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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
22–27 Jun
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4.95 out of 5 average rating, 108 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds, 4 bathrooms
7–12 Jul
4.97 out of 5 average rating, 86 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 queen bed, 1 bathroom
23–28 Jul
4.88 out of 5 average rating, 241 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 243 reviews
Home in Marigot, St Martin
Maison vue mer, 3 chambres, accès plage et piscine
3 bedrooms, 3 beds, 3 bathrooms
17–22 Jun
New place to stay
Superhost
Home in BAIE NETTLE, St Martin
Sweet Home on the Beach rdc
1 bedroom, 1 king bed, 1 bathroom
20–25 Jun
New place to stay
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Guest suite in Simpson Bay, Sint Maarten
Book your solo stay close to beaches & hotspots
1 bedroom, 1 double bed, 1 bathroom
18–23 Jun
5.0 out of 5 average rating, 7 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
26 Jun – 1 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 192 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
16–21 Sept
4.99 out of 5 average rating, 323 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 4 bathrooms
7–12 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Collectivité de Saint-Martin, St Martin
OSun - SeaView Villa - SXM
4 bedrooms, 5 beds, 4 bathrooms
28 Jun – 3 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Beachfront Studio in Simpson Bay
1 bed, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Lovem
1 bedroom, 2 beds, 1 bathroom
19–24 Jun
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
30 Jun – 5 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Vista Blue-Newly Renovated
3 bedrooms, 4 beds, 3.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
2 bedrooms, 2 king beds, 2.5 bathrooms
19–24 Jun
5.0 out of 5 average rating, 39 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 24 reviews