Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
4–9 Jul
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4.95 out of 5 average rating, 108 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds, 1 bathroom
1–6 Jul
New place to stay
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 4 bathrooms
7–12 Sept
4.97 out of 5 average rating, 38 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Flat in Cole Bay, Sint Maarten
D418 - Beautiful two-bedroom apartment
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
New place to stay
Superhost
Home in Lowlands, Sint Maarten
Villa Calma – Lagoon view, swimming pool & tranquility
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 Jul
Top guest favourite
Villa in Philipsburg, Sint Maarten
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
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
8–13 Aug
4.93 out of 5 average rating, 15 reviews
Superhost
Home in BAIE NETTLE, St Martin
Sweet Home on the Beach rdc
1 bedroom, 1 king bed, 1 bathroom
26–31 Jul
New place to stay
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
2 bedrooms, 3 beds, 2.5 bathrooms
20–25 Aug
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
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
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
9–14 Aug
4.91 out of 5 average rating, 23 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds, 3.5 bathrooms
4–9 Jul
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
4.88 out of 5 average rating, 128 reviews