Sint Maarten Vacation Rentals & Homes - 1169 Rentals Available
1,169 Vacation rentals
Paradise Found at Las Arenas - Beachfront Luxury!
Simpson Bay Apartment
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 2 hours 30 minutes
$409.00
from $409.00 / night
Cielos Azules... Luxurious waterfront villa in gated Pointe Pirouette, close to
Cole Bay House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$922.00
from $922.00 / night
TARA... Affordable oceanfront villa, walk to beach
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$843.00
from $843.00 / night
CARISMA on the BEACH... Totally charming beachfront 2BR in great location!
Cole Bay House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Air conditioning
$400.00
from $400.00 / night
CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten
Cupecoy Bay Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$800.00
from $800.00 / night
LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach
Cupecoy Bay House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$558.00
from $558.00 / night
COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$415.00
from $415.00 / night
Burgeoux Villa... Comfortable Beach front home, walk to Maho or Simpson Bay bea
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$758.00
from $758.00 / night
SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon
Cupecoy Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$886.00
from $886.00 / night
MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte
Cupecoy Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$475.00
from $475.00 / night
BAHARI... Fabulous beachfront villa, breathtaking sunsets!
Cupecoy Bay House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$800.00
from $800.00 / night
CARIBBEAN BLUE... 5BR beachfront home in Pelican Key
Simpson Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,272.00
from $1,272.00 / night
MUMBAI... Elegant, Luxurious, Totally Secure, & private access to Cupecoy Beach!
Cupecoy Bay House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,215.00
from $1,215.00 / night
CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o
Cupecoy Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$280.00
from $280.00 / night
Spinnaker Condo - Unit 1312 *Oyster Pond*
Oyster Pond Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$230.00
from $230.00 / night
AQUA VUE... Rare 4BR at Porto Cupecoy!..Huge Gym, Heated Pool, Tennis Courts, be
Cupecoy Bay Apartment
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,000.00
from $1,000.00 / night
VICTORIA...3 BR affordable St Martin rental villa, panoramic views
Oyster Pond Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$496.00
from $496.00 / night
AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!
Cupecoy Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$700.00
from $700.00 / night
Contemporary penthouse at La Brisas
Simpson Bay Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$586.00
from $586.00 / night
WITENBLAUW... Magical Beach Front Estate on Pelican Key
Simpson Bay Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$3,000.00
from $3,000.00 / night
HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!
Oyster Pond Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$260.00
from $260.00 / night
BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Air conditioning
$672.00
from $672.00 / night
SMART VILLA...Beachfront at Pelican Key
Simpson Bay Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$429.00
from $429.00 / night
ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views
Oyster Pond House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
TROPICAL WAVES...Porto Cupecoy, wonderful views of the Marina, St Maarten
Cupecoy Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$626.00
from $626.00 / night
SOL Y MAR... fabulous beachfront penthouse on Kimsha Beach! Private pool, Walk t
Simpson Bay Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$729.00
from $729.00 / night
MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$329.00
from $329.00 / night
Oyster Bay Beach Club - Lighthouse Condo 2B - Newly Renovated - 3 bdrms
Oyster Pond Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$585.00
from $585.00 / night
IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key
Simpson Bay Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
Villa Rosa *Dawn Beach*
Philipsburg House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Ask about pets
$407.00
from $407.00 / night
ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten
Cupecoy Bay Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$700.00
from $700.00 / night
RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
CASA DE BELLA... Great location at a great price!!
Simpson Bay House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$400.00
from $400.00 / night
Condo Mare | Near Ocean - Located in Exquisite Porto Cupecoy with House Cleanin
Cupecoy Bay Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$218.00
from $218.00 / night
PROVENCE... Affordable villa, gorgeous views, close to dining, shopping, casinos
Simpson Bay Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,386.00
from $1,386.00 / night
SEA BEACH TREASURE... Gorgeous 2BR Penthouse on Simpson Bay Beach, St Maarten
Simpson Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$465.00
from $465.00 / night
Villa Casa Sunshine - 10 Suites
Philipsburg House
- 10 bedrooms 10
- 10 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$2,550.00
from $2,550.00 / night
JOY ESTATE... Large, lovely villa with breathtaking views!
Cole Bay Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$842.00
from $842.00 / night
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