Apartment holiday rentals in Simpson Bay
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Simpson Bay
Guests agree: these apartments 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 apartment rentals
Weekly apartment rentals
Apartment in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
4–11 Jan
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsCasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
13–20 Apr
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsOCEAN FRONT Steps From BEACH!
18–25 Dec
Apartment in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
11–18 Jan
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 23 reviewsBeachfront 2 BDR modern condo
24–31 Aug
Apartment in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 63 reviewsHolidays in the Paradise on the Beach
21–28 Nov
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 72 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
31 Dec – 7 Jan
Apartment in Anse Marcel, St. Martin
4.84 out of 5 average rating, 25 reviewsTropical Charm - Beach Private Access
9–16 Sep
Pet-friendly apartment rentals
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
8–15 Apr
Apartment in Cole Bay, Sint Maarten
4.81 out of 5 average rating, 37 reviews3 Palms - A lovely 2 bedroom condo with pool.
16–23 Mar
Apartment in Lowlands, Sint Maarten
4.86 out of 5 average rating, 49 reviewsModern / cosy Studio next to university / Beach
7–14 Aug
Apartment in Marigot, Guadeloupe
5.0 out of 5 average rating, 18 reviewsD'Ô, cozy studio facing the sea Caraîbes, Baie Nettlé
22 Feb – 1 Mar
Apartment in Marigot, St. Martin
4.94 out of 5 average rating, 86 reviewsStudio "SeaBird" with your feet in the beach
21–28 Nov
Apartment in Lowlands, Sint Maarten
4.97 out of 5 average rating, 32 reviewsGorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
15–22 Apr
Apartment in Philipsburg, Sint Maarten
4.82 out of 5 average rating, 44 reviewsApt3 - 3 bedrooms amazing sea view, terrace, Pool
10–17 Feb
Apartment in Meads Bay, Anguilla
5.0 out of 5 average rating, 7 reviewsBeach Resort 1 Bedroom Condo with Terrace, Hot Tub & Ocean View
27 Jul – 3 Aug
Apartment rentals with a pool
Apartment in Orient Bay, St. Martin
4.88 out of 5 average rating, 262 reviewsCharming Studio 1 in Baie Orientale (Orient Bay)
4–11 Jun
Apartment in Lowlands, Sint Maarten
4.78 out of 5 average rating, 23 reviewsHeavenly Haven Royal Retreats at Maho Beach
14–21 Jul
Apartment in Cupecoy, Sint Maarten
4.96 out of 5 average rating, 45 reviews606 Quiet Space in a Vibrant Neighborhood
12–19 Sep
Apartment in Simpson Bay Beach, Sint Maarten
5.0 out of 5 average rating, 5 reviews2 bedroom 2.5 Bath Luxury Penthouse on Simpson Bay Beach!
5–12 Dec
Apartment in Marigot, St. Martin
5.0 out of 5 average rating, 14 reviewsBeachfront property with pool view
9–16 Jul
Apartment in Lowlands, Sint Maarten
4.79 out of 5 average rating, 53 reviewsLoft Condo - STEPS FROM BEACH!
1–8 Oct
Apartment in Collectivity of Saint Martin, Guadeloupe
4.93 out of 5 average rating, 42 reviewsAMAZING VIEW OF THE CARIBBEAN SEA AND MARIGOT BAY
12–19 Apr
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 33 reviewsBrand New- Maho Condo Studio with Seaview and Pool
30 Nov – 7 Dec
Quick stats about apartment rentals in Simpson Bay
Total rentals
100 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.9K reviews
Nightly prices starting at
$95 SGD 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
- Apartment rentals Sint Maarten
- Apartment rentals Sint Maarten
- Apartment rentals Saint Barthélemy
- Flat rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Serviced apartment rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- House rentals Simpson Bay
- Villa rentals Simpson Bay
- Beach apartment rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with beach access Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Family-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom