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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite

Guest house in Simpson Bay, Sint Maarten

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

1 bedroom, 1 bed, 1 private bathroom

22–27 Jun

$1,215 SGD for 5 nights

,

4.95 out of 5 average rating, 108 reviews

Top guest favourite

Villa in Sint Maarten, Sint Maarten

Indigo Oceanfront Condo Middle Floor - Unit 2

3 bedrooms, 3 beds

2–7 Aug

$3,446 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 30 reviews

Guest favourite

Flat in Simpson Bay, Sint Maarten

SeaPearl 3Brm Beachfront Penthouse with Generator

3 bedrooms, 3 queen beds

21–26 Jun

4.92 out of 5 average rating, 49 reviews

Guest favourite

Flat in Cole Bay, Sint Maarten

C354 - Top view with balcony

1 bedroom, 1 king bed

6–11 Aug

$1,325 SGD for 5 nights

5.0 out of 5 average rating, 10 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

Villa Harmony Haven

3 bedrooms, 3 king beds

8–13 Jul

$5,353 SGD for 5 nights

5.0 out of 5 average rating, 64 reviews

Guest favourite

Villa in Indigo bay, Sint Maarten, Sint Maarten

Ocean Dream Villa

2 bedrooms, 2 queen beds

4–9 Nov

$2,899 SGD for 5 nights

Free cancellation

4.95 out of 5 average rating, 60 reviews

Guest favourite

Home in Cole Bay, Sint Maarten

Spacious 3BR with Private Cozy Pool

3 bedrooms, 3 beds

27 Jul – 1 Aug

$2,511 SGD for 5 nights

5.0 out of 5 average rating, 54 reviews

Guest favourite

Apartment in Simpson Bay, Sint Maarten

Five Star Luxury Beachfront Condo Private Hot Tub

2 bedrooms, 2 king beds

19–24 Jun

$3,247 SGD for 5 nights

4.94 out of 5 average rating, 87 reviews

Guest favourite

Flat in Maho Beach, Sint Maarten

Escapes at the Emerald – Airport & Beach Nearby

1 queen bed

8–13 Aug

4.93 out of 5 average rating, 14 reviews

Hotel in Upper Prince's Quarter, Sint Maarten

Panorama SXM - 1 BR - Luxury Apartment

1 bedroom, 1 king bed

8–13 Aug

Extended stay discount

Free cancellation

New place to stay

Top guest favourite

Home in Koolbaai, Sint Maarten

Luxury Villa Turquoise Heaven in Pelican Key

3 bedrooms, 4 beds

15–22 Dec

$8,340 SGD for 7 nights

4.89 out of 5 average rating, 38 reviews

Top guest favourite

Flat in Cole Bay, Sint Maarten

Beautiful, bright apartment with a lagoon view in Simpson Bay

1 bedroom, 2 beds

13–18 Jul

$922 SGD for 5 nights

5.0 out of 5 average rating, 13 reviews

Top guest favourite

Flat in Grand Cayes, St Martin

Modern Sea View Apartment from Pinel island

1 bedroom, 1 queen bed

5–10 Jul

$1,224 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 24 reviews

Top guest favourite

Villa in Cole Bay, Sint Maarten

[Sunset Place] 3BR Oceanfront Villa, Private Pool

3 bedrooms, 3 beds

21–26 Jun

5.0 out of 5 average rating, 5 reviews

Top guest favourite

Home in Collectivité de Saint-Martin, St Martin

OSun - SeaView Villa - SXM

4 bedrooms, 5 beds

28 Jun – 3 Jul

$6,789 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 13 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

Apartment on the beach 2

1 bedroom, 1 queen bed

10–15 Jul

4.85 out of 5 average rating, 199 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

The Loft at Simpson Bay Yacht Club

2 beds

1–6 Sept

$1,595 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 76 reviews

Flat in Cole Bay, Sint Maarten

D418 - Beautiful two-bedroom apartment

2 bedrooms, 2 queen beds

28 Jun – 3 Jul

$1,605 SGD for 5 nights

New place to stay

Guest favourite

Villa in Simpson Bay, Sint Maarten

Waterfront "Bonjour" Beacon Hill St Maarten

4 bedrooms, 4 king beds

18–23 Jun

$5,816 SGD for 5 nights

4.97 out of 5 average rating, 86 reviews