Simpson Bay Beach Villa Rentals

      Highly Rated

Condo

Anchor House - Direct Oceanfront - Luxury & Modern Style

• Simpson Bay
• ·
• Beacon Hill
• 0.20 mi to center

10.0

Exceptional

(162 Reviews)

3 Bedrooms 3 Baths 6 Guests 4500 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Breakfast
• 
  Parking

AU $1,127/Night 7 Nights - AU $7,886

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Apartment

Modern 3BR Home with Own Private Pool

• Sint Maarten
• ·
• Cole Bay
• 0.56 mi to center

10.0

Exceptional

(35 Reviews)

3 Bedrooms 2 Baths 8 Guests 1980.56 ft²

• 
  Parking
• 
  Pool
• 
  Balcony/Terrace
• 
  Air Conditioner

AU $503/Night 7 Nights - AU $3,520

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Villa

Serenity Penthouse - The Pinnacle of Luxury

• Lowlands
• ·
• Maho
• 0.51 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath

• 
  Parking
• 
  Pool
• 
  Balcony/Terrace
• 
  Kitchen

AU $1,603/Night 7 Nights - AU $11,221

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      Frequently Viewed

Condo

Oasis@The Cliff: Beachfront Luxury Experience!

• Lowlands
• ·
• Cupecoy
• 0.25 mi to center

10.0

Exceptional

(155 Reviews)

2 Bedrooms 2 Baths 4 Guests 1800 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Hot Tub
• 
  Parking

AU $415/Night 7 Nights - AU $2,908

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Apartment

B1401 - Fourteen at Mullet Bay, Luxurious and Cosy 2bed apartment with the sea view

• Lowlands
• ·
• Maho
• 0.19 mi to center

10.0

Exceptional

(12 Reviews)

2 Bedrooms 3 Baths 4 Guests 1270.14 ft²

• 
  Private Beach
• 
  Oceanfront
• 
  Parking
• 
  Pool

AU $623/Night 7 Nights - AU $4,361

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      Price Dropped

Apartment

Mullet Bay Suites: Your Luxury Stay Awaits

• Lowlands
• ·
• Maho
• 0.18 mi to center

9.6

Exceptional

(176 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Spa

AU $506/Night 7 Nights - AU $3,541

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      Highly Rated

Condo

The CLIFF - Renovated Condo in a Luxury Beachfront Resort with Spa - Restaurant

• Lowlands
• ·
• Maho
• 0.26 mi to center

10.0

Exceptional

(124 Reviews)

2 Bedrooms 3 Baths 4 Guests 1750 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Spa

AU $473/Night 7 Nights - AU $3,310

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Apartment

Oceanfront Paradise: Penthouse with Peloton

• Lowlands
• ·
• Cupecoy
• 0.17 mi to center

10.0

Exceptional

(7 Reviews)

2 Bedrooms 2 Baths 6 Guests 1603.82 ft²

• 
  Private Beach
• 
  Oceanfront
• 
  Parking
• 
  Pool

AU $386/Night 7 Nights - AU $2,699

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Condo

Tradewinds at Simpson Bay

• Sint Maarten
• ·
• Simpson Bay
• 0.04 mi to center

9.6

Exceptional

(49 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Oceanfront
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

AU $308/Night 7 Nights - AU $2,156

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      Highly Rated

Villa

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT & PRIVATE POOL! From 250/nt!

• Simpson Bay
• ·
• Beacon Hill
• 0.08 mi to center

10.0

Exceptional

(119 Reviews)

3 Bedrooms 3 Baths 6 Guests 1200 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

AU $412/Night 7 Nights - AU $2,885

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Apartment

Aqualina Beach Club

• Sint Maarten
• ·
• Simpson Bay
• 0.14 mi to center

10.0

Exceptional

(4 Reviews)

4 Bedrooms 6 Baths 8 Guests 1700.7 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

AU $1,181/Night 7 Nights - AU $8,267

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      Highly Rated

Condo

Oceanfront Spectacular Penthouse W/Spacious Rooftop Terrace, Cupecoy Beach

• Lowlands
• ·
• Cupecoy
• 0.18 mi to center

10.0

Exceptional

(105 Reviews)

2 Bedrooms 2 Baths 4 Guests 1500 ft²

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

AU $680/Night 7 Nights - AU $4,757

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Apartment

The Lady Bug

• Philipsburg
• ·
• Little Bay
• 0.36 mi to center

10.0

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 8 Guests 807.3 ft²

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

AU $101/Night 7 Nights - AU $706

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      Highly Rated

Apartment

Top of the art penthouse on the beach - 4000 sq. ft of luxury

• Sint Maarten
• ·
• Simpson Bay
• 0.30 mi to center

10.0

Exceptional

(92 Reviews)

3 Bedrooms 3 Baths 8 Guests 4000 ft²

• 
  Hot Tub
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

AU $1,038/Night 7 Nights - AU $7,263

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      Highly Rated

Apartment

Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!

• Lowlands
• ·
• Maho Reef
• 0.01 mi to center

10.0

Exceptional

(90 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Hot Tub
• 
  Parking

AU $319/Night 7 Nights - AU $2,234

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      Highly Rated

Condo

LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.

• Sint Maarten
• ·
• Simpson Bay
• 0.36 mi to center

10.0

Exceptional

(81 Reviews)

2 Bedrooms 2 Baths 4 Guests 3067 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Ocean View

AU $897/Night 7 Nights - AU $6,279

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      Highly Rated

Villa

WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!

• Simpson Bay
• ·
• Pelican Key
• 0.31 mi to center

10.0

Exceptional

(75 Reviews)

3 Bedrooms 3 Baths 6 Guests 3000 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

AU $1,003/Night 7 Nights - AU $7,024

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      Highly Rated

Villa

ALMA - DIRECT BEACH ACCESS 4 BR VILLA

• Simpson Bay
• ·
• Beacon Hill
• 0.21 mi to center

10.0

Exceptional

(64 Reviews)

4 Bedrooms 3 Baths 8 Guests 4306 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

AU $1,739/Night 7 Nights - AU $12,176

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      Highly Rated

Condo

The Penthouse at LaSiesta Stunning views in luxurious surroundings!

• Sint Maarten
• ·
• Simpson Bay
• 0.08 mi to center

10.0

Exceptional

(63 Reviews)

3 Bedrooms 3 Baths 6 Guests 2280 ft²

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

AU $954/Night 7 Nights - AU $6,677

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      Highly Rated

Condo

Popular Beachfront Condo directly on Simpson Bay beach in St. Maarten

• Sint Maarten
• ·
• Simpson Bay
• 0.14 mi to center

10.0

Exceptional

(60 Reviews)

2 Bedrooms 2 Baths 4 Guests 1680 ft²

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

AU $580/Night 7 Nights - AU $4,059

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      Price Dropped

Condo

The Cliffs 2BR 2.5BA Apt Private Beach Sleeps 5 Luxury Oceanfront Apartment

• Lowlands
• ·
• Cupecoy
• 0.22 mi to center

10.0

Exceptional

(60 Reviews)

2 Bedrooms 2 Baths 5 Guests 1600 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Spa

AU $527/Night 7 Nights - AU $3,691

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      Highly Rated

Condo

Rainbow Beach Club 2 Bedroom Condo - Our Rose in Winter

• Lowlands
• ·
• Cupecoy
• 0.31 mi to center

10.0

Exceptional

(60 Reviews)

2 Bedrooms 2 Baths 4 Guests 1400 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

AU $444/Night 7 Nights - AU $3,105

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      Highly Rated

Apartment

Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI, Live TV.

• Sint Maarten
• ·
• Simpson Bay
• 0.38 mi to center

10.0

Exceptional

(60 Reviews)

1 Bedroom 1 Bath 4 Guests 495 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

AU $269/Night 7 Nights - AU $1,884

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      Highly Rated

Villa

Postcard Perfect Getaway! Roof top pool and amenities

• Lowlands
• ·
• Cupecoy
• 0.31 mi to center

10.0

Exceptional

(59 Reviews)

3 Bedrooms 4 Baths 6 Guests 4400 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

AU $1,077/Night 7 Nights - AU $7,536

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