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517 Houses

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❤ BelAmour - Luxurious & Romantic Villa for 2 ❤

Pointe Milou villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$1,147

Great rentals within 20 miles that match your search

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$519

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$491

The Source

Marigot, Saint Martin villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$732

Loue appartement de luxe 6/8 personnes(DBC) refait à neuf .Balcon vue mer.

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$573

TAK

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,190

NEW CONSTRUCTION -OCEANFRONT PROPERTY - 3 KING BEDROOMS - SLEEPS 8

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$492

Suite 5* 3 BD 2 BA Westin Dawn Beach Sint Maarten res. saturday to saturday

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$857

Panoramic Ocean View Condo on Orient Bay

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 8 minutes

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Price per night from

$138

COME SPEND HOLIDAY SUPER FACING THE SEA

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$524

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$492

Villa Moorea Saint-Barthelemy

Marigot house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$482

THE ROCK 1 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

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Price per night from

$183

SAS

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,288

Tichka (TCK)

St. Barthelemy villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,931

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

$3,575

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

$936

ESTHER... charming, new, affordable townhome with private pool, walk to Orient b

Orient Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect!!” We stayed at Villa Esther just last week. It's in a excellent location with walking access to Bikini Beach as well as La Playa which provides a free chair and umbrella, with drink purchase. The plunge pool is perfect for a cooling down after the beach. Wifi keeps you connected with home without massive cell charges, and the entire place is clean and functional. A/C works great on hot nights. Best part is your walking distance to some of the best cuisine on the island. It's all here at Villa Esther, as well as an outstanding staff to welcome you.

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Price per night from

$226

Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach

Oyster Pond farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$501

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

MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

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Price per night from

$1,302

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

$916

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Price per night from

$516

HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!

Oyster Pond villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$216

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Price per night from

$672

CORALITA...4 BR casual villa in French St Martin on Oyster Pond

Oyster Pond villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$476

IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$430

PARADISO... Stunning modern 6 BR villa with huge blue views!!

Oyster Pond villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,331

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Price per night from

$798

HOPE ESTATE...4 BR Deluxe Villa Overlooking Orient Bay

Orient Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$921

“great locations,,, great villa” loved the villa... better than we had hoped for,,,

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Price per night from

$1,145

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Price per night from

$516

BEACH HOUSE YOUNES.. Oceanfront 2BR villa just steps from Dawn Beach

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice oceanfront villa” ???????? ????? ?? ??? ???? ??? ????? ? ?????? ? ???????? ???????. ???????? ??? ? ???????????? ??? ??????. ???????? ?????????? ? ??????? ??????????. ? ???? ???? ??? ??????????? ???????????? ? ??????????????. ???? Wifi ? ??????? ???????.????????? ???????? ?????? ???? ????? ?? ? ??. ?? ??????? ????? ????????? ???-?? ???????, ??? ?? ? ???????. ?????????? ?? ??????????? ??????? ? 30-40 ??????? ?? ????????? ? ? 10-15 ??????? ?? ??????????? ,???????? ?? ??????????? ???????. ???? Dawn beach ????? ??? ??????, ???? ??????? ??????, ????????? 3 ??????. ?? ?????? ??????? ????? ? OysterPond ???? ????????? ??????????. ? ???????? ????? ???? ? ????????,?????????????? ? ?????????. ?????? ????? ? ?????? ???????????, ?? ??????? ?????????? ????? ?????? ? ????????.

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Price per night from

$458

ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views

Oyster Pond house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$504

TURQUOZE...fabulous contemporary 4BR with breathtaking views over Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$888

ORIENT SUNRISE... Amazing Views of Orient Bay From This Contemporary Villa

Orient Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$701

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Price per night from

$489

Viewing 38 of 517
rentals in Windward

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