Villa accommodation in Simpson Bay
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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 Collectivité de Saint-Martin, St. Martin
4.94 out of 5 average rating, 51 reviewsSlowlife Harmony - Caribbean Villa Three Bedrooms!
1 – 8 Oct
Villa in Cay Bay, Sint Maarten
4.98 out of 5 average rating, 65 reviewsMake your dream come true!
16 – 23 Nov
Villa in Les Terres Basses, St. Martin
4.99 out of 5 average rating, 77 reviews"La Maison de Vacances", Nearby Baie Longue
16 – 23 Nov
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 49 reviewsVilla Tibo
23 – 30 Nov
Villa in Koolbaai, Sint Maarten
4.85 out of 5 average rating, 53 reviewsPelican Key "Shoreline" Villa 3BD+Sofa
5 – 12 July
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsBeach villa, pool, terrace, safety water tank.
14 – 21 Aug
Villa in Little Bay, Sint Maarten
4.93 out of 5 average rating, 46 reviewsLuxury 1 bedroom at VILLA KIMON + AMAZING PATIO!
16 – 23 July
Villa in Collectivity of Saint Martin, St. Martin
4.96 out of 5 average rating, 27 reviewsVilla KALYA - Orient Bay - 3 bedrooms
1 – 8 Oct
Luxury villa rentals
Villa in Sint Maarten, Sint Maarten
4.93 out of 5 average rating, 15 reviewsVILLA MUMBAI - Beach Access - 3 bedrooms
7 – 14 Sept
Villa in Les Terres Basses, St. Martin
5.0 out of 5 average rating, 18 reviewsBrand new! - Slowlife - Enjoy Villa
12 – 19 Mar
Villa in Koolbaai, Sint Maarten
4.75 out of 5 average rating, 12 reviewsVilla Livity 6 Bed Luxury Sea view boutique villa
14 – 21 July
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 3 reviewsNew! Wonderful 5 Bedrooms, Beach, Pools
3 – 10 Dec
Villa in Orient Bay, St. Martin
5.0 out of 5 average rating, 35 reviewsORIENT BAY🌴 BEACH VILLA 5🌴ONLY BEACH ACCESS 🌴🌸🐚
17 – 24 Nov
Villa in MF, St. Martin
4.96 out of 5 average rating, 51 reviewsPrivate Orient Bay Villa with Spectacular Views
5 – 12 Sept
Villa in Upper Prince's Quarter, Sint Maarten
4.9 out of 5 average rating, 10 reviewsVilla Seascapes, Stunning 180° Ocean view
4 – 11 Aug
Villa in Cul-de-Sac, St. Martin
4.95 out of 5 average rating, 41 reviewsAquaZen... 3 bedrooms, pool, private sea access
21 – 28 Apr
Villa rentals with a pool
Villa in Indigo Bay, Sint Maarten
4.95 out of 5 average rating, 55 reviewsVilla Ocean - Indulge Yourself in Paradise
28 Oct – 4 Nov
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 16 reviewsOOF architect villa sea view facing Pinel Island
14 – 21 Sept
Villa in Sint Maarten, Sint Maarten
4.88 out of 5 average rating, 8 reviewsLa Casa al Mare: cheerful 2 bedroom villa
17 – 24 May
Villa in Upper Princess Quarter, Sint Maarten
5.0 out of 5 average rating, 10 reviewsLuxury Villa Twin Palms
13 – 20 Sept
Villa in Saint Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsVilla Véronica - Orient Bay
30 Aug – 6 Sept
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
14 – 21 June
Villa in Cole Bay, Sint Maarten
4.83 out of 5 average rating, 6 reviewsVilla Casa Blue, between sky and sea, Almond Grove
7 – 14 Aug
Villa in Cul-de-Sac, St. Martin
4.97 out of 5 average rating, 34 reviewsSpacious Villa - Saint Martin - Pool/4 Bedrooms
25 Aug – 1 Sept
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
$260 AUD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Accommodation & holiday rentals
- Baie Nettlé Accommodation & holiday rentals
- Maho Beach Holiday rentals
- Marigot Accommodation & holiday rentals
- Cul-de-Sac Accommodation & holiday rentals
- Mont Vernon Accommodation & 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
- Smoking-friendly rentals Simpson Bay
- Condo rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with beach access Simpson Bay
- Beachfront rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Beach condo rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Kid-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Apartment rentals Simpson Bay
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