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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
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
Villa in Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
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)
Guest favourite
Guest favourite
Flat in Simpson Bay
The Loft at Simpson Bay Yacht Club
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
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
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
12–17 Jul
12–17 Jul
$4,532 SGD
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for 5 nights
$4,532 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Villa in Philipsburg
Villa Dream View Belair Sint Maarten SXM
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
21–26 Sept
21–26 Sept
$3,350 SGD
Show price breakdown
for 5 nights
$3,350 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 328 reviews
4.99 (328)
Flat in Lowlands
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
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
Top guest favourite
Guest favourite
Flat in Simpson Bay
Apartment on the beach 2
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
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
Villa in Indigo bay, Sint Maarten
Ocean Dream Villa
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$2,907 SGD
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for 5 nights
$2,907 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 64 reviews
4.95 (64)
Guest favourite
Guest favourite
Flat in Cole Bay
Luxurious Sunset Lagoon View
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Aug
4–9 Aug
$2,216 SGD
$2,027 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Luxe
Luxe
Home in Lowlands
Brand NEW - Waterfront Villa - Pool
4 bedrooms
4 bedrooms
,
·
4 double beds
4 double beds
,
·
4 bathrooms
4 bathrooms
8–13 Sept
8–13 Sept
$10,279 SGD
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for 5 nights
$10,279 SGD for 5 nights
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Top guest favourite
Guest favourite
Apartment in Simpson Bay
Ocean Breeze at Las Arenas
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Jul
9–14 Jul
$3,781 SGD
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for 5 nights
$3,781 SGD for 5 nights
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Top guest favourite
Guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$5,371 SGD
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for 5 nights
$5,371 SGD for 5 nights
5.0 out of 5 average rating, 64 reviews
5.0 (64)
Hotel in Upper Prince's Quarter
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1.5 bathrooms
1.5 bathrooms
12–17 Jul
12–17 Jul
$2,875 SGD
$2,156 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Flat in Simpson Bay
Luxury Beachfront Condo
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,327 SGD
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for 5 nights
$3,327 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Simpson Bay
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,934 SGD
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for 5 nights
$1,934 SGD for 5 nights
4.98 out of 5 average rating, 50 reviews
4.98 (50)
Top guest favourite
Guest favourite
Apartment in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2.5 bathrooms
2.5 bathrooms
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
Home in Indigo Bay
Miracle on the Bay
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Jul
10–15 Jul
$3,883 SGD
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for 5 nights
$3,883 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Guest favourite
Guest favourite
Apartment in Simpson Bay
Hamaka condo, a beachfront retreat on Simpson Bay
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,467 SGD
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for 5 nights
$1,467 SGD for 5 nights
4.96 out of 5 average rating, 103 reviews
4.96 (103)
Guest favourite
Guest favourite
Flat in Cupecoy Beach
B-702 Stunning Ocean view corner unit
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$1,770 SGD
$1,557 SGD
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for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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