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

$343

Great rentals within 20 miles that match your search

THE ROCK 1 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 43 minutes

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Price per night from

$183

3BDRM Beautiful Condo at Westin Dawn Beach Club

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$613

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$523

Studio design bord de mer vue imprenable

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$134

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

$160

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$110

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Price per night from

$643

Premier VRBO & Airbnb Villa ★ Very Private, Breathtaking Views & Serene ★

Oyster Pond villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$807

Location Résidence Grand Luxe A St Martin

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$610

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

$944

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

$147

Shrimpys Hostel and Crew Quarters

Marigot b&b

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$67

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

Westin Dawn Beach Resort & Spa

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$491

C EST LA VIE... WOW!! Spectacular Beachfront Estate, Heated Pool, Chef!

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$5,565

Anguilla Bow Green Villa on Rendezvous Bay Beach

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$708

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Price per night from

$704

ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$450

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

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Price per night from

$2,426

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$401

Ocean front "colibris" amazing view

Marigot, Saint Martin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$372

DAWN BEACH CLUB

Oyster Pond hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$870

3 bedroom Lux apartment in Dawn beach Club with private beach and infinity pool

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$409

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$401

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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Price per night from

$572

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$653

THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$343

GRAND PALMS...Modern 3 BR villa w/ full AC, steps from Plum Baie Beach!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$814

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$518

The Westin Dawn Beach Spa and Resort

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$434

Joie de Vivre

Grand Case, French St. Martin villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 6

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Price per night from

$1,596

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$490

Gd studio dans résidence Mont Vernon vue montagne

Orient Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$74

Beautiful villa with ocean view and terrace

Shoal Bay West villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$286

Mount Vernon Villas

Cul de Sac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$298

SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!

Simpson Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,676

Viewing 38 of 829
rentals in Simpson Bay Beach

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