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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay
The Beach Condo
2 bedrooms, 2 beds, 2.5 private bathrooms
15–20 Aug
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4.99 out of 5 average rating, 78 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
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
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
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
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
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
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, 244 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
Flat in Simpson Bay
Apartment in Simpson bay
1 bedroom, 2 double beds, 1 bathroom
1–6 Jul
New place to stay
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
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
Flat in Simpson Bay
Simpson Bay Beach 3 Bedroom with pool
3 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
4.92 out of 5 average rating, 12 reviews
Superhost
Serviced apartment in Simpson Bay
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 51 reviews
Home in Koolbaai
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Apartment in Simpson Bay
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds, 2 bathrooms
1–7 Jul
4.89 out of 5 average rating, 66 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
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
Guest favourite
Flat in Maho Beach
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.93 out of 5 average rating, 15 reviews