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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
9–14 Sept
9–14 Sept
£678
total
Show price breakdown
£678 total
,
·
4.95 out of 5 average rating, 109 reviews
4.95 (109)
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
10–15 Sept
10–15 Sept
£3,407
total
Show price breakdown
£3,407 total
5.0 out of 5 average rating, 69 reviews
5.0 (69)
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
12–17 Sept
12–17 Sept
£6,277
total
Show price breakdown
£6,277 total
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Top guest favourite
Guest favourite
Apartment in Simpson Bay
Popular Beachfront Property Barefoot /Simpson bay
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Sept
9–14 Sept
£1,631
total
Show price breakdown
£1,631 total
5.0 out of 5 average rating, 27 reviews
5.0 (27)
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
£1,886
£1,686
total
Show price breakdown
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool C2.1
Individual host
Individual host
14–19 Sept
14–19 Sept
£3,093
£2,713
total
Show price breakdown
4.9 out of 5 average rating, 21 reviews
4.9 (21)
Top guest favourite
Guest favourite
Villa in Cole Bay
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
3–8 Oct
3–8 Oct
£2,752
total
Show price breakdown
£2,752 total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
£2,366
total
Show price breakdown
£2,366 total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
£1,477
total
Show price breakdown
£1,477 total
New place to stay
New
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
£1,866
total
Show price breakdown
£1,866 total
Free cancellation
4.99 out of 5 average rating, 335 reviews
4.99 (335)
Guest favourite
Guest favourite
Villa in Cole Bay
Pelican Key*Amazing VIEWS! Private Pool *
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
9–14 Sept
9–14 Sept
£4,967
£4,563
total
Show price breakdown
4.91 out of 5 average rating, 46 reviews
4.91 (46)
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
9–14 Sept
9–14 Sept
£916
£811
total
Show price breakdown
4.99 out of 5 average rating, 105 reviews
4.99 (105)
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
£1,907
£1,625
total
Show price breakdown
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Guest favourite
Guest favourite
Villa in Koolbaai
Villa Livity 6 Bed Luxury Sea view boutique villa
Business host
Business host
10–15 Sept
10–15 Sept
£4,329
total
Show price breakdown
£4,329 total
4.91 out of 5 average rating, 46 reviews
4.91 (46)
Top guest favourite
Guest favourite
Home in Cole Bay
Puerta Al Mar - Ocean-Side Villa Tranquility
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
12–17 Oct
12–17 Oct
£4,835
£4,240
total
Show price breakdown
4.98 out of 5 average rating, 53 reviews
4.98 (53)
Guest favourite
Guest favourite
Apartment in Simpson Bay
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
28 Oct – 4 Nov
28 Oct – 4 Nov
£1,534
total
Show price breakdown
£1,534 total
4.9 out of 5 average rating, 72 reviews
4.9 (72)
Top guest favourite
Guest favourite
Flat in Simpson Bay
Simpson bay beach, spacious, beautiful views!
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
2 bathrooms
2 bathrooms
10–15 Sept
10–15 Sept
£1,454
£1,284
total
Show price breakdown
5.0 out of 5 average rating, 157 reviews
5.0 (157)
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
24–29 Apr
24–29 Apr
£2,861
total
Show price breakdown
£2,861 total
Free cancellation
4.96 out of 5 average rating, 109 reviews
4.96 (109)
Top guest favourite
Guest favourite
Villa in Simpson Bay
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms
6 bedrooms
,
·
6 king beds
6 king beds
,
·
6 bathrooms
6 bathrooms
20–25 Sept
20–25 Sept
£6,934
£6,092
total
Show price breakdown
4.98 out of 5 average rating, 95 reviews
4.98 (95)
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