filters

Search results; Over 1,000 homes in Simpson Bay

Photo 1 of 29
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
10–15 Mar
,
4.96 out of 5 average rating, 109 reviews
Photo 1 of 16
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
Business host
25–30 Sept
4.95 out of 5 average rating, 106 reviews
Photo 1 of 18
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds
21–26 Sept
4.94 out of 5 average rating, 32 reviews
Photo 1 of 29
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
Business host
20–25 Sept
4.98 out of 5 average rating, 95 reviews
Photo 1 of 29
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
20–25 Sept
4.97 out of 5 average rating, 29 reviews
Photo 1 of 15
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
8–13 Dec
5.0 out of 5 average rating, 84 reviews
Photo 1 of 26
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 202 reviews
Photo 1 of 6
Top guest favourite
Room in Simpson Bay, Sint Maarten
Sanctuary near Maho: Tropical beach vacation stay!
Individual host
1–6 Oct
5.0 out of 5 average rating, 9 reviews
Photo 1 of 29
Guest favourite
Villa in Lowlands, Sint Maarten
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.77 out of 5 average rating, 153 reviews
Photo 1 of 29
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 king beds
20–25 Sept
5.0 out of 5 average rating, 157 reviews
Photo 1 of 29
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
20–25 Sept
5.0 out of 5 average rating, 69 reviews
Photo 1 of 29
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Maho Studio|Walk to Beach|5 mins to Airport
1 bedroom, 1 queen bed
23–28 Sept
4.92 out of 5 average rating, 12 reviews
Photo 1 of 27
Top guest favourite
Hotel in Upper Prince's Quarter, Sint Maarten
1BR Luxury Apartment | Ocean View
1 bedroom, 1 king bed
20–25 Sept
5.0 out of 5 average rating, 24 reviews
Photo 1 of 21
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
Individual host
30 Sept – 5 Oct
4.86 out of 5 average rating, 208 reviews
Photo 1 of 8
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed
31 Oct – 5 Nov
4.87 out of 5 average rating, 275 reviews
Photo 1 of 29
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Photo 1 of 29
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
1–6 Oct
4.92 out of 5 average rating, 26 reviews
Photo 1 of 23
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds
28 Sept – 3 Oct
4.67 out of 5 average rating, 231 reviews
Photo 1 of 29
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
20–25 Sept
5.0 out of 5 average rating, 10 reviews