Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
22–27 Jun
,
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Simpson Bay
The Loft at Simpson Bay Yacht Club
2 beds
1–6 Sept
5.0 out of 5 average rating, 76 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds
4–9 Nov
4.95 out of 5 average rating, 60 reviews
Guest favourite
Flat in Cole Bay
C354 - Top view with balcony
1 bedroom, 1 king bed
27 Jul – 1 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
18–23 Jun
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Koolbaai
Luxury Villa Turquoise Heaven in Pelican Key
3 bedrooms, 4 beds
15–22 Dec
4.89 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Simpson Bay
The Beach House Apartment
1 bedroom, 1 king bed
1–6 Aug
5.0 out of 5 average rating, 243 reviews
Top guest favourite
Flat in Cole Bay
Beautiful, bright apartment with a lagoon view in Simpson Bay
1 bedroom, 2 beds
13–18 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Apartment in Simpson Bay
Beachfront Ultra Luxury Modern Condo / Beach Views
2 bedrooms, 3 beds
25–30 Jun
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms, 3 king beds
8–13 Jul
5.0 out of 5 average rating, 64 reviews
Guest favourite
Apartment in Simpson Bay
Five Star Luxury Beachfront Condo Private Hot Tub
2 bedrooms, 2 king beds
19–24 Jun
4.94 out of 5 average rating, 87 reviews
Top guest favourite
Villa in Cole Bay
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Maho Beach
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed
8–13 Aug
4.93 out of 5 average rating, 14 reviews
Hotel in Upper Prince's Quarter
Panorama SXM - 1 BR - Luxury Apartment
1 bedroom, 1 king bed
23–28 Jun
New place to stay
Guest favourite
Flat in Simpson Bay
Garden View Simpson Bay -shared pool and Generator
1 bedroom, 2 beds
11–16 Jul
4.9 out of 5 average rating, 48 reviews
Guest favourite
Flat in Simpson Bay
Apartment on the beach
1 bedroom, 1 queen bed
23–28 Jul
4.88 out of 5 average rating, 241 reviews
Top guest favourite
Villa in Little Bay
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
8–13 Sept
4.99 out of 5 average rating, 95 reviews
Guest favourite
Flat in Cole Bay
Lovem
1 bedroom, 2 beds
19–24 Jun
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Simpson Bay
The Pineapple Suite
2 bedrooms, 2 queen beds
21–26 Jul
4.95 out of 5 average rating, 40 reviews