Villas Simpson Bay

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TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$659

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$917

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Price per night from

$559

BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$501

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

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Price per night from

$2,433

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Price per night from

$672

Ocean Front with Private Pool

Simpson Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

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Price per night from

$1,276

Sunset Villa Beacon Hill Sint Maarten

Simpson Bay villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$918

Villa Ocean Breeze - Private Pool - 2 Masters - Private Courtyard

Simpson Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$746

FAJA LOBIE... Completely Updated Beachfront Villa on Burgeoux Bay

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$558

SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!

Simpson Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,681

Infinity Views Villa SXM

Simpson Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$195

BEACH SECRET... Modern 4 BR beauty on Burgeaux Bay, walk to Maho!

Simpson Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,148

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Price per night from

$1,798

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Price per night from

$1,317

BELLA VITA... Stunning Super Deluxe 7BR, Breathtaking Views, Heated Pool!

Simpson Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$2,804

Great rentals within 20 miles that match your search

the Dacha

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,146

Butterfly

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$902

SAS

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,288

The Blue Palms

St Martin / St Maarten villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,287

Now

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,041

Tichka (TCK)

St. Barthelemy villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,932

Sandyline

Terres Basses villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$5,221

My friends

Terres Basses villa

  • 14 bedrooms
  • 15 bathrooms
  • sleeps 28

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Price per night from

$5,007

 Villa Cyrano, lowland, Saint Martin.

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$728

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Price per night from

$644

Dreamcatcher - luxury villa, stunning views over turquoise seas

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$946

LOASIS... Amazing Beachfront Estate, Spa, Gym, Heated Pool!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$4,751

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$1,575

LE CAPRICE... Spacious 7BR on Elevated Beachfront Lot, Breathtaking Views!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$2,504

LIBELLULE....Spacious 5 BR Walk To Fabulous Baie Rouge Beach!

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,431

MONGOOSE RUN... Views, Views, Views!... exclusive and gorgeous!

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$701

BAMBOO... Modern and Romantic, 2 Master Suites, Very Private, Full AC, Jacuzzi!

Terres Basses villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$715

LE PRIVILEGE...Huge 7BR Villa - Stunning Views of Marcel Cove

Anse Marcel villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

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Price per night from

$3,576

LA NINA... Includes Tennis Court & Gym for 2 lucky couples or small family

Terres Basses villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$496

BOUGAINVILLEA...Fabulous views overlooking Dawn Beach & St. Barths

Oyster Pond villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$937

LA SAMANNA VILLAS... Private, Luxurious 5 Star Resort Amenities & Service!

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$4,797

Viewing 38 of 678
villas in Simpson Bay

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