Philipsburg vacation rentals

We found 3,282 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 25 homes, 50 apartments, and other vacation rentals in Philipsburg that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll find the amenities you need and want, which might include parking and a washer and dryer. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

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 things to do while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Philipsburg a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Mullet Bay Golf (4.9 mi / 7.9 km)
  • Cuisinart Resort Golf Course (11.3 mi / 18.2 km)

Exploring the beaches and other natural features in Philipsburg

Travelers enjoy Philipsburg for its island views and seaside. Whether you're looking for adventure or just want to take in the scenery, Philipsburg is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Great Bay Beach (0.7 mi / 1.1 km)
  • Little Bay Beach (1.2 mi / 1.9 km)
  • Guana Bay Beach (1.6 mi / 2.5 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

Travelers enjoy Philipsburg for its boating. If you're planning a vacation around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 81°F.

Transportation options to and around Philipsburg

The nearest airport is in Princess Juliana Intl. Airport (SXM), located 4.4 mi (7 km) from the city center. 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 vacation rental?

Among the more in-demand neighborhoods to get a vacation home in Philipsburg is Upper Princes Quarter. Discover a dream stay on Vrbo and explore this area as a local.

What is the most popular type of vacation rental accommodation in Philipsburg?

Villas are the most popular kind of vacation rental in Philipsburg, according to our data. Even if you've got something a little different in mind, Vrbo has properties in a variety of shapes and sizes. Filter our options to find your ideal match.

How much does it cost to rent a vacation rental in Philipsburg?

Different factors can affect how much you pay for a vacation rental in Philipsburg, like the length of stay, season and type of property. However, all our vacation homes have something in common — unbeatable value. Just add your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Philipsburg?

The average price for a vacation home close to the beach in Philipsburg depends on when you're traveling and the type and size of property you're looking for. You can easily and quickly find prices on Vrbo by entering the dates you'll be traveling. Then use our filters to select the number of bedrooms and amenities that you require, like a pool, air conditioning and WiFi.

Are there pet-friendly vacation rentals in Philipsburg?

With 276 properties that welcome pets, your furry buddy can join in the fun on your Philipsburg vacation. Use the filter tool to search our pet-friendly vacation rentals and find the pawfect pad on Vrbo.

Can I rent a house with a pool in Philipsburg?

Pack your swimming gear and pool noodle, because there are 245 houses with a private pool in Philipsburg. Kick back at one of these sought-after vacation rentals and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!

What are popular rental amenities in Philipsburg?

When it comes to rental amenities that guests are looking for in Philipsburg, a beach view, a nearby waterfront and nearby museums are the most popular. With Vrbo vacation rentals, there are options to fit your taste and style, whether you're vacationing with friends, family or even pets.

Are there large group vacation rentals in Philipsburg?

Philipsburg has 42 vacation rentals that can fit 10 or more guests. These stays come with plenty of space to share good times with your favorite people.

Are there vacation rentals in Philipsburg that welcome kids?

Philipsburg has 275 family-friendly vacation rentals to pick from. And securing a stay that welcomes youngsters is a cinch with our "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also get conveniences and perks such as living rooms, yards and private pools.

What are the top attractions for families in Philipsburg?

You'll find loads of fabulous things to do and see with the family in Philipsburg, including:

  • Maho Beach
  • Mullet Bay Beach
  • Grand Case Beach

Are there one-bedroom vacation rentals in Philipsburg?

Philipsburg has 50 one-bedroom rentals available. Usually situated in popular areas due to their compact size, a one-bedroom vacation property is great if you're getting away with a friend or your partner. And with comforts such as kitchens and more privacy than a standard hotel, you'll be able to chill out while enjoying this incredible destination.

Can I find two-bedroom vacation rentals in Philipsburg?

Take off with your besties and enjoy peace, privacy and comfort in one of the 49 two-bedroom vacation homes Philipsburg has to offer.

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