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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
1–6 Oct
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4.96 out of 5 average rating, 108 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Jan
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 99 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
4.88 out of 5 average rating, 24 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
4.95 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Flat in Grand Cayes, St Martin
Modern Sea View Apartment from Pinel island
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Breathtaking views of St Barth - 8 people
4.96 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Superhost
Flat in Saint martin, St Martin
Studio Alizea vue mer, à 10min de Orient Bay
2 beds, 1 bathroom
17–22 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
7–12 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.81 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Aug