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Holiday houses in Philipsburg

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Top-rated holiday rentals in Philipsburg

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

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Apartment in Simpson Bay

4.87 out of 5 average rating, 178 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.

15 – 22 June

$1,833 AUD total

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.

16 – 23 Apr

$6,789 AUD total

Guest favourite

Apartment in Simpson Bay

5.0 out of 5 average rating, 171 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

5 – 12 Oct

$3,397 AUD total

Guest favourite

Condo in Maho, Sint Maarten

4.88 out of 5 average rating, 170 reviews

2 Min to Beach/Exclusive Rooftop Jacuzzi, Pool+Bar

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

14 – 21 May

$1,636 AUD total

Guest favourite

Apartment in Philipsburg, Sint Maarten

4.98 out of 5 average rating, 122 reviews

Bayside Walk beachfront apartment

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

12 – 19 Aug

$1,996 AUD total

Guest favourite

Apartment in Little Bay, Sint Maarten

4.98 out of 5 average rating, 113 reviews

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

7 – 14 Jan

$5,024 AUD total

Guest favourite

Guest suite in Simpson Bay, Sint Maarten

4.82 out of 5 average rating, 185 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

11 – 18 Sept

$1,010 AUD total

Guest favourite

Loft in Lowlands

4.96 out of 5 average rating, 109 reviews

Côte D’Azur Quiet loft near mullet bay beach

Updated quiet & cozy loft apartment near Mullet Bay. Balcony with lagoon and ocean view. Extremely well positioned; Great neighborhood, 2 min walking distance from American University of the Caribbean (AUC) and Jule's French bakery, 7 minutes walking distance from Mullet Bay Beach, restaurants and Carrefour supermarket at 1 minute walking distance.

18 – 25 Aug

$1,343 AUD total

Guest favourite

Cottage in Cul-de-Sac, St. Martin

4.98 out of 5 average rating, 101 reviews

VILLA JADE 2: WATERFRONT/ POOL

VILLA JADE is a complex of 3 villas located in the CUL DE SAC Bay and its islets ... VILLA JADE 2 is a spacious suite /sea view for 2 people on foot in the water, with private pool. The 3 villas are adjoining but very quiet and intimate. Your only view is the sea... Direct access to the sea by a dock, and kayaks at your disposal.

25 Mar – 1 Apr

$3,816 AUD total

Guest favourite

Villa in Philipsburg

4.99 out of 5 average rating, 224 reviews

Villa Dream View Belair Sint Maarten SXM

Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

18 – 25 Oct

$5,170 AUD total

Guest favourite

Apartment in Philipsburg , Sint Maarten

4.93 out of 5 average rating, 102 reviews

Amazing modern duplex ocean view "Colosseo"

The apartment Colosseo is located on the Great Bay, in Philipsburg, main city of Sint Maarten. Is a Duplex with a fully equipped kitchen, leaving room with sofa bed (for 2 people), laundry room, one bathroom, dressing, bed room with king size bed.

23 – 30 May

$1,934 AUD total

Guest favourite

Apartment in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 272 reviews

Fig Paradis ocean front pool & jacuzzi

We offer romantic gastronomic dinners by a private chef on site. Elegant and Chic Apartment with Terrace opening into your private tropical Garden. The pool and Jacuzzi are a short path from the garden to the ocean view side of our home.

17 – 24 Apr

$1,882 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

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Homes

Comfortable places with all the essentials

Popular amenities for Philipsburg holiday rentals

Free parking on premises

Air conditioning

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, 26 reviews

3-Bedroom Home In Philipsburg, Near the Beach

27 July – 3 Aug

$2,115 AUD total

Guesthouse in Little Bay

4.9 out of 5 average rating, 31 reviews

Studio near the beach

1 – 8 Aug

Apartment in Upper Prince's Quarter, Sint Maarten

4.81 out of 5 average rating, 26 reviews

Sea view apartment in Point Blanche!

4 – 11 July

Guest favourite

Guesthouse in Simpson Bay, Sint Maarten

4.93 out of 5 average rating, 57 reviews

White Sands Beach Studio

23 – 30 Sept

$1,244 AUD total

Guest favourite

Apartment in Upper Prince's Quarter

5.0 out of 5 average rating, 21 reviews

Stylish apartment w/ POOL & stunning views

18 – 25 June

$1,639 AUD total

Guest favourite

Home in Philipsburg, Sint Maarten

5.0 out of 5 average rating, 6 reviews

2 Bedroom Ocean Front Villa

22 – 29 Jan

$9,485 AUD total

Guest favourite

Condo in Simpson Bay, Sint Maarten

5.0 out of 5 average rating, 56 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

24 – 31 Aug

$7,654 AUD total

Guest favourite

Villa in Sint Maarten, Sint Maarten

5.0 out of 5 average rating, 13 reviews

Villa Vanille Luxury 3 Bedroom Indigo Bay

25 Sept – 2 Oct

$9,397 AUD total

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
450 reviews
Nightly prices starting at
$92 AUD before taxes and fees

Destinations to explore