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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
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms
,
·
2 beds
,
·
2.5 private bathrooms
16–21 Oct
16–21 Oct
$4,549 SGD
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for 5 nights
$4,549 SGD for 5 nights
,
·
4.97 out of 5 average rating, 106 reviews
4.97 (106)
Top guest favourite
Guest favourite
Home in Simpson Bay, Sint Maarten
Villa Blue View .. stunning views of endless sea!
5.0 out of 5 average rating, 92 reviews
5.0 (92)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
19–24 Jul
19–24 Jul
$6,966 SGD
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for 5 nights
$6,966 SGD for 5 nights
Free cancellation
Superhost
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Jul
13–18 Jul
$4,725 SGD
Show price breakdown
for 5 nights
$4,725 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews
5.0 (76)
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
3–8 Aug
3–8 Aug
$1,601 SGD
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for 5 nights
$1,601 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 64 reviews
5.0 (64)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
20–25 Jul
20–25 Jul
$5,405 SGD
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for 5 nights
$5,405 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
4.96 out of 5 average rating, 106 reviews
4.96 (106)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Oct
2–7 Oct
$2,393 SGD
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for 5 nights
$2,393 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
4.88 out of 5 average rating, 243 reviews
4.88 (243)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Jul
23–28 Jul
$1,012 SGD
$883 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 196 reviews
4.99 (196)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
24–29 Jul
24–29 Jul
$2,437 SGD
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for 5 nights
$2,437 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews
4.97 (33)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$3,688 SGD
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for 5 nights
$3,688 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 51 reviews
5.0 (51)
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
21–26 Aug
21–26 Aug
$2,851 SGD
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for 5 nights
$2,851 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
17–22 Jul
17–22 Jul
$11,954 SGD
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for 5 nights
$11,954 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Aug
4–9 Aug
$2,155 SGD
$1,721 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 246 reviews
5.0 (246)
,
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$1,953 SGD
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for 5 nights
$1,953 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
4.98 out of 5 average rating, 50 reviews
4.98 (50)
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$1,936 SGD
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for 5 nights
$1,936 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
12–17 Jul
12–17 Jul
$3,330 SGD
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for 5 nights
$3,330 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4.97 out of 5 average rating, 86 reviews
4.97 (86)
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4 bedrooms
4 bedrooms
,
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4 beds
4 beds
,
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4 bathrooms
4 bathrooms
9–14 Sept
9–14 Sept
$6,326 SGD
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for 5 nights
$6,326 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 43 reviews
5.0 (43)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Sept
8–13 Sept
$2,968 SGD
Show price breakdown
for 5 nights
$2,968 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 24 reviews
4.92 (24)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$3,925 SGD
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for 5 nights
$3,925 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 328 reviews
4.99 (328)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
$3,354 SGD
Show price breakdown
for 5 nights
$3,354 SGD for 5 nights
Pay $0 today
Free cancellation
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