St. Maarten Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

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 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

Lovely villa overlooking the azur ocean & St. Barths in t...

Tamarind Hill Estates
Lovely villa overlooking the azur ocean & St. Barths in the distance Villa Caribella is located on ...
Villa 4 / 4 / 8

*
Online booking available

$314 - $457
Per Night

$1886 - $6500
Per Week

Spectacular, new 3 bedroom villa

Oyster Pond
Summerwinds is a spectacular, new, fully air conditioned, 3 Bedroom, 3 plus 2 half bathroom villa lo...
Villa 3 / 4 / 8

*
Online booking available

$357 - $572
Per Night

$2143 - $5500
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

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

Oyster Bay
BRAND NEW PROPERTY - Escape to your home in Paradise?The property is ideal for those looking for pri...
Villa 3 / 3 / 6

*
Online booking available

$357 - $500
Per Night

$2143 - $6000
Per Week

On Island Time is a wonderful new, stylish,villa located ...

Oyster Pond
On Island Time is a wonderful new, stylish,villa located in Oyster Pond On Island Time is a wonderf...
Villa 3 / 3 / 6

*
Online booking available

$379 - $572
Per Night

$2272 - $6000
Per Week

Spectacular, 4 BR, 4 BA villa located in a gated community

Red Pond Estates
Windsong is a spectacular, 4 Bedroom, 4 Bathroom villa located in the gated community of Red Pond Es...
Villa 4 / 4 / 8

*
Online booking available

$464 - $607
Per Night

$2786 - $8000
Per Week

Beachfront Villa - Villa Bahari, a lovely 3 BR, 3.5 BA Vi...

Cupecoy
Beachfront Villa - Villa Bahari, a lovely 3 BR, 3.5 BA Villa! Beachfront Property - You've discover...
Villa 3 / 4 / 6

*
Online booking available

$4500 - $13500
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 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 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

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

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

6 Bedroom Villa within walking distance to Guana Bay Beach

Guana Bay
Brand New Villa ? Introducing La Maison Blanche, a newly constructed addition to Island Properties r...
Villa 7 / 7 / 18

*
Online booking available

$714 - $929
Per Night

$4250 - $12500
Per Week

Gorgeous 3 Bedroom Beachfront Villa

Dawn Beach
Experience the NEW, BEACHFRONT villa located in the Coral Beach Club on Dawn Beach in Dutch St. Maar...
Villa 3 / 4 / 6

*
Online booking available

$725 - $1030
Per Night

$4060 - $8295
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

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

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

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

Beautiful, three BR, three bath villa sits directly on Bo...

Beacon Hill
Beautiful, three BR, three bath villa sits directly on Bourgeaux Bay! Faja Lobie has become a very ...
Villa 3 / 3 / 6

*
Online booking available

$350 - $550
Per Night

$2100 - $5600
Per Week

Villa Angel, Wonderful 3 BR Property with breathtaking pa...

Oyster Pond
Villa Angel, Wonderful 3 BR Property with breathtaking panoramic views! Villa Angelina, is a wonder...
Villa 3 / 3 / 6

*
Online booking available

$300 - $400
Per Night

$1785 - $4500
Per Week

Wonderful, modern, brand New 2 BR Villa with Amazing Views!

Oyster Pond
This brand new villa "L'Agua" is a lovely 2 bedroom/2 bathroom modern, contemporary villa with sleek...
Villa 2 / 2 / 4

*
Online booking available

$379 - $522
Per Night

$2272 - $5250
Per Week

 

More Getaway Locations and Properties