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Search results; Over 1,000 homes in Simpson Bay
Over 1,000 homes in Simpson Bay
Photo 1 of 29
Top guest favourite
Guest favourite
Guest suite in Simpson Bay
Fig Paradis Penthouse
1 bedroom
,
·
2 beds
,
·
1 private bathroom
12–17 Oct
12–17 Oct
,
·
Individual host
£1,121
£990 total
Show price breakdown
,
·
4.98 out of 5 average rating, 82 reviews
4.98 (82)
Photo 1 of 16
Guest favourite
Guest favourite
Apartment in Simpson Bay
Hamaka condo, a beachfront retreat on Simpson Bay
Business host
Business host
25–30 Sept
25–30 Sept
£1,496
£890 total
Show price breakdown
4.95 out of 5 average rating, 106 reviews
4.95 (106)
Photo 1 of 29
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
10–15 Mar
10–15 Mar
£3,391
£2,975 total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 109 reviews
4.96 (109)
Photo 1 of 29
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
18–23 Sept
18–23 Sept
£3,367 total
Show price breakdown
£3,367 total
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Photo 1 of 18
Top guest favourite
Guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
18–23 Sept
18–23 Sept
£2,003 total
Show price breakdown
£2,003 total
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Photo 1 of 29
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 Nov
21–26 Nov
£1,893 total
Show price breakdown
£1,893 total
Free cancellation
4.99 out of 5 average rating, 337 reviews
4.99 (337)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Simpson Bay
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
,
·
4 bathrooms
4 bathrooms
18–23 Oct
18–23 Oct
£4,505
£3,966 total
Show price breakdown
4.97 out of 5 average rating, 92 reviews
4.97 (92)
Photo 1 of 26
Guest favourite
Guest favourite
Flat in Simpson Bay
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
3 bathrooms
3 bathrooms
23–28 Sept
23–28 Sept
£1,693
£1,453 total
Show price breakdown
4.91 out of 5 average rating, 58 reviews
4.91 (58)
Photo 1 of 29
Top guest favourite
Guest favourite
Guest house in Simpson Bay
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
£687 total
Show price breakdown
£687 total
4.95 out of 5 average rating, 109 reviews
4.95 (109)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Simpson Bay
Top of the art penthouse
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
1–6 Oct
1–6 Oct
£2,900 total
Show price breakdown
£2,900 total
4.95 out of 5 average rating, 113 reviews
4.95 (113)
Photo 1 of 29
Guest favourite
Guest favourite
Townhouse in Simpson Bay
Utopia A3 | Beachside Stay @ The Drake Residences
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Sept
18–23 Sept
£976
£910 total
Show price breakdown
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
Top guest favourite
Guest favourite
Townhouse in Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
£1,386 total
Show price breakdown
£1,386 total
Free cancellation
4.96 out of 5 average rating, 113 reviews
4.96 (113)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Simpson Bay
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£525 total
Show price breakdown
£525 total
Free cancellation
4.96 out of 5 average rating, 78 reviews
4.96 (78)
Photo 1 of 29
Guest favourite
Guest favourite
Villa in Simpson Bay
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
18–23 Sept
18–23 Sept
£6,365 total
Show price breakdown
£6,365 total
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Simpson Bay
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3 bathrooms
3 bathrooms
1–6 Oct
1–6 Oct
£2,560 total
Show price breakdown
£2,560 total
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Photo 1 of 21
Guest favourite
Guest favourite
Villa in Koolbaai
Sol y Mar - Beachfront Penthouse with private pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
1–6 Oct
1–6 Oct
£2,799 total
Show price breakdown
£2,799 total
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 29
Home in Koolbaai
Villa Where Dreams Meet the Sea
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Sept
18–23 Sept
£1,498 total
Show price breakdown
£1,498 total
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Koolbaai
Pelican key - BEACH FRONT Villa
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,934
£1,648 total
Show price breakdown
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Photo 1 of 21
Top guest favourite
Guest favourite
Flat in Simpson Bay
Apartment on the beach 2
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£674 total
Show price breakdown
£674 total
4.86 out of 5 average rating, 208 reviews
4.86 (208)
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