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Search results; Over 1,000 places

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