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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest suite in Simpson Bay, Sint Maarten
Fig Paradis Penthouse
1 bedroom, 2 beds, 1 private bathroom
11–16 Aug
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4.97 out of 5 average rating, 79 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
2–7 Aug
4.91 out of 5 average rating, 53 reviews
Superhost
Home in BAIE NETTLE, St Martin
Sweet Home on the Beach rdc
1 bedroom, 1 king bed, 1 bathroom
28 Aug – 2 Sept
New place to stay
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
4.87 out of 5 average rating, 23 reviews
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds, 3 bathrooms
31 Jul – 5 Aug
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 45 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 98 reviews
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Flat in Colombier, St Martin
Peaceful Nature Retreat in Saint Martin
2 bedrooms, 3 beds, 1 bathroom
27 Jul – 1 Aug
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 248 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 66 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed, 1 bathroom
31 Aug – 5 Sept
4.93 out of 5 average rating, 14 reviews
Flat in Cupecoy, Sint Maarten
Appartement de 2 chambres à Porto Cupecoy
2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Jul
New place to stay