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Resort vacation rentals in Sint Maarten

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Top-rated resorts in Sint Maarten

Guests agree: these resorts are highly rated for location, cleanliness, and more.

Resort in Philipsburg
Luxe vacation rental in St. Maarten for Couples!
Located in the premiere (Dutch) Prince's Upper Quarters region of the island on the windward east coast at Dawn Beach, refreshing sea breezes are vitually constant. The gated boutique residence community of only 24 units---all with their own private entrances--make SeaStar #24 at Coral Beach Club at Oyster Bay/Pond an excellent choice. ELEVATOR ACCESS! No stairs. Two renowned restaurants on site are touted among the best on the island. Just a short drive to the island's other best beaches, too!
Aug. 9 – 16
$486 CAD per night
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Resort in Lowlands
DELUXE VILLA W/ PRIVATE SWIMMING POOL
Feel pampered in this two-level Villa having a 2 bedroom, ocean front room with 1 king bed, 2 single beds, a sofa bed and 3 bathrooms featuring Italian marble, a private terrace with beautiful views of the Caribbean sea, a living area along with tile flooring and a private swimming pool. The room provides a washer and dryer, dishwasher, refrigerator, microwave, stove top grill, blender, dishes and cookware, TVs, VCR/DVD player,safe deposit box, air conditioning and an iron with ironing board.
May 14 – 21
$386 CAD per night
4.67 out of 5 average rating, 3 reviews
Resort in Philipsburg
Divi Little Bay Beach Resort - Studio Deluxe
** Only available by the week ** Divi Little Bay is on the Dutch side of this beautiful half-Dutch, half-French island. The resort offers room only, bed & breakfast, and all-inclusive options. Located on a pristine private peninsula between two crystal clear bays, the resort offers refreshing pools, delicious dining, fun activities, a spectacular beach, and so much more. Unit listed is a deluxe studio with no kitchen. **Check-in days are either on a Friday or a Saturday only**
Oct. 29 – Nov. 5
$230 CAD per night
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Popular amenities for Sint Maarten resorts

Family-friendly resorts

Resort in Lowlands
SUPERIOR BEDROOM GARDEN OR LAGOON VIEW
Feb. 12 – 19
$227 CAD per night
New place to stay
Resort in Philipsburg
Simpson Bay Resort and Marina
Jun. 14 – 21
$463 CAD per night
5.0 out of 5 average rating, 3 reviews
Resort in Upper Prince's Quarter
The Westin St. Maarten
Apr. 1 – 8
$771 CAD per night
New place to stay
Resort in Lowlands
DELUXE VILLA W/ PRIVATE SWIMMING POOL
May 14 – 21
$386 CAD per night
4.67 out of 5 average rating, 3 reviews

Resort rentals with a pool

Resort in Osyter Bay
Studio Oyster Bay beach resort
Oct. 2 – 9
$170 CAD per night
New place to stay
Resort in Upper Prince's Quarter
Elegant Ocean Front 3 bedroom with Master Suite
Aug. 9 – 16
$617 CAD per night
New place to stay
Resort in Upper Prince's Quarter
Dawn Beach-Ocean front 3 BR -SXM
Aug. 12 – 19
$771 CAD per night
New place to stay
Resort in Philipsburg
Simpson Bay Resort and Marina
Jun. 14 – 21
$463 CAD per night
5.0 out of 5 average rating, 3 reviews
Resort in Upper Prince's Quarter
The Westin St. Maarten
Apr. 1 – 8
$771 CAD per night
New place to stay
Resort in Lowlands
Two Bedroom Suite at Royal Islander Club La Plage
Jul. 30 – Aug. 6
$468 CAD per night
4.67 out of 5 average rating, 3 reviews
Resort in Lowlands
DELUXE VILLA W/ PRIVATE SWIMMING POOL
May 14 – 21
$386 CAD per night
4.67 out of 5 average rating, 3 reviews
Resort in Lowlands
Three Bedroom Penthouse at La Terrasse
Aug. 26 – Sep. 2
$552 CAD per night
4.8 out of 5 average rating, 5 reviews
Resort in Philipsburg
Sea Palace Resort - Studio
Aug. 23 – 30
$83 CAD per night
New place to stay
Resort in Lowlands
Studio and Royal Islander Club Resort La Terrasse
Apr. 7 – 14
$296 CAD per night
New place to stay
Resort in Philipsburg
Luxe vacation rental in St. Maarten for Couples!
Aug. 9 – 16
$486 CAD per night
New place to stay
Resort in Philipsburg
Divi Little Bay Beach Resort - Studio Deluxe
Oct. 29 – Nov. 5
$230 CAD per night
New place to stay

Resort rentals with a gym

Resort in Philipsburg
Spacious Suite at Divi Little Bay Beach Resort
Jun. 27 – Jul. 4
$339 CAD per night
New place to stay
Resort in Upper Prince's Quarter
3 bedroom Condo on the beach
Jul. 22 – 29
$555 CAD per night
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Resort in Philipsburg
St Maarten- Divi LIttle Bay Resort- Studio Apt.
Dec. 2 – 9
$339 CAD per night
New place to stay
Resort in Upper Prince's Quarter
Ocean Front Unit with views of St Barth's.
Apr. 28 – May 5
$925 CAD per night
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Resort in Upper Prince's Quarter
Caribbean Luxurious Penthouse on the Beach
Jun. 9 – 16
$1,080 CAD per night
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Resort in Simpson Bay
ATRIUM RESORT AT SINT MAARTEN 1 BEDROOM 45 DAYS
Apr. 21 – 28
$416 CAD per night
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Resort in Lowlands
Three Bedroom Penthouse at La Terrasse
Aug. 26 – Sep. 2
$552 CAD per night
4.8 out of 5 average rating, 5 reviews
Resort in Lowlands
Studio and Royal Islander Club Resort La Terrasse
Apr. 7 – 14
$296 CAD per night
New place to stay
Resort in Philipsburg
Sea Palace Resort - 1 Bedroom
Jun. 21 – 28
$262 CAD per night
New place to stay
Resort in Sint Maarten
Deluxe 1-Bedroom Suite w/ Fully Equipped Kitchen
Jan. 28 – Feb. 4
$231 CAD per night
New place to stay
Resort in Lowlands
One Bedroom Suite at Royal Islander La Plage
May 24 – 31
$324 CAD per night
New place to stay
Resort in Philipsburg
Sea Palace Resort - Studio
Jun. 28 – Jul. 5
$200 CAD per night
New place to stay

Destinations to explore