Holiday rentals in Philipsburg
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Top-rated holiday rentals in Philipsburg
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Sunrise Over St. Barths
BRAND NEW CONDO in a quiet gated community! "Sunrise Over St. Barths" is an oasis of luxury and elegance, built into the hillside overlooking the Atlantic Ocean and St Barth. Enjoy the sunrise every morning in this modern property consisting of 2 master bedrooms with 2 bathrooms, living room with fully equipped kitchen, exterior terrace and laundry area. Each bedroom and the living room have unobstructed panoramic views of the ocean. A breathtaking infinity pool and a sundeck overlook the ocean.
Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!
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.
Luxurious Hidden Pearl - Private Pool
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand-new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. The outdoor space is beautifully set up and we offer a BBQ if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.
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.
La Vie Luxury Getaway
Just imagine this, walking into a spacious, contemporary/cozy apartment with panoramic views over the hills, the zipline, both ponds (salt and sweet water), philipsburg and the harbor with the cruiseships. After a day of exploring you can come back home, take a shower in a luxury bathroom and enjoy the sunset from the hottub while either a private chef or a family member prepares a meal. The apartment is put together with love which I hope you can feel present while staying there.
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.
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.
07 yellow cliff
07 YELLOW CLIFF is a brand-new, stylish two-bedroom with breathtaking views of the ocean and a beautiful panoramic of Cul de sac, Orient bay, Tintamarre island and St. Barths from your private terrace. Bright, fully equipped, and tastefully decorated, it offers comfort and elegance with easy access and parking at your door. Enjoy a tranquil setting close to beaches, restaurants, and shops — the perfect spot for couples, friends, or family to relax and soak in paradise
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.
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 !
Spacious Studio apartment
Soak up the warmth of a cozy spacious studio apartment within walking distance ( no more then 10 minutes) to the capital of St.Maarten Philipsburg where you can find restaurants , shopping or you can enjoy a day laying on the Great Bay Beach. There is a private outside sitting area where you can enjoy a cigarette, a glass of wine or just a quiet moment.
Popular amenities for Philipsburg holiday rentals
Other great holiday rentals in Philipsburg
Great Bay view charming Apt!
Ocean's Edge
Horizon (Apt3) – Sea & Pool View, Terrace
3-Bedroom Home In Philipsburg, Near the Beach
Cozy 2BR Apartment w/Sofa Bed
Barefoot Villas GreatBay View in Hot Tub & Balcony
Villa Blue Roc
2 Bedroom Ocean Front Villa, Private Infinity Pool
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 $77 SGD 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