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Search results; Over 1,000 homes

Guest favorite
Home in Caribbean
Private pool with Caribbean Sea views
2 bedrooms, 3 beds, 1 private bath
Aug 15 – 20
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4.89 out of 5 average rating, 64 reviews
Superhost
Condo in Upper Prince's Quarter
270° ocean views from a private terrace
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2.5 baths
Sep 4 – 9
Top guest favorite
Room in Upper Prince's Quarter
1BR Luxury Apartment | Ocean View
5.0 out of 5 average rating, 14 reviews, 1 king bed, 1.5 baths
Aug 28 – Sep 2
Guest favorite
Apartment in Simpson Bay
Garden-facing studio with a shared pool
4.91 out of 5 average rating, 164 reviews, 1 bedroom, 1 bed, 1 bath
Aug 26 – 31
Guest favorite
Home in Philipsburg
Unobstructed ocean views and infinity pool
5.0 out of 5 average rating, 39 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 29 – Sep 3
Top guest favorite
Villa in Little Bay
Hot tub with panoramic Great Bay views
4.99 out of 5 average rating, 101 reviews, 2 bedrooms, 4 beds, 2 baths
Aug 31 – Sep 5
Top guest favorite
Villa in Philipsburg
Infinity pool overlooking the Caribbean Sea
4.99 out of 5 average rating, 331 reviews, 3 bedrooms, 4 beds, 3 baths
Apr 10 – 15
Villa in Lowlands
Private pool near the beach in Maho
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 3 baths
Aug 22 – 27
Top guest favorite
Home in Upper Prince's Quarter
Turquoise water views from a gated community
4.99 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 2 baths
Oct 18 – 23
Top guest favorite
Villa in Sint Maarten
Oceanfront with panoramic Caribbean views
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 3.5 baths
Aug 21 – 26
Top guest favorite
Home in Upper Prince's Quarter
Panoramic ocean views from the hillside
5.0 out of 5 average rating, 42 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 28 – Oct 3
Guest favorite
Villa in Indigo Bay
Ocean views and a private pool
4.95 out of 5 average rating, 80 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 7 – 12
Luxe
Home in Lowlands
Waterfront villa with lagoon-view heated pool
5.0 out of 5 average rating, 28 reviews, 4 bedrooms, 4 beds, 4 baths
Sep 1 – 6
Top guest favorite
Home in Koolbaai
Beachfront villa with a private pool
5.0 out of 5 average rating, 46 reviews, 3 bedrooms, 5 beds, 3.5 baths
Sep 27 – Oct 2
Superhost
Home in Sint Maarten lowlands Maho
Bali-inspired villa with a swim-up bar
4.8 out of 5 average rating, 87 reviews, 6 bedrooms, 8 beds, 6.5 baths
Sep 15 – 20
Top guest favorite
Home in Cole Bay
Waterfront villa with pool and sea views
5.0 out of 5 average rating, 52 reviews, 5 bedrooms, 5 beds, 5.5 baths
Aug 30 – Sep 4
Guest favorite
Condo in Little Bay
Brand-new with a skylight bathtub
4.94 out of 5 average rating, 18 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 18 – 23
Superhost
Villa in Simpson Bay
Gated beachfront villa with a private pool
4.87 out of 5 average rating, 85 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 8 – 13
Guest favorite
Villa in Indigo bay, Sint Maarten
Private pool and ocean views, Indigo Bay
4.94 out of 5 average rating, 70 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 12 – 17