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$1000+


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Featured
$357 - $500 /night
$2143 - $3000 /week
"A Perfect Sunset" - Beautiful 2 BR, 3 BA Waterfront Cond...

Villa: 2 Bedroom, 3 Bathroom, Sleeps 4
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin


Featured
$455 - $645 /night
$3185 - $5950 /week
Great View! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6

  24 reviews   Add to Favorites

Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin


Featured
$455 - $645 /night
$3185 - $5950 /week
Great View! Beach Front at The Cliff 1or2 BRs-Stay 7 Pay 6

  18 reviews   Add to Favorites

Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 2
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin


Featured
$429 - $643 /night
$2400 - $6500 /week
Crystal: Chic & modern villa with amazing oceanviews | Is...

  1 reviews   Add to Favorites

Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Red Pond Estates, St. Maarten, St. Maarten - St. Martin


Featured
$900 - $1100 /night
$6300 - $7700 /week
Beautiful 6 BR, 6.5 BA Beachfront Villa located on Guana ...

Villa: 6 Bedroom, 6.5 Bathroom, Sleeps 12
Location: Guana Bay, St. Maarten, St. Maarten - St. Martin


$314 - $486 /night
$2200 - $5700 /week
Aqualina 2 BR Beachfront Condo on Simpon Bay Beach | Isla...

  3 reviews   Add to Favorites

Condo: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin


$379 - $522 /night
$2272 - $5250 /week
L'agua: lovely 2 BR with breathtaking view | Island Prope...

  2 reviews   Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


$900 - $1100 /night
$6300 - $7700 /week
Beautiful 6 BR, 6.5 BA Beachfront Villa located on Guana ...

Villa: 6 Bedroom, 6.5 Bathroom, Sleeps 12
Location: Guana Bay, St. Maarten, St. Maarten - St. Martin


$357 - $500 /night
$2143 - $3000 /week
The lighthouse: unique vacation experience at Oyster Bay ...

  1 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Oyster Bay, St. Maarten, St. Maarten - St. Martin


$557 - $700 /night
$3900 - $4900 /week
Caribbean Chic 5 BR, 5 Bath Villa overlooking Great Bay, ...

Villa: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Philipsburg, St. Maarten, St. Maarten - St. Martin


$383 - $531 /night
$2363 - $3282 /week
Wonderful 3 BR, 3 BA Waterfront Condominium located in Oy...

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


$340 - $446 /night
$2100 - $8500 /week
Sea La VIe: 4 bedr with views of the ocean and St Barths ...

  2 reviews   Add to Favorites

Villa: 4 Bedroom, 5 Bathroom, Sleeps 8
Location: Red Pond Estates, St. Maarten, St. Maarten - St. Martin


$192 - $212 /night
$1299 - $1484 /week
1 bedr Condo within a few steps to beach and marina | Isl...

  4 reviews   Add to Favorites

Condo: 1 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Dawn Beach, St. Maarten, St. Maarten - St. Martin


$326 - $440 /night
$1954 - $4500 /week
Luxury 2 bedroom with breathtaking viwes | Island Properties

  4 reviews   Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Simpson Bay, St. Maarten, St. Maarten - St. Martin


$900 - $1100 /night
$6300 - $7700 /week
Impressive 6 BR, 6.5 BA Villa located on the beach in Gua...

Villa: 6 Bedroom, 6.5 Bathroom, Sleeps 12
Location: Guana Bay, St. Maarten, St. Maarten - St. Martin


$286 - $429 /night
$1715 - $2572 /week
Lovely 3 BR Condominium located at The Lighthouse in Oyst...

Condo: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


$286 - $400 /night
$1700 - $4500 /week
Villa Arcadia: Charming 3 BR in Oyster Pond | Island Prop...

  13 reviews   Add to Favorites

Villa: 4 Bedroom, 4 Bathroom, Sleeps 8
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


$340 - $550 /night
$2100 - $7000 /week
Sueño: 3 BR villa overlooking Great Bay| Island Properties

  3 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Little Bay, St. Maarten, St. Maarten - St. Martin


$308 - $450 /night
$1843 - $6000 /week
Lighthouse 3C is a home in paradise at Oyster Bay Sxm | I...

  5 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Oyster Bay, St. Maarten, St. Maarten - St. Martin


$270 - $514 /night
$1785 - $8800 /week
Amazing 5 BR Villa just a short walk to the Beach | Islan...

  3 reviews   Add to Favorites

Villa: 5 Bedroom, 5 Bathroom, Sleeps 10
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


$357 - $500 /night
$2143 - $3000 /week
Spectacular 3 BR residence at Oyster Bay | Island Properties

  2 reviews   Add to Favorites

Villa: 3 Bedroom, 3 Bathroom, Sleeps 6
Location: Oyster Bay, St. Maarten, St. Maarten - St. Martin


$445 - $900 /night
$3112 - $5040 /week
Luxury 2 BR Beachview Villa with private pool | Island Pr...

  2 reviews   Add to Favorites

Villa: 2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Dawn Beach, St. Maarten, St. Maarten - St. Martin


$714 - $1072 /night
$5000 - $7500 /week
Luxury 3 BR, 3 BA Beachfront Property at Shore Pointe, Cu...

Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Cupecoy, St. Maarten, St. Maarten - St. Martin


$214 - $286 /night
$1286 - $1715 /week
Il Punto Blu: 3 BR on the beach in Pelican Key | Island P...

  2 reviews   Add to Favorites

Villa: 3 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Pelican Key, St. Maarten, St. Maarten - St. Martin



$1395 - $2445 /week
Lovely 1 BR Villa located in Oyster Pond - Popular and pr...

  1 reviews   Add to Favorites

Villa: 1 Bedroom, 2 Bathroom, Sleeps 2
Location: Oyster Pond, St. Maarten, St. Maarten - St. Martin


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