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

Philipsburg Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Philipsburg holiday rentals

A hotel room with a bed, a desk with chairs, a television, and a balcony with curtains.

1. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (76 reviews)
"The place was amazing"
United States
brenton
The price is HK$572
HK$686 total
includes taxes & fees
18 Nov - 19 Nov
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, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is HK$953
HK$1,001 total
includes taxes & fees
16 Nov - 17 Nov
July Apartments
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.

3. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$941
HK$1,111 total
includes taxes & fees
16 Nov - 17 Nov
The Castle ᴷ
A compact, white front-loading washer and dryer unit in a corner of a room with a tiled floor and a small potted plant.

4. 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 HK$941
HK$1,111 total
includes taxes & fees
23 Nov - 24 Nov
The Castle ᴶ
A room with a bed, a dining table with chairs, a small table with a plant, and a painting on the wall.

5. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is HK$941
HK$1,111 total
includes taxes & fees
16 Nov - 17 Nov
The Castle ᴳ
A compact kitchen with white cabinets, a microwave, a refrigerator, a gas stove, and a trash bin.

6. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is HK$941
HK$1,111 total
includes taxes & fees
16 Nov - 17 Nov
The Castle L - Twin Studio
A hallway with white walls, two large potted plants, a decorative wall, and a ceiling light.

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 HK$941
HK$1,111 total
includes taxes & fees
16 Nov - 17 Nov
The Castle f
A compact kitchen with white cabinets, a stainless steel refrigerator, a stove, and a dining table with chairs.

8. 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 HK$1,059
HK$1,238 total
includes taxes & fees
16 Nov - 17 Nov
The Castle ᴴ
A bedroom with a bed, a TV mounted on the wall, a small fridge, and a bedside table with a lamp.

9. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is HK$1,080
HK$1,689 total
includes taxes & fees
16 Nov - 17 Nov
Philips Scott House Calinago
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 HK$1,177
HK$1,687 total
includes taxes & fees
21 Nov - 22 Nov
Cozy flat on the boardwalk!
A hallway with a decorative gate, potted plants, and a fire extinguisher.

11. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,059
HK$1,238 total
includes taxes & fees
22 Nov - 23 Nov
The Castle ᴵ
A beach with palm trees, a pier, and a mountain in the background.

12. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
Panoramic Ocean View Flat: St Maarten
A spacious room with a dining area, a sofa, and a TV.

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.
Luxury 4BR Villa w/ Private Pool & Ocean Views
A dining area with a view of the ocean, a white sofa, and a TV on the wall.

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 HK$4,741
HK$8,477 total
includes taxes & fees
27 Nov - 28 Nov
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
A beach with lounge chairs and a thatched umbrella.

15. 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, (1,339 reviews)
"It was nice"
United States
Prem
The price is HK$1,594
HK$1,870 total
includes taxes & fees
2 Dec - 3 Dec
Hilton Vacation Club Royal Palm St. Maarten
A high-rise hotel with a view of the sunset over a marina.

16. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (170 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is HK$1,059
HK$1,186 total
includes taxes & fees
17 Nov - 18 Nov
Simpson Bay Suites
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

17. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (44 reviews)
"Every thing was perfect, clean , quiet,beautiful views, definitely on my list to revisit.The host was very informative about the whole process he was very polite guy"
United States
Elouise
The price is HK$3,048
HK$4,317 total
includes taxes & fees
16 Nov - 17 Nov
condostmaarten by the sea -Adults Only-
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

18. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is HK$777
HK$1,185 total
includes taxes & fees
16 Nov - 17 Nov
Beach Front Studio C3
A modern living room with a glass table, blue sofas, and a view of the sea.

19. 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, (186 reviews)
"Breakfast was good. Some of the staff were ok, others were fantastic!"
Canada
Susan
The price is HK$2,008
HK$2,817 total
includes taxes & fees
17 Nov - 18 Nov
Mullet Bay Suites: Your Luxury Stay Awaits
A pool area with lounge chairs and a stone wall.

20. Modern apartment with shared pool and generator (2-2B)

Modern apartment with shared pool and generator (2-2B)
Simpson Bay
The price is HK$992
HK$1,756 total
includes taxes & fees
16 Nov - 17 Nov
Modern apartment with shared pool and generator (2-2B)
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

Seaview Beach Hotel

Seaview Beach Hotel

10/10 Excellent
"We use this hotel on a regular basis to put our yacht crew in for 1 or 2 nights and they are always so helpful and friendly. It's a clean, air conditioned room with a comfy bed, good enough for a night or 2 for sure!"
Heidi 1-night trip
Posted 1 day ago
Seaview Beach Hotel

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 holiday rentals in Philipsburg?

Yes, there are holiday rentals close to the most popular sights in Philipsburg, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Philipsburg has to offer?

Philips Scott House Calinago: This highly rated holiday home rental in Philipsburg is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as 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 holiday rentals are there in Philipsburg?

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

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 holiday rentals like in Philipsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Philipsburg. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.