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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Second Home Beach Apartment
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.99 out of 5 average rating, 102 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Sept
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
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
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
11–16 Aug
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 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
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
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
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
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
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
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
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 3 bathrooms
3–8 Nov
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
4.9 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
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
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug