247 per night (USD)

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  • Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR
    From $1428 per night (USD)

    Expedia

    Luxury Villa, Walk to beach, BRAND NEW 55KW BACKUP GENERATOR

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    We invite you to escape to a beautiful, tropical Caribbean paradise where you can rest, relax, and unwind in the privacy ...

    From $1428 per night (USD)

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  • VILLA ANEGADA IS A MAGNIFICENT VILLA WITH REFINED LUXURY
    From $837 per night (USD)

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    VILLA ANEGADA IS A MAGNIFICENT VILLA WITH REFINED LUXURY

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    4

    Magnificent villa with refined luxury, a few minutes from the splendid beach of Orient Bay, in the Dutch part of the isl ...

    From $837 per night (USD)

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  • La Vue SXM - 3 bedroom Modern Oceanfront Villa near Restaurant & Beach
    From $654 per night (USD)

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    La Vue SXM - 3 bedroom Modern Oceanfront Villa near Restaurant & Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Note: *Construction of new resort started February 2024. Beach and restaurant are untouched. The construction is down fr ...

    From $654 per night (USD)

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  • SECOND HOME Beach Apartment
    From $141 per night (USD)

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    SECOND HOME Beach Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and re ...

    From $141 per night (USD)

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  • Magnificent villa with refined luxury,
    From $888 per night (USD)

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    Magnificent villa with refined luxury,

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    1

    Magnificent villa with refined luxury, just minutes from the beautiful beach of the eastern bay, in the Dutch part of St ...

    From $888 per night (USD)

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    Details
  • Tropical Ivy - a peaceful getaway in St Maarten
    From $480 per night (USD)

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    Tropical Ivy - a peaceful getaway in St Maarten

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    A unique, breezy, tropical villa that will be your next home away from home! We are located just 3 mins away from the be ...

    From $480 per night (USD)

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  • Chic, Tranquil, Modern Apartment
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    Expedia

    Chic, Tranquil, Modern Apartment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    You won’t want to go back home after staying in this beautiful 2BR apartment. Sea-Renity is designed to cater to long-st ...

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  • Dawn Beach Club, St. Maarten - 3 Bedroom Condo
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    Dawn Beach Club, St. Maarten - 3 Bedroom Condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Dawn Beach Club, St. Maarten, 3 bedroom condo right on the beach with pools and hot tubs. Unit includes kitchen, washer ...

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

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    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)

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  • Apartment in Simpson Bay Yacht Club located on the water
    From $284 per night (USD)

    VRBO

    Apartment in Simpson Bay Yacht Club located on the water

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We would love to welcome you to the Simpson Bay Yacht Club. A gated residence with 24 hours security, 2 swimming pools, ...

    From $284 per night (USD)

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  • Fabulous 3 Bedroom/2 Bathroom  Luxury Timeshare Rental at the Dawn Beach Club!
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    Fabulous 3 Bedroom/2 Bathroom Luxury Timeshare Rental at the Dawn Beach Club!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Amazing 3 bedroom/2 bathroom located at the fantastic Dawn Beach Club Resort in wonderful Saint Martin/Maarten! Each bed ...

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  • Oyster Pond Villa – Breathtaking 180° ocean view!
    From $1314 per night (USD)

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    Oyster Pond Villa – Breathtaking 180° ocean view!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Situated in the lush green hills of St. Maarten in the exclusive area of Oyster Pond Estates is Villa Glacier Moreno tru ...

    From $1314 per night (USD)

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  •  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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  • Stunning Ocean View villa with private pool
    From $609 per night (USD)

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    Stunning Ocean View villa with private pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    It is a superb new villa of 2000 ft² with 3 air conditioned bedrooms - 3 bathrooms, Living room with American kitchen - ...

    From $609 per night (USD)

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  • Oceanfront AMAZING apartment in indigo bay
    From $448 per night (USD)

    Expedia

    Oceanfront AMAZING apartment in indigo bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    <p>A short distance from scuba diving, snorkeling, and more, this beach apartment lets you experience it all. Indigo Bea ...

    From $448 per night (USD)

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  • *SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO
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    *SPECIALS* SIMPSON BAY _ LUXURY BEACHFRONT CONDO

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Part of the Complex Aqualina, this luxury 2 bedrooms condo is right on Simpson Bay Beach. Location which is residential ...

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  • Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach
    From $733 per night (USD)

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    Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Villa Amaya is a modern, pristine 3 bedroom, 3 bath villa with breathtaking views of the turquoise Caribbean Sea in Dutc ...

    From $733 per night (USD)

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  • Private Villa Overlooking the Ocean and French Mountainside
    From $316 per night (USD)

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    Private Villa Overlooking the Ocean and French Mountainside

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful large private pool & deck at Veranda Breeze. Step onto the veranda and feel the warm ocean breeze surrounding ...

    From $316 per night (USD)

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  • 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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  •  luxury quiet 2 bedrooms private pool breathtaking view
    From $372 per night (USD)

    VRBO

    luxury quiet 2 bedrooms private pool breathtaking view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful 2 bedrooms,2 bathrooms with private pool and garden. 140m2 inside + 100m2 outside deck. Ocean View in every ro ...

    From $372 per night (USD)

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

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

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    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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  • Room in Villa Casa Blue, swimming pool, sea view
    From $139 per night (USD)

    Expedia

    Room in Villa Casa Blue, swimming pool, sea view

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bedroom and private bathroom in a charming Creole-style Villa, ideal for a romantic getaway with many attractions: * Ma ...

    From $139 per night (USD)

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  • Spectacular Oceanfront Villa, Private Pool  2 BR/2 BA
    From $333 per night (USD)

    VRBO

    Spectacular Oceanfront Villa, Private Pool 2 BR/2 BA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    (PHTOS ARE ACCURATE AFTER HURRICANE IRMA) Take in a relaxing day or evening swim in your own very private pool overlook ...

    From $333 per night (USD)

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  • Studio Simpson Bay Yacht Club
    From $160 per night (USD)

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    Studio Simpson Bay Yacht Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The studio is located in the Simpson Bay Yacht Club. A gated residence with 24 hours security, a swimming pool overlooki ...

    From $160 per night (USD)

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