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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 4 - Studio by the sea
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.91 out of 5 average rating, 166 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 83 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 275 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds, 3 bathrooms
25–30 Sept
4.98 out of 5 average rating, 42 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
Individual host
11–16 Sept
4.86 out of 5 average rating, 207 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
2BR Escape - Walk to Maho and Simpson Bay Beach
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Maho, Sint Maarten
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
17–22 Sept
4.91 out of 5 average rating, 258 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.99 out of 5 average rating, 105 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 29 reviews
Townhouse in Simpson Bay, Sint Maarten
The Drake’s "Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 80 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
13–18 Sept
4.96 out of 5 average rating, 28 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
1–6 Oct
4.92 out of 5 average rating, 26 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.67 out of 5 average rating, 228 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 109 reviews
Flat in Saint-Martin, St Martin
Large 1-bedroom apartment with sea view and beach access - Baie Nettlé
Business host
11–16 Sept
New place to stay
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 60 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds, 1 bathroom
21–26 Sept
4.85 out of 5 average rating, 55 reviews