House vacation 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.
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 in Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviewsNew "Salty Beach" 1 bdr beachfront
Nov 16 – 23
Home in saint-martin, St. Martin
4.96 out of 5 average rating, 49 reviewsSlowlife! Blooming Villa! Your ideal vacation home
Dec 13 – 20
Home in Lowlands, Sint Maarten
5.0 out of 5 average rating, 7 reviewsModern artist villa
Jun 22 – 29
Home in Cupecoy, Sint Maarten
4.94 out of 5 average rating, 18 reviews"Divine In You Cupecoy" Rainbow Ocean View 2BR
Dec 26 – Jan 2
Home in Simpson Bay, Sint Maarten
4.78 out of 5 average rating, 18 reviewsStunning 7 BR Beachfront Villa w/Pool
Sep 23 – 30
Home in Koolbaai, Sint Maarten
5.0 out of 5 average rating, 6 reviewsBlue Palm Estate Townhouse w/ Ocean View
Oct 5 – 12
Home in Les Terres Basses, Guadeloupe
4.96 out of 5 average rating, 47 reviewsLuxurious bungalow with private pool
Nov 9 – 16
Home in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsAmazing Seablue villa with sea view!
Nov 12 – 19
Weekly house rentals
Home in Grand-Case, St. Martin
4.94 out of 5 average rating, 34 reviewsBeach house, all comfort.
Apr 6 – 13
Home in Philipsburg, Sint Maarten
4.96 out of 5 average rating, 27 reviews3-Bedroom Home In Philipsburg, Near the Beach
Nov 3 – 10
Home in Simpson Bay, Sint Maarten
4.8 out of 5 average rating, 10 reviewsSea La’Vie
Apr 18 – 25
Home in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 18 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
Sep 5 – 12
Home in Cul-de-Sac, St. Martin
5.0 out of 5 average rating, 3 reviewsVitamin Sea: Sea view, 3 beds, pool pool, sea access
Apr 27 – May 4
Home in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 7 reviewsPrestigious Villa with Breathtaking Ocean View
Oct 11 – 18
Home in Great Bay Beach, Sint Maarten
4.85 out of 5 average rating, 54 reviewsPrivateHome In Greatbay FreeWi-fi &Private Parking
Aug 3 – 10
Home in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 59 reviewsVilla Tamarind | Luxury Oasis | Ocean views | 4BDR
Sep 1 – 8
Private house rentals
Home in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 7 reviewsVilla near the beach
Dec 29 – Jan 5
Home in Cul-de-Sac, St. Martin
4.93 out of 5 average rating, 27 reviewsVilla Zen : confort et luxe vue mer St Martin
Mar 24 – 31
Home in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 3 reviews«La Vue SXM» Paradise "Villa Rosa" 5 bedroom Rate
Jan 21 – 28
Home in Collectivité de Saint-Martin, St. Martin
4.9 out of 5 average rating, 10 reviewsBlue Horizon villa
Mar 18 – 25
Home in Cul-de-Sac, St. Martin
4.93 out of 5 average rating, 15 reviewsVilla Azur Pinel Cul de Sac
Oct 26 – Nov 2
Home in Orient Bay, St. Martin
5.0 out of 5 average rating, 9 reviews3 bedrooms walking distance to Orient beach
Jan 14 – 21
Home in Collectivité de Saint-Martin, St. Martin
4.89 out of 5 average rating, 9 reviewsNEW House 2 bathrooms, 3 terraces and ocean view
Nov 25 – Dec 2
Home in Cul-de-Sac, St. Martin
4.83 out of 5 average rating, 6 reviewsVilla Essentielle, 3 bedrooms and pool!
Apr 22 – 29
Quick stats about house rentals in Simpson Bay
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
460 reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
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- Beach condo rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Monthly Rentals Simpson Bay
- Waterfront rentals Simpson Bay
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- Rentals with pools Simpson Bay
- Kid-friendly rentals Simpson Bay
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