A coastal town with a beach, rocky shoreline, and a mountain in the background.

Philipsburg Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Philipsburg vacation rentals

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

1. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
The price is P4,572
P5,487 total
includes taxes & fees
Sep 26 - Sep 27
MIDTOWN MOTEL SXM
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

2. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is P5,814
P6,105 total
includes taxes & fees
Sep 24 - Sep 25
July Apartments
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

3. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is P9,595
P14,650 total
includes taxes & fees
Sep 24 - Sep 25
Philips Scott House Calinago
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

4. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,306 reviews)
"Perfect location."
United States
Andre
The price is P9,009
P11,106 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Vacation Club Royal Palm St. Maarten
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

5. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is P10,623
P17,847 total
includes taxes & fees
Oct 4 - Oct 5
The Hills Residence
A high-rise hotel with a view of the sunset over a marina.

6. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is P7,620
P8,535 total
includes taxes & fees
Sep 25 - Sep 26
Simpson Bay Suites
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

7. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is P18,956
P28,015 total
includes taxes & fees
Oct 14 - Oct 15
condostmaarten by the sea -Adults Only-
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Philipsburg Hotel Reviews

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!"
Ninoska 5-night trip
Posted 3 hours ago
Simpson Bay Resort, Marina & Spa

Find out more about Philipsburg

Search for holiday rentals in Philipsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Philipsburg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Philipsburg!

Frequently asked questions

Can I find vacation rentals in Philipsburg?

Yes, we give you a choice of vacation rentals close to well known local attractions in Philipsburg, or you can select a secluded option if you'd like a relaxing place to stay. Visitors like the array of shops and scenic seaside in Philipsburg. While you're in the area, you can also enjoy the top-notch restaurants and entertainment venues.

What's the top vacation rental in Philipsburg?

Philips Scott House Calinago: Visitors like this Philipsburg vacation home rental. It is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Philipsburg?

Choose from 23 Expedia vacation rentals in Philipsburg for a memorable vacation.

What can I see and do in Philipsburg?

Great Bay Beach and Little Bay Beach are a couple of scenic spots to enjoy the outdoors, whereas Museum of Sint Maarten is one of the cultural attractions. Other places in town to visit include Port of St. Maarten and Rainforest Adventures St. Maarten.

What are vacation rentals like in Philipsburg?

Vacation rentals are privately owned properties you can reserve for several days or longer in Philipsburg. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.