Simpson Bay Beach Rentals

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Beach Heaven

Simpson Bay penthouse

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

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Price per night from

$344

Great rentals within 20 miles that match your search

BAHIA BLUE ... Fun, modern 4 BR villa w/ full AC, walk to beach, heated pool!

Sandy Ground house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$743

Ocean Club at Copecoy in St Maartens

Cupecoy Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$139

COME SPEND HOLIDAY SUPER FACING THE SEA

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$529

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$492

1 Bed Luxury Condo

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

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

$185

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$344

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$529

the Dacha

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,143

Butterfly

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$900

SAS

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,286

The Blue Palms

St Martin / St Maarten villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,285

Now

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,039

Tichka (TCK)

St. Barthelemy villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$1,929

Sandyline

Terres Basses villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$5,214

TRUFFLE... Contemporty 5BR Luxury Villa with breathtaking views!!

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,000

Studio design bord de mer vue imprenable

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$161

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$111

Apartement with fantastic sea view

Marigot apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$222

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Price per night from

$643

Dreamcatcher - luxury villa, stunning views over turquoise seas

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$945

Orient beach Premium view Frontsea Studio

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$100

Duplex Creole Nettle Bay view and pool

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

Shrimpys Hostel and Crew Quarters

Marigot b&b

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$68

Modern Luxury Directly on the Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

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Price per night from

$315

Deluxe Studio, Sea view, Jacuzzi

Cupecoy Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$387

Beautiful apartment on St Martin

Oyster Pond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$400

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

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

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

$880

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

Anse Marcel house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$540

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$1,572

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

LA DACHA... Luxurious 5 BR oceanfront villa estate perfect for Entertaining!

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,143

Viewing 38 of 830
rentals in Simpson Bay Beach

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