filters

Search results; Over 1,000 homes in Simpson Bay

Photo 1 of 29
Guest favourite
Flat in Simpson Bay
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
,
4.93 out of 5 average rating, 80 reviews
Photo 1 of 15
Guest favourite
Flat in Simpson Bay
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 86 reviews
Photo 1 of 16
Guest favourite
Apartment in Simpson Bay
Hamaka condo, a beachfront retreat on Simpson Bay
Business host
1–6 Oct
4.95 out of 5 average rating, 106 reviews
Photo 1 of 26
Guest favourite
Flat in Simpson Bay
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
17–22 Oct
4.91 out of 5 average rating, 58 reviews
Photo 1 of 29
Top guest favourite
Apartment in Maho
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 259 reviews
Photo 1 of 18
Guest favourite
Flat in Simpson Bay
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 32 reviews
Photo 1 of 8
Guest favourite
Hotel room in Simpson Bay
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
31 Oct – 5 Nov
4.87 out of 5 average rating, 276 reviews
Photo 1 of 25
Superhost
Flat in Maho Beach
Turtle Den YOUR Maho Escape!
1 bedroom, 1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.86 out of 5 average rating, 145 reviews
Photo 1 of 29
Guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 69 reviews
Photo 1 of 29
Top guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
1–6 Oct
4.97 out of 5 average rating, 29 reviews
Photo 1 of 29
Top guest favourite
Flat in Simpson Bay
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 255 reviews
Photo 1 of 19
Guest favourite
Apartment in Simpson Bay
1 Bedroom Seafront Flat D3
Individual host
1–6 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 20
Top guest favourite
Flat in Simpson Bay
TropiCasa - Watch sunsets surf the waves, 1BR
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Top guest favourite
Place to stay in Simpson Bay
Your floating B&B at SXM
Individual host
2–7 Dec
5.0 out of 5 average rating, 29 reviews
Photo 1 of 29
Townhouse in Simpson Bay
The Drake's "Suite Serenity" @ White Sands Villas
3 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Guest favourite
Villa in Lowlands
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
3 bedrooms, 3 king beds, 3.5 bathrooms
7–12 Oct
4.77 out of 5 average rating, 154 reviews
Photo 1 of 21
Superhost
Flat in Simpson Bay
Beachcomb Escape
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 10 reviews
Photo 1 of 29
Guest favourite
Flat in Lowlands
Luxury Maho Studio|Walk to Beach|5 mins to Airport
1 bedroom, 1 queen bed, 1 bathroom
7–12 Oct
4.92 out of 5 average rating, 12 reviews
Photo 1 of 29
Top guest favourite
Villa in Simpson Bay
Surfsong Villa- Luxury Water Front Villa for 12
Business host
25–30 Oct
4.98 out of 5 average rating, 95 reviews