Cupecoy Beach Holiday 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

R12,520/Night 7 Nights - R87,640

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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

R7,226/Night 7 Nights - R50,584

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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

R18,593/Night 7 Nights - R130,153

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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

R11,076/Night 7 Nights - R77,524

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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

R4,473/Night 7 Nights - R31,308

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      Highly Rated

Apartment

Mullet Bay Suites: Your Luxury Stay Awaits

• Lowlands
• ·
• Maho
• 0.18 mi to center

9.6

Exceptional

(182 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Spa

R5,866/Night 7 Nights - R41,068

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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

(61 Reviews)

2 Bedrooms 2 Baths 5 Guests 1600 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Spa

R6,125/Night 7 Nights - R42,870

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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

R3,234/Night 7 Nights - R22,637

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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

R3,573/Night 7 Nights - R25,008

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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

R7,419/Night 7 Nights - R51,931

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Apartment

Maho Beach Spacious 2BR Ocean Vista

• Sint Maarten
• ·
• Maho
• 0.21 mi to center

10.0

Exceptional

(2 Reviews)

2 Bedrooms 2 Baths 6 Guests 1496.18 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  View

R5,345/Night 7 Nights - R37,414

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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

R5,144/Night 7 Nights - R36,017

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House

Sublime Stay - Royal Retreats at Maho Beach

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

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 4 Guests 505.9 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Pool
• 
  Ocean View

R2,346/Night 7 Nights - R16,417

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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

R12,487/Night 7 Nights - R87,413

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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

(42 Reviews)

2 Bedrooms 2 Baths 6 Guests 954 ft²

• 
  Hot Tub
• 
  Parking
• 
  Pool
• 
  Ocean View

R3,833/Night 7 Nights - R26,826

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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

R14,930/Night 7 Nights - R104,512

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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

R6,701/Night 7 Nights - R46,914

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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

R9,904/Night 7 Nights - R69,323

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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

R8,168/Night 7 Nights - R57,176

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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

R7,686/Night 7 Nights - R53,799

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Condo

UNBRIDLED Le Papillon: Beachfront Elegance with Backup Generator

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

10.0

Exceptional

(26 Reviews)

1 Bedroom 1 Bath 3 Guests

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly

R6,330/Night 7 Nights - R44,315

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Condo

☀️⛱️ Paradiso by IRE Vacations - Luxury 2 Bedroom Condo Steps to the Beach!

• Lowlands
• ·
• Cupecoy
• 0.22 mi to center

10.0

Exceptional

(25 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Ocean View
• 
  Balcony/Terrace
• 
  View
• 
  Kitchen

R7,541/Night 7 Nights - R52,792

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Condo

Maho Royal Islander, La Terrasse 2br 2ba Beautiful White Sand Beach

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

10.0

Exceptional

(25 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Pool

R5,224/Night 7 Nights - R36,570

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Condo

Grand Getaway - Royal Retreats at Maho Beach Studio

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

10.0

Exceptional

(23 Reviews)

1 Bedroom 1 Bath 2 Guests 500 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Pool

R2,138/Night 7 Nights - R14,972

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