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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
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
31 Aug – 5 Sept
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
7–12 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Breathtaking views of St Barth - 8 people
4.96 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
4.94 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Aug
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
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
Home in Upper Prince's Quarter, Sint Maarten
Sunrise Over St. Barths
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR - Luxury Apartment
5.0 out of 5 average rating, 8 reviews, 1 king bed, 1.5 bathrooms
7–12 Aug
Top guest favourite
Flat in Grand Cayes, St Martin
Modern Sea View Apartment from Pinel island
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug