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

Great View! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6

Cupecoy
1 or 2 Bedroom, 2.5 Baths Oceanfront Condominium, located on the 5th floor, with full panoramic vie...
Condo 2 / 2.5 / 4

*
Online booking available

$455 - $455
Per Night

$3185 - $5950
Per Week

Great View! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6

Cupecoy
1 or 2 Bedroom, 2.5 Baths Oceanfront Condominium, located on the 5th floor, with full panoramic vie...
Condo 2 / 2.5 / 4

*
Online booking available

$455 - $455
Per Night

$3185 - $5950
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

$395 - $929
Per Night

$2765 - $6503
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

Panoramic Views! Beach Front at The Cliff 1or2 BRs-Stay 7...

Cupecoy
Panoramic Views! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6 1 or 2 Bedroom, 2.5 Baths Oceanfron...
Condo 2 / 2.5 / 4

*
Online booking available

$455 - $455
Per Night

$3185 - $5950
Per Week

Lighthouse 3C is a home in paradise at Oyster Bay Sxm | I...

Oyster Bay
Lighthouse 3C is a home in paradise at Oyster Bay Sxm | Island Properties BRAND NEW PROPERTY - Esca...
Villa 3 / 3 / 6

*
Online booking available

$308 - $450
Per Night

$1843 - $2700
Per Week

Summerwinds: Spectacular 3 bedr villa with stunning views...

Oyster Pond
Summerwinds: Spectacular 3 bedr villa with stunning views | Island Properties Summerwinds is a spec...
Villa 3 / 3.8 / 8

*
Online booking available

$500 - $643
Per Night

$3500 - $4500
Per Week

Townhouse overlooking Oyster Pond Marina | Island Properties

Dawn Beach
Luxury furnishings throughout; travertine floors; fully equipped Effi Ti Italian kitchen with stone ...
Home 2 / 2.5 / 4

*
Online booking available

$495 - $700
Per Night

$3465 - $4900
Per Week

Sky Blue: 5 Bed Oceanview Villa in Dawn Beach Estates | I...

Dawn Beach Estates
Sky Blue: 5 Bed Oceanview Villa in Dawn Beach Estates | Island Properties Villa Sky Blue - Luxuriou...
Villa 5 / 5.5 / 10

*
Online booking available

$607 - $607
Per Night

$3643 - $3643
Per Week

6 BR villa and spectacular view of Oyster Pond | Island P...

Oyster Pond
6 BR villa and spectacular view of Oyster Pond | Island Properties This impressive large villa with...
Villa 6 / 6.5 / 12

*
Online booking available

$457 - $564
Per Night

$3200 - $3950
Per Week

Blue Residence 707B 1 Bedr Penthouse Condo at "Blue Mall"...

Cupecoy
Blue Residence 707B 1 Bedr Penthouse Condo at "Blue Mall" | Island Properties Blue Residence is on ...
Condo 1 / 1 / 2

*
Online booking available

$322 - $429
Per Night

$2250 - $3000
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 - $8572
Per Week

St Tropez: wonderful 3 BR in Pelican 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 - $4700
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

$372 - $514
Per Night

$2600 - $3600
Per Week

Amazing view! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6

Cupecoy
1 or 2 Bedroom, 2.5 Baths Oceanfront Condominium,located on the 8th floor, with full panoramic view ...
Condo 1 / 1.5 / 2

*
Online booking available

$455 - $455
Per Night

$3185 - $5950
Per Week

Angelina: Wonderful 3 Bedr, breathtaking panoramic views ...

Oyster Pond
Angelina: Wonderful 3 Bedr, breathtaking panoramic views | Island Properties Villa Angelina, is a w...
Villa 3 / 3 / 6

*
Online booking available

$271 - $271
Per Night

$1895 - $1895
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 - $3050
Per Week

Perfectly located on Oyster Pon Hill with Ocean view | Is...

Oyster Pond
Perfectly located on Oyster Pon Hill with Ocean view | Island Properties Villa Leones is perfectly ...
Villa 1 / 1 / 2

*
Online booking available

$275 - $275
Per Night

$1925 - $1925
Per Week

Diamond Chateau:wonderful 5 BR and breathtaking view | Is...

Cole Bay
Diamond Chateau:wonderful 5 BR and breathtaking view | Island Properties Welcome to Diamond Hill Es...
Villa 5 / 6.5 / 10

*
Online booking available

$593 - $722
Per Night

$4150 - $5050
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 - $2950
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 - $3086
Per Week

Gianna: 2 bedroom villa directly on the ocean @ Dawn Beach

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

$395 - $495
Per Night

$2765 - $3465
Per Week

Newly renovated 4 BR villa overlooking the ocean | Island...

Tamarind Hill Estates
Newly renovated 4 BR villa overlooking the ocean | Island Properties This newly renovated villa "Ri...
Villa 4 / 4.5 / 8

*
Online booking available

$357 - $500
Per Night

$2143 - $3000
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 / 3.5 / 10

*
Online booking available

$214 - $286
Per Night

$1286 - $1715
Per Week

3 BR with views of St Barth from Oyster Pond | Island Pro...

Dawn Beach Estates
3 BR with views of St Barth from Oyster Pond | Island Properties Welcome to Valhalla, Viking Heaven...
Villa 3 / 3 / 6

*
Online booking available

$2915 - $4500
Per Week

 

More Getaway Locations and Properties