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 * 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

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

Newly renovated 4 bedroom villa overlooking the ocean

Tamarind Hill Estates
This newly renovated villa "Rising Star" is a 4 bedroom, 4 1/2 bathroom located in the exclusive gat...
Villa 4 / 5 / 8

*
Online booking available

$357 - $500
Per Night

$2143 - $7500
Per Week

Beachfront Villa in Beacon Hill, a short walk to nightlif...

Beacon Hill
Beachfront Villa in Beacon Hill, a short walk to nightlife & restaurants Coral Breeze is private wa...
Villa 5 / 4 / 10

*
Online booking available

$299 - $377
Per Night

$2090 - $7500
Per Week

Gorgeous, contemporary 4 BR, 4 bath villa overlooking Pel...

Pelican Key
Gorgeous, contemporary 4 BR, 4 bath villa overlooking Pelican Key La-di-da is a gorgeous, contempor...
Villa 6 / 6 / 12

*
Online booking available

$500 - $643
Per Night

$3000 - $9400
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

Leones is perfectly situated on the top of Oyster Pond Hill.

Oyster Pond
Villa Leones is perfectly situated on the top of Oyster Pond Hill. The view is expansive in all dire...
Villa 2 / 2 / 4

*
Online booking available

$243 - $329
Per Night

$1530 - $2450
Per Week

This beachfront villa sits on the beautiful white sands o...

Oyster Pond
This beachfront villa sits on the beautiful white sands of Dawn Beach. spacious beachfront contempo...
Villa 4 / 4 / 8

*
Online booking available

$429 - $572
Per Night

$2572 - $5000
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

Villa Peninsula - Luxurious Private Unique Villa set on 6...

St. Maarten
Villa Peninsula - Luxurious Private Unique Villa set on 6 acres! Magnificent 3 bedroom, 3 bathroom ...
Villa 3 / 3 / 6

*
Online booking available

$500 - $643
Per Night

$3000 - $8000
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

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 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

Luxury 2 Bedroom Beachview Villa

Dawn Beach
Embark on a journey to Coral Beach Club and find yourself home?Experience one of the most upscale be...
Villa 2 / 3 / 4

*
Online booking available

$403 - $825
Per Night

$2818 - $6650
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

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

Experience Luxury and privacy at this villa just a short ...

Dawn Beach Estates
Experience Luxury and privacy at this villa just a short walk to Dawn Beach! At Villa Suzanne you g...
Villa 4 / 5 / 8

*
Online booking available

$500 - $643
Per Night

$3500 - $9000
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

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

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 1 / 2 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
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 1 / 2 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

 

More Getaway Locations and Properties