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

$345

Great rentals within 20 miles that match your search

3BDRM Beautiful Condo at Westin Dawn Beach Club

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$615

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$530

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

$2,004

Studio design bord de mer vue imprenable

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Location Résidence Grand Luxe A St Martin

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$617

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

$947

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

$316

Westin Dawn Beach Resort & Spa

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$493

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

$2,434

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$655

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

$817

Joie de Vivre

Grand Case, French St. Martin villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 6

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Price per night from

$1,601

Mount Vernon Villas

Cul de Sac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

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Price per night from

$299

CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$181

TAK

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,204

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

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$493

KARUKERA...4 BR Luxe Villa Over looking Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,074

AMANDARA... 20% OFF Apr, May, Jun 2024, Breathtaking Views, Heated Pool! Wow!!

Terres Basses house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$2,234

MADRAS... Affordable 5 BR, Short walk to Plum Bay beach, Pool, Views, Full AC!

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$574

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

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$984

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

$1,147

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

$1,577

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

$402

LOASIS... Amazing Beachfront Estate, Spa, Gym, Heated Pool!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

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Price per night from

$4,754

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

$1,503

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

$931

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

$545

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

$2,149

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

$541

LE CAPRICE... Spacious 7BR on Elevated Beachfront Lot, Breathtaking Views!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$2,505

MARIPOSA... Affordable 4BR villa with lovely pool and terrace!

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$813

FALAISE DES OISEAUX... Perfect for couples, privacy, stunning views!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent” Wonderful home for 2-4 people. Excellent staff at house. Close to beach, stores, etc. Views of ocean, island and anquilla are the best. Total privacy within 5 acre property. St Martin Reservation Center are by far the best we have ever dealt with on any vacation. We have rented this property for 9 straight years and Ted and his staff do it all. They arrange for pickup at airport, delivery of rental car to house and make sure our vacation is worry free. They have also recomended new restaurants over the years. Joann, at reservation center recomended this property after I viewed 5 in 2004. Joann guided me to chose this one based on her expierence with the properties. We have not been disapointed. Highly recomend the property and St Martin Reservation Center.

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Price per night from

$702

AMBER... a gorgeous, fully air-conditioned 4BR villa with a huge heated pool and

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$903

SOL E LUNA... Beautifully appointed, comfortable and very priva, huge pool!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$645

Viewing 38 of 337
rentals in Simpson Bay Beach

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