filters

Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
,
4.95 out of 5 average rating, 236 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 328 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
5–10 Oct
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
13–18 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 64 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 246 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
4.95 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
4.96 out of 5 average rating, 103 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Aug
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
4.89 out of 5 average rating, 18 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 97 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
4.85 out of 5 average rating, 201 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Apartment in Lowlands, Sint Maarten
Saint Maarten La Terrasse Maho
4.95 out of 5 average rating, 134 reviews, 2 beds, 1 bathroom
31 Jul – 5 Aug