Flamingo Beach Holiday 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

R13,013/Night 7 Nights - R91,098

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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

R5,807/Night 7 Nights - R40,657

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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

R18,517/Night 7 Nights - R129,620

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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

R4,797/Night 7 Nights - R33,590

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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

R7,197/Night 7 Nights - R50,376

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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

R5,842/Night 7 Nights - R40,899

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      Highly Rated

Villa

Beautiful beachfront at The Villas On Great Bay

• Sint Maarten
• ·
• Philipsburg
• 0.53 mi to center

10.0

Exceptional

(127 Reviews)

2 Bedrooms 3 Baths 6 Guests 1500 ft²

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

R5,013/Night 7 Nights - R35,094

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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

R4,455/Night 7 Nights - R31,180

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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

R3,558/Night 7 Nights - R24,905

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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

R5,461/Night 7 Nights - R38,231

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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

R13,643/Night 7 Nights - R95,497

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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

R4,761/Night 7 Nights - R33,331

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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

R1,164/Night 7 Nights - R8,151

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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

R7,850/Night 7 Nights - R54,953

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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

R11,987/Night 7 Nights - R83,901

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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

R3,687/Night 7 Nights - R25,811

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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

R10,361/Night 7 Nights - R72,532

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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

R11,590/Night 7 Nights - R81,136

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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

R20,092/Night 7 Nights - R140,649

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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

R11,018/Night 7 Nights - R77,125

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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

R6,697/Night 7 Nights - R46,883

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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

R6,091/Night 7 Nights - R42,630

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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

R3,110/Night 7 Nights - R21,768

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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

R4,819/Night 7 Nights - R33,735

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