
Vacation rentals in Philipsburg
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Top-rated vacation rentals in Philipsburg
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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.

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

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.

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

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.

Modern & Cozy 1BR Getaway
Welcome to your peaceful escape in Ebenezer, St. Maarten – just minutes from town, shops, and local dining! This cozy one-bedroom apartment offers a perfect blend of comfort and convenience. Private bedroom w/ queen-size bed Full bathroom Fully Equipped Kitchen Fast WiFi & air conditioning Self check-in for flexibility 📍 Location Highlights: Only 10 minutes to Philipsburg (main town areas) Close to groceries, bakeries, and public transportation Safe and quiet Free Parking

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.

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 !

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

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.

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.

The Colorful Corner
“Stay where the island vibes begin! This bright and spacious apartment sits right at the entrance to town—just a 2-minute stroll to the beach and steps from the vibrant boardwalk filled with beach bars, shops, and restaurants. Everything you need, right around the corner.”
Popular amenities for Philipsburg vacation rentals
Other great vacation rentals in Philipsburg

CONDOstmaarten standard (Adults Only)

Lovely Studio Apartment with Pool & Nature Views!

2 Bedroom Beachfront Condo with Private Pool D 1.1

Horizon (Apt3) – Sea & Pool View, Terrace

Seneca Condo

Sugarbird Nest: Sunrise Ocean Views | Great Bay

Escapes at the Emerald – Airport & Beach Nearby

Villa Blue Roc
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 vacation rentals in Philipsburg

Total vacation rentals
Explore 10 vacation rentals in Philipsburg

Nightly prices starting at
Philipsburg vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 530 verified reviews to help you choose

Wi-Fi availability
10 of Philipsburg vacation 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
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