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137 houses

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LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$558

Villa Flagrantia

Philipsburg house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$224

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

$298

BAHARI... Fabulous beachfront villa, breathtaking sunsets!

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

“Amazing and relaxing” This home has everything! Great beaches, restaurants and shopping are all nearby but no need to leave the house. Beachfront, pool, amazing sunsets, designer furnishings, hot tub and state-of-the art kitchen, wireless network, music system, computer games and flat-screen televisions.. . including a huge outdoor television for night-time viewing from the pool! It is now our family's annual vacation spot!

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Price per night from

$800

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

$492

MUMBAI... Elegant, Luxurious, Totally Secure, & private access to Cupecoy Beach!

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$815

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

Oyster Pond house

4 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$400

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 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

$258

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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Price per night from

$344

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

Cupecoy Bay house

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 25 minutes

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Price per night from

$1,145

LA MIRELLA... Fabulous contemporary St Maarten rental villa overlooking Oyster

Oyster Pond house

4 bedrooms / 5 bathrooms / sleeps 8

“Amazing Villa!” 7 of us stayed at this villa. Amazingly clean and the web photos don't do it justice. Re/max did a great job addressing a couple of minor issues. We would definitely stay here again!

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Price per night from

$715

RISING STAR... 4 BR with breathtaking ocean views, Tamarind Hills Estates

Oyster Pond house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$500

EMERAUDE... Fabulous WOW villa! GORGEOUS, modern oceanfront villa in beautiful

Cole Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,100

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 BLUE SHORE... Beautiful 3 bedroom villa at Shore Point on Cupecoy Beach!

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$896

Villa Bahari

Cupecoy Bay house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

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Price per night from

$916

VILLA AMALIA... Spectacular cliffside villa overlooking Guana Bay, modern, elega

Philipsburg house

6 bedrooms / 8 bathrooms / sleeps 12

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Price per night from

$3,000

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

$772

VILLA SKY BLUE... Luxurious 5BR ocean view villa - fabulous water views

Oyster Pond house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$856

PRANA...3+1 BR.Gorgeous views over Dawn Beach & St Barts

Oyster Pond house

3 bedrooms / 4 bathrooms / sleeps 7

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Price per night from

$572

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

the beacon

Simpson Bay house

2 bedrooms / 1 bathroom / sleeps 5

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Price per night from

$147

SEA ESTA... lovely villa in ocean front guard gated community of Shore Point

Cupecoy Bay house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$643

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

Simpson Bay house

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$286

LE ROCHER... Spectacular Views! Gorgeous One of a Kind Villa!

Philipsburg house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$1,286

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

Simpson Bay house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$229

Cozy Condo w/ Beach Access, Resort Pool, WiFi & More!

Cole Bay house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$185

BEL AMOUR... Gorgeous 8BR, modern, fantastic views, affordable luxury!

Oyster Pond house

8 bedrooms / 8 bathrooms / sleeps 16

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Price per night from

$1,429

MAGIC MOMENTS... Oceanfront at The Cliff in Cupecoy

Cupecoy Bay house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$429

Great rentals within 20 miles that match your search

Villa Macassi 4

Orient Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 23 minutes

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Price per night from

$322

JOIE DE VIVRE... 3 BR With Privacy on a fabulous Beach. WOW!

Terres Basses house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$929

AMBIANCE... Fabulous villa!! 4 Huge equal bedrooms, the PERFECT couples villa!

Terres Basses house

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$1,143

LUNE DE MIEL....The Honeymoon! Romantic hideaway for lovers

Terres Basses house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$543

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

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

2 bedrooms / 2 bathrooms / sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

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Price per night from

$1,500

LA PINTA... 4BR Villa, Full AC, Tennis Court & Gym, Huge Pool Area

Terres Basses house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$800

CASA BRANCA... Gorgeous tropical hideaway! Very private and quiet!

Anse Marcel house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$400

Viewing 38 of 137
houses in Sint Maarten

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Houses Sint Maarten

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137 houses

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