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Windward Rentals

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Price: high to low

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1,176 Houses

La Plage

Lorient villa

7 bedrooms / 9 bathrooms / sleeps 14

Price per night from

$9,525

Villa Tranquille

Vitet villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$885

❤ BelAmour - Luxurious & Romantic Villa for 2 ❤

Pointe Milou villa

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$631

Great rentals within 20 miles that match your search

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$499

Apartment Beau Soleil - Oyster Pond

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$235

AU COEUR CARAIBE ST BARTH COTTAGE STEVE PISCINE

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$397

Paradise Rock

Oyster Pond villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$270

Amazing villa near the beach & Wifi

Salines villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 30 minutes

Price per night from

$2,755

Sun Tan Apartment, near the ocean

Pointe Blanche studio

Studio / 1 bathroom / sleeps 2

Price per night from

$274

Bed and Breakfasts Saint-Barthelemy

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$214

OCEAN'S ON GREAT BAY BEach

Philipsburg apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$391

Dawn Beach Club, Very spacious RE-OPENED

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$503

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$558

Sun Tan Apartment, near the ocean

Pointe Blanche studio

Studio / 1 bathroom / sleeps 2

Price per night from

$274

LUXURIOUS 2 BEDROOM CONDO ON SIMPSON BAY

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$717

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

$176

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$604

Singh Luxury Apartments with sea view, Apt.3

Oyster Pond apartment

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$972

Villa Neo, St. Jean, St Barthelemy

St. Jean villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$28,575

B & B Saint-Barthelemy caraibe

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$214

SUPERB VIEWS OF POOL SEA BEACH AND ISLANDS

Orient Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$712

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

$275

1 Bedroom Condo

Philipsburg condo

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$327

4/pers apartment. sea view panoramic feet in the water

Orient Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$114

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

1 bedroom / 2 bathrooms / sleeps 5

Price per night from

$261

Pelican Key 1Bedroom For Rent

Simpson Bay hotel apartment

1 bedroom / 1 bathroom / sleeps 4

“Great location, great resort, great service!” Just wanted to give a quick thank you and let folks know what a great time we had on our July, 2012 vacation in St Maarten at the atrium Beach Resort. Jackie (the lady who booked our condo) told us the place was being renovated and couldn't say if we would be in a new or "old" unit, oceanfront or non oceanfront, but for the price, we were totally fine with any 1BR. We ended up in a renovated room, oceanfront and of course thought we would owe more because the unit was worth way more than what we paid. Everyone at the resort was great. The pool was great. The location was great. Be sure to go to the Greenhouse downstairs for some great prime rib on Mondays and Crab Legs on Wed (I think I have the nights right, but check to be sure). And the Buccaneer Beach Bar is great on Fri nights for a fire on the beach which is actually in a ball with sculptured cut outs all around. I will definitely return to the atrium and will definitely use Jackie again for all my future bookings.

Price per night from

$301

Location Résidence Grand Luxe A St Martin

Philipsburg condo

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$712

DAWN BEACH CLUB

Oyster Pond hotel apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$1,016

Beautiful apartment

Cole Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$209

APARTMENT ANY COMFORT

Oyster Pond apartment

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$178

Sun Tan Apartment, near the ocean

Pointe Blanche apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$333

Spacious 3bdr Condo with Breathtaking Views *Great Value

Oyster Pond apartment

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$301

Suite luxueuse Saint-Martin

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$611

Villa Gaia, Saint Barthelemy, Saint jean

Gustavia villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$702

St Maarten: Luxury Sea View Apartment (2045 sq ft)

Oyster Pond apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

Singh Luxury Apartments with sea view, Apt.1

Oyster Pond apartment

4 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$443

Caribbean dream, Princess Heights Hotel, Dawn Beach, Oyster Pond, St. Maarten

Oyster Pond apartment

1 bedroom / 2 bathrooms / sleeps 5

Price per night from

$144

Luxury Villa with private heated pool and AC in all bedrooms

St Martin / St Maarten villa

3 bedrooms / 4 bathrooms / sleeps 6

“If you are looking for a little piece of paradise Twin Palms is” Twin Palms is a modern villa with large immaculate rooms and a gorgeous view. The large kitchen is very well equipped. The patio is huge with lounges that are so comfortable one hates to leave, and then there is the infinity pool. The friendly maid keeps the place spotless. Our family of five adults filing this villa the ultimate place to relax. It was a home away from home.

Price per night from

$559

Viewing 38 of 1,176
rentals in Windward

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