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Search results; Over 1,000 homes in Simpson Bay

Descriptions are based on details hosts provide
Superhost
Apartment in Simpson Bay, Sint Maarten
Oceanfront w Pool | Maho Beach area
1 bedroom, 2 beds, 1.5 private bathrooms
23–28 Aug
,
4.8 out of 5 average rating, 188 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Oceanfront with panoramic Caribbean views
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 32 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Ocean views and a rooftop pool
1 bedroom, 1 king bed, 1.5 bathrooms
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 329 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
17–24 Jul
5.0 out of 5 average rating, 3 reviews
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
Flat in Simpson Bay, Sint Maarten
Private jacuzzi, 5 minutes from Maho Beach
2 bedrooms, 2 king beds, 1 bathroom
30 Jul – 4 Aug
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Rooftop hot tub overlooking Simpson Bay Beach
3 bedrooms, 3 king beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 65 reviews
Superhost
Villa in Anse Marcel, St Martin
Villa Violette, piscine privée magnifique vue mer
3 bedrooms, 3 beds, 3 bathrooms
18–23 Jul
New place to stay
Top guest favourite
Flat in Cupecoy, Sint Maarten
Panoramic ocean views near Mullet Bay
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 35 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
5.0 out of 5 average rating, 21 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, 247 reviews
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
Home in Marigot, St Martin
Ocean-view home with beach and pool
3 bedrooms, 3 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
4.99 out of 5 average rating, 196 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, 64 reviews
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
4 bedrooms, 4 king beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Ocean and runway views in Maho
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 18 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 55 reviews