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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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Guest favourite
Home in Lowlands
5 out of 5 average rating, 14 reviews

Sunset 2BR 2BH House in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Top Guest favourite
The beach scene features soft white sand gently curving along a tranquil turquoise bay. Various shades of blue umbrellas and beach chairs dot the shoreline. A backdrop of colorful buildings and green hills adds to the coastal charm, while people enjoy the water and sun.
Home in Philipsburg
4.95 out of 5 average rating, 74 reviews

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.

Top Guest favourite
A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.
Home in Philipsburg
5 out of 5 average rating, 30 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

Top Guest favourite
Villa in Philipsburg
5 out of 5 average rating, 7 reviews

Ocean View Villa Little Bay

🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

Top Guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 236 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

Top Guest favourite
Home in Philipsburg
5 out of 5 average rating, 25 reviews

Stunning Panoramic Views Of The Ocean & St Barth!

“Villa Senorita” is located in the private residential and secured Mandara Residences. This brand new modern condominium features 164sqm/1766 sqft of interior and exterior space with WIFI throughout. The Condo consists of two master bedrooms with two bathrooms, living room with kitchen area, exterior terrace, and laundry area. All two bedrooms, the living room have unobstructed and breathtaking views of the ocean, Guana Bay Beach, Saint Barthélémy and the beautiful island nature.

Guest favourite
Apartment in Upper Prince's Quarter
5 out of 5 average rating, 13 reviews

Aman_Sky

The unique Aman_Sky is an oasis of calm, luxury and elegance, built into the hillside overlooking the sublime and sparkling Atlantic Ocean and Saint Barth. This a brand new modern property consists of two master bedrooms with two bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. All two bedrooms, the living room have unobstructed views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean, form the focal point of Aman

Top Guest favourite
A sweeping view of the beachfront reveals soft sand and azure waters, dotted with beach chairs and umbrellas. The horizon features mountains and distant boats, while palm trees frame the scene, enhancing the tropical ambiance of this coastal paradise.
Apartment in Philipsburg
5 out of 5 average rating, 13 reviews

Beachfront 2 bedroom apt in Philipsburg

Want to stay on the beach: This luxurious 2 bed - 2 bath apartment on the 4th floor of Oceans Residence is located right on the pristine beach. This gorgeous place with full kitchen has breathtaking views over great bay and the cruiseship terminal. It has direct access to the beach with private beach chairs and umbrellas for you to enjoy. There is a gated parking and an elevator. Add my listing to your wishlist by clicking the❤️ in the upper right corner.

Guest favourite
An aerial view of the villa showcases its modern architecture with a terracotta-tiled roof and expansive outdoor spaces. A large infinity pool reflects the surroundings, while shaded areas with loungers and a fire pit area provide spaces for relaxation and gathering.
Villa in Upper Prince's Quarter
4.95 out of 5 average rating, 118 reviews

The Blue Door Villa - 4 bed ocean view home

At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

Top Guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 185 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top Guest favourite
A panoramic ocean view is captured from the terrace featuring a private heated pool. The crystal-clear water of the pool reflects sunlight, while the vast sea and distant islands are visible under a bright blue sky with scattered clouds.
Apartment in Little Bay
4.94 out of 5 average rating, 145 reviews

Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay

Treat yourself to the stylish and modern ocean view apartment . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea view, climatized private pool, two master suites (one w/Japanes king bed and walking closet), the other with two double size beds (you can join them and make a king bed) and closet and a third room with daybed. All of them with their own bathroom and ocean view. Welcome!

Top Guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Apartment in Indigo bay
4.94 out of 5 average rating, 125 reviews

Independent apartment at the bottom of the villa – Indigo Bay

The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.

Popular amenities for Philipsburg holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Philipsburg?

    Accommodations around Great Bay Beach and Front Street are frequently suggested for their accessibility to shops, dining, and the waterfront. These areas have a lively atmosphere and are suited to a range of travelers.

  • What are the best things to do in Philipsburg with kids?

    Enjoy beach outings at Great Bay Beach, visit local interactive museums, or stroll along the boardwalk where families can sample snacks and play games. Shallow waters often make shoreline swimming approachable for many children.

  • What are some of the best things to do in Philipsburg?

    Philipsburg has a mix of colorful shopping streets, historic sites, and lively beaches. Exploring Front Street, visiting local museums, and relaxing at Great Bay Beach are frequently suggested activities.

  • How is the weather in Philipsburg?

    Philipsburg generally has warm, tropical weather year-round, with temperatures ranging from 74°F to 89°F (23°C to 32°C). Rainfall is higher in late summer and autumn, so a light rain jacket can be practical.

  • When is the best time to visit Philipsburg?

    Late winter through early spring is often recommended for milder temperatures and less rainfall, based on weather patterns. This season also sees local events and lively cultural celebrations.

  • What are the best places to visit in Philipsburg?

    Frequent highlights in Philipsburg include the historic courthouse, Front Street for shopping, and Great Bay Beach for sunbathing. The St. Maarten Museum gives insight into the island’s cultural heritage.

  • What are some hiking trails in Philipsburg?

    Hiking enthusiasts can explore trails that wind through lush hills near Philipsburg, with views of the coast and surrounding nature. Look for routes leading to lookout points or beachside paths for a distinctive island hike.

  • What are some family activities we can do in Philipsburg?

    Families often enjoy visiting local museums, spending time at the beach, and exploring boardwalk areas with games and kid-friendly snacks. Scenic boat tours and glass-bottom boats are also popular for seeing marine life.

  • What are some of the best day trip ideas from Philipsburg?

    Consider exploring coral reefs on a snorkeling tour, discovering nearby French-influenced towns, or visiting markets outside the city. Nature reserves and scenic coastal viewpoints are also frequently suggested excursions.

  • Are there any pet friendly accommodations available in Philipsburg?

    Philipsburg has pet friendly stays, especially among private homes and apartments. Many hosts welcome guests traveling with pets, and the area’s open spaces are suited for walks with dogs.

  • What are some local tips for visiting Philipsburg?

    Start your day early to explore markets and waterfront areas before they get busy. Trying locally rooted foods and chatting with vendors can add depth to your visit, and it helps to have cash on hand for smaller shops.

  • What is Philipsburg known for?

    Philipsburg is known for its vibrant shopping districts, historic sites, and beachfront setting along Great Bay. The city’s blend of Dutch and Caribbean influences shapes its culture, food, and architecture.

  • What are the best hidden gems to explore in Philipsburg?

    Explore local street art in quieter neighborhoods, visit small galleries, or check out open-air markets with handmade crafts. Some travelers find less crowded beach spots around town especially rewarding.

  • What are the best foods to try in Philipsburg?

    Philipsburg has a lively food scene with dishes influenced by Caribbean and French culinary traditions. Frequently suggested options include grilled fish, conch stew, johnny cakes, fresh tropical fruits, and flavors from local beachside eateries.

  • What should I bring for a trip to Philipsburg?

    Pack lightweight clothing, sunscreen, a hat, and comfortable footwear for walking around town and the beaches. Bringing a refillable water bottle and swimwear is also frequently suggested for enjoying the island’s warm weather.

  • What is the nightlife in Philipsburg like?

    Nightlife in Philipsburg spans lively beach bars, open-air clubs along the boardwalk, and casual venues with live music, especially near Great Bay Beach. The social scene is relaxed, and some spots feature Caribbean music and dancing.

  • What are the most popular events or festivals in Philipsburg?

    The Carnival, which takes place around spring, is one of the most popular celebrations in Philipsburg, featuring music, parades, and local food. Other recurring festivities often highlight culture, art, and traditional music throughout the year.

  • Are there family friendly vacation rentals in Philipsburg?

    Philipsburg has a variety of family friendly stays, including apartments and beachfront homes with spacious layouts. Many are located near walkable areas and beach access for convenience.

Quick stats about holiday rentals in Philipsburg

  • Total holiday rentals

    Explore 10 holiday rentals in Philipsburg

  • Nightly prices starting at

    Philipsburg holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Wi-Fi availability

    10 of Philipsburg holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Philipsburg rentals

  • 4.7 Average rating

    Philipsburg stays receive an average rating of 4.7 out of 5 from guests