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Search results; Over 1,000 homes in Simpson Bay
Over 1,000 homes in Simpson Bay
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom
,
·
1 bed
,
·
1 private bathroom
2–7 Oct
2–7 Oct
,
·
Individual host
£704
total
Show price breakdown
£704 total
,
·
4.89 out of 5 average rating, 247 reviews
4.89 (247)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
21–26 Sept
21–26 Sept
£890
£783
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 84 reviews
5.0 (84)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
£1,615
£1,435
total
Show price breakdown
4.91 out of 5 average rating, 58 reviews
4.91 (58)
Guest favourite
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom
1 bedroom
,
·
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
£355
total
Show price breakdown
£355 total
4.87 out of 5 average rating, 275 reviews
4.87 (275)
Superhost
Superhost
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
£463
£409
total
Show price breakdown
Free cancellation
4.87 out of 5 average rating, 142 reviews
4.87 (142)
Guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Sept
13–18 Sept
£3,413
total
Show price breakdown
£3,413 total
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
Individual host
13–18 Sept
13–18 Sept
£3,096
£2,716
total
Show price breakdown
4.96 out of 5 average rating, 28 reviews
4.96 (28)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
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
£2,903
total
Show price breakdown
£2,903 total
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Guest favourite
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
Individual host
Individual host
16–21 Nov
16–21 Nov
£533
total
Show price breakdown
£533 total
Free cancellation
4.93 out of 5 average rating, 27 reviews
4.93 (27)
Top guest favourite
Guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
£908
£747
total
Show price breakdown
4.99 out of 5 average rating, 105 reviews
4.99 (105)
Top guest favourite
Guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,909
£1,627
total
Show price breakdown
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Top guest favourite
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
Individual host
Individual host
30 Sept – 5 Oct
30 Sept – 5 Oct
£664
total
Show price breakdown
£664 total
4.86 out of 5 average rating, 207 reviews
4.86 (207)
Townhouse in Simpson Bay, Sint Maarten
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
£1,638
total
Show price breakdown
£1,638 total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
13–18 Sept
13–18 Sept
£6,284
total
Show price breakdown
£6,284 total
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Superhost
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
£560
total
Show price breakdown
£560 total
4.67 out of 5 average rating, 229 reviews
4.67 (229)
Guest favourite
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£1,149
total
Show price breakdown
£1,149 total
5.0 out of 5 average rating, 60 reviews
5.0 (60)
Top guest favourite
Guest favourite
Apartment in Simpson Bay, Sint Maarten
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
£2,937
total
Show price breakdown
£2,937 total
Free cancellation
4.96 out of 5 average rating, 109 reviews
4.96 (109)
Top guest favourite
Guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Sept
13–18 Sept
£1,406
total
Show price breakdown
£1,406 total
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Flat in Saint-Martin, St Martin
Large 1-bedroom apartment with sea view and beach access - Baie Nettlé
Business host
Business host
13–18 Sept
13–18 Sept
£661
£541
total
Show price breakdown
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