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.

Superhost

Flat in Simpson Bay

4.87 out of 5 average rating, 177 reviews

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.

26 Sept – 3 Oct

£135 per night
Guest favourite

Villa in Indigo Bay

4.95 out of 5 average rating, 100 reviews

Villa Life is Good

Sint Maarten Indigo Bay: One whole villa to yourself at 10 minutes from Princess Julianna airport the Villa "Life is Good" with infinity pool is located on the mountainside with a 180 degree view of the sea. View of the Islands, Saba, St Kitts & Nevis and Sint Eustatius. A spectacle of breathtaking sunrises and sunsets. Far from the noise and hustle of the city, you will find peace and quiet guaranteed. You will find 5 minutes drive from the villa: beaches, restaurants and all amenities.

11–18 May

£500 per night
Guest favourite

Flat in Simpson Bay

5.0 out of 5 average rating, 168 reviews

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

15–22 Oct

£258 per night

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

Home in Philipsburg

4.96 out of 5 average rating, 24 reviews

3-Bedroom Home In Philipsburg, Near the Beach

17–24 Oct

£164 per night
Guest favourite

Flat in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 27 reviews

Ocean's Edge

8–15 Oct

£142 per night
Superhost

Guest house in Little Bay

4.89 out of 5 average rating, 28 reviews

Studio near the beach

9–16 Aug

£46 per night
Guest favourite

Flat in Dutch Cul de Sac

5.0 out of 5 average rating, 15 reviews

JC's Hideaway Relaxing Apartment Mountain View

29 May – 5 Jun

£79 per night
Superhost

Guest house in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 54 reviews

White Sands Beach Studio

12–19 Aug

£93 per night
Superhost

Loft in Grand-Case, St. Martin

4.92 out of 5 average rating, 64 reviews

Mojito, Beachfront loft overlooking the sea

27 Aug – 3 Sept

£336 per night
Guest favourite

Flat in Lower Prince's Quarter, Sint Maarten

4.95 out of 5 average rating, 22 reviews

Apartment Queen Hills (1-Bedroom)

12–19 Apr

£121 per night
Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 20 reviews

Villa Blue Roc

26 Aug – 2 Sept

£469 per night
Guest favourite

Home in Great Bay Beach

4.87 out of 5 average rating, 52 reviews

PrivateHome In Greatbay FreeWi-fi &Private Parking

19–26 May

£96 per night
Guest favourite

Villa in Upper Prince's Quarter, Sint Maarten

5.0 out of 5 average rating, 35 reviews

EXQUISITE 5-STAR BEACHFRONT VILLA

18–25 Jun

£796 per night
Guest favourite

Villa in Upper Prince's Quarter

4.96 out of 5 average rating, 98 reviews

The Blue Door Villa - 4 bed ocean view home

2–9 Aug

£745 per night
Guest favourite

Flat in Simpson Bay

4.98 out of 5 average rating, 63 reviews

SECOND HOME Beach Apartment

14–21 Oct

£100 per night

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

£55 before taxes and fees

Destinations to explore