533+ Private Villas and Holiday Rentals in Philipsburg |
  1. Sint Maarten
  2. Philipsburg

Philipsburg Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Philipsburg

Discover more than 533 vacation rentals available in Philipsburg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Philipsburg.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Philipsburg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Philipsburg. On average, places to stay near Philipsburg offer 992.23 ft², with nightly prices averaging US $630.

With Casai, finding and comparing holiday rentals in Philipsburg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Philipsburg

Type Count
Holiday Apartments 177
Villas 160
Vacation Homes 92

Use these Quick Filters to Find a Holiday Rental in Philipsburg

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Philipsburg.

Weather in Philipsburg, SX

View the weather forecast for Philipsburg before booking your Philipsburg Vacation Rentals to confirm your best time to go.

December - February
High 85°F       Low 69°F
March - May
High 87°F       Low 72°F
June - August
High 89°F       Low 76°F
September - November
High 88°F       Low 73°F

Top Attractions Around Philipsburg, SX

Casai offers a large selection of top attractions around Philipsburg . Research things to do on your vacation before you visit Philipsburg.


Great Bay Beach
Guana Bay Beach
University of St. Martin
Fort Amsterdam
Philipsburg Courthouse
Little Bay Beach
Sint Maarten Park
Cyrus Wathey Square
Museum of Sint Maarten
Guana Bay
Yoda Guy Movie Exhibit
Maho Beach
Mullet Bay Beach
American University of the Caribbean
Kim Sha Beach
Cupecoy Beach
Dawn Beach
Simpson Bay Beach
Starz City Casino

Other Places to Stay in Philipsburg, SX


Sint Maarten 1,591 Properties
Great Bay Beach 1,065 Properties
Madame's Estate 1,054 Properties
Philipsburg Boardwalk 1,027 Properties
Vineyard 780 Properties
Upper Prince's Quarter 342 Properties
Little Bay 141 Properties
Maho 98 Properties
Indigo Bay 60 Properties
Cay Bay Hill 60 Properties
Belair 34 Properties
Point Blanche 27 Properties

Frequently Asked Questions About Philipsburg?

What are the top holiday rentals in Philipsburg?

With numerous options available in Philipsburg, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Philipsburg:

How many holiday rentals have private pools in Philipsburg?

Discover a selection of holiday rentals with private pools near Philipsburg with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Philipsburg are best for families?

If you're searching for a family-friendly holiday home in Philipsburg, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Philipsburg:

How many Casai.com holiday rentals are available in Philipsburg?

As of 2025, Casai boasts over 533 properties listed in the Philipsburg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Philipsburg.

Nearby Neighborhood (9) 
Neighborhood Property Count
Indigo Bay Vacation Rentals in Philipsburg 60
Belair Vacation Rentals in Philipsburg 34
Point Blanche Vacation Rentals in Philipsburg 27
Vineyard Vacation Rentals in Philipsburg 780
Red Pond Estates Vacation Rentals in Philipsburg 671
Madame's Estate Vacation Rentals in Philipsburg 1054
Sucker Garden Vacation Rentals in Philipsburg 796
Fort William Vacation Rentals in Philipsburg 1015
Hope Estate Vacation Rentals in Philipsburg 777

People Also Ask

There are 533 Philipsburg, SX Holiday Rentals

Recently Booked Holiday Rentals in Philipsburg