St. Maarten Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
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  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

The Cliff at Cupecoy 6th Floor *a6*, Stay 7 pay 6 - Start...

Cupecoy
The Cliff at Cupecoy 6th Floor *a6*, Stay 7 pay 6 - Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Bath...
Condo 2 / 3 / 4

*
Online booking available

$405 - $750
Per Night

$2835 - $5250
Per Week

Simpson bay suites /1,2 & 3 Bed Room

Pelican Key
Simpson bay Suites newly Build Condo/hotel at the entrance of Pelican key. walking distant to KIMSHA...
Condo 1 / 1 / 3

$135 - $169
Per Night

$750 - $980
Per Week

The Cliff at Cupecoy 10th Floor * Pf10*-Stay 7 pay 6

Cupecoy
1 Bedroom, 1.5 Baths Oceanfront Condominium, located on the 10th floor, with full panoramic view of ...
Condo 1 / 2 / 2

*
Online booking available

$350 - $500
Per Night

$2450 - $4550
Per Week

2 BR, 2 BA High End Penthouse Condominium at Rainbowbeach...

Cupecoy
2 BR, 2 BA High End Penthouse Condominium at Rainbowbeach Club! This is a 2 bedroom, 2 bath high en...
Condo 2 / 2 / 6

*
Online booking available

$214 - $286
Per Night

$1350 - $3000
Per Week

The Cliff at Cupecoy 5th Floor *e5*-Stay 7 pay 6 - Starti...

Cupecoy
The Cliff at Cupecoy 5th Floor *e5*-Stay 7 pay 6 - Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Baths...
Condo 2 / 3 / 4

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

Beautifully decorated 2 BR, 2.5 Bath Beachfront Condo on ...

Simpson Bay
Beautifully decorated 2 BR, 2.5 Bath Beachfront Condo on Simpson Bay! Barefoot is a beautifully dec...
Condo 2 / 3 / 6

*
Online booking available

$286 - $400
Per Night

$1715 - $3400
Per Week

Lovely, large, one BR beachfront condo at Coco's Beach Club

Simpson Bay
Your Caribbean vacation begins on one of the prettiest unspoiled beaches on all of St. Maarten / St....
Condo 1 / 1 / 2

*
Online booking available

$286 - $360
Per Night

$1715 - $2940
Per Week

The Cliff at Cupecoy 8th Floor * E8*-Stay 7 pay 6 - Start...

Cupecoy
The Cliff at Cupecoy 8th Floor * E8*-Stay 7 pay 6 - Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Bath...
Condo 1 / 2 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

The Cliff at Cupecoy 5th Floor * C5*, 7 pay 6- starting a...

Cupecoy
The Cliff at Cupecoy 5th Floor * C5*, 7 pay 6- starting at $350 Us 1 or 2 Bedroom, 2.5 Baths Oceanf...
Condo 2 / 3 / 4

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

The lighthouse at Oyster Bay, located at the tip of a dis...

Oyster Bay
The lighthouse at Oyster Bay, located at the tip of a distinctive hideaway BRAND NEW PROPERTY - Esc...
Condo 3 / 3 / 6

*
Online booking available

$357 - $500
Per Night

$2143 - $6000
Per Week

The Cliff at Cupecoy Beach Pe

Cupecoy
5 Bedroom, 5.5 Baths Oceanfront Duplex Penthouse, with full panoramic view of the Caribbean Sea, lu...
Condo 5 / 6 / 10

*
Online booking available

$1505 - $2145
Per Night

$10535 - $19600
Per Week

The Cliff at Cupecoy 5th Floor * D5* -Stay 7 pay 6- Start...

Cupecoy
The Cliff at Cupecoy 5th Floor * D5* -Stay 7 pay 6- Starting at $350.00 Us 1 or 2 Bedroom, 2.5 Bath...
Condo 1 / 2 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

Lovely 2 Bdrm, 2 Bath condo located in Beacon Hill - just...

Beacon Hill
Lovely 2 Bdrm, 2 Bath condo located in Beacon Hill - just steps to the Beach! A lovely 2 Bedroom, 2...
Condo 2 / 2 / 4

*
Online booking available

$185 - $242
Per Night

$1295 - $4500
Per Week

The Cliff at Cupecoy 10th Floor *ma10* , Stay 7 pay 6 sta...

Cupecoy
The Cliff at Cupecoy 10th Floor *ma10* , Stay 7 pay 6 starting at $755.00 Us 3 or 4 Bedroom, 4.5 Ba...
Condo 4 / 5 / 8

*
Online booking available

$1050 - $1500
Per Night

$7350 - $13650
Per Week

The Cliff at Cupecoy 2nd Floor * C2*, Stay 7 pay 6 - Star...

Cupecoy
The Cliff at Cupecoy 2nd Floor * C2*, Stay 7 pay 6 - Starting at $300.00 Us 1 or 2 Bedroom, 2.5 Bat...
Condo 1 / 2 / 2

*
Online booking available

$405 - $750
Per Night

$2835 - $5250
Per Week

Beautiful 2 BR Condominium at Las Arenas located on Simps...

Simpson Bay
Beautiful 2 BR Condominium at Las Arenas located on Simpson Bay Beach! One of the most luxurious be...
Condo 2 / 3 / 4

*
Online booking available

$329 - $526
Per Night

$2300 - $5000
Per Week

Lighthouse 6B is an exquisite penthouse with spectacular ...

Oyster Pond
Lighthouse 6B is an exquisite penthouse with spectacular views Escape to your home in Paradise?The ...
Condo 3 / 3 / 6

*
Online booking available

$536 - $679
Per Night

$3215 - $6500
Per Week

The Stone House at Oyster Pond is a celebration of geogra...

Oyster Pond
The Stone House at Oyster Pond is a celebration of geography and architecture The Stone House at Oy...
Villa 4 / 4 / 8

*
Online booking available

$357 - $429
Per Night

$2143 - $7000
Per Week

Magnificent "Villa Vista" is an island estate offering wo...

Red Pond Estates
Magnificent "Villa Vista" is an island estate offering wonderful views! The magnificent "Beautiful ...
Villa 4 / 4 / 8

*
Online booking available

$500 - $643
Per Night

$3500 - $8500
Per Week

Stylish Villas with fabulous views overlooking Dawn Beach...

Dawn Beach
Stylish Villas with fabulous views overlooking Dawn Beach & St. Barths. Villa Bougainvillea, locate...
Villa 5 / 5 / 10

*
Online booking available

$643 - $786
Per Night

$3858 - $10000
Per Week

Overlooking captivating Oyster Pond and Dawn Beach

Oyster Pond
Overlooking captivating Oyster Pond and Dawn Beach, with beautiful sunrises and a panoramic view ext...
Villa 5 / 5 / 10

*
Online booking available

$429 - $572
Per Night

$2550 - $9000
Per Week

Wonderful One BR Villa is the perfect Retreat for a Couple!

Oyster Pond
Hope Cottage is hidden away at the top of the hill in Oyster Pond on the Dutch side of St. Maarten. ...
Villa 1 / 2 / 2

*
Online booking available

$1495 - $2685
Per Week

Amazing 4 BR Oceanview Villa located in Dawn Beach Estates!

Dawn Beach Estates
Villa Sky Blue - Luxurious ocean view villa where you will see all the hues of the blue sky and ocea...
Villa 4 / 5 / 8

*
Online booking available

$572 - $750
Per Night

$3429 - $11000
Per Week

Paradiso is a 5 BR 5 1/2 BA villa located high up on the ...

Oyster Pond
Paradiso is a 5 BR 5 1/2 BA villa located high up on the hillside Paradiso is a 5 bedroom 5 1/2 bat...
Villa 5 / 6 / 10

*
Online booking available

$357 - $557
Per Night

$2143 - $9000
Per Week

Villa prana, is a deluxe and spacious 4 BR villa located ...

Dawn Beach Estates
Villa prana, is a deluxe and spacious 4 BR villa located in Dawn Beach Villa prana, a non-smoking v...
Villa 4 / 4 / 8

*
Online booking available

$314 - $572
Per Night

$2200 - $8500
Per Week

 

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