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Simpson Bay Lagoon Rentals

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  • Giselle (3\/5 Rooms) Luxury villa
    From $980 per night (USD)

    VRBO

    Giselle (3\/5 Rooms) Luxury villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 5 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $980 per night (USD)

    VRBO

    Details
  • La Salamandre (4\/6 Rooms)
    From $1870 per night (USD)

    Expedia

    La Salamandre (4\/6 Rooms)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $1870 per night (USD)

    Expedia

    Details
  • Very private villa with awesome views overlooking Simpson Bay and Full Generator
    From $856 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 $856 per night (USD)

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    Details
  • Luxury Marina & Sea View Condo at Porto Cupecoy St Maarten
    From $249 per night (USD)

    Expedia

    Luxury Marina & Sea View Condo at Porto Cupecoy St Maarten

    Bedrooms:
    3
    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 $249 per night (USD)

    Expedia

    Details
  • Villa Giselle - 5 bedroom Villa - St Martin
    From $1257 per night (USD)

    VRBO

    Villa Giselle - 5 bedroom Villa - St Martin

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Villa Giselle, a magnificent 5-bedroom residence, is strategically positioned within easy reach of Plum Bay beach. This ...

    From $1257 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:
    5
    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
  • An exquisite and luxurious six bedroom villa located in Terres Basses
    From $1807 per night (USD)

    VRBO

    An exquisite and luxurious six bedroom villa located in Terres Basses

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to Villa Always, represented by EXCEPTIONAL VILLAS, one of the worlds most exquisite and luxurious six-bedroom v ...

    From $1807 per night (USD)

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    Details
  • Superb Beachfront Studio with Ocean View in Marigot
    From $108 per night (USD)

    Expedia

    Superb Beachfront Studio with Ocean View in Marigot

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Lovely studio apartment in Marigot in front of the beach, facing the sea, on the French side of St. Martin. It comfortab ...

    From $108 per night (USD)

    Expedia

    Details
  • Beachfront Villa, jacuzzi and private beach access Cupecoy Beach
    From $1435 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 $1435 per night (USD)

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    Details
  • Royal Palm Beach Resort, fully remodeled in 2021, in Simpson Bay.
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    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
  • PRIVATE VILLA OVERLOOKING THE LAGOON
    From $373 per night (USD)

    VRBO

    PRIVATE VILLA OVERLOOKING THE LAGOON

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    this private villa is set in a very quiet area of Maho. it offers a very nice view of the lagoon and golf course. it has ...

    From $373 per night (USD)

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    Details
  • Clean & Fresh: Blessed to have Survived IRMA ~ Beautiful White Sands of Maho Bay
    From $219 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 $219 per night (USD)

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    Details
  • The Cliff At Cupecoy Beach HEAVEN!!!
    From $182 per night (USD)

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    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 $182 per night (USD)

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    Details
  • Oceanfront amazing 2 bedrooms Condo
    From $269 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 $269 per night (USD)

    Expedia

    Details
  • Beach front 1 bedroom apartment overlooking Simpson Bay
    From $200 per night (USD)

    VRBO

    Beach front 1 bedroom apartment overlooking Simpson Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This hotel is located next to the Simpson Bay Beach. Flamingo Beach Resort offers a restaurant, infinity-edge pool and f ...

    From $200 per night (USD)

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    Details
  • Beach front 1 bedroom apartment overlooking Simpson Bay  (Feb.13-20, 2021)
    From $200 per night (USD)

    VRBO

    Beach front 1 bedroom apartment overlooking Simpson Bay (Feb.13-20, 2021)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This hotel is located next to the Simpson Bay Beach. Flamingo Beach Resort offers a restaurant, infinity-edge pool and f ...

    From $200 per night (USD)

    VRBO

    Details
  • Le Papillon on the beach
    From $375 per night (USD)

    VRBO

    Le Papillon on the beach

    Bedrooms:
    3
    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 $375 per night (USD)

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    Details
  • Littledream 2 Bedrooms Villa on the Lagoon
    From $373 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 $373 per night (USD)

    Expedia

    Details
  • Encore (5\/6 Rooms) Luxury villa
    From $1458 per night (USD)

    VRBO

    Encore (5\/6 Rooms) Luxury villa

    Bedrooms:
    6
    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 $1458 per night (USD)

    VRBO

    Details
  • El Grande Azure (3\/5 Rooms)
    From $3262 per night (USD)

    Expedia

    El Grande Azure (3\/5 Rooms)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 5 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $3262 per night (USD)

    Expedia

    Details
  • Encore (4\/6 Rooms) Luxury villa
    From $1279 per night (USD)

    VRBO

    Encore (4\/6 Rooms) Luxury villa

    Bedrooms:
    5
    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 $1279 per night (USD)

    VRBO

    Details
  • Mirabelle Luxury villa
    From $1478 per night (USD)

    Expedia

    Mirabelle Luxury villa

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Mirabelle is a stunning waterfront property situated on top of a hill, offering breathtaking views of the Simpson ...

    From $1478 per night (USD)

    Expedia

    Details
  • Mirabelle (4\/5 Rooms)
    From $1299 per night (USD)

    VRBO

    Mirabelle (4\/5 Rooms)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $1299 per night (USD)

    VRBO

    Details
  • Mirabelle (3\/5 Rooms)
    From $1119 per night (USD)

    Expedia

    Mirabelle (3\/5 Rooms)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 5 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1119 per night (USD)

    Expedia

    Details
  • El Grande Azure Luxury villa
    From $5839 per night (USD)

    VRBO

    El Grande Azure Luxury villa

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa El Grande Azure is a property with stunning views of the Caribbean Sea. It offers a total of five bedrooms, each e ...

    From $5839 per night (USD)

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    Details
  • Beautiful Encore Luxury villa
    From $1637 per night (USD)

    Expedia

    Beautiful Encore Luxury villa

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    You arrive at Encore along a long, inviting drive filled with palms, exotic tropical flowers, trees, and shrubs. Beautif ...

    From $1637 per night (USD)

    Expedia

    Details
  • El Grande Azure (4\/5 Rooms)
    From $3980 per night (USD)

    VRBO

    El Grande Azure (4\/5 Rooms)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $3980 per night (USD)

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    Details
  • Beautiful Giselle Luxury villa
    From $1348 per night (USD)

    Expedia

    Beautiful Giselle Luxury villa

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Giselle is a stunning five-bedroom villa located within walking distance of Plum Bay Beach. This fabulous property ...

    From $1348 per night (USD)

    Expedia

    Details
  • Giselle (4\/5 Rooms) Luxury villa
    From $1184 per night (USD)

    VRBO

    Giselle (4\/5 Rooms) Luxury villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

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

    From $1184 per night (USD)

    VRBO

    Details
  • Sol Y Mar (2\/3 Rooms)
    From $679 per night (USD)

    Expedia

    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 $679 per night (USD)

    Expedia

    Details
  • The Cove Luxury apartment
    From $1413 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 $1413 per night (USD)

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    Details
  • Sol Y Mar Luxury villa
    From $679 per night (USD)

    Expedia

    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 $679 per night (USD)

    Expedia

    Details
  • Beautiful Always Luxury villa
    From $1919 per night (USD)

    VRBO

    Beautiful Always Luxury villa

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    13

    Villa Always is a stunning and luxurious property with a spacious and open living area that allows for the refreshing na ...

    From $1919 per night (USD)

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    Details
  • Always (5\/6 Rooms) Luxury villa
    From $1755 per night (USD)

    Expedia

    Always (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 $1755 per night (USD)

    Expedia

    Details
  • Always (4\/6 Rooms) Luxury villa
    From $1592 per night (USD)

    VRBO

    Always (4\/6 Rooms) Luxury villa

    Bedrooms:
    5
    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 $1592 per night (USD)

    VRBO

    Details
  • La Salamandre (5\/6 Rooms)
    From $1959 per night (USD)

    Expedia

    La Salamandre (5\/6 Rooms)

    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 $1959 per night (USD)

    Expedia

    Details
  • Le Caprice (6\/7 Rooms)
    From $2326 per night (USD)

    VRBO

    Le Caprice (6\/7 Rooms)

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    *** Only 6 out of 7 bedrooms and 7 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $2326 per night (USD)

    VRBO

    Details
  • Sea Vous Play (2\/4 Rooms)
    From $552 per night (USD)

    Expedia

    Sea Vous Play (2\/4 Rooms)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    *** Only 2 out of 4 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $552 per night (USD)

    Expedia

    Details
  • La Salamandre Luxury villa
    From $2130 per night (USD)

    VRBO

    La Salamandre Luxury villa

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    La Salamandre is a breathtaking villa nestled in the exclusive Terres Basses region of St. Martin, offering an unparalle ...

    From $2130 per night (USD)

    VRBO

    Details
  • Callisto (2\/3 Rooms) Luxury villa
    From $581 per night (USD)

    Expedia

    Callisto (2\/3 Rooms) Luxury villa

    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 $581 per night (USD)

    Expedia

    Details
  • Callisto Luxury villa
    From $679 per night (USD)

    VRBO

    Callisto Luxury villa

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Villa Callisto is a contemporary home located in the prestigious gated community of Terres Basses, known as the most res ...

    From $679 per night (USD)

    VRBO

    Details
  • Sea Vous Play Luxury villa
    From $891 per night (USD)

    Expedia

    Sea Vous Play Luxury villa

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Villa Sea Vous Play in St Martin! This stunning villa boasts beautiful ocean views and features a large pool ...

    From $891 per night (USD)

    Expedia

    Details
  • Le Caprice (5\/7 Rooms)
    From $1984 per night (USD)

    VRBO

    Le Caprice (5\/7 Rooms)

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    *** Only 5 out of 7 bedrooms and 6 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1984 per night (USD)

    VRBO

    Details
  • Sea Vous Play (3\/4 Rooms)
    From $721 per night (USD)

    Expedia

    Sea Vous Play (3\/4 Rooms)

    Bedrooms:
    4
    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 $721 per night (USD)

    Expedia

    Details
  • Le Caprice (4\/7 Rooms)
    From $1641 per night (USD)

    VRBO

    Le Caprice (4\/7 Rooms)

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    *** Only 4 out of 7 bedrooms and 5 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1641 per night (USD)

    VRBO

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

    ATHENA THE PLACE TO BE !! Portocupecoy Marina & Casino

    Bedrooms:
    3
    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

    Expedia

    Details
  • Sunny, Large 3 Bedroom Villa with Ocean Views
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    VRBO

    Sunny, Large 3 Bedroom Villa with Ocean Views

    Bedrooms:
    3
    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. ...

    Click For Pricing

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  • Charming Beachfront Cottage
    From $300 per night (USD)

    Expedia

    Charming Beachfront Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Close your eyes and imagine yourself living for a few days in this dream vacation house with family or friends. The prop ...

    From $300 per night (USD)

    Expedia

    Details
  • Sint maarten 2 bedroom simpson yatch club
    From $324 per night (USD)

    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 ...

    From $324 per night (USD)

    VRBO

    Details
  • Gorgeous Five bedroom villa on Simpson Bay
    From $1526 per night (USD)

    Expedia

    Gorgeous Five bedroom villa on Simpson Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Located on top of a hill with the feet in the water, Villa Mirabelle, in the hart of a tropical garden,has its ...

    From $1526 per night (USD)

    Expedia

    Details
  • Beacon Hill Studio - Maho Beach - Simpson Bay Ideal place to relax
    From $136 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 $136 per night (USD)

    VRBO

    Details
  • Wonderful 3 bedroom villa w\/ pool and jacuzzi
    From $511 per night (USD)

    Expedia

    Wonderful 3 bedroom villa w\/ pool and jacuzzi

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Very beautiful and comfortable villa located in Terres Basses, a 24hrs secured residence with 3 bedrooms (1 bedroom with ...

    From $511 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • Charming studio on the beach
    From $93 per night (USD)

    Expedia

    Charming studio on the beach

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    The studio is located directly on the beach among the coconut trees, in a luxury residence with caretaker and swimming p ...

    From $93 per night (USD)

    Expedia

    Details
  • Le Bard'ô Studio on the beach
    From $116 per night (USD)

    VRBO

    Le Bard'ô Studio on the beach

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Very "cozy" studio, located directly on the beach of Nettle Bay. Sea view, in secure residence. Ideally located near Mar ...

    From $116 per night (USD)

    VRBO

    Details
  • Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton
    From $480 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 $480 per night (USD)

    Expedia

    Details
  • Caribbean Sea Studio next to The Morgan Resort
    From $184 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 $184 per night (USD)

    VRBO

    Details
  • Maho Beach House: Sand Bar Condo, 1-Bedroom
    From $250 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 $250 per night (USD)

    Expedia

    Details
  • Maho Beach House: Studio Getaway, Oceanfront Vibe
    From $163 per night (USD)

    VRBO

    Maho Beach House: Studio Getaway, Oceanfront Vibe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Discover the Charm of our sand bar cove – Your oceanfront getaway! Welcome to Sand Bar Cove, a serene and spacious priv ...

    From $163 per night (USD)

    VRBO

    Details
  • Maho Beach Escape; Sunset Ocean View
    From $184 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 $184 per night (USD)

    Expedia

    Details
  • 3 Bedroom Modern Villa , Ocean Royal
    From $748 per night (USD)

    VRBO

    3 Bedroom Modern Villa , Ocean Royal

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Located in the gated community of Indigo Bay, Ocean Royale will make you feel like you hit the jackpot! This newly built ...

    From $748 per night (USD)

    VRBO

    Details
  • Maho Beach House: Sand Bar Suite, 2-Bedroom
    From $428 per night (USD)

    Expedia

    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 $428 per night (USD)

    Expedia

    Details
  • Sunset Beach View - Luxury Studio next to The Morgan Resort
    From $235 per night (USD)

    VRBO

    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 $235 per night (USD)

    VRBO

    Details
  • Maho Beach House - Spacious 1 Bedroom Suite
    From $218 per night (USD)

    Expedia

    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 $218 per night (USD)

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  • The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
    From $180 per night (USD)

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    The Best Little Beach Bar Condo in Maho - next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The Best Little Beach Bar Condo is a private residence in Maho located next to The Morgan Resort (We are NOT the Hotel). ...

    From $180 per night (USD)

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  • Maho Beach St Maarten Ocean View
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    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 – ...

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  • Alaya unique apartment by the ocean
    From $771 per night (USD)

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    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 $771 per night (USD)

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  • Maho Beach Suite
    From $495 per night (USD)

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    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 $495 per night (USD)

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

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    Anchor House - Direct Oceanfront - Luxury & Modern Style

    Bedrooms:
    4
    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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  • WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
    From $631 per night (USD)

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

    Bedrooms:
    3
    Bathrooms:
    4
    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 $631 per night (USD)

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

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    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)

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  • Grande Azur - Luxury Ocean View Villa by The Beach
    From $7794 per night (USD)

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    Grande Azur - Luxury Ocean View Villa by The Beach

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    Villa El Grande Azure is a wonderful home with sublime views of the Caribbean Sea,, designed to offer the utmost in cont ...

    From $7794 per night (USD)

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  • LUXURY COUACH 70 FT YACHT
    From $6205 per night (USD)

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    LUXURY COUACH 70 FT YACHT

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Cohiba is from luxury french boat builder COUACH, kevlar deep V hull can handle easy and big space inside! Tunnel prope ...

    From $6205 per night (USD)

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  • Private room in Villa Casa Blue pool sea view
    From $130 per night (USD)

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    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 $130 per night (USD)

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  • It’s all about the view - Ocean front 3 bedroom end unit with backup generator!
    From $403 per night (USD)

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    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 $403 per night (USD)

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  • Vacation Rental Condo
    From $150 per night (USD)

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    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 $150 per night (USD)

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  • SkyView Penthouse, Sint Maarten \/ St Maarten
    From $359 per night (USD)

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    SkyView Penthouse, Sint Maarten \/ St Maarten

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

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

    From $359 per night (USD)

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  • Aventura Residences ....
    From $150 per night (USD)

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    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 $150 per night (USD)

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  • oceanfront \/beautiful resort
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    oceanfront \/beautiful resort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Gorgeous views. Beautiful completely renovated apartment. Spacious open floor plan for living room, dining room, kitchen ...

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  • Tranquil Oceanside property: Pools & Direct Beach Access
    From $288 per night (USD)

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    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 $288 per night (USD)

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  • Villa Casa Blue, between sky and ocean,  Almond Grove
    From $357 per night (USD)

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    Villa Casa Blue, between sky and ocean, Almond Grove

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Pretty Creole-style villa, tastefully decorated, located in the heights of Sint-Marteen, with many assets for unforgetta ...

    From $357 per night (USD)

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  • La Caravelle: very close to the beach, close to the sea, serenity and comfort
    From $229 per night (USD)

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    La Caravelle: very close to the beach, close to the sea, serenity and comfort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Composed of a bedroom, a bathroom with separate toilets, living room, dining room, equipped kitchen, 20 M² terrace with ...

    From $229 per night (USD)

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  • Surfsong Villa Chic 6-BR Waterfront Villa with Stunning Views: Luxury, Seclusion and Close to Entertainment
    From $1811 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 $1811 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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  • Luxury Penthouse, Lagoon and Ocean Views
    From $580 per night (USD)

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    Luxury Penthouse, Lagoon and Ocean Views

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

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

    From $580 per night (USD)

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  • Beach villa, pool, exotic garden, private terrace, safety water tank
    From $189 per night (USD)

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    Beach villa, pool, exotic garden, private terrace, safety water tank

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your stay in paradise, close to the beach, feet in the sand, under the sun-kissed tropics. We will welcome you to ...

    From $189 per night (USD)

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  • DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses
    From $708 per night (USD)

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    DISCOUNTED RATE for a renovated 3 bedroom villa - VILLA HARMONY - Terres Basses

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Harmony is your perfect vacation home, which will give you the feeling of being at home in the Caribbean, this spacious ...

    From $708 per night (USD)

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  • Rendezvous at Las Arenas
    From $433 per night (USD)

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    Rendezvous at Las Arenas

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    From the moment you set foot inside the luxurious, gated courtyard of Las Arenas in Sint Maarten, you know that this is ...

    From $433 per night (USD)

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  • Gorgeous Ocean views 1 bed 1 1\/2 bath, Blue residence condo 601
    From $250 per night (USD)

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

    Bedrooms:
    3
    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 $250 per night (USD)

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  • ENJOY THE BEAUTY OF ST MAARTEN BY STAYING RIGHT ON THE OCEAN IN LUXURY CONDO
    From $221 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 $221 per night (USD)

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  • La Vue SXM - Modern Oceanfront Villa  (+ Chef Services! )
    From $655 per night (USD)

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    La Vue SXM - Modern Oceanfront Villa (+ Chef Services! )

    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 $655 per night (USD)

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  • Villa Steel Magnolias....Former Villa of Oscar winner Olympia Dukakis!
    From $750 per night (USD)

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    Villa Steel Magnolias....Former Villa of Oscar winner Olympia Dukakis!

    Bedrooms:
    5
    Bathrooms:
    7
    Sleeps:
    18

    NEWS FLASH! NEW FLASH! Book now for your 2025 and 2026 dates and book the holidays early! Large totally private ...

    From $750 per night (USD)

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  • SECOND HOME Beach Apartment
    From $124 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 $124 per night (USD)

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  • Villa La Mission - Magnificent 5-bedroom villa with private beach
    From $1306 per night (USD)

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    Villa La Mission - Magnificent 5-bedroom villa with private beach

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    8

    <p>Located on the waterfront, this welcoming villa lets you experience it all in Les Terres Basses. There's convenient o ...

    From $1306 per night (USD)

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  • Farniente in Cupecoy by Personal Villas - Gorgeous and Exceptionally Popular
    From $1523 per night (USD)

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    Farniente in Cupecoy by Personal Villas - Gorgeous and Exceptionally Popular

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Summary: FARNIENTE 4BR, Cupecoy, St Maarten Villa Farniente in Sint Maarten is a gorgeous and exceptionally popular v ...

    From $1523 per night (USD)

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  • Apartment in Simpson Bay Yacht Club located on the water
    From $207 per night (USD)

    Expedia

    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 $207 per night (USD)

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  •  ALMA - DIRECT BEACH ACCESS 4 BR VILLA
    From $1083 per night (USD)

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    ALMA - DIRECT BEACH ACCESS 4 BR VILLA

    Bedrooms:
    5
    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 $1083 per night (USD)

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  • Deluxe Condo, 1 bedroom, Sea View
    From $356 per night (USD)

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    Deluxe Condo, 1 bedroom, Sea View

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Located 2 miles away from Juliana International Airport, close to the Mullet Golf Course and several beaches, The Hotel ...

    From $356 per night (USD)

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  • Deluxe Condo, 2 bedrooms, Marina View
    From $384 per night (USD)

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    Deluxe Condo, 2 bedrooms, Marina View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located 2 miles away from Juliana International Airport, close to the Mullet Golf Course and several beaches, The Hotel ...

    From $384 per night (USD)

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  • Executive Condo, 3 bedrooms, Marina View
    From $504 per night (USD)

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    Executive Condo, 3 bedrooms, Marina View

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Located 2 miles away from Juliana International Airport, close to the Mullet Golf Course and several beaches, The Hotel ...

    From $504 per night (USD)

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    Details