Villa holiday 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.
Holiday 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 Pelican Key, Sint Maarten
5.0 out of 5 average rating, 20 reviewsVilla Zircon in Pelican Key awaits you
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 Collectivity of Saint Martin, St. Martin
4.96 out of 5 average rating, 27 reviewsVilla KALYA - Orient Bay - 3 bedrooms
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, 17 reviewsBeach villa, pool, terrace, safety water tank.
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 51 reviewsVilla Tibo
Villa in Les Terres Basses, St. Martin
5.0 out of 5 average rating, 18 reviewsBrand new! - Slowlife - Enjoy Villa
Villa in Upper Prince's Quarter, Sint Maarten
4.98 out of 5 average rating, 44 reviewsSea Haven Villa - Breathtaking Views of Dawn Beach
Luxury villa rentals
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 MF, St. Martin
4.96 out of 5 average rating, 52 reviewsPrivate Orient Bay Villa with Spectacular Views
Villa in Orient Bay, St. Martin
5.0 out of 5 average rating, 36 reviewsORIENT BAY🌴 BEACH VILLA 5🌴ONLY BEACH ACCESS 🌴🌸🐚
Villa in Upper Prince's Quarter, Sint Maarten
4.91 out of 5 average rating, 11 reviewsVilla Seascapes, Stunning 180° Ocean view
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 Sandy Ground, Anguilla
5.0 out of 5 average rating, 10 reviewsBeachfront Villa 4 bedrooms
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 3 reviewsNew! Wonderful 5 Bedrooms, Beach, Pools
Villa in Indigo Bay, Sint Maarten
4.95 out of 5 average rating, 55 reviewsVilla Ocean - Indulge Yourself in Paradise
Villa rentals with a pool
Villa in Pelican Key, Sint Maarten
5.0 out of 5 average rating, 18 reviewsVilla Sea Forever @ Pelican Key - Paradise Awaits!
Villa in Koolbaai, Sint Maarten
4.85 out of 5 average rating, 55 reviewsPelican Key "Shoreline" Villa 3BD+Sofa
Villa in Upper Princess Quarter, Sint Maarten
5.0 out of 5 average rating, 11 reviewsLuxury Villa Twin Palms
Villa in Collectivité de Saint-Martin, St. Martin
4.86 out of 5 average rating, 7 reviewsReine-de-Saba 3BR peaceful home near the beach
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
4.89 out of 5 average rating, 47 reviewsVilla Ti Bo Beach, plage 250m, piscine privée
Villa in Saint Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsVilla Véronica - Orient Bay
Villa in Cul-de-Sac, St. Martin
4.97 out of 5 average rating, 35 reviewsSpacious Villa - Saint Martin - Pool/4 Bedrooms
Quick stats about villa rentals in Simpson Bay
Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
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
$277 NZD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Mont Vernon Holiday rentals
- Anse Marcel Holiday rentals
- San Juan Holiday rentals
- Villa rentals Saint Martin
- Villa rentals Sint Maarten
- Villa rentals Sint Maarten
- Villa rentals Saint Barthélemy
- Rentals with pools Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Condo rentals Simpson Bay
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- Pet-friendly rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Serviced apartment rentals Simpson Bay
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- House rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Rentals with outdoor seating Simpson Bay
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