Simpson Bay Beach Villa Rentals

      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

US $727/Night 7 Nights - US $5,092

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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

US $359/Night 7 Nights - US $2,514

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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

US $1,145/Night 7 Nights - US $8,015

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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

US $682/Night 7 Nights - US $4,771

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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

US $445/Night 7 Nights - US $3,115

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      Highly Rated

Apartment

Mullet Bay Suites: Your Luxury Stay Awaits

• Lowlands
• ·
• Maho
• 0.18 mi to center

9.6

Exceptional

(184 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Spa

US $361/Night 7 Nights - US $2,529

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      Highly Rated

Condo

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

• Lowlands
• ·
• Cupecoy
• 0.22 mi to center

10.0

Exceptional

(61 Reviews)

2 Bedrooms 2 Baths 5 Guests 1600 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Spa

US $377/Night 7 Nights - US $2,640

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Apartment

Penthouse Paradise - Ocean Views & Peloton

• Lowlands
• ·
• Cupecoy
• 0.17 mi to center

10.0

Exceptional

(8 Reviews)

2 Bedrooms 2 Baths 6 Guests 1603.82 ft²

• 
  Private Beach
• 
  Oceanfront
• 
  Parking
• 
  Pool

US $275/Night 7 Nights - US $1,928

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      Price Dropped

Apartment

condostmaarten by the sea -Adults Only-

• Philipsburg
• ·
• Indigo Bay
• 0.03 mi to center

9.2

Exceptional

(43 Reviews)

1 Bedroom 1 Bath

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

US $447/Night 7 Nights - US $3,127

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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

US $452/Night 7 Nights - US $3,163

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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

US $72/Night 7 Nights - US $504

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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

US $310/Night 7 Nights - US $2,167

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Apartment

Ocean View Studio at Maho Beach

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

10.0

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 2 Guests 548.96 ft²

• 
  Parking
• 
  Pool
• 
  Air Conditioner
• 
  Internet

US $199/Night 7 Nights - US $1,394

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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

US $794/Night 7 Nights - US $5,557

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      Highly Rated

Villa

Oceanfront villa with breathtaking views–2BR/2BA in Pelican Key, Simpson Bay

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

10.0

Exceptional

(53 Reviews)

2 Bedrooms 2 Baths 5 Guests

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

US $292/Night 7 Nights - US $2,044

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      Highly Rated

Villa

Luxury 5 star Indigo Bay Villa w/Pool-Walk to Beach

• Philipsburg
• ·
• Cay Bay Hill
• 0.17 mi to center

10.0

Exceptional

(50 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

US $669/Night 7 Nights - US $4,682

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Villa

Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach

• Philipsburg
• ·
• Indigo Bay
• 0.23 mi to center

10.0

Exceptional

(45 Reviews)

3 Bedrooms 3 Baths 6 Guests 3000 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

US $889/Night 7 Nights - US $6,220

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Condo

Clean & Fresh: Beautiful White Sands of Maho Bay with views of planes landing

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

10.0

Exceptional

(43 Reviews)

2 Bedrooms 2 Baths 6 Guests 954 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Ocean View

US $236/Night 7 Nights - US $1,655

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Condo

OCEAN FRONT 3 BEDROOM PENTHOUSE UNIT. STAY IN LUXURY.

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

10.0

Exceptional

(37 Reviews)

3 Bedrooms 3 Baths 6 Guests 2800 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Ocean View

US $912/Night 7 Nights - US $6,383

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Condo

Perfect beach front condo in Simpson Bay Beach 2 bedroom+ Loft, 2.5 Baths.

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

10.0

Exceptional

(36 Reviews)

3 Bedrooms 2 Baths 6 Guests 1500 ft²

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

US $413/Night 7 Nights - US $2,889

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Condo

LUXURY and MODERN 3BR On the Beach - CUPECOY

• Lowlands
• ·
• Maho
• 0.24 mi to center

10.0

Exceptional

(34 Reviews)

3 Bedrooms 3 Baths 8 Guests 2476 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

US $610/Night 7 Nights - US $4,269

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Villa

Beachfront Villa in Cupecoy Bay – Serene, Modern & Romantic Honeymoon Escape

• Lowlands
• ·
• Cupecoy
• 0.25 mi to center

10.0

Exceptional

(32 Reviews)

2 Bedrooms 3 Baths 4 Guests 2300 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

US $479/Night 7 Nights - US $3,353

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New

Villa

Villa Crystal Clear - Luxury Villa with Private Pool

• Philipsburg
• ·
• Indigo Bay
• 0.15 mi to center

10.0

Exceptional

(29 Reviews)

2 Bedrooms 2 Baths 6 Guests

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

US $406/Night 7 Nights - US $2,839

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Condo

Beach Front Modern Condo on the beach

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

10.0

Exceptional

(28 Reviews)

3 Bedrooms 4 Baths 6 Guests 2000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

US $436/Night 7 Nights - US $3,049

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