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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.

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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
4.94 out of 5 average rating, 78 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.

Superhost
A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.
Flat in Upper Prince's Quarter
4.91 out of 5 average rating, 97 reviews

Relaxing Hideaway w/ Great Views

Escape to tranquility in our remote 2-bedroom modern apartment perched atop a hill for those who desire serenity in a contemporary clutter free haven. From our expansive terrace, soak in the breathtaking sunrises, sunsets and unparalleled vistas of the Caribbean Sea. This meticulously designed space offers unobstructed panoramic ocean views of St. Barts, Saba, and Statia. Immerse yourself in the beauty of nature while still enjoying modern amenities in this secluded yet accessible haven.

Top guest favourite
Villa in Philipsburg
5 out of 5 average rating, 11 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
Flat in Simpson Bay
5 out of 5 average rating, 241 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, 31 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
Flat in Upper Prince's Quarter
5 out of 5 average rating, 28 reviews

Aman_Aria

This unique place has a style all its own, newly built, contemporary retreat features two elegant master bedrooms, each with its own private bathroom, a spacious living area seamlessly connected to a fully equipped kitchen, an inviting outdoor terrace. Every bedroom and the living room offer uninterrupted vistas of the mesmerizing ocean. The heart of Aman is its spectacular infinity pool and sun-drenched deck, inviting you to relax while soaking in breathtaking panoramas.

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.
Flat in Philipsburg
5 out of 5 average rating, 14 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 cruise ship 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, 119 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
4.99 out of 5 average rating, 190 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

Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.95 out of 5 average rating, 59 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

Guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 175 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 !

Top guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 94 reviews

Barefoot Villas GreatBay View in Hot Tub & Balcony

Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.

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 ÂŁ45 per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Wifi availability

    10 of Philipsburg holiday rentals include wifi 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

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