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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
6–11 Sept
6–11 Sept
£679
total
Show price breakdown
£679 total
,
·
4.95 out of 5 average rating, 109 reviews
4.95 (109)
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
17–22 Sept
17–22 Sept
£556
£482
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 76 reviews
4.96 (76)
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
7–12 Sept
7–12 Sept
£1,626
£1,436
total
Show price breakdown
4.91 out of 5 average rating, 57 reviews
4.91 (57)
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
12–17 Sept
12–17 Sept
£891
£783
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 83 reviews
5.0 (83)
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
24–29 Sept
24–29 Sept
£333
total
Show price breakdown
£333 total
4.87 out of 5 average rating, 273 reviews
4.87 (273)
Top guest favourite
Guest favourite
Flat in Simpson Bay
Apartment on the beach 2
Individual host
Individual host
11–16 Sept
11–16 Sept
£551
total
Show price breakdown
£551 total
4.86 out of 5 average rating, 207 reviews
4.86 (207)
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
7–12 Sept
7–12 Sept
£3,439
total
Show price breakdown
£3,439 total
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Townhouse in Simpson Bay
The Drake’s "Suite Serenity" @ White Sands Villas
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
15–20 Sept
15–20 Sept
£1,993
£1,690
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Little Bay
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
£938
£851
total
Show price breakdown
4.99 out of 5 average rating, 104 reviews
4.99 (104)
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
10–15 Sept
10–15 Sept
£1,980
total
Show price breakdown
£1,980 total
Free cancellation
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favourite
Guest favourite
Flat in Maho Beach
Escapes at the Emerald – Airport & Beach Nearby
Individual host
Individual host
16–21 Nov
16–21 Nov
£527
total
Show price breakdown
£527 total
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Top guest favourite
Guest favourite
Flat in Simpson Bay
The Beach House Apartment
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1.5 bathrooms
1.5 bathrooms
24–29 Sept
24–29 Sept
£1,273
£1,118
total
Show price breakdown
5.0 out of 5 average rating, 252 reviews
5.0 (252)
Guest favourite
Guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£3,116
£2,733
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Top guest favourite
Guest favourite
Flat in Simpson Bay
Second Home Beach Apartment
Individual host
Individual host
20–25 Sept
20–25 Sept
£609
total
Show price breakdown
£609 total
4.99 out of 5 average rating, 106 reviews
4.99 (106)
Guest favourite
Guest favourite
Home in Cole Bay
Spacious 3BR with Private Cozy Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Sept
13–18 Sept
£1,134
total
Show price breakdown
£1,134 total
5.0 out of 5 average rating, 60 reviews
5.0 (60)
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
16–21 Sept
16–21 Sept
£977
total
Show price breakdown
£977 total
Free cancellation
4.93 out of 5 average rating, 80 reviews
4.93 (80)
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
11–16 Sept
11–16 Sept
£1,870
total
Show price breakdown
£1,870 total
Free cancellation
4.99 out of 5 average rating, 335 reviews
4.99 (335)
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
£1,911
£1,665
total
Show price breakdown
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Top guest favourite
Guest favourite
Apartment in Simpson Bay
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3 bathrooms
3 bathrooms
12–17 Sept
12–17 Sept
£2,443
total
Show price breakdown
£2,443 total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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