1. Sint Maarten
  2. Philipsburg
  3. Short Term Stay

Philipsburg Short Term Stay

Why Choose Rent By Owner for your Philipsburg Short Term Stay?

What makes our Short Term Stay special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Philipsburg

When should you plan your Short Term Stay stay?

Choosing the optimal time to visit this vibrant Caribbean destination can enhance your experience, as the region offers favorable weather and lively local events during specific seasons, making it ideal for memorable short term stays here.

Peak Season Highlights

spring
December to April

During the peak season, this destination experiences warm, sunny weather that is ideal for enjoying the beach and outdoor activities. You’ll find the area lively with many visitors seeking the perfect Caribbean escape.

Average Temperature Daytime: 27°C to 30°C - Nighttime: 21°C to 24°C
spring
June to August

Another popular time to visit is mid-summer, when the region’s vibrant atmosphere and festive events draw travelers looking for lively entertainment and cultural experiences.

Average Temperature Daytime: 29°C to 32°C - Nighttime: 23°C to 25°C

Off-Season Highlights

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May and November

The shoulder months offer a quieter atmosphere with fewer tourists, making it a great opportunity to enjoy more relaxed accommodations and explore at your own pace.

Average Temperature Daytime: 27°C to 29°C - Nighttime: 21°C to 23°C
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September to October

During these months, you may experience occasional showers and higher humidity, but the region remains tranquil, providing an ideal setting for those seeking solitude and lower rates on accommodations.

Average Temperature Daytime: 28°C to 30°C - Nighttime: 22°C to 24°C

Weekly Weather Forecast for Philipsburg

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to cool off in the warm Caribbean sun.
  • Relax on a spacious balcony or terrace with panoramic views of the area’s scenic landscapes.
  • Make use of well-maintained gardens or lush yard spaces perfect for outdoor lounging.
  • Take advantage of outdoor dining areas, ideal for savoring meals al fresco.
  • Utilize barbecue grills for outdoor cooking and social gatherings under the open sky.
  • Access dedicated parking spaces within the grounds for added convenience during your stay.
  • Benefit from close proximity to beaches and outdoor recreational activities available in the region.
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Family Activities

  • Beaches and Water Sports: Spend quality family time relaxing on the pristine sands or enjoying water activities such as snorkeling and paddleboarding, which are perfect for all ages.
  • Fort Amsterdam Tours: Explore this historic fortress that offers engaging guided tours, providing both education and entertainment for the entire family.
  • Marina and Yacht Excursions: Take a boat trip from the marina to discover nearby islands or enjoy a scenic cruise, ideal for creating memorable family moments.
  • Shopping and Dining Districts: Stroll through lively streets filled with family-friendly shops and restaurants, allowing you to indulge in local cuisine while shopping for souvenirs.
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Adult Activities

  • Shopping at the Boardwalk: Explore the vibrant shopping scene along the boardwalk, offering a variety of local stores, boutiques, and duty-free shops to enjoy during your stay.
  • Relaxing on Great Bay Beach: Unwind on this popular beach destination with soft sands and calm waters, perfect for sunbathing or a refreshing swim right in the heart of the area.
  • Snorkeling Adventures: Discover the colorful marine life just off the coast through guided snorkeling tours that showcase the region’s rich underwater scenery.
  • Cultural Experiences: Delve into local history and Caribbean traditions by visiting nearby cultural sites and engaging with the area's vibrant community.

Philipsburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local cuisine: Take advantage of the region’s vibrant food scene by trying authentic dishes at local eateries to fully immerse yourself in this destination’s culinary culture.
  • Plan water-based activities: Remember that the area offers excellent opportunities for snorkeling, sailing, and other water sports, so packing appropriate gear can help you make the most of your seaside adventure.
  • Visit the nearby beaches: Spend your days relaxing or enjoying water activities on the pristine beaches surrounding your accommodation, ensuring a true coastal experience.
  • Utilize transportation options wisely: Consider renting bikes or scooters to explore the region conveniently and enjoy scenic routes that reveal the area’s natural beauty.

Transportation Options

  • Rental Cars: Renting a car here offers the flexibility to explore both this destination and the surrounding area at your own pace, making it a popular choice for short term stays.
  • Taxis and Rideshare Services: Convenient and readily available, taxis and rideshare options provide quick transportation around the region without the need for personal vehicle ownership.
  • Public Buses: The local bus network is an economical way to travel within the area, connecting key points of interest and nearby destinations efficiently.
  • Water Taxis and Ferries: For scenic routes and island-hopping adventures, water taxis and ferries offer a unique and enjoyable transportation option in this coastal destination.

Local Customs Options

  • Local Greetings: In this Caribbean destination, it is customary to greet others with a warm handshake or a friendly "Bonjour" as a sign of respect and friendliness.
  • Celebration of Carnival: Participating in lively Carnival festivities reflects the region's vibrant culture and is a popular tradition during the festive season here.
  • Respect for Cultural Heritage: Visitors are encouraged to honor local customs and traditions, including modest attire when visiting cultural sites in the area.
  • Food Etiquette: Sharing meals and enjoying local dishes together demonstrates generosity and hospitality, integral to the social fabric of this destination.

Frequently Asked Questions About Philipsburg Short-term Rentals

2. How many Short Term Stays are available in Philipsburg?

Currently, the total number of properties listed by RBO in 2026 is over 60 in the Philipsburg area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in Philipsburg. 

3. What is the cancellation policy for short term stays in this area?

The cancellation policy varies depending on the individual listing. You should review the specific terms provided in the property details or contact the owner directly to understand the cancellation options and any applicable fees.

4. How do I find the best short term stay with flexible booking options?

To find a flexible accommodation, use the filter options available on the listing platform to select properties offering free cancellation or flexible booking policies. Reading guest reviews and contacting hosts can also help ensure your plans can adapt if needed.

5. Are pets allowed during my short term stay in the region?

Pet policies differ between properties. It's recommended to check the specific listing details or reach out to the property owner to confirm whether pets are permitted during your stay.

6. What amenities are typically included in short term rentals here?

Amenities vary by property, but common features include Wi-Fi, air conditioning, fully equipped kitchens, and private outdoor spaces. Be sure to review the listing's amenities section for precise information on what is included.

7. How do I ensure my reservation is secure when booking online?

Booking through a reputable platform offers secure payment options and verified listings. Always read reviews, verify the host's credentials, and communicate through the platform to protect your reservation and personal information.

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