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 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 / 1.5 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
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 / 1.5 / 2

*
Online booking available

$455 - $645
Per Night

$3185 - $5950
Per Week

Amazing 5 BR Villa just a short walk to the Beach | Islan...

Oyster Pond
Amazing 5 BR Villa just a short walk to the Beach | Island Properties Rise to the magnificent scene...
Villa 5 / 5 / 10

*
Online booking available

$401 - $643
Per Night

$2805 - $8800
Per Week

Sky Blue: 4 Bed Oceanview Villa in Dawn Beach Estates| Is...

Dawn Beach Estates
Sky Blue: 4 Bed Oceanview Villa in Dawn Beach Estates| Island Properties Villa Sky Blue - Luxurious...
Villa 4 / 4.5 / 8

*
Online booking available

$692 - $929
Per Night

$4845 - $11000
Per Week

La Brise: Chic 4 BR Villa overlooking Oyster Pond | Islan...

Oyster Pond
La Brise: Chic 4 BR Villa overlooking Oyster Pond | Island Properties "La Brise" is the perfect 4 b...
Villa 4 / 4 / 8

*
Online booking available

$322 - $422
Per Night

$2250 - $6000
Per Week

Hillside retreat with Tuscan architecture | Island Proper...

Oyster Pond
Hillside retreat with Tuscan architecture | Island Properties The Stone House at Oyster Pond is a c...
Villa 4 / 4 / 8

*
Online booking available

$365 - $500
Per Night

$2572 - $7000
Per Week

St Tropez: wonderful 3 BR in Plican Key | Island Properties

Pelican Kay
St Tropez sits high up on the hill in Pelican Key in Dutch St Maarten and offers outstanding views o...
Villa 3 / 3 / 6

*
Online booking available

$500 - $672
Per Night

$3000 - $6500
Per Week

Luxury and privacy villa just a short walk to Dawn Beach ...

Dawn Beach Estates
Luxury and privacy villa just a short walk to Dawn Beach | Island Properties At Villa Suzanne you g...
Villa 4 / 4.5 / 8

*
Online booking available

$500 - $643
Per Night

$3500 - $9000
Per Week

Gianna: 2 bedroom villa on Dawn Beach| Island Properties

Dawn Beach Estates
Beach House Gianna is truly one of a kind. A very special place. Its location is perfect being direc...
Villa 2 / 2.5 / 4

*
Online booking available

$393 - $472
Per Night

$2750 - $5775
Per Week

Casa Linda: Villa nestled in the Hillsides of Oyster Pond...

Oyster Pond
Casa Linda: Villa nestled in the Hillsides of Oyster Pond | Island Properties Casa Linda, an Italia...
Villa 3 / 3 / 6

*
Online booking available

$364 - $536
Per Night

$2550 - $6000
Per Week

Impressive 5 bedroom villa on the beach | Island Properties

Guana Bay
Villa Mars, a newly constructed addition to Island Properties rental listings. This impressive 5 be...
Villa 5 / 5.5 / 10

*
Online booking available

$929 - $1397
Per Night

$5525 - $16500
Per Week

Luxury 2 bedroom with breathtaking viwes | Island Properties

Simpson Bay
From the moment you set foot inside the luxurious, gated courtyard of Las Arenas in Sint Maarten, yo...
Villa 2 / 2 / 4

*
Online booking available

$326 - $440
Per Night

$1955 - $4500
Per Week

Hope Cottage: Wonderful 1 BR villa ideal for couples| Isl...

Oyster Pond
Hope Cottage: Wonderful 1 BR villa ideal for couples| Island Properties Hope Cottage is hidden away...
Villa 1 / 2 / 2

*
Online booking available

$1785 - $2485
Per Week

Chianti: Luxury 3 BR villa @ Pointe Pirouette Sxm | Islan...

Pointe Pirouette
Chianti: Luxury 3 BR villa @ Pointe Pirouette Sxm | Island Properties Villa Chianti - Luxury 3 Bedr...
Villa 3 / 2.5 / 6

*
Online booking available

$1143 - $1429
Per Night

$6858 - $12000
Per Week

Vip: Elegant and spacious 5 BR waterfront villa | Island ...

Maho
Vip: Elegant and spacious 5 BR waterfront villa | Island Properties This elegant and exceptionally ...
Villa 5 / 5.5 / 10

*
Online booking available

$1714 - $2857
Per Night

$12000 - $30000
Per Week

Horizon: perfect 3 BR villa in Almond Grove|island Proper...

Almond Grove
Horizon: perfect 3 BR villa in Almond Grove|island Properties Horizon says it all in the name... Co...
Villa 3 / 3 / 6

*
Online booking available

$429 - $572
Per Night

$2572 - $7000
Per Week

Faja Lobie: Beautiful 3 BR villa on Bourgeaux Bay | Islan...

Beacon Hill
Faja Lobie: Beautiful 3 BR villa on Bourgeaux Bay | Island Properties Faja Lobie has become a very ...
Villa 3 / 3 / 6

*
Online booking available

$458 - $643
Per Night

$2469 - $7500
Per Week

The lighthouse: unique vacation experience at Oyster Bay ...

Oyster Bay
The lighthouse: unique vacation experience at Oyster Bay | Island Properties BRAND NEW PROPERTY - E...
Villa 3 / 3 / 6

*
Online booking available

$357 - $500
Per Night

$2143 - $3000
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 / 1.5 / 2

*
Online booking available

$350 - $500
Per Night

$2450 - $4550
Per Week

Spectacular 3 BR residence at Oyster Bay | Island Properties

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 - $3000
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 / 5.5 / 10

*
Online booking available

$1505 - $2145
Per Night

$10535 - $19600
Per Week

Coral Breeze: Beachfront Villa in Beacon Hill | Island Pr...

Beacon Hill
Coral Breeze: Beachfront Villa in Beacon Hill | Island Properties Coral Breeze is private waterfron...
Villa 5 / 4 / 10

*
Online booking available

$342 - $342
Per Night

$2390 - $9500
Per Week

Caribella: Villa overlooking the azur ocean & St. Barths ...

Tamarind Hill Estates
Caribella: Villa overlooking the azur ocean & St. Barths | Island Properties Villa Caribella is loc...
Villa 4 / 4 / 8

*
Online booking available

$2229 - $6500
Per Week

Il Punto Blu: 3 BR on the beach in Pelican Key | Island P...

Pelican Key
Il Punto Blu: 3 BR on the beach in Pelican Key | Island Properties Located right on the beach in pr...
Villa 3 / 3 / 10

*
Online booking available

$172 - $286
Per Night

$1286 - $1715
Per Week

Cielo Azurro High End Penthouse Condo @ Rainbowbeach Club...

Cupecoy
Cielo Azurro High End Penthouse Condo @ Rainbowbeach Club | Island Properties This is a 2 bedroom, ...
Condo 2 / 2 / 6

*
Online booking available

$214 - $286
Per Night

$1350 - $3000
Per Week

 

More Getaway Locations and Properties