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 Oyster Pond , Sint Maarten
5.0 out of 5 average rating, 33 reviewsUltra Modern Tropical Villa w. stunning sea views
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 50 reviewsVilla Tibo
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 Koolbaai, Sint Maarten
5.0 out of 5 average rating, 21 reviews3 Bed & 3 Bath Villa Domila with Private Pool SXM
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
5.0 out of 5 average rating, 40 reviewsVILLA I LOVE VIEW - villa luxe avec vue mer
Villa in Sint Maarten, Sint Maarten
4.85 out of 5 average rating, 52 reviewsVilla Indigo Dream, Indigo Bay SXM
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 Les Terres Basses, St. Martin
4.96 out of 5 average rating, 28 reviewsLuxury private 2 bedroom Villa - Maison de Miki
Villa in Pelican Key, Sint Maarten
5.0 out of 5 average rating, 20 reviewsVilla Zircon in Pelican Key awaits you
Villa in Sandy Ground, Anguilla
5.0 out of 5 average rating, 10 reviewsBeachfront Villa 4 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 Cul-de-Sac, St. Martin
4.95 out of 5 average rating, 41 reviewsAquaZen... 3 bedrooms, pool, private sea access
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 3 reviewsNouveau! Merveilleux 5 chambres, plage, piscines
Villa rentals with a pool
Villa in Koolbaai, Sint Maarten
4.85 out of 5 average rating, 54 reviewsPelican Key "Shoreline" Villa 3BD+Sofa
Villa in Upper Princess Quarter, Sint Maarten
5.0 out of 5 average rating, 10 reviewsLuxury Villa Twin Palms
Villa in Sint Maarten, Sint Maarten
4.9 out of 5 average rating, 10 reviewsLa Casa al Mare: cheerful 2 bedroom villa
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsOOF villa d’architecte vue mer face à l’îlet Pinel
Villa in Indigo Bay, Sint Maarten
4.95 out of 5 average rating, 55 reviewsVilla Ocean - Indulge Yourself in Paradise
Villa in Saint Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsVilla Véronica - Orient Bay
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 Orient Bay, St. Martin
4.91 out of 5 average rating, 44 reviewsVilla Ti Bo Beach, plage 250m, piscine privée
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
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- Rentals with beach access Simpson Bay
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- Kid-friendly rentals Simpson Bay
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- Rentals with a washer and dryer Simpson Bay
- Rentals with a patio Simpson Bay
- Beachfront rentals Simpson Bay
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- Rentals with pools Simpson Bay
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- Monthly Rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
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