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 Lowlands, Sint Maarten
5.0 out of 5 average rating, 16 reviewsRock Star Gem in Maho
20 – 27 Oct
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 12 reviewsVista Blue-Newly Renovated
21 – 28 July
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsThe luxe 1 bedroom apt with pool
8 – 15 Oct
Apartment in Lowlands, Sint Maarten
4.94 out of 5 average rating, 17 reviewsA Maho Studio
8 – 15 June
Apartment in Nettle Bay, St. Martin
4.92 out of 5 average rating, 26 reviewsSofty green, Nettlé Bay
24 Sept – 1 Oct
Apartment in Cupecoy, Sint Maarten
4.97 out of 5 average rating, 37 reviewsA-1203 Tranquil and Cozy 2 bedroom w/ocean views
31 Mar – 7 Apr
Apartment in Cole Bay, Sint Maarten
4.95 out of 5 average rating, 22 reviewsRoyal Palm Hilton SXM
17 – 24 Sept
Apartment in Koolbaai, Sint Maarten
4.94 out of 5 average rating, 17 reviewsCozy condo in Blue Pelican
21 – 28 Apr
Private apartment rentals
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 9 reviewsGolden studio in Maho
1 – 8 Feb
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 6 reviewsGorgeous Beachfront studio
5 – 12 Jan
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 19 reviewsOASIS 1 bedroom apartment with Pool
3 – 10 Oct
Apartment in Sint Maarten
5.0 out of 5 average rating, 12 reviewsCOndostmaarten panoramic
6 – 13 Dec
Apartment in Grand-Case, St. Martin
4.92 out of 5 average rating, 75 reviewslovely 1 bedroom beach front property
3 – 10 Sept
Apartment in Dutch Cul de Sac, Sint Maarten
5.0 out of 5 average rating, 17 reviewsJC's Hideaway Relaxing Apartment Mountain View
13 – 20 Nov
Apartment in Lowlands, Sint Maarten
4.92 out of 5 average rating, 13 reviewsVilla Spice For Life SXM 2
20 – 27 Dec
Apartment in Collectivité de Saint-Martin, St. Martin
4.97 out of 5 average rating, 30 reviews"Paradise Beach" - Impressive 2 bedrooms seafront
18 – 25 Nov
Apartment rentals with a hot tub
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 5 reviews1 bedroom paradise
26 Sept – 3 Oct
Apartment in Lowlands, Sint Maarten
4.63 out of 5 average rating, 8 reviewsSea La Vie, Sint Maarten
4 – 11 Aug
Apartment in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 3 reviewsColebay Retro Vibe w Private Outdoor Enclosure
18 – 25 Oct
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
19 – 26 May
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 5 reviewsStudio - Simpson Bay Yacht Club
1 – 8 June
Apartment in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 4 reviewsA103 - Incredible Apartment with Garden
1 – 8 July
Apartment in Indigo bay, Sint Maarten
4.94 out of 5 average rating, 66 reviewsSea, Sun & Dream in Indigo bay - villa Stella
26 Mar – 2 Apr
Apartment in Baie Orientale, St. Martin
4.92 out of 5 average rating, 99 reviewsCharming Studio at Orient Bay 2
15 – 22 July
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
$92 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
- Serviced apartment rentals Saint Martin
- 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
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Condo rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Villa rentals Simpson Bay
- Kid-friendly rentals Simpson Bay
- 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
- 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