
Holiday rentals in Philipsburg
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Philipsburg
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

3 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 2 Bedroom option here on Airbnb.

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

Villa Blue Roc
This luxurious villa is located in a secure residence with a breathtaking view, facing the ocean and the island of St Barthelemy, perched on the heights of Dawn Beach, 15 minutes from the famous beaches/restaurants of Orient Bay and Grand Case in the French part. The villa is also 5 minutes from the Dutch capital, Philipsburg, a must for shopping. Thanks to the large outdoor spaces and the infinity pool, this villa will offer you an unforgettable stay.

Beautiful bright apartment, lagoon view in Simpson Bay
Enjoy an unforgettable stay in this comfortable apartment overlooking the lagoon. The accommodation has a pleasant living space, carefully furnished for your comfort. The balcony will allow you to enjoy your meals or a coffee facing the lagoon, with a soothing view at any time of the day. The kitchen is fully equipped. Located in a quiet residence, you are close to the beaches, restaurants, shops and must-see activities of the island.

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!

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.

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.

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.
Popular amenities for Philipsburg holiday rentals
Other great holiday rentals in Philipsburg

Aman_Aria

Luxurious Hidden Pearl - Private Pool

Paradise Getaway With Best View of SXM!

07 yellow cliff

Horizon (Apt3) – Sea & Pool View, Terrace

Ocean Sunset Retreat

Cozy Cabanita, in lush tropical garden with pool

Seneca Condo
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
Destinations to explore
- San Juan Holiday rentals
- Fajardo Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Sainte-Anne Holiday rentals
- Humacao Holiday rentals
- Les Trois-Îlets Holiday rentals
- Dorado Holiday rentals
- Cabo Rojo Holiday rentals
- LoĂza Holiday rentals
- Fort-de-France Holiday rentals





