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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest suite in Simpson Bay
Fig Paradis Penthouse
1 bedroom, 1 bed, 1 private bathroom
1–6 Jul
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4.97 out of 5 average rating, 79 reviews
Hotel in Upper Prince's Quarter
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
5–10 Jul
New place to stay
Guest favourite
Flat in Maho Beach
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
4.88 out of 5 average rating, 128 reviews
Top guest favourite
Apartment in Simpson Bay
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
9–14 Aug
4.92 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Simpson Bay
Beachfront Ultra Luxury Modern Condo / Beach Views
2 bedrooms, 3 beds, 2.5 bathrooms
19–24 Jul
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Villa in Philipsburg
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
21–26 Nov
4.99 out of 5 average rating, 327 reviews
Top guest favourite
Flat in Simpson Bay
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 243 reviews
Home in Koolbaai
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Flat in Cole Bay
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Lowlands
Saint Maarten La Terrasse Maho
2 beds, 1 bathroom
31 Jul – 5 Aug
4.95 out of 5 average rating, 133 reviews
Guest favourite
Villa in Simpson Bay
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
9–14 Aug
5.0 out of 5 average rating, 19 reviews
Flat in Simpson Bay
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Top guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 39 reviews
Guest favourite
Apartment in Lowlands
Maho studio overlooking airport, Free Wi-Fi!
1 bed, 1 bathroom
4–9 Jul
4.84 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 64 reviews
Superhost
Serviced apartment in Simpson Bay
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
8–13 Jul
4.92 out of 5 average rating, 73 reviews
Guest favourite
Flat in Simpson Bay
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
20–25 Jul
4.9 out of 5 average rating, 50 reviews
Guest favourite
Flat in Simpson Bay
Apartment on the beach
1 bedroom, 1 queen bed, 1 bathroom
23–28 Jul
4.88 out of 5 average rating, 241 reviews