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
Apartment in Pelican Key
4.89 out of 5 average rating, 65 reviewsLimeTree Studio, Pelican Key
14–21 Dec
Apartment in Nettle Bay, St. Martin
4.92 out of 5 average rating, 26 reviewsSofty green, Nettlé Bay
29 Sep – 6 Oct
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 11 reviewsVista Blue-Newly Renovated
14–21 Jul
Apartment in Lowlands, Sint Maarten
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
24 Apr – 1 May
Apartment in Maho Beach, Sint Maarten
4.81 out of 5 average rating, 21 reviews10 Min to Beach/Modern, Fully Equipped+Pool/BBQ
11–18 Nov
Apartment in Lowlands, Sint Maarten
4.9 out of 5 average rating, 30 reviewsModern Studio in gated Resort with pool & fitness
16–23 Jul
Apartment in Cupecoy, Sint Maarten
4.97 out of 5 average rating, 36 reviewsA-1203 Tranquil and Cozy 2 bedroom w/ocean views
8–15 Apr
Apartment in Cole Bay, Sint Maarten
4.95 out of 5 average rating, 22 reviewsRoyal Palm Hilton SXM
7–14 Jun
Private apartment rentals
Apartment in Koolbaai, Sint Maarten
4.86 out of 5 average rating, 14 reviews1 bedroom ocean view condo - Walk to beach
22–29 May
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 6 reviewsStudio 114E Emerald
9–16 May
Apartment in Pelican Key, Sint Maarten
5.0 out of 5 average rating, 8 reviewsPelican Pearl 1 bedr - 2bath apt
9–16 Oct
Apartment in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsNew a dream on the beach!
23–30 Oct
Apartment in Lowlands, Sint Maarten
4.92 out of 5 average rating, 13 reviewsVilla Spice For Life SXM 2
3–10 Dec
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 6 reviewsGorgeous Beachfront studio
5–12 Jan
Apartment in Collectivité de Saint-Martin, St. Martin
4.97 out of 5 average rating, 30 reviewsNew "Paradise Beach" 2Bdr seafront fully renovated
3–10 Sep
Apartment in Grand-Case, St. Martin
5.0 out of 5 average rating, 10 reviewsCharming appartment on the beach, 1 or 2 bedrooms
7–14 Oct
Apartment rentals with a hot tub
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 5 reviews1 bedroom paradise
22–29 Sep
Apartment in Lowlands, Sint Maarten
4.63 out of 5 average rating, 8 reviewsSea La Vie, Sint Maarten
8–15 Jun
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
17–24 May
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 5 reviewsStudio - Simpson Bay Yacht Club
30 May – 6 Jun
Apartment in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 3 reviewsColebay Retro Vibe w Private Outdoor Enclosure
11–18 Jan
Apartment in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 4 reviewsA103 - Incredible Apartment with Garden
23–30 May
Apartment in Indigo bay, Sint Maarten
4.94 out of 5 average rating, 66 reviewsSea, Sun & Dream in Indigo bay - villa Stella
29 Sep – 6 Oct
Apartment in Baie Orientale, St. Martin
4.92 out of 5 average rating, 99 reviewsCharming Studio at Orient Bay 2
15–22 Jan
Quick stats about apartment 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
2.8K reviews
Nightly prices starting at
$101 NZD 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
- Anse Marcel Holiday rentals
- Mont Vernon Holiday rentals
- San Juan Holiday rentals
- Apartment rentals Saint Martin
- Serviced apartment rentals Saint Martin
- Serviced apartment rentals Sint Maarten
- Apartment rentals Sint Maarten
- Serviced apartment rentals Sint Maarten
- Apartment rentals Sint Maarten
- Apartment rentals Saint Barthélemy
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Pet-friendly rentals Simpson Bay
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- Rentals with a washing machine and dryer Simpson Bay
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- Monthly Rentals Simpson Bay
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- Kid-friendly rentals Simpson Bay
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