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  • Sky Blue (4\/5 Rooms) Luxury villa
    From $1194 per night (USD)

    VRBO

    Sky Blue (4\/5 Rooms) Luxury villa

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

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

    From $1194 per night (USD)

    VRBO

    Details
  • Very private villa with awesome views overlooking Simpson Bay and Full Generator
    From $824 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 $824 per night (USD)

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    Details
  • Luxury Marina & Sea View Condo at Porto Cupecoy St Maarten
    From $399 per night (USD)

    VRBO

    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 $399 per night (USD)

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    Details
  • Modern Penthouse with amazing view- Private Pool
    From $680 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 $680 per night (USD)

    Expedia

    Details
  • Beautiful 6 bedroom Villa on the popular white sandy beach of Simpson bay
    From $2200 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 $2200 per night (USD)

    VRBO

    Details
  • Completely Rebuilt, redesigned, luxurious vills at Dawn Beach, St.Martin
    From $840 per night (USD)

    Expedia

    Completely Rebuilt, redesigned, luxurious vills at Dawn Beach, St.Martin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The spaciousness and elegance of this three bedroom villa will resonate with your taste for beauty and desire for relaxa ...

    From $840 per night (USD)

    Expedia

    Details
  • Getaway paradise!!
    From $234 per night (USD)

    VRBO

    Getaway paradise!!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This strongly concrete constructed building condominium one bedroom- a sofa queen bed and two full bathrooms apartment ...

    From $234 per night (USD)

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  • Beachfront Villa, jacuzzi and private beach access Cupecoy Beach
    From $1545 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 $1545 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

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    Details
  • Beachfront Penthouse 2022 Heineken Regatta week
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    Expedia

    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

    Expedia

    Details
  • PRIVATE VILLA OVERLOOKING THE LAGOON
    From $345 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 $345 per night (USD)

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    Details
  • Clean & Fresh: Blessed to have Survived IRMA ~ Beautiful White Sands of Maho Bay
    From $276 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 $276 per night (USD)

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    Details
  • Spacious accommodation
    From $320 per night (USD)

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    Spacious accommodation

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Large and spacious home with en suite bathrooms for every bedroom. Master (king) 2nd Bedroom (queen) 3rd Bedroom (2x si ...

    From $320 per night (USD)

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    Details
  • The Cliff At Cupecoy Beach HEAVEN!!!
    From $332 per night (USD)

    Expedia

    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 $332 per night (USD)

    Expedia

    Details
  • Oceanfront amazing 2 bedrooms Condo
    From $355 per night (USD)

    VRBO

    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 $355 per night (USD)

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  • Villa Angelina With Amazing Panoramic Views
    From $342 per night (USD)

    VRBO

    Villa Angelina With Amazing Panoramic Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    If you are looking for relaxation and tranquility than Villa Angelina villa is the perfect villa for you and your family ...

    From $342 per night (USD)

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  • Beach front 1 bedroom apartment overlooking Simpson Bay
    From $275 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 $275 per night (USD)

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    Details
  • Beach front 1 bedroom apartment overlooking Simpson Bay  (Feb.13-20, 2021)
    From $250 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 $250 per night (USD)

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    Details
  • Villa Mila: The Pearl of Sint Maarten - #1 Rated villa in Oyster Bay
    From $1078 per night (USD)

    VRBO

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

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

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

    From $1078 per night (USD)

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    Details
  • Le Papillon on the beach
    From $582 per night (USD)

    Expedia

    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 $582 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)

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    Details
  • Deluxe Caribbean Condo with beautiful views of St. Barths
    From $219 per night (USD)

    VRBO

    Deluxe Caribbean Condo with beautiful views of St. Barths

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Nestled into a lush hillside on the east coast of St. Maarten at Dawn Beach is a lovely boutique condo hotel. It is jus ...

    From $219 per night (USD)

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    Details
  • Littledream 2 Bedrooms Villa on the Lagoon
    From $345 per night (USD)

    VRBO

    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 $345 per night (USD)

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

    Expedia

    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)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • 2 bed 2bath beach apartment
    From $242 per night (USD)

    Expedia

    2 bed 2bath beach apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This apartment has a great location , right in the beach and in the duty-free shopping area of Sint Maarten . Close to v ...

    From $242 per night (USD)

    Expedia

    Details
  • Sol Y Mar (2\/3 Rooms)
    From $769 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 $769 per night (USD)

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    Details
  • The Cove Luxury apartment
    From $1184 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 $1184 per night (USD)

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  • Sol Y Mar Luxury villa
    From $831 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 $831 per night (USD)

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    Details
  • Sky Blue Luxury villa
    From $1315 per night (USD)

    VRBO

    Sky Blue Luxury villa

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocean. A wonderful, five ...

    From $1315 per night (USD)

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    Details
  • Sky Blue (3\/5 Rooms) Luxury villa
    From $1073 per night (USD)

    VRBO

    Sky Blue (3\/5 Rooms) Luxury villa

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** Only 3 out of 5 bedrooms and 4 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1073 per night (USD)

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    Details
  • Villa Paradiso Luxury villa
    From $1652 per night (USD)

    VRBO

    Villa Paradiso Luxury villa

    Bedrooms:
    7
    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 $1652 per night (USD)

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    Details
  • Villa Paradiso (4\/6 Rooms)
    From $1431 per night (USD)

    VRBO

    Villa Paradiso (4\/6 Rooms)

    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 $1431 per night (USD)

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    Details
  • Villa Paradiso (5\/6 Rooms)
    From $1537 per night (USD)

    VRBO

    Villa Paradiso (5\/6 Rooms)

    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 $1537 per night (USD)

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    Details
  • Five Minutes More (3\/4 Rooms)
    From $1049 per night (USD)

    VRBO

    Five Minutes More (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 $1049 per night (USD)

    VRBO

    Details
  • Villa Paradiso (3\/6 Rooms)
    From $1326 per night (USD)

    VRBO

    Villa Paradiso (3\/6 Rooms)

    Bedrooms:
    4
    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 $1326 per night (USD)

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    Details
  • Villa Paradiso (2\/6 Rooms)
    From $1326 per night (USD)

    VRBO

    Villa Paradiso (2\/6 Rooms)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    *** Only 2 out of 6 bedrooms and 3 bathrooms will be available for your use at this rate. The remaining bedrooms will be ...

    From $1326 per night (USD)

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    Details
  • ATHENA THE PLACE TO BE !! Portocupecoy Marina & Casino
    From $459 per night (USD)

    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 ...

    From $459 per night (USD)

    Expedia

    Details
  • Five Minutes More Luxury villa
    From $1184 per night (USD)

    VRBO

    Five Minutes More Luxury villa

    Bedrooms:
    5
    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 $1184 per night (USD)

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

    Expedia

    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. ...

    From $464 per night (USD)

    Expedia

    Details
  • The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc
    From $520 per night (USD)

    VRBO

    The CLIFF - Luxury Beachfront Resort - Full Amenities --> Spa - Restaurant - etc

    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 $520 per night (USD)

    VRBO

    Details
  • Sint maarten 2 bedroom simpson yatch club
    From $317 per night (USD)

    Expedia

    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 $317 per night (USD)

    Expedia

    Details
  • Atrium Beach Resort and Spa-Great Deal!!!
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    VRBO

    Atrium Beach Resort and Spa-Great Deal!!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Atrium is situated on the beach in Simpson Bay, St. Maarten. The rooms are very clean and very tropical. The balco ...

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  • LOVELY OYSTER POND AND OCEAN VIEW IN BEST NEIGHBORHOOD
    From $79 per night (USD)

    VRBO

    LOVELY OYSTER POND AND OCEAN VIEW IN BEST NEIGHBORHOOD

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    CATHY’S CORNER GUESTHOUSE This lovely guesthouse is in the heart of the residential section of St. Maarten called Oyste ...

    From $79 per night (USD)

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

    VRBO

    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)

    VRBO

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

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    4
    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)

    Expedia

    Details
  • Villa Bonjour water front villa next to Maho
    From $1290 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 $1290 per night (USD)

    VRBO

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

    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

    Expedia

    Details
  • Modern cozy studio apartment
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    VRBO

    Modern cozy studio apartment

    Bedrooms:
    1
    Bathrooms:
    2
    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

    VRBO

    Details
  • Beacon Hill Studio - Maho Beach - Simpson Bay Ideal place to relax
    From $110 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 $110 per night (USD)

    Expedia

    Details
  • 2 Bedroom 2 Condo in Oyster Bay
    From $275 per night (USD)

    VRBO

    2 Bedroom 2 Condo in Oyster Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SPINNAKER 1432 RENTS AS A 1 OR 2 BEDROOM CONDO. IF YOU WO ...

    From $275 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
  • Luxurious villa ON THE BEACH in Guana Bay
    From $1651 per night (USD)

    VRBO

    Luxurious villa ON THE BEACH in Guana Bay

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    4

    Super villa, spacious, fully furnished and in excellent condition (20 people max). This villa has a huge beachfront, 2 b ...

    From $1651 per night (USD)

    VRBO

    Details
  • Entire apartment hosted by Alvin
    From $104 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 $104 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 $610 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 $610 per night (USD)

    Expedia

    Details
  • Caribbean Sea Studio next to The Morgan Resort
    From $274 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 $274 per night (USD)

    VRBO

    Details
  • The Sand Bar Condo - next to The Morgan Resort
    From $332 per night (USD)

    Expedia

    The Sand Bar Condo - next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Sand Bar Condo is a spacious and comfortable 1-bedroom private residence next to The Morgan Resort (We are NOT the H ...

    From $332 per night (USD)

    Expedia

    Details
  • The Sand Bar Beach Studio - next to The Morgan Resort
    From $270 per night (USD)

    VRBO

    The Sand Bar Beach Studio - next to The Morgan Resort

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Sand Bar Cove is a comfortable and spacious private residence next to The Morgan Resort (We are NOT the Hotel). Enjo ...

    From $270 per night (USD)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Maho Beach Escape; Sunset Ocean View
    From $262 per night (USD)

    VRBO

    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 $262 per night (USD)

    VRBO

    Details
  • Private House With a Pool Garden and Playground
    From $419 per night (USD)

    Expedia

    Private House With a Pool Garden and Playground

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    <p>Located in Oyster Pond, this welcoming vacation home brings it all within your reach. Jump into your car and make sho ...

    From $419 per night (USD)

    Expedia

    Details
  • The Sand Bar Suite
    From $679 per night (USD)

    VRBO

    The Sand Bar Suite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Sand Bar Suite is a spacious and comfortable 2-bedroom private residence inside The Morgan Resort area (We are NOT t ...

    From $679 per night (USD)

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  • Sunset Beach View - Luxury Studio next to The Morgan Resort
    From $295 per night (USD)

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    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 $295 per night (USD)

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  • Caribbean Oasis on Sunset Beach
    From $275 per night (USD)

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    Caribbean Oasis on Sunset Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Welcome to "Caribbean Oasis on Sunset Beach" - your tranquil retreat in Maho, Sint Maarten. Our 1-bedroom condo offers a ...

    From $275 per night (USD)

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  • The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
    From $229 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 $229 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 – ...

    Click For Pricing

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  • Alaya unique apartment by the ocean
    From $713 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 $713 per night (USD)

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  • Maho Beach Suite
    From $699 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 $699 per night (USD)

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  • Anchor House - Direct Oceanfront - Luxury & Modern Style
    From $947 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 $947 per night (USD)

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  • WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
    From $703 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 $703 per night (USD)

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  • Simpson Bay Top-Level Oceanfront Penthouse with Private Pool and Ocean Views!
    From $739 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

    PLEASE NOTE THAT ALL RATES ARE BASED ON 2 GUESTS PER BEDROOM. SOL Y MAR RENTS AS A 2 OR 3 BEDROOM. IF YOU WOULD LIKE TO ...

    From $739 per night (USD)

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

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

    Bedrooms:
    2
    Bathrooms:
    4
    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)

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  • Condo 6\/8 pers Dawn Beach St Maarten with sea view
    From $525 per night (USD)

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    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 $525 per night (USD)

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  • LUXURY COUACH 70 FT YACHT
    From $5733 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 $5733 per night (USD)

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  • Beautifull Suite 3-2 beachfront at the Westin Resort
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    Beautifull Suite 3-2 beachfront at the Westin Resort

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    8

    Located at the most modern resort in Sint Maarten, The Westin Dawn Beach Resort & Spa features this Three-Bedroom / two- ...

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  • Villa Suzanne   -    Ocean Views
    From $638 per night (USD)

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    Villa Suzanne - Ocean Views

    Bedrooms:
    5
    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 $638 per night (USD)

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  • Private room in Villa Casa Blue pool sea view
    From $182 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 $182 per night (USD)

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  • It’s all about the view - Ocean front 3 bedroom end unit with backup generator!
    From $445 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 $445 per night (USD)

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

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  • SkyView Penthouse, Sint Maarten \/ St Maarten
    From $341 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 $341 per night (USD)

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  • 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)

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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 $560 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 $560 per night (USD)

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  • GORGEOUS GETAWAY DAWN BEACH ST MAARTEN!!<br><br>
    From $770 per night (USD)

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    GORGEOUS GETAWAY DAWN BEACH ST MAARTEN!!<br><br>

    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 $770 per night (USD)

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  • Paradise appartment facing caribbean sea - Feet in the Sea
    From $473 per night (USD)

    Expedia

    Paradise appartment facing caribbean sea - Feet in the Sea

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

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

    From $473 per night (USD)

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  • Bahia Villa 3
    From $682 per night (USD)

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    Bahia Villa 3

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want t ...

    From $682 per night (USD)

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  • beautiful secured private and kids friendly house with a pool and view
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    Expedia

    beautiful secured private and kids friendly house with a pool and view

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful 160 M2 private house, located in tamarind hill road. Private and secured residence. The house has 3 bedrooms/ ...

    Click For Pricing

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  • LUXURY apartment with breathtaking sea view
    From $630 per night (USD)

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    LUXURY apartment with breathtaking sea view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    <p>Located in Lowlands, this 2-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...

    From $630 per night (USD)

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  • Villa Casa Blue, between sky and ocean,  Almond Grove
    From $514 per night (USD)

    Expedia

    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 $514 per night (USD)

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  • Large one bedroom condo with a million dollar sea view (775 sqft)
    From $169 per night (USD)

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    Large one bedroom condo with a million dollar sea view (775 sqft)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The condo is on the third floor of the La Terrasse building of the Royal Islander Club resort. Its situation within the ...

    From $169 per night (USD)

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  • Luxurious apartment with amazing sea view
    From $630 per night (USD)

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    Luxurious apartment with amazing sea view

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    2

    This is a spacious 2 bedroom apartment which includes a master suite with a breathtaking sea view, hotel quality king si ...

    From $630 per night (USD)

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  • Surfsong Villa Chic 6-BR Waterfront Villa with Stunning Views: Luxury, Seclusion and Close to Entertainment
    From $2477 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 $2477 per night (USD)

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  • Caribbean Paradise Awaits You
    From $360 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 $360 per night (USD)

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  • 3-Bedroom Suite At JW MARIOTT Dawn Beach Club
    From $450 per night (USD)

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    3-Bedroom Suite At JW MARIOTT Dawn Beach Club

    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 $450 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 $780 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 $780 per night (USD)

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  • Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only SAT TO SAT
    From $587 per night (USD)

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    Majestic, Secure & Secluded OCEANFRONT Rental - Weekly Rentals Only SAT TO SAT

    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 $587 per night (USD)

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  • Deluxe private studio
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    Deluxe private studio

    Bedrooms:
    2
    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 $276 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 $276 per night (USD)

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