House holiday rentals in Simpson Bay
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Top-rated house rentals in Simpson Bay
Guests agree: These houses 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 house rentals
House rentals with a pool
Home in Pic Paradis
4.91 out of 5 average rating, 34 reviewsNewly Renovated! Villa Paradis - A jungle getaway.
Home in Orient Bay
4.9 out of 5 average rating, 20 reviewsAquamarine, beautiful 2 bdr house, private pool!
Home in Saint Martin
5 out of 5 average rating, 3 reviewsLa maison de l 'île
Home in Caribbean
4.88 out of 5 average rating, 52 reviewsPelican Paradise
Home in Grandes Cayes
4.94 out of 5 average rating, 18 reviewsRed Rock Villa - 3 Bedroom Private Pool
Home in Orient Bay
5 out of 5 average rating, 8 reviewsMahi Mahi, direct access to Orient Bay beach
Home in Upper Prince's Quarter
4.97 out of 5 average rating, 62 reviewsVilla Tamarind | Luxury Oasis | Ocean views | 4BDR
Home in Cul-de-Sac
4.82 out of 5 average rating, 17 reviewsStudio “Petite key” - Cul de Sac
Weekly house rentals
Home in Simpson Bay
5 out of 5 average rating, 11 reviewsBeach cottage in Simpson bay
Home in Collectivité de Saint-Martin
5 out of 5 average rating, 5 reviewsVilla Taïana - Oyster Pond
Home in Orient Bay
5 out of 5 average rating, 12 reviewsVilla Galapagos, 3 Bedroom, Orient Bay Beach
Home in Upper Prince's Quarter
5 out of 5 average rating, 22 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
Home in Cole Bay
4.89 out of 5 average rating, 9 reviewsCharming Cottage with large deck in quiet area
Home in Indigo Bay
4.76 out of 5 average rating, 135 reviewsLa Pearle - Luxurious 1 Bedroom Condo By the Beach
Home in MF
5 out of 5 average rating, 12 reviewsVILLA CECILIA
Home in Philipsburg
4.97 out of 5 average rating, 36 reviews3-Bedroom Home In Philipsburg, Near the Beach
Private house rentals
Home in Cul-de-Sac
5 out of 5 average rating, 5 reviewsVilla Coco - 3 BR waterfront with kayaks, wifi, AC
Home in Philipsburg
5 out of 5 average rating, 13 reviewsBahia - Villa 3
Home in Lowlands
4.69 out of 5 average rating, 99 reviewsSEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
Home in Cul-de-Sac
5 out of 5 average rating, 37 reviewsWater access, snorkeling gear & kayaks
Home in Blowing Point
5 out of 5 average rating, 5 reviewsNewly Renovated 2 Bedroom Villa
Home in Sandy Ground
5 out of 5 average rating, 4 reviewsBlyss Condo
Home in Les Terres Basses
5 out of 5 average rating, 5 reviewsLuxurious Villa & Exceptional View on Sint Marteen
Home in Simpson Bay
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
$85 NZD 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 Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Anse Marcel Holiday rentals
- Anegada Holiday rentals
- Basseterre Holiday rentals
- Cole Bay Holiday rentals
- Nail Bay Holiday rentals
- San Juan Holiday 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 washing machine 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
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