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Houses Simpson Bay

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141 houses

the beacon

Simpson Bay house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$147

SUNSHINE VILLA... Huge, affordable beachfront villa, full AC, walk to restaurant

Simpson Bay house

5 bedrooms / 6 bathrooms / sleeps 10

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Price per night from

$850

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

Simpson Bay house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$400

Caribbean Stunner On the Beach w/ Resort Pool & Close to Nightlife!

Simpson Bay house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$211

2 BEDR townhouse overlooking OCEAN ST- MAARTEN

Simpson Bay house

2 bedrooms / 1 bathroom / sleeps 4

“Fabulous resort living with a tropical breeze!” A most wonderful place to enjoy all St Maarten has to offer! Beautiful, airy, spotless accommodations with a contemporary Carribean decor and all the amenities you need for a wondrous vacation! Centrally located; walk to local French bakery , intimate Piano Bar, beautiful white sand beaches, beachside coctail bars, restaurants, shopping, etc! Parking for a rental car so you can hop all around the island. We enjoyed an absolutely fabulous time here..and at the end of the day a relaxing time gazing out at the turquoise ocean from our veranda!

Responds fast! avg. 3 hours 53 minutes

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Price per night from

$245

The Blue Frenchie: Gorgeous 2-story townhouse in Pelican Key, St. Maarten

Simpson Bay house

2 bedrooms / 3 bathrooms / sleeps 5

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$343

LOGAN'S RUN... sweet 2 bedroom duplex located almost on Pelican Key beach and cl

Simpson Bay house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$571

Great rentals within 20 miles that match your search

Grand Case Getaway Feet From The Beach!

Grand Case house

1 bedroom / 1 bathroom / sleeps 4

“Fabulous Stay in Grand Case” Grand Case is fabulous. A multitude of great restaurants and shops within walking distance. The beach was very nice and very quiet, which I prefer over a beach packed with chairs and people. We did rent a car, so we were able to get all around the island to visit different beaches and shop. Driving on the island is a little difficult at times and there is a lot of congestion on the narrow roads, but once you get used to it, it's not so bad and I am glad that we had the car so that we could easily visit other parts of the island. We also took the ferry over to angulla one day and went to Shoal Bay which was beautiful and had the most powder-like sand that I have ever stepped on.

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$182

Spacious Private Villa, Ocean Views, Concierge

Oyster Pond house

6 bedrooms / 7 bathrooms / sleeps 12

“Wonderful villa with loads of ammenities” We had a wonderful time at this great property. It is spacious and great for multi-generational families. Being on multiple levels everyone can have some privacy yet still congregate in the common area where there is dining and seating for all. Many rentals have only small dining room tables etc. This is not an issue and the kitchen is very well equipped. The deck is large with a beautiful view and the house pool is great for escaping the heat. There are safety measures for those with small children too which is peace of mind. St. Martin is known as the "friendly island" and it lived up to its reputation. It's wonderful that the beaches are public and not hidden behind massive hotels. The local beach Dawn Beach is very nice and great for kids. It's only a short drive to many other wonderful spots as well. I highly recommend a visit!

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Price per night from

$490

HOUSE SOLD - PLEASE REMOVE

St Martin / St Maarten house

3 bedrooms / 2 bathrooms / sleeps 2

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Price per night from

$245

Côté Chic, 2BR- gorgeous beach house 1line ocean front-

Orient Bay house

2 bedrooms / 4 bathrooms / sleeps 5

“our joliday at villa chic” We have been really satisfied of of choice Mrs Moune and mr Dominique who welcomed us prepared also something to drink in the fridge which is really appreciated after after a long trip us drink in the fridge (this is not obvious as i didnt' find this care in some of the houses i have rented in my previous voyages around the world ) they also gave us the right indication for reting the car Moune and Dominique gave us all the necessary indication of places to visit, supermarket, shopping , restaurant ... The house even if closed to the most lively beach of the island is locaed in a very quiet position inside a nice village .

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Price per night from

$298

creolina

Orient Bay house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$167

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

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$571

East bay villa beach house 2 m walk to the beach

Orient Bay house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 25 minutes

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$278

Porto Cupecoy Penthouse pool hotub outside fireplace ocean & lagoon Views 4 bdrm

Cupecoy Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 9 minutes

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Price per night from

$2,284

Mi casa es tu casa appartament next Orient Bay

Orient Bay house

1 bedroom / 1 bathroom / sleeps 5

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Price per night from

$143

Villa Leones- romantic,peaceful and quite getaway with breathtaking oceanviews

Oyster Pond house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$314

Villa Flagrantia

Philipsburg house

2 bedrooms / 1 bathroom / sleeps 6

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$223

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

3 bedrooms / 5 bathrooms / sleeps 11

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Price per night from

$800

Côté Chic, 1 BR- Gorgeous beach house 1st line ocean front

Orient Bay house

1 bedroom / 3 bathrooms / sleeps 2

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Price per night from

$246

Villa Bahari

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$914

Spacious house with balcony & Wifi

Orient Bay house

2 bedrooms / 1 bathroom / sleeps 5

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$146

Villa colibri near the beach

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$517

Nice house with sea view & terrace

Baie Nettle house

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$97

House 2 steps from Eden Rock

St. Jean house

3 bedrooms / 2 bathrooms / sleeps 3

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Price per night from

$1,086

AQUAMARINE, beach house, 2 bedrooms, private pool!

Orient Bay house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$325

Villa Lama

Anse des Flamands house

3 bedrooms / 3 bathrooms / sleeps 6

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$1,108

2 bedrooms on the beach

Orient Bay house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$388

Soleil Blanc, gorgeous 2 bedrooms villa with private pool

Orient Bay house

2 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$298

Villa SOZEN Baie Orientale Saint Martin

Orient Bay house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$362

Monte Verde - Dream Pool & Views - Orient Bay, St. Martin, Caribbean

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$836

Villa Blanco - Dawn Beach Estates, St. Martin, Caribbean

Philipsburg house

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$422

Villa Rosa - Dawn Beach Estates, St. Martin, Caribbean

Philipsburg house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$450

Casa Sunshine 10 Suite Escape - St. Martin, Caribbean

Philipsburg house

10 bedrooms / 10 bathrooms / sleeps 20

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Price per night from

$2,500

Villa Belle Vue - Orient Bay, St. Martin, Caribbean

Orient Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$836

LOTUS...St Martin 3 BR rental villa in French Lowlands...

Terres Basses house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$643

GRAND BLEU... The name says it all! Fabulous 4BR contemporary villa, walk to Plu

Terres Basses house

4 bedrooms / 4 bathrooms / sleeps 8

“My Grand Bleu Vacation” This villa has the best location on the island with a short drive to both the French and Dutch sides of the island. the security at the property give you peace of mind. The villa has large sliding doors and windows that allows you to enjoy the St Martin breeze, covered patios on the upper level are a perfect place to enjoy morning coffee and evening meals. can't wait to return!

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Price per night from

$1,000

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

Orient Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$800

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