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Windward Rentals

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1787 Results

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Price: high to low

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1,787 Houses

La Plage

Lorient villa

7 bedrooms / 9 bathrooms / sleeps 14

Price per night from

$8,988

Villa Tranquille

Vitet villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$835

❤ BelAmour - Luxurious & Romantic Villa for 2 ❤

Pointe Milou villa

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$1,045

Great rentals within 20 miles that match your search

Beautiful and spacious Villa 100 meters from Orient Bay Beach

Orient Bay villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$268

New Opening "VILLA JWI LAVI" Small Terrace Suite "GUAVA" with Breakfast

Cul de Sac guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$502

Oceanfront Townhouse in Pelican Key

Philipsburg townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$361

Villa JASMINE in Guana Bay

Philipsburg villa

6 bedrooms / 7 bathrooms / sleeps 12

Price per night from

$1,472

PARADISE VILLA

Saint Martins house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$383

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$471

Your Paradise Villa

Orient Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$683

Beachfront home featured on HGTV 5 bedrooms, pool

Philipsburg villa

5 bedrooms / 6 bathrooms / sleeps 20

Price per night from

$856

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$222

AU COEUR CARAIBE ST BARTH COTTAGE STEVE PISCINE

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$375

New - a Two Hundred Million Dollar Yacht on Land

Philipsburg villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

Price per night from

$431

GD studio in Mount Vernon residence with swimming pool

Orient Bay condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$101

Paradise Rock

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$255

Amazing villa near the beach & Wifi

Salines villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$2,599

Vicky's Private Dorm Room #6A2

Philipsburg private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$74

Sun Tan Apartment, near the ocean

Pointe Blanche studio

Studio / 1 bathroom / sleeps 2

Price per night from

$259

Bed and Breakfasts Saint-Barthelemy

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$202

OCEAN'S ON GREAT BAY BEach

Philipsburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$369

Sint Maarten Sea Palace: 1-BR / 2 Baths with Full Kitchen, Sleeps 6

Philipsburg condo

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 33 minutes

Price per night from

$154

Dawn Beach Club, Very spacious RE-OPENED

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$475

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$526

Sun Tan Apartment, near the ocean

Pointe Blanche studio

Studio / 1 bathroom / sleeps 2

Price per night from

$259

VILLA CHOUCHOU

Marigot bungalow

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$202

LUXURIOUS 2 BEDROOM CONDO ON SIMPSON BAY

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$676

Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private

Cole Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$166

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$570

Singh Luxury Apartments with sea view, Apt.3

Oyster Pond apartment

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$917

Villa Neo, St. Jean, St Barthelemy

St. Jean villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$26,962

TIMOON - Beautiful Seaview on Orient Beach - 2 bedrooms!

Orient Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$254

B & B Saint-Barthelemy caraibe

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$202

Furnished apartment, cozy and comfortable, a perfect vacation experience

Cole Bay apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$104

A peaceful cosy studio in the heart of Orient Bay

Orient Bay studio

Studio / 1 bathroom / sleeps 2

Price per night from

$81

SUPERB VIEWS OF POOL SEA BEACH AND ISLANDS

Orient Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$672

West Indies Luxurious Suite SPA 5* (8 pax) St Maarten front of St Barth island

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$259

Beautiful Condo for rent in St-Martin / Beautiful condo for rent in St-Martin

Philipsburg apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$529

Viewing 38 of 1,787
rentals in Windward

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