Villa holiday rentals 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 villa rentals in Simpson Bay
Private villa rentals
Villa in Koolbaai, Sint Maarten
5.0 out of 5 average rating, 20 reviews3 Bed & 3 Bath Villa Domila with Private Pool SXM
2–9 Jan
Villa in Sint Maarten, Sint Maarten
4.84 out of 5 average rating, 51 reviewsVilla Indigo Dream, Indigo Bay SXM
21–28 Oct
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, 50 reviewsVilla Tibo
27 Mar – 3 Apr
Villa in Koolbaai, Sint Maarten
4.85 out of 5 average rating, 53 reviewsPelican Key "Shoreline" Villa 3BD+Sofa
26 May – 2 Jun
Villa in Cay Bay, Sint Maarten
4.98 out of 5 average rating, 65 reviewsMake your dream come true!
20–27 Nov
Villa in Little Bay, Sint Maarten
4.93 out of 5 average rating, 46 reviewsLuxury 1 bedroom at VILLA KIMON + AMAZING PATIO!
29 Aug – 5 Sep
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
Luxury villa rentals
Villa in Les Terres Basses, St. Martin
5.0 out of 5 average rating, 18 reviewsBrand new! - Slowlife - Enjoy Villa
21–28 Feb
Villa in Sint Maarten, Sint Maarten
4.93 out of 5 average rating, 15 reviewsVILLA MUMBAI - Beach Access - 3 bedrooms
12–19 Sep
Villa in MF, St. Martin
4.96 out of 5 average rating, 51 reviewsPrivate Orient Bay Villa with Spectacular Views
2–9 Jul
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 Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 3 reviewsNew! Wonderful 5 Bedrooms, Beach, Pools
21–28 Nov
Villa in Cul-de-Sac, St. Martin
4.94 out of 5 average rating, 62 reviewsVilla Marine sea front opposite to Pinel Island
8–15 Mar
Villa in Cul-de-Sac, St. Martin
4.86 out of 5 average rating, 21 reviewsVilla Chloé SXM - Beachfront & Pinel view 🌴☀️🐬
8–15 Nov
Villa in Koolbaai, Sint Maarten
5.0 out of 5 average rating, 3 reviewsVilla Livity 5 Bed Luxury Sea view boutique oasis
31 Jan – 7 Feb
Villa rentals with a pool
Villa in Upper Princess Quarter, Sint Maarten
5.0 out of 5 average rating, 10 reviewsLuxury Villa Twin Palms
28 Oct – 4 Nov
Villa in Collectivity of Saint Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsOOF architect villa sea view facing Pinel Island
18–25 Sep
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 Indigo Bay, Sint Maarten
4.95 out of 5 average rating, 55 reviewsVilla Ocean - Indulge Yourself in Paradise
27 Apr – 4 May
Villa in Saint Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsVilla Véronica - Orient Bay
4–11 Sep
Villa in Marigot, St. Martin
4.96 out of 5 average rating, 26 reviewsORIENT BAY 🌴BEACH VILLA 3🌴FEET IN THE SAND 🌴🌸🐚
6–13 Aug
Villa in Collectivity of Saint Martin, St. Martin
4.93 out of 5 average rating, 15 reviewsVilla Paradis - Unbeatable views of the island.
6–11 May
Villa in Cole Bay, Sint Maarten
4.83 out of 5 average rating, 6 reviewsVilla Casa Blue, between sky and sea, Almond Grove
4–11 Nov
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
₹14,171 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 outdoor seating Simpson Bay
- Pet-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Serviced apartment rentals Simpson Bay
- Rentals with pools Simpson Bay
- Apartment rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach apartment rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Family-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Flat rentals Simpson Bay
- Monthly Rentals Simpson Bay
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