Beachfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Simpson Bay
Pet-friendly beachfront home rentals
Flat in Lowlands, Sint Maarten
4.97 out of 5 average rating, 113 reviewsCupecoy Côté Jardin
4–11 Nov
Apartment in Saint Martin , St. Martin
4.86 out of 5 average rating, 109 reviews2 Bedroom Duplex up to 5 guests right on the beach
26 Nov – 3 Dec
Apartment in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
18–25 May
Home in Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviews"Salty Beach" - Amazing 1 bedroom beachfront
12–19 Sep
Flat in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 46 reviewsSimpson Bay apartment-free parking, great location
27 Mar – 3 Apr
Townhouse in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 72 reviewsHillside Beach Townhouse Simpson Bay
31 Oct – 7 Nov
Apartment in Lowlands, Sint Maarten
4.86 out of 5 average rating, 49 reviewsModern / cosy Studio next to university / Beach
28 Jun – 5 Jul
Apartment in Lowlands, Sint Maarten
4.97 out of 5 average rating, 33 reviewsGorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
27 Aug – 3 Sep
Beachfront home rentals with a pool
Villa in Cul-de-Sac, St. Martin
4.98 out of 5 average rating, 101 reviewsVILLA JADE 2: WATERFRONT/ POOL
21–28 Oct
Flat in Lowlands, Sint Maarten
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
3–10 Feb
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 56 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
15–22 Jan
Flat in Lowlands, Sint Maarten
4.94 out of 5 average rating, 17 reviewsA Maho Studio
8–15 Jun
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
16–23 Dec
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 72 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
27 Oct – 3 Nov
Flat in Lowlands, Sint Maarten
5.0 out of 5 average rating, 16 reviewsRock Star Gem in Maho
23–30 Oct
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 13 reviewsPopular Beachfront Property Barefoot /Simpson bay
29 Apr – 6 May
Private beachfront home rentals
Guest house in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
14–21 May
Apartment in Maho Beach, Sint Maarten
4.81 out of 5 average rating, 21 reviewsVilla Spice For Life SXM
28 Feb – 7 Mar
Apartment in Simpson Bay, Sint Maarten
4.97 out of 5 average rating, 36 reviewsHamaka condo, a beachfront retreat on Simpson Bay
14–21 Sep
Apartment in Simpson Bay, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeachside Escape
28 Oct – 4 Nov
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsLe Papillon -Modern, beachfront, 550sq. ft terrace
1–8 Aug
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 28 reviewsOCEAN FRONT Steps From BEACH!
20–27 Jan
Apartment in Lowlands, Sint Maarten
4.88 out of 5 average rating, 16 reviewsHavya Cozy Stays
22–29 Sep
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 33 reviewsBrand New- Maho Condo Studio with Seaview and Pool
30 May – 6 Jun
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
5T reviews
Nightly prices starting at
₹6,668 before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Mont Vernon 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
- Rentals with outdoor seating Simpson Bay
- Pet-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with beach access Simpson Bay
- Villa rentals Simpson Bay
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- Rentals with a washing machine and dryer Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Beach apartment rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Flat rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
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