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Search results; Over 1,000 homes in Simpson Bay

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
1–6 Oct
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4.96 out of 5 average rating, 107 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
4.88 out of 5 average rating, 243 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 248 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
29 Sept – 4 Oct
Guest favourite
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.81 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
B243 - Deluxe 1 Bedroom
4.86 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
4.85 out of 5 average rating, 53 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
SXM Beachfront Escape
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
4.96 out of 5 average rating, 72 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Garden View Simpson Bay -shared pool and Generator
4.9 out of 5 average rating, 49 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
4.95 out of 5 average rating, 238 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Top guest favourite
Serviced apartment in Lowlands, Sint Maarten
Garden Side 2 Large Studio
4.97 out of 5 average rating, 149 reviews, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Petit Paradis – Beachfront 1 Bedroom Apartment
4.93 out of 5 average rating, 151 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
4.96 out of 5 average rating, 45 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 5 reviews, 1 king bed, 1.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Marigot, St Martin
L'Oiseau du Paradis - Sea view apartment
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Aug
Top guest favourite
Flat in Lowlands, Sint Maarten
Azure Heaven, Breathtaking views, Pool, Gym, Maho
5.0 out of 5 average rating, 25 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
Guest favourite
Apartment in Lowlands, Sint Maarten
Maho studio overlooking airport, Free Wi-Fi!
4.84 out of 5 average rating, 99 reviews, 1 bed, 1 bathroom
5–10 Aug
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 98 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept