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Search results; Over 1,000 homes in Simpson Bay

Apartment in Simpson Bay, Sint Maarten
La Ida Beachfront Apartments!
2 bedrooms, 2 beds, 2.5 private bathrooms
27 Jun – 2 Jul
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5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jun
5.0 out of 5 average rating, 39 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
30 Jun – 5 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
21–26 Jun
5.0 out of 5 average rating, 5 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
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
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
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 54 reviews
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
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 beds, 1 bathroom
20–25 Jun
5.0 out of 5 average rating, 21 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds, 1 bathroom
20–25 Jun
New place to stay
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
21–26 Jun
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
4.97 out of 5 average rating, 78 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds, 4 bathrooms
20–25 Jun
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 49 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
Guest favourite
Villa in Indigo Bay, Sint Maarten
Villa Ocean - Indulge Yourself in Paradise
3 bedrooms, 4 beds, 2 bathrooms
22–27 Jun
4.95 out of 5 average rating, 76 reviews
Superhost
Home in Lowlands, Sint Maarten
Villa Calma – Lagoon view, swimming pool & tranquility
3 bedrooms, 4 beds, 3.5 bathrooms
22–27 Jun