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Search results; Over 1,000 places
Over 1,000 places
Apartment in Simpson Bay
Maho Oceanfront Luxe: Modern and Spacious Condo
2 min walk
2 min walk
Apr 21 – 26
Apr 21 – 26
$180
$156
night
$156 per night, originally $180
4.89 out of 5 average rating, 56 reviews
4.89 (56)
Superhost
Superhost
Apartment in Simpson Bay
Steps to the Beach! 2024 Modern Boho!
9 min walk
9 min walk
Apr 18 – 23
Apr 18 – 23
$399
night
$399 per night
New place to stay
New
Superhost
Superhost
Apartment in Maho Beach
Spacious Plane-Watcher’s Paradise by Maho Beach
2 min walk
2 min walk
Apr 18 – 23
Apr 18 – 23
$139
$111
night
$111 per night, originally $139
New place to stay
New
Condo in Maho
Maho Beach Hideaway -Lux 1BR next to Morgan Resort
1 min walk
1 min walk
Apr 22 – 27
Apr 22 – 27
$240
$204
night
$204 per night, originally $240
4.64 out of 5 average rating, 140 reviews
4.64 (140)
Superhost
Superhost
Apartment in Simpson Bay
Maho Beach Studio Apartment Sunset
1 min walk
1 min walk
May 9 – 14
May 9 – 14
$145
night
$145 per night
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Guest favorite
Guest favorite
Apartment in Lowlands
Sea La Vie, Sint Maarten
3 min walk
3 min walk
May 19 – 24
May 19 – 24
$149
night
$149 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Condo in Simpson Bay
Sand Bar Beach Cove - Private Residence
1 min walk
1 min walk
Apr 20 – 25
Apr 20 – 25
$151
night
$151 per night
4.61 out of 5 average rating, 149 reviews
4.61 (149)
Apartment in Simpson Bay
Sunset Beach Escape on Maho Bay
1 min walk
1 min walk
Apr 18 – 23
Apr 18 – 23
$149
night
$149 per night
New place to stay
New
Guest favorite
Guest favorite
Condo in Maho
2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar
2 min walk
2 min walk
May 13 – 19
May 13 – 19
$119
night
$119 per night
4.88 out of 5 average rating, 168 reviews
4.88 (168)
Condo in Simpson Bay
Sunset Beach Oasis-Lux Studio Residence
2 min walk
2 min walk
May 9 – 14
May 9 – 14
$167
night
$167 per night
4.69 out of 5 average rating, 111 reviews
4.69 (111)
Condo in Simpson Bay
Sunset Beach Lux 2 BR Suite next to Morgan Resort
2 min walk
2 min walk
May 9 – 14
May 9 – 14
$418
night
$418 per night
4.72 out of 5 average rating, 18 reviews
4.72 (18)
Superhost
Superhost
Home in Simpson Bay
Townhouse Villa LX
8 min walk
8 min walk
Apr 18 – 23
Apr 18 – 23
$500
night
$500 per night
New place to stay
New
Guest favorite
Guest favorite
Villa in Simpson Bay
Waterfront "BONJOUR" Beacon Hill St Maarten
9 min walk
9 min walk
Apr 18 – 23
Apr 18 – 23
$828
night
$828 per night
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favorite
Guest favorite
Apartment in Simpson Bay
HARMONY HAVEN on Simpson Bay Beach Beacon Hill
10 min walk
10 min walk
Apr 22 – 27
Apr 22 – 27
$921
$750
night
$750 per night, originally $921
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
6 min drive
6 min drive
Apr 30 – May 5
Apr 30 – May 5
$561
night
$561 per night
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favorite
Guest favorite
Villa in Simpson Bay
Direct Beach Access 4 BR Luxury Villa, Ocean view
6 min walk
6 min walk
Apr 26 – May 1
Apr 26 – May 1
$1,139
night
$1,139 per night
4.94 out of 5 average rating, 32 reviews
4.94 (32)
Guest favorite
Guest favorite
Villa in Simpson Bay
Surfsong Villa- Luxury Waterfront Villa for 12
10 min walk
10 min walk
Apr 27 – May 2
Apr 27 – May 2
$1,568
$1,300
night
$1,300 per night, originally $1,568
4.96 out of 5 average rating, 57 reviews
4.96 (57)
Guest favorite
Guest favorite
Apartment in Cupecoy
A-1203 Tranquil and Cozy 2 bedroom w/ocean views
2 min drive
2 min drive
Jun 15 – 20
Jun 15 – 20
$300
$200
night
$200 per night, originally $300
4.97 out of 5 average rating, 34 reviews
4.97 (34)
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