Vacation Rentals & Villas in Simpson Bay

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78 villas

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Sapphire Ruby Suite - Unforgettable Getaway!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$213

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$345

The Sapphire: Pearl Suite - Peace of mind!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$198

The Sapphire: Aquamarine Suite- Breathtaking views!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$213

COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$230

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

Match: Wheelchair accessible

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Price per night from

$2,435

The Sapphire: Turquoise Suite - Tranquility!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$213

LUXURIOUS 2 BEDROOM CONDO ON SIMPSON BAY

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$632

BEACH SECRET... Modern 4 BR beauty on Burgeaux Bay, walk to Maho!

Simpson Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$1,149

Match: Wheelchair accessible

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Price per night from

$1,318

Great rentals within 20 miles that match your search

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$528

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

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$402

 Villa Cyrano, lowland, Saint Martin.

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wheelchair accessible

All filters match

Price per night from

$726

CONFORTABLE SUITE AT HOSTEL

Oyster Pond hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$615

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$111

Location Résidence Grand Luxe A St Martin

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$615

Westin Dawn Beach Resort & Spa

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Wheelchair accessible

All filters match

Price per night from

$493

LA SALAMANDRE... Fabulous Waterfront Villa, Private Beach, Heated Pool!

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Wheelchair accessible

All filters match

Price per night from

$1,805

LA SAMANNA VILLAS... Private, Luxurious 5 Star Resort Amenities & Service!

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$4,801

ALEXINAS DREAM... Lovely villa overlooking pristine Happy Bay Beach!

La Savane villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$716

MATISSE... fully refurbished beachfront on Orient Bay!

Orient Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Perfect” My concern about rating this property so well is that we will not be able to find an open week the next time we want to rent. The success of our vacation must be credited to the patient assistance from the St Martin Reservation Center.

Match: Wheelchair accessible

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Price per night from

$316

MOONRISE... Wow!! Fabulous luxury Condo at Blue Residences in Cupecoy

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$287

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

Match: Wheelchair accessible

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Price per night from

$1,642

La Casita Villa - Oceanfront Vacation Rental

Maho villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

Match: Wheelchair accessible

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Price per night from

$528

Between lagoon and Caribbean Ocean, large studio

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wheelchair accessible

All filters match

Price per night from

$144

Dream for 2 or 4 at the Westin St. Martin

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$351

Beautiful Condo for rent in St-Martin / Beautiful condo for rent in St-Martin

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$574

DAWN BEACH CLUB ST. MAARTEN 3 BEDROOM CONDO

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$656

1 or 2 weeks in condo 5 * St. Marteen seaview

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$211

Dawn Beach Club, St.Maarten - Ocean Front, next to JWMarriott property

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Wheelchair accessible

All filters match

Price per night from

$574

Match: Wheelchair accessible

All filters match

Price per night from

$706

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$656

THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Wheelchair accessible

All filters match

Price per night from

$345

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$523

Loue appartement de luxe 6/8 personnes(DBC) refait à neuf .Balcon vue mer.

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$574

NEW CONSTRUCTION -OCEANFRONT PROPERTY - 3 KING BEDROOMS - SLEEPS 8

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

All filters match

Price per night from

$493

La Terrasse Maho

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$161

AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

All filters match

Price per night from

$287

Viewing 38 of 78
rentals in Simpson Bay

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