Apartment holiday rentals in Simpson Bay
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Top-rated apartment rentals in Simpson Bay
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Simpson Bay apartment rentals
Weekly apartment rentals
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 12 reviewsVista Blue-Newly Renovated
24–31 Oct
Flat in Lowlands, Sint Maarten
4.94 out of 5 average rating, 17 reviewsA Maho Studio
8–15 Jun
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsThe luxe 1 bedroom apt with pool
30 Oct – 6 Nov
Flat in Lowlands, Sint Maarten
4.91 out of 5 average rating, 32 reviewsModern Studio in gated Resort with pool & fitness
4–11 Jun
Flat in Lowlands, Sint Maarten
5.0 out of 5 average rating, 6 reviewsStudio 114E Emerald
11–18 Jun
Flat in Maho Beach, Sint Maarten
4.81 out of 5 average rating, 21 reviews10 Min to Beach/Modern, Fully Equipped+Pool/BBQ
28 Aug – 4 Sep
Flat in Cupecoy, Sint Maarten
4.97 out of 5 average rating, 37 reviewsA-1203 Tranquil and Cozy 2 bedroom w/ocean views
29 Aug – 5 Sep
Flat in Cole Bay, Sint Maarten
4.95 out of 5 average rating, 22 reviewsRoyal Palm Hilton SXM
24–31 Oct
Private apartment rentals
Flat in Lowlands, Sint Maarten
5.0 out of 5 average rating, 9 reviewsGolden studio in Maho
18–25 Mar
Flat in Saint Martin , St. Martin
4.96 out of 5 average rating, 52 reviewsOn the beach ! Villa Marina, swimming pool, splendid view
12–19 Aug
Flat in Sint Maarten
5.0 out of 5 average rating, 13 reviewsCOndostmaarten panoramic
15–22 Jan
Flat in Dutch Cul de Sac, Sint Maarten
5.0 out of 5 average rating, 17 reviewsJC's Hideaway Relaxing Apartment Mountain View
22–29 Jun
Flat in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 10 reviewsBeach Vacation!
25 Jun – 2 Jul
Flat in Point Pirouette, Sint Maarten
4.93 out of 5 average rating, 86 reviewsSecret View amazing apartment- Private pool
29 Apr – 6 May
Flat in Dutch Cul de Sac, Sint Maarten
5.0 out of 5 average rating, 10 reviewsVilla Leon
22–29 May
Flat in Collectivité de Saint-Martin, St. Martin
4.97 out of 5 average rating, 30 reviews"Paradise Beach" - Impressive 2 bedrooms seafront
14–21 Jan
Apartment rentals with a hot tub
Flat in Lowlands, Sint Maarten
5.0 out of 5 average rating, 5 reviews1 bedroom paradise
15–22 May
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 5 reviewsStudio - Simpson Bay Yacht Club
5–12 Jun
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
2–9 Apr
Flat in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 3 reviewsColebay Retro Vibe w Private Outdoor Enclosure
20–27 Mar
Flat in Cole Bay, Sint Maarten
4.88 out of 5 average rating, 8 reviewsA-102 Cozy Apartment with Garden
27 Aug – 3 Sep
Flat in Indigo bay, Sint Maarten
4.94 out of 5 average rating, 67 reviewsSea, Sun & Dream in Indigo bay - villa Stella
22–29 Aug
Flat in Baie Orientale, St. Martin
4.92 out of 5 average rating, 99 reviewsCharming Studio at Orient Bay 2
25 Apr – 2 May
Flat in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
18–25 Jan
Quick stats about flat rentals in Simpson Bay
Total rentals
100 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.8T reviews
Nightly prices starting at
₹5,002 before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
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- Bakers Bay Holiday rentals
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- Flat rentals Saint Martin
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- Flat rentals Sint Maarten
- Serviced apartment rentals Sint Maarten
- Flat rentals Sint Maarten
- Flat 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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- House rentals Simpson Bay
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- Smoking-friendly rentals Simpson Bay
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- Apartment rentals Simpson Bay
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- Beach apartment rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
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