Beachfront vacation rentals in Simpson Bay
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Top-rated beachfront rentals in Simpson Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Simpson Bay beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Lowlands, Sint Maarten
4.97 out of 5 average rating, 114 reviewsCupecoy Garden Side
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 111 reviews2 Bedroom Duplex up to 5 guests right on the beach
Apartment in Collectivité de Saint-Martin, St. Martin
4.95 out of 5 average rating, 19 reviewsNew "White Sand" - Splendid 1 bedroom beachfront
Apartment in Simpson Bay, Sint Maarten
4.88 out of 5 average rating, 49 reviewsSimpson Bay apartment-free parking, great location
Apartment in Lowlands, Sint Maarten
4.91 out of 5 average rating, 11 reviewsEmerald Gem Maho Studio Prime spot
Cottage in Sint Maarten, Sint Maarten
4.74 out of 5 average rating, 125 reviewsLuxueuse Villa Spring Sea - Indigo Bay Sxm
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 9 reviewsEmerald Apt at Maho Beach
Condo in Marigot, Guadeloupe
5.0 out of 5 average rating, 21 reviewsD'Ô, cozy studio facing the sea Caraîbes, Baie Nettlé
Beachfront home rentals with a pool
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 30 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
Apartment in Lowlands, Sint Maarten
4.85 out of 5 average rating, 20 reviewsThe Emerald at Maho
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 18 reviewsA Maho Studio
Condo in Lowlands, Sint Maarten
4.9 out of 5 average rating, 20 reviewsHavya Cozy Stays
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 28 reviewsVilla Belharra, amazing view
Condo in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 75 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 18 reviewsRock Star Gem in Maho
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
Private beachfront home rentals
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 31 reviewsOCEAN FRONT Steps From BEACH!
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
Condo in Simpson Bay, Sint Maarten
4.95 out of 5 average rating, 40 reviewsHamaka condo, a beachfront retreat on Simpson Bay
Condo in Simpson Bay, Sint Maarten
4.95 out of 5 average rating, 19 reviewsBeachside Escape
Condo in Koolbaai, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeach-Front 1Bed Condo
Home in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 11 reviewsBeach cottage in Simpson bay
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 25 reviewsBeachfront 2 BDR modern condo
Condo in Lowlands, Sint Maarten
4.95 out of 5 average rating, 91 reviewsSint Maarten La Terrasse Maho
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5K reviews
Nightly prices starting at
$109 CAD before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
- Grand Case Vacation rentals
- Gustavia Vacation rentals
- Philipsburg Vacation rentals
- Bakers Bay Vacation rentals
- Baie Nettlé Vacation rentals
- Maho Beach Vacation rentals
- Marigot Vacation rentals
- Cul-de-Sac Vacation rentals
- Mont Vernon Vacation rentals
- Anse Marcel Vacation rentals
- San Juan Vacation rentals
- Beachfront rentals Saint Martin
- Beachfront rentals Sint Maarten
- Beachfront rentals Sint Maarten
- Beachfront rentals Saint Barthélemy
- Condo rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Waterfront rentals Simpson Bay
- Apartment rentals Simpson Bay
- Villa rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Serviced apartment rentals Simpson Bay
- House rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
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