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Search results; Over 1,000 homes in Simpson Bay
Over 1,000 homes in Simpson Bay
Top guest favourite
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
19–24 Jul
19–24 Jul
$1,104 SGD
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for 5 nights
$1,104 SGD for 5 nights
,
·
4.95 out of 5 average rating, 108 reviews
4.95 (108)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
12–17 Jul
12–17 Jul
$5,171 SGD
$4,532 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
13–18 Jul
13–18 Jul
$5,370 SGD
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for 5 nights
$5,370 SGD for 5 nights
5.0 out of 5 average rating, 64 reviews
5.0 (64)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
9–14 Aug
9–14 Aug
$3,921 SGD
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for 5 nights
$3,921 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 24 reviews
4.92 (24)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
1–6 Aug
1–6 Aug
$2,003 SGD
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for 5 nights
$2,003 SGD for 5 nights
5.0 out of 5 average rating, 245 reviews
5.0 (245)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
10–15 Jul
10–15 Jul
$1,011 SGD
$882 SGD
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for 5 nights
4.85 out of 5 average rating, 200 reviews
4.85 (200)
Guest favourite
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom
1 bedroom
,
·
1 bed
1 bed
28 Jul – 2 Aug
28 Jul – 2 Aug
$747 SGD
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for 5 nights
$747 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 132 reviews
4.89 (132)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
2 beds
1–6 Sept
1–6 Sept
$1,599 SGD
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for 5 nights
$1,599 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 76 reviews
5.0 (76)
Top guest favourite
Guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
7–12 Jul
7–12 Jul
$3,456 SGD
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for 5 nights
$3,456 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
28 Jul – 2 Aug
28 Jul – 2 Aug
$892 SGD
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for 5 nights
$892 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Petit Paradis – Beachfront 1 Bedroom Apartment
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
9–14 Jul
9–14 Jul
$1,797 SGD
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for 5 nights
$1,797 SGD for 5 nights
4.93 out of 5 average rating, 149 reviews
4.93 (149)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
16–21 Oct
16–21 Oct
$4,112 SGD
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for 5 nights
$4,112 SGD for 5 nights
4.97 out of 5 average rating, 106 reviews
4.97 (106)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Top of the art penthouse
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–6 Aug
1–6 Aug
$4,934 SGD
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for 5 nights
$4,934 SGD for 5 nights
4.95 out of 5 average rating, 110 reviews
4.95 (110)
Guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
22–27 Aug
22–27 Aug
$2,030 SGD
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for 5 nights
$2,030 SGD for 5 nights
4.9 out of 5 average rating, 68 reviews
4.9 (68)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
2–7 Aug
2–7 Aug
$3,712 SGD
$3,232 SGD
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for 5 nights
4.9 out of 5 average rating, 50 reviews
4.9 (50)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
21–26 Aug
21–26 Aug
$1,904 SGD
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for 5 nights
$1,904 SGD for 5 nights
4.95 out of 5 average rating, 236 reviews
4.95 (236)
Guest favourite
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,504 SGD
$2,143 SGD
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for 5 nights
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
21–26 Aug
21–26 Aug
$2,848 SGD
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for 5 nights
$2,848 SGD for 5 nights
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Top guest favourite
Guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,083 SGD
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for 5 nights
$2,083 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 195 reviews
4.99 (195)
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