Windward Rentals

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513 Houses

❤ 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

The Source

Marigot, Saint Martin villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$741

TAK

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,205

KARUKERA...4 BR Luxe Villa Over looking Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,074

Panoramic Ocean View Condo on Orient Bay

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

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Price per night from

$138

1 Bed Luxury Condo

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

Villa Moorea Saint-Barthelemy

Marigot house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$488

THE ROCK 1 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 32 minutes

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Price per night from

$186

THE ROCK 2 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 32 minutes

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Price per night from

$186

Beachfront Villa Lavinia #9

Philipsburg villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$230

Creole deilght

Orient Bay bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

Villa Le Roc Saint Barthélemy

Petit Cul de Sac villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

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VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$433

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

$3,577

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

TRES CHIC... fabulous modern beachfront condo at Caribbean Riviera on Orient Bay

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$311

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

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

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Price per night from

$351

VICTORIA...3 BR affordable St Martin rental villa, panoramic views

Oyster Pond villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$596

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

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

MANGO... Modern, Full AC, gorgeous views of Orient Bay!

Orient Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$988

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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

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Price per night from

$516

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Price per night from

$799

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

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Price per night from

$1,145

CASA DE BELLA... Great location at a great price!!

Simpson Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$216

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

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

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

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

$889

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

$922

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Price per night from

$473

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

MACASSI 4... Sooo Cute & Affordable!! Walk To Orient Beach!

Orient Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$269

Viewing 38 of 513
rentals in Windward

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