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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
Top guest favourite
Home in Koolbaai, Sint Maarten
Luxury Villa Turquoise Heaven in Pelican Key
3 bedrooms, 4 beds, 2.5 bathrooms
15–22 Dec
4.89 out of 5 average rating, 38 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
Apartment in Philipsburg, Sint Maarten
Flamingo Beach by Hilton Grand Vacations- studio
1 king bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Ultra Luxury Modern Condo / Beach Views
2 bedrooms, 3 beds, 2.5 bathrooms
25–30 Jun
4.95 out of 5 average rating, 19 reviews
Guest favourite
Guest house in Cole Bay, Sint Maarten
New ! Apartment with pool and ocean view #1
1 bedroom, 1 bed, 1 bathroom
20–25 Jun
4.91 out of 5 average rating, 53 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
Guest favourite
Flat in Pelican, Sint Maarten
Luxurious Hidden Pearl - Private Pool
1 bedroom, 1 queen bed, 1 bathroom
31 Jul – 5 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Petit Paradis – Beachfront 1 Bedroom Apartment
1 bedroom, 1 queen bed, 1 bathroom
14–19 Jul
4.93 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Cole Bay, Sint Maarten
Beautiful, bright apartment with a lagoon view in Simpson Bay
1 bedroom, 2 beds, 1 bathroom
23–28 Jun
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.66 out of 5 average rating, 216 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 76 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
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Nov
4.95 out of 5 average rating, 60 reviews
Guest favourite
Flat in Koolbaai, Sint Maarten
Spectacular View Beautiful Spacious Studio
1 queen bed, 1 bathroom
21–26 Jun
5.0 out of 5 average rating, 6 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
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
29 Jun – 4 Jul
4.92 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
25–30 Jun
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Home in Simpson Bay, Sint Maarten
Villa Blue View .. stunning views of endless sea!
4 bedrooms, 5 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 90 reviews