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Search results; Over 1,000 homes in Simpson Bay

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, 107 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
19–24 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
19–26 Jul
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 329 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
3–8 Aug
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Flat in Colombier, St Martin
Peaceful Nature Retreat in Saint Martin
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 44 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
Superhost
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
4.88 out of 5 average rating, 134 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Sept
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, 14 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
7–12 Sept
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.79 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug