House vacation rentals in Simpson Bay
Find and book unique houses on Airbnb
Top-rated house rentals in Simpson Bay
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay house rentals
House rentals with a pool
Home
4.91 out of 5 average rating, 34 reviewsNewly Renovated! Villa Paradis - A jungle getaway.
Home
4.9 out of 5 average rating, 20 reviewsAquamarine, beautiful 2 bdr house, private pool!
Home
5 out of 5 average rating, 3 reviewsLa maison de l 'île
Home
4.88 out of 5 average rating, 52 reviewsPelican Paradise
Home
4.94 out of 5 average rating, 18 reviewsRed Rock Villa - 3 Bedroom Private Pool
Home
5 out of 5 average rating, 8 reviewsMahi Mahi, direct access to Orient Bay beach
Home
4.97 out of 5 average rating, 62 reviewsVilla Tamarind | Luxury Oasis | Ocean views | 4BDR
Home
4.82 out of 5 average rating, 17 reviewsStudio “Petite key” - Cul de Sac
Weekly house rentals
Home
5 out of 5 average rating, 11 reviewsBeach cottage in Simpson bay
Home
5 out of 5 average rating, 5 reviewsVilla Taïana - Oyster Pond
Home
5 out of 5 average rating, 12 reviewsVilla Galapagos, 3 Bedrooms, Orient Bay Beach
Home
5 out of 5 average rating, 22 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
Home
4.89 out of 5 average rating, 9 reviewsCharming Cottage with large deck in quiet area
Home
4.76 out of 5 average rating, 135 reviewsLa Pearle - Luxurious 1 Bedroom Condo By the Beach
Home
5 out of 5 average rating, 12 reviewsVILLA CECILIA
Home
4.97 out of 5 average rating, 36 reviews3-Bedroom Home In Philipsburg, Near the Beach
Private house rentals
Home
5 out of 5 average rating, 5 reviewsVilla Coco - 3 BR waterfront with kayaks, wifi, AC
Home
5 out of 5 average rating, 13 reviewsBahia - Villa 3
Home
4.69 out of 5 average rating, 99 reviewsSEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Home
5 out of 5 average rating, 37 reviewsWater access, snorkeling gear & kayaks
Home
5 out of 5 average rating, 5 reviewsNewly Renovated 2 Bedroom Villa
Home
5 out of 5 average rating, 4 reviewsBlyss Condo
Home
5 out of 5 average rating, 5 reviewsLuxurious Villa & Exceptional View on Sint Marteen
Home
4.83 out of 5 average rating, 18 reviewsMary's Beach Cottage Maho
Quick stats about house rentals in Simpson Bay
Total rentals
20 properties
Nightly prices starting at
€ 47 before taxes and fees
Total number of reviews
500 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Grand Case Vacation rentals
- Gustavia Vacation rentals
- Philipsburg Vacation rentals
- Bakers Bay Vacation rentals
- Marigot Vacation rentals
- Cul-de-Sac Vacation rentals
- Anse Marcel Vacation rentals
- Anegada Vacation rentals
- Basseterre Vacation rentals
- Cole Bay Vacation rentals
- Nail Bay Vacation rentals
- San Juan Vacation rentals
- Guesthouse rentals Saint Martin
- House rentals Saint Martin
- Beach house rentals Sint Maarten
- Guesthouse rentals Sint Maarten
- House rentals Sint Maarten
- Beach house rentals Sint Maarten
- Guesthouse rentals Sint Maarten
- House rentals Sint Maarten
- House rentals Saint Barthélemy
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with beach access Simpson Bay
- Villa rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Condo rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with outdoor seating 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