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Search results; Over 1,000 homes in Simpson Bay
Over 1,000 homes in Simpson Bay
Photo 1 of 29
Superhost
Superhost
Apartment in Simpson Bay
Oceanfront w Pool | Maho Beach area
1 bedroom
,
·
2 beds
,
·
1.5 private bathrooms
24–30 Sept
24–30 Sept
£635 total
Show price breakdown
£635 total
,
·
4.8 out of 5 average rating, 192 reviews
4.8 (192)
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 27
Top guest favourite
Guest favourite
Flat in Simpson Bay
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
25–30 Sept
25–30 Sept
£1,426
£1,298 total
Show price breakdown
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Photo 1 of 15
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
8–13 Dec
8–13 Dec
£793 total
Show price breakdown
£793 total
Free cancellation
5.0 out of 5 average rating, 84 reviews
5.0 (84)
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
20–25 Sept
20–25 Sept
£3,386 total
Show price breakdown
£3,386 total
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Simpson Bay
Unit 7 - Luxury apartment by the sea
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
£888 total
Show price breakdown
£888 total
4.93 out of 5 average rating, 80 reviews
4.93 (80)
Photo 1 of 18
Guest favourite
Guest favourite
Flat in Simpson Bay
Unit 1 - Apartment by the sea
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
£787 total
Show price breakdown
£787 total
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Photo 1 of 29
Top guest favourite
Guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
Individual host
20–25 Sept
20–25 Sept
£3,136
£2,751 total
Show price breakdown
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Photo 1 of 20
Top guest favourite
Guest favourite
Flat in Simpson Bay
TropiCasa - Watch sunsets surf the waves, 1BR
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
£767 total
Show price breakdown
£767 total
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
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)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Simpson Bay
Surfsong Villa- Luxury Water Front Villa for 12
Business host
Business host
20–25 Sept
20–25 Sept
£7,031
£6,177 total
Show price breakdown
4.98 out of 5 average rating, 95 reviews
4.98 (95)
Photo 1 of 10
Guest favourite
Guest favourite
Flat in Simpson Bay
2BR Escape - Walk to Maho and Simpson Bay Beach
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
£576
£506 total
Show price breakdown
4.9 out of 5 average rating, 31 reviews
4.9 (31)
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
19–24 Sept
19–24 Sept
£687 total
Show price breakdown
£687 total
4.95 out of 5 average rating, 109 reviews
4.95 (109)
Photo 1 of 8
Guest favourite
Guest favourite
Hotel room in Simpson Bay
Azure Hotel Bay Suite
1 bedroom
1 bedroom
,
·
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
31 Oct – 5 Nov
31 Oct – 5 Nov
£378 total
Show price breakdown
£378 total
4.87 out of 5 average rating, 275 reviews
4.87 (275)
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
19–24 Sept
19–24 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
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 18
Top guest favourite
Guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
28 Sept – 3 Oct
28 Sept – 3 Oct
£2,760 total
Show price breakdown
£2,760 total
Free cancellation
4.98 out of 5 average rating, 48 reviews
4.98 (48)
Photo 1 of 29
Guest favourite
Guest favourite
Flat in Simpson Bay
Unit 3 - Luxury apartment by the sea
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
£775 total
Show price breakdown
£775 total
4.85 out of 5 average rating, 55 reviews
4.85 (55)
Photo 1 of 27
Top guest favourite
Guest favourite
Hotel in Upper Prince's Quarter
1BR Luxury Apartment | Ocean View
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Sept
20–25 Sept
£1,524
£1,143 total
Show price breakdown
Extended stay discount
5.0 out of 5 average rating, 24 reviews
5.0 (24)
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