Villa vacation rentals in Simpson Bay
Find and book unique villas on Airbnb
Top-rated villa rentals in Simpson Bay
Guests agree: these villas 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 villa rentals
Private villa rentals
Villa in Upper Prince's Quarter, Sint Maarten
4.96 out of 5 average rating, 99 reviewsThe Blue Door Villa - 4 bed ocean view home
Villa in Cay Bay, Sint Maarten
4.98 out of 5 average rating, 65 reviewsMake your dream come true!
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 50 reviewsVilla Tibo
Villa in Koolbaai, Sint Maarten
4.85 out of 5 average rating, 54 reviewsPelican Key "Shoreline" Villa 3BD+Sofa
Villa in Les Terres Basses, St. Martin
4.99 out of 5 average rating, 77 reviews"La Maison de Vacances", Nearby Baie Longue
Villa in Pelican Key, Sint Maarten
5.0 out of 5 average rating, 17 reviewsVilla Sea Forever @ Pelican Key - Paradise Awaits!
Villa in Collectivity of Saint Martin, St. Martin
4.96 out of 5 average rating, 27 reviewsVilla KALYA - Orient Bay - 3 bedrooms
Villa in Little Bay, Sint Maarten
5.0 out of 5 average rating, 35 reviewsSugarbird Nest: Sunrise Ocean Views | Great Bay
Luxury villa rentals
Villa in Sint Maarten, Sint Maarten
4.93 out of 5 average rating, 15 reviewsVILLA MUMBAI - Beach Access - 3 bedrooms
Villa in MF, St. Martin
4.96 out of 5 average rating, 51 reviewsPrivate Orient Bay Villa with Spectacular Views
Villa in Upper Prince's Quarter, Sint Maarten
4.9 out of 5 average rating, 10 reviewsVilla Seascapes, Stunning 180° Ocean view
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 3 reviewsNew! Wonderful 5 Bedrooms, Beach, Pools
Villa in Cul-de-Sac, St. Martin
4.95 out of 5 average rating, 41 reviewsAquaZen... 3 bedrooms, pool, private sea access
Villa in Upper Prince's Quarter, Sint Maarten
4.78 out of 5 average rating, 40 reviews"Villa Le Point" Design/Heated Pool/ view St Barth
Villa in Saint Martin, St. Martin
4.83 out of 5 average rating, 18 reviewsVilla Zabricot with pool- sxm island vacation
Villa in Marigot, St. Martin
4.96 out of 5 average rating, 26 reviewsORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚
Villa rentals with a pool
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsOOF architect villa sea view facing Pinel Island
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsBeach villa, pool, terrace, safety water tank.
Villa in Upper Princess Quarter, Sint Maarten
5.0 out of 5 average rating, 10 reviewsLuxury Villa Twin Palms
Villa in Indigo Bay, Sint Maarten
4.95 out of 5 average rating, 55 reviewsVilla Ocean - Indulge Yourself in Paradise
Villa in Sint Maarten, Sint Maarten
4.88 out of 5 average rating, 8 reviewsLa Casa al Mare: cheerful 2 bedroom villa
Villa in Cole Bay, Sint Maarten
4.83 out of 5 average rating, 6 reviewsVilla Casa Blue, entre ciel et mer, Almond Grove
Villa in Cul-de-Sac, St. Martin
4.86 out of 5 average rating, 22 reviewsVilla Chloé SXM - Beachfront & Pinel view 🌴☀️🐬
Villa in Saint Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsVilla Véronica - Orient Bay
Quick stats about villa rentals in Simpson Bay
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with a pool
20 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
200 reviews
Nightly prices starting at
$170 before taxes and fees
Destinations to explore
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- Rentals with pools Simpson Bay
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