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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
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4.95 out of 5 average rating, 236 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.9 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5.0 out of 5 average rating, 26 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
4.85 out of 5 average rating, 202 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 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, 71 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
OASIS Penthouse with private garden and Generator
4.92 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
14–19 Jul
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
5–10 Oct
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.97 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
16–21 Jul
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
Guest favourite
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR - Luxury Apartment
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
30 Jul – 4 Aug