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Search results; Over 1,000 homes in Simpson Bay

Descriptions are based on details hosts provide
Guest favourite
Flat in Simpson Bay
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
29 Jul – 3 Aug
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4.88 out of 5 average rating, 243 reviews
Top guest favourite
Flat in Simpson Bay
Beachfront with a hardwood sun deck
5.0 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Simpson Bay
Rooftop hot tub overlooking Simpson Bay Beach
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Top guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Simpson Bay
Beachfront with a private pool and terrace
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
Flat in Simpson Bay
Private jacuzzi, 5 minutes from Maho Beach
4.79 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Guest favourite
Flat in Simpson Bay
SeaPearl 3Brm Beachfront Penthouse with Generator
4.9 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Apartment in Simpson Bay
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Flat in Simpson Bay
Apartment on the beach 2
4.85 out of 5 average rating, 202 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Apartment in Simpson Bay
Beachfront with a huge deck on Simpson Bay
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
16–21 Oct
Guest favourite
Flat in Simpson Bay
Renovated loft with pools and a hot tub
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
5–10 Oct
Guest favourite
Villa in Simpson Bay
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5.0 out of 5 average rating, 26 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
Top guest favourite
Apartment in Simpson Bay
SkyPort Condo
4.98 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
16–21 Jul
Top guest favourite
Guest house in Simpson Bay
Roof deck with 360° ocean views
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Superhost
Hotel in Upper Prince's Quarter
Ocean views and a rooftop pool
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
16–21 Jul
Guest favourite
Hotel room in Simpson Bay
Beachfront with calm water in Simpson Bay
4.87 out of 5 average rating, 262 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Flat in Simpson Bay
Beachfront with a pool and 3 patios
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
21–26 Jul
Top guest favourite
Home in Koolbaai
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
Guest favourite
Flat in Simpson Bay
Penthouse with private garden near beach
4.92 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
15–20 Jul