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 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Philipsburg vacation rentals

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

1. 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 ￥14,633
￥15,365 total
includes taxes & fees
Oct 6 - Oct 7
July Apartments
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

2. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is ￥10,701
￥13,002 total
includes taxes & fees
Oct 14 - Oct 15
MIDTOWN MOTEL SXM
A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

3. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is ￥21,310
￥26,172 total
includes taxes & fees
Oct 6 - Oct 7
The Castle ᴴ
A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

4. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 12 - Oct 13
The Castle ᴷ
A compact living space with a bed, a dining area, and a kitchenette.

5. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 6 - Oct 7
The Castle L - Twin Studio
A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

6. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 6 - Oct 7
The Castle ᴳ
A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

7. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 6 - Oct 7
The Castle f
A bedroom with a bed, bedside table, chair, and artwork on the walls.

8. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is ￥18,942
￥23,614 total
includes taxes & fees
Oct 13 - Oct 14
The Castle ᴶ
A hallway with a decorative gate, potted plants, and a fire extinguisher.

9. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥21,310
￥26,172 total
includes taxes & fees
Oct 6 - Oct 7
The Castle ᴵ
A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

10. Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and helpful. Amenities were abundant."
United States
Robert H.
The price is ￥21,310
￥32,486 total
includes taxes & fees
Oct 6 - Oct 7
Cozy flat on the boardwalk!
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

11. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is ￥23,186
￥35,910 total
includes taxes & fees
Oct 18 - Oct 19
Philips Scott House Calinago
A beach with rows of sun loungers and umbrellas, a pier with a large ship, and a sailboat in the water.

12. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
The price is ￥31,254
￥42,146 total
includes taxes & fees
Oct 6 - Oct 7
Panoramic Ocean View Flat: St Maarten
An infinity pool with a clear view of the sea, a wooden table with food and drinks, and a lounge area with a view.

13. Luxury 4BR Villa w/ Private Pool & Ocean Views

Luxury 4BR Villa w/ Private Pool & Ocean Views
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"This property has a breathtaking view and is in the perfect location—close to stores and just minutes from the beaches.Fritz, the host, was amazing! The island had just gone through a major storm the day before we arrived, and despite the circumstances, Fritz was always available and ready to help with anything we needed. He even offered us an extra day to make up for any inconvenience, which was so thoughtful and appreciated.I would absolutely stay here again and would highly recommend this...
United States
Ms Light T.
The price is ￥91,439
￥192,583 total
includes taxes & fees
Oct 6 - Oct 7
Luxury 4BR Villa w/ Private Pool & Ocean Views
A modern room with a dining area, large windows, and a view of the sea.

14. Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Our stay at Villa Solandra was nothing short of amazing. The check in process was seamless, the communication with the host was always smooth and timely, the villa itself was beautiful. It was clean, great location, and the view is insane. This place was part of the reason we had such a memorable time in St. Maarten. "
United States
Olivia G.
The price is ￥70,098
￥144,908 total
includes taxes & fees
Oct 6 - Oct 7
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A rooftop terrace with a pool, lounge chairs, and a view of the sea.

15. Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥586,275
￥669,597 total
includes taxes & fees
Oct 6 - Oct 7
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

16. 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, (1,311 reviews)
"The staff was very friendly"
United States
Carmelle,
The price is ￥19,548
￥24,669 total
includes taxes & fees
Oct 11 - Oct 12
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.

17. 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 ￥26,738
￥44,920 total
includes taxes & fees
Oct 6 - Oct 7
The Hills Residence
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

18. 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 ￥47,710
￥70,511 total
includes taxes & fees
Oct 14 - Oct 15
condostmaarten by the sea -Adults Only-
A high-rise hotel with a view of the sunset over a marina.

19. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (166 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is ￥21,310
￥23,867 total
includes taxes & fees
Oct 7 - Oct 8
Simpson Bay Suites
A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

20. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (184 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is ￥32,732
￥48,996 total
includes taxes & fees
Oct 19 - Oct 20
Mullet Bay Suites: Your Luxury Stay Awaits
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

The Morgan Resort Spa Village

The Morgan Resort Spa Village

10/10 Excellent
"Beautiful stay with amazing views!"
Nicole 4-night trip
Posted less than an hour ago
The Morgan Resort Spa Village

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:

  • View our selection of featured holiday rentals in Philipsburg
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  • Enter your travel dates to view the best deals on holiday rentals in Philipsburg while they last

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. Some other homes for rent in Philipsburg include LUXURY VILLA! KILLER VIEWS! HIGHEST GUEST RATINGS ON ISLAND! and Villa Flagrantia, Paradise at your pleasure.

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.