
Holiday rentals in Simpson Bay
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Top-rated holiday rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Simpson Bay holiday rentals
Other great holiday rentals in Simpson Bay
Top guest favourite

Flat
5 out of 5 average rating, 39 reviewsCharming apartment on the beach, 1 or 2 bedrooms
Top guest favourite

Villa in Indigo bay, Sint Maarten
5 out of 5 average rating, 24 reviewsOcean Dream Villa
Top guest favourite

Guest house in Simpson Bay
4.96 out of 5 average rating, 100 reviewsSimpson Bay Beach 1 bed Apt Topdeck. Ocean views
Top guest favourite

Townhouse in Cole Bay
5 out of 5 average rating, 97 reviewsHillside Beach Townhouse Simpson Bay
Top guest favourite

Flat in Collectivité de Saint-Martin
5 out of 5 average rating, 43 reviewsNew, a dream on the beach!
Top guest favourite

Flat
4.96 out of 5 average rating, 24 reviewsGorgeous penthouse the luxe apt with Generator

Flat in Simpson Bay
4.92 out of 5 average rating, 125 reviewsLe Petit Paradis – Beachfront 1 Bedroom Apartment
Guest favourite

Home in Sint Maarten
5 out of 5 average rating, 14 reviewsInfinite Blue – Elegant Villa & Turquoise Views
Quick stats about holiday rentals in Simpson Bay
Total rentals
360 properties
Nightly prices starting at
£22 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
240 properties have a pool
Destinations to explore
- Grand Case Holiday rentals
- Marigot Holiday rentals
- Philipsburg Holiday rentals
- Gustavia Holiday rentals
- Cul-de-Sac Holiday rentals
- Bakers Bay Holiday rentals
- Cole Bay Holiday rentals
- Anse Marcel Holiday rentals
- Anegada Holiday rentals
- Les Terres Basses Holiday rentals
- Basseterre Holiday rentals
- San Juan Holiday rentals
- Serviced apartment rentals Simpson Bay
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- Rentals with a washing machine and dryer Simpson Bay
- Rentals with a hot tub Simpson Bay
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- Rentals with pools Simpson Bay
- Rentals with breakfast Simpson Bay
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