Holiday rentals in Philipsburg

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Top-rated holiday rentals in Philipsburg

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Home in Philipsburg
3-Bedroom Home In Philipsburg, Near the Beach
VILLA PETERONA, is in the heart of Philipsburg on the Great Bay, right across from the Walter Plantz square. The villa is a 3 bedroom, 2 bathroom home with a living room, dining room, spacious modern kitchen and a large outdoor space with a picnic table. This property easily suits 6 guests! Plus, the entire building is fully air-conditioned with a fast WIFI connection, and convenient private parking for 6-8 vehicles. A few steps away from the Philipsburg beach, restaurants and various stores.
19–26 Nov
$237 SGD per night
5.0 out of 5 average rating, 23 reviews
Superhost
Flat in Simpson Bay
Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.
6–13 Jun
$203 SGD per night
4.87 out of 5 average rating, 175 reviews
Guest favourite
Flat in Simpson Bay
The Beach House Apartment
A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more
3–10 Oct
$368 SGD per night
5.0 out of 5 average rating, 168 reviews

Popular amenities for Philipsburg holiday rentals

Stay near Philipsburg's top sights

Boardwalk6 locals recommend
Great Bay Beach10 locals recommend
Holland House12 locals recommend
Greenhouse14 locals recommend
Hard Rock Cafe3 locals recommend
DK Gems International5 locals recommend

Other great holiday rentals in Philipsburg

Guest favourite
Guest house in Simpson Bay, Sint Maarten
White Sands Beach Studio
7–14 Jul
$126 SGD per night
4.93 out of 5 average rating, 54 reviews
Guest favourite
Villa in Little Bay, Sint Maarten
Luxury 1 bedroom at VILLA KIMON + AMAZING PATIO!
8–15 Jun
$166 SGD per night
4.93 out of 5 average rating, 42 reviews
Guest favourite
Serviced apartment in Upper Prince's Quarter
Stylish apartment w/ POOL & stunning views
27 Aug – 3 Sep
$164 SGD per night
5.0 out of 5 average rating, 19 reviews
Guest favourite
Flat in Lower Prince's Quarter, Sint Maarten
Apartment Queen Hills (1-Bedroom)
27 Aug – 3 Sep
$174 SGD per night
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Sint Maarten
Lux 5* Indigo Bay Villa Private Pool-Walk to Beach
24 Sep – 1 Oct
$731 SGD per night
5.0 out of 5 average rating, 61 reviews
Guest favourite
Villa in Upper Prince's Quarter
Villa Blue Roc
18–25 Jun
$636 SGD per night
5.0 out of 5 average rating, 21 reviews
Guest favourite
Villa in Upper Prince's Quarter, Sint Maarten
EXQUISITE 5-STAR BEACHFRONT VILLA
8–15 May
$1,178 SGD per night
5.0 out of 5 average rating, 34 reviews
Guest favourite
Villa in Upper Prince's Quarter
The Blue Door Villa - 4 bed ocean view home
9–16 Jul
$1,064 SGD per night
4.96 out of 5 average rating, 98 reviews
Guest favourite
Villa in Oyster Pond , Sint Maarten
Ultra Modern Tropical Villa w. stunning sea views
27 Oct – 3 Nov
$930 SGD per night
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Great Bay Beach
PrivateHome In Greatbay FreeWi-fi &Private Parking
10–17 Nov
$148 SGD per night
4.86 out of 5 average rating, 49 reviews
Guest favourite
Cottage in Sint Maarten, Sint Maarten
«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
27 Jun – 4 Jul
$805 SGD per night
4.99 out of 5 average rating, 67 reviews
Guest favourite
Villa in Indigo Bay
Villa Elysian: Luxurious Ocean View in Indigo Bay
6–13 Aug
$876 SGD per night
4.91 out of 5 average rating, 23 reviews

Quick stats about holiday rentals in Philipsburg

Total rentals

20 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

370 reviews

Nightly prices starting at

$94 SGD before taxes and fees

Destinations to explore