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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 beds, 2 private bathrooms
26–31 Aug
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5.0 out of 5 average rating, 153 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
24–29 Sept
4.99 out of 5 average rating, 330 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds, 3.5 bathrooms
1–6 Aug
4.97 out of 5 average rating, 33 reviews
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
New place to stay
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Breathtaking views of St Barth - 8 people
4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
4.96 out of 5 average rating, 24 reviews
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
4.92 out of 5 average rating, 26 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 67 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed, 1 bathroom
12–17 Aug
4.93 out of 5 average rating, 15 reviews
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
4 bedrooms, 4 king beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Royal Palm Hilton Penthouse
3 bedrooms, 3 king beds, 3 bathrooms
1–8 Aug
5.0 out of 5 average rating, 8 reviews
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Aug
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
3–8 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
4.98 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.95 out of 5 average rating, 55 reviews