filters

Search results; Over 1,000 homes in Simpson Bay

Photo 1 of 21
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
2–7 Oct
,
4.89 out of 5 average rating, 247 reviews
Photo 1 of 29
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
18–23 Sept
5.0 out of 5 average rating, 69 reviews
Photo 1 of 29
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
25–30 Oct
5.0 out of 5 average rating, 254 reviews
Photo 1 of 16
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
1 bedroom, 2 beds
25–30 Sept
4.95 out of 5 average rating, 106 reviews
Photo 1 of 29
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Five Star Luxury Beachfront Condo Private Hot Tub
2 bedrooms, 2 king beds
19–24 Sept
4.94 out of 5 average rating, 88 reviews
Photo 1 of 16
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 45 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
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
21–26 Nov
4.99 out of 5 average rating, 337 reviews
Photo 1 of 29
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds
18–23 Sept
5.0 out of 5 average rating, 29 reviews
Photo 1 of 29
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds
20–25 Sept
4.98 out of 5 average rating, 95 reviews
Photo 1 of 29
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
2 bedrooms, 2 king beds
18–23 Sept
New place to stay
Photo 1 of 27
Top guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds
25–30 Sept
4.98 out of 5 average rating, 42 reviews
Photo 1 of 29
Guest favourite
Flat in Simpson Bay, Sint Maarten
Top of the art penthouse
3 bedrooms, 4 beds
1–6 Oct
4.95 out of 5 average rating, 113 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 29
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
2 bedrooms, 2 king beds
1–6 Oct
5.0 out of 5 average rating, 54 reviews
Photo 1 of 21
Guest favourite
Villa in Koolbaai, Sint Maarten
Sol y Mar - Beachfront Penthouse with private pool
3 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 king beds
18–23 Sept
5.0 out of 5 average rating, 10 reviews
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 king beds
10–15 Mar
4.96 out of 5 average rating, 109 reviews
Photo 1 of 29
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews