Philipsburg holiday lettings

We found 3,230 holiday rentals — enter your dates for availability

Discover a selection of 73 apartments, 29 flats and other holiday rentals in Philipsburg that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Philipsburg

Showing deals for:22 May - 29 May

Image gallery for Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach

Exterior
9.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach

Philipburg

8% off
Price is £4,249
for 7 nights, 1 villa
£607 per night
includes taxes & fees
Spacious, Modern 6-Bedroom Villa in Lovely Dawn Beach

Find spaces that suit your style

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    Enjoy full kitchens, pools, gardens and more

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Head to the captivating city of Philipsburg

Enjoy the entertainment and other features of Philipsburg. Well known for its beaches, shopping and island views, this romantic city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Philipsburg

Are you searching for attractions to visit while you're in town? Venture out of your holiday home and check out everything that Philipsburg has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mullet Bay Golf (4.9 mi / 7.9 km)
  • Aurora International Golf Club (11.4 mi / 18.3 km)

Exploring the beaches and other natural features in Philipsburg

Travellers enjoy Philipsburg for its island views and seaside. Whether you're an adventurous traveller or just want to appreciate the scenery, Philipsburg is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (4.9 mi / 7.8 km)
  • Great Bay Beach (0.7 mi / 1.1 km)
  • Little Bay Beach (1.2 mi / 1.9 km)
  • Dawn Beach (2.4 mi / 3.9 km)
  • Kim Sha Beach (3.1 mi / 4.9 km)
  • Flamingo Beach (3.2 mi / 5.2 km)

Seasonal weather in Philipsburg

Travellers enjoy Philipsburg for its boating. If you're planning a holiday around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 27°C.

Transport options to and around Philipsburg

The nearest airport is in Philipsburg (SXM-Princess Juliana Intl.), located 4.4 mi (7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Grand Case (SFG-L'Esperance), which is 5 mi (8.1 km) away.

Frequently asked questions

What is the best area to stay in Philipsburg when booking a holiday rental?
When considering where to stay in Philipsburg, Sint Maarten, the heart of the town is an excellent choice for holiday rentals. This vibrant area is bustling with life and offers a plethora of amenities and attractions. You'll find a variety of properties ranging from charming apartments to more luxurious villas, suiting different tastes and budgets.

Staying in the centre allows easy access to the stunning Great Bay Beach, known for its soft white sands and crystal-clear waters, great for sunbathing and water sports. Just a short stroll away, you can explore the lively Front Street, famous for its duty-free shopping and delightful restaurants, making it an ideal spot for both relaxation and entertainment.

Another appealing aspect of central Philipsburg is its proximity to historical sites such as Fort Amsterdam, which provides a glimpse into the island's past and offers breathtaking views of the coastline.
How much does it cost to rent a holiday home in Philipsburg?
Prices for holiday rentals in Philipsburg vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Philipsburg to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Philipsburg holiday house rentals?
You can find great discounts on house rentals in Philipsburg on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Philipsburg?
For renting a beach house in Philipsburg, the area along Great Bay Beach is a prime choice, offering a vibrant setting with stunning views of the Caribbean Sea. This stretch is popular among travellers for its proximity to the town's lively restaurants, bars, and shops, making it ideal for those looking to immerse themselves in local culture. Many beachfront properties in this region come with amenities such as private balconies, outdoor seating areas, and easy beach access, allowing guests to enjoy the sun and surf right at their doorstep.

Additionally, the nearby Little Bay Beach presents a more tranquil alternative, featuring holiday rentals that often include features like swimming pools, BBQ facilities, and kitchenettes for convenient self-catering. This area is great for families or groups seeking a quieter retreat while still being a short distance from the bustling town centre.

For those who enjoy water sports, rentals close to the beach often provide access to activities like snorkelling and kayaking, enhancing the overall experience. The scenic surroundings and proximity to local attractions, including historical sites and nature parks, further enrich the appeal of beach house rentals in Philipsburg.
Are there any houseboat rentals in Philipsburg?
In Philipsburg, there are several houseboat rentals available, offering a great experience for travellers looking to enjoy the beauty of the Caribbean from the water. These houseboats are typically located in scenic areas close to the vibrant beachfront and within easy reach of local attractions such as the historic Fort Amsterdam and the lively shops along Front Street.

Travellers can expect amenities like fully equipped kitchens, comfortable living spaces, and outdoor decks for sunbathing or dining al fresco. Many houseboats also provide easy access to water activities, making them ideal for those wanting to explore the crystal-clear waters or relax in the picturesque surroundings of Philipsburg.
What is the most popular type of holiday rental accomodation in Philipsburg?
In Philipsburg, villas are the most popular type of holiday rental, with around 234 available throughout the area. These luxurious accommodations typically feature spacious layouts, private pools, fully equipped kitchens, and stunning views of the Caribbean Sea, making them great for travellers seeking a lavish getaway. Apartments also have a significant presence, with approximately 162 options scattered across the city, often equipped with modern amenities like kitchenettes, comfortable living spaces, and balconies to enjoy the warm climate.

Condos are another appealing choice, with about 69 rentals offering convenient access to beaches and local attractions. These generally come with shared facilities such as pools and gyms. For those looking for a more great experience, around 39 holiday houses provide a homely atmosphere, often featuring outdoor spaces for gatherings. Additionally, there are several houseboats available, offering an unconventional stay on the water.
Are there any family house rentals in Philipsburg?
In Philipsburg, Sint Maarten, there is a robust selection of family-friendly house rentals, with around 78 options available. This vibrant area, known for its stunning beaches and lively option, offers numerous properties that cater to families. Many homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play.

Visitors can enjoy the proximity to local attractions, such as the beautiful Great Bay Beach, where families can indulge in water sports or simply relax in the sun. The area's shopping and dining options along Front Street provide ample opportunities to explore local culture and cuisine.
Can I rent a holiday home with a pool or hot tub in Philipsburg?
In Philipsburg, Sint Maarten, there are plenty of holiday homes available for rent that boast pools and hot tubs, with around 110 options to choose from. This vibrant area is known for its beautiful beaches and lively option, making it an ideal destination for those seeking relaxation and fun in the sun.

Travellers can expect a range of amenities in these rentals, including private swimming pools, inviting hot tubs, and spacious outdoor areas great for lounging. Many properties also feature fully equipped kitchens, allowing guests to prepare their own meals, as well as comfortable living spaces for relaxing after a day of exploring.

Additionally, the proximity to Philipsburg's bustling waterfront, shops, and restaurants enhances the experience, offering both convenience and the opportunity to enjoy local cuisine and culture.
Can I find long-stay holiday rentals in Philipsburg?
A long-stay holiday rental in Philipsburg is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Philipsburg?
In Philipsburg, there are a number of pet-friendly house rentals available, with a total of 26 options to choose from. Many of these holiday homes are situated close to the beach, offering stunning views of the Caribbean Sea and easy access to sandy shores. Travellers can expect amenities such as fully equipped kitchens, private pools, and spacious outdoor areas, great for enjoying the warm climate and relaxing after a day of exploring.

The area around Philipsburg is vibrant, with a variety of local shops, restaurants, and cultural attractions. Additionally, nearby beaches like Great Bay and Little Bay offer opportunities for water sports and sunbathing, making it a delightful destination for both pets and their owners.
Are there any remote work holiday rentals in Philipsburg?
In Philipsburg, Sint Maarten, there is a substantial selection of remote work holiday rentals available, with approximately 438 options to choose from. This vibrant capital city is well-suited for those looking to blend work and leisure, offering a variety of properties equipped with essential amenities for remote working. Many rentals feature complimentary Wi-Fi, dedicated workspaces with desks, and comfortable living areas, ensuring a conducive environment for productivity.

The area is renowned for its stunning beaches, lively option, and rich cultural experiences. Rentals are often located within easy reach of local attractions such as the historic Fort Amsterdam and the bustling Front Street, where visitors can enjoy shopping and dining. Additionally, many properties boast outdoor spaces, such as balconies or terraces, great for taking breaks while enjoying the beautiful Caribbean views. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Philipsburg holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Philipsburg with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Philipsburg?
In Philipsburg, popular rental amenities include kitchens, allowing guests to prepare their own meals, and onsite parking for added convenience. Many properties also feature private balconies, great for enjoying the warm Caribbean breeze and scenic views. Additionally, a good number of rentals come equipped with coffee and tea makers, ensuring that guests can start their day with a warm beverage. For those looking to relax, private pools are a sought-after amenity, providing a refreshing escape in the tropical climate.
When is the best time to visit Philipsburg for a holiday rental?
The most popular time to visit Philipsburg for a holiday rental is during the peak season from July to September. This vibrant period attracts visitors seeking to bask in the beautiful Caribbean sun, with July being the most popular month. Expect a lively option filled with various cultural events, beach activities, and opportunities to explore the stunning coastline.

During these summer months, temperatures typically hover around 28 to 32 degrees Celsius, making it ideal for sunbathing, swimming, and engaging in water sports. The warm weather creates superb conditions for enjoying Philipsburg's picturesque beaches and vibrant nightlife, ensuring that adventure seekers and relaxation enthusiasts alike will find plenty to love.

For those considering a budget-friendly option, February presents an excellent opportunity to experience Philipsburg at a more leisurely pace. This low season offers a quieter atmosphere, allowing for more intimate exploration of the island's charming shops and local cuisine. While the weather remains warm, with temperatures averaging around 26 degrees Celsius, you can enjoy the serene beauty of Philipsburg without the bustling crowds.
How early should I book a Philipsburg holiday rental?
Book your Philipsburg holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Philipsburg?
In Philipsburg, Sint Maarten, visitors can enjoy a variety of attractions that showcase the island's unique culture and natural beauty. The picturesque Great Bay Beach is a prominent highlight, offering soft sands and crystal-clear waters, superb for sunbathing and water sports. Nearby, the bustling Front Street is known for its vibrant shops, restaurants, and local markets, where travellers can find everything from souvenirs to gourmet meals.

Another must-visit is Fort Amsterdam, a historic site that provides stunning views of the bay and the surrounding area, along with insights into the island's historic past. For those interested in local history, the Sint Maarten Museum is located in Philipsburg and presents exhibits on the island's heritage and culture.

Additionally, visitors can explore the scenic boardwalk along the beach, dotted with lively bars and eateries, making it an ideal spot for enjoying the sunset.
Can I change or cancel my Philipsburg home rental booking on Vrbo?
To find Philipsburg holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Philipsburg holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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