Beachfront holiday rental in Simpson Bay
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Top-rated beachfront accommodation in Simpson Bay
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
Holiday 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, 113 reviewsCupecoy Côté Jardin
5 – 12 July
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 109 reviews2 Bedroom Duplex up to 5 guests right on the beach
22 – 29 July
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 3 reviewsThe Loft at Simpson Bay Yacht Club
14 – 21 Aug
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
15 – 22 May
Home in Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviews"Salty Beach" - Amazing 1 bedroom beachfront
9 – 16 Sept
Apartment in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 46 reviewsSimpson Bay apartment-free parking, great location
27 Nov – 4 Dec
Townhouse in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 72 reviewsHillside Beach Townhouse Simpson Bay
28 Sept – 5 Oct
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 5 reviews1 bedroom paradise
27 July – 3 Aug
Beachfront home rentals with a pool
Cottage in Cul-de-Sac, St. Martin
4.98 out of 5 average rating, 101 reviewsVILLA JADE 2: WATERFRONT/ POOL
21 – 28 Oct
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 56 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
9 – 16 Aug
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
21 – 28 Nov
Apartment in Lowlands, Sint Maarten
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
4 – 11 Sept
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 16 reviewsRock Star Gem in Maho
21 – 28 Oct
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
19 – 26 Oct
Apartment in Cupecoy, Sint Maarten
5.0 out of 5 average rating, 6 reviewsBright Studio by Mullet Beach
5 – 12 Aug
Guesthouse in Cole Bay, Sint Maarten
4.96 out of 5 average rating, 24 reviewsNew! Apartment with ocean view#4
28 June – 5 July
Private beachfront home rentals
Condo in Simpson Bay, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeachside Escape
26 Oct – 2 Nov
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 28 reviewsOCEAN FRONT Steps From BEACH!
7 – 14 Nov
Condo in Maho Beach, Sint Maarten
4.81 out of 5 average rating, 21 reviewsVilla Spice For Life SXM
7 – 14 Sept
Condo in Simpson Bay, Sint Maarten
4.97 out of 5 average rating, 36 reviewsHamaka condo, a beachfront retreat on Simpson Bay
12 – 19 Mar
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
22 – 29 June
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 17 reviewsA Maho Studio
8 – 15 June
Cottage in Sint Maarten, Sint Maarten
4.99 out of 5 average rating, 71 reviews«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
10 – 17 Dec
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
4 – 11 Jan
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
$122 AUD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Accommodation & holiday rentals
- Baie Nettlé Accommodation & holiday rentals
- Maho Beach Holiday rentals
- Marigot Accommodation & holiday rentals
- Cul-de-Sac Accommodation & holiday rentals
- Mont Vernon Accommodation & holiday rentals
- Anse Marcel Holiday rentals
- San Juan Holiday rentals
- Beachfront rentals Saint Martin
- Beachfront rentals Sint Maarten
- Beachfront rentals Sint Maarten
- Beachfront rentals Saint Barthélemy
- House rentals Simpson Bay
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- Apartment rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Condo rentals Simpson Bay
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- Rentals with outdoor seating Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with a hot tub Simpson Bay
- Serviced apartment rentals Simpson Bay
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- Family-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
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