Holiday Rentals Philipsburg from £72: Find Short-Term Rentals & Holiday Accommodations

Q: 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! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES! and Villa Flagrantia, Paradise at your pleasure .

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In two weeks

In two months

In three months

In four months

Our top choices for Philipsburg holiday rentals

The Castle ᴷ

Downtown Philipsburg

includes taxes & fees

8 May - 9 May

The Castle f

Downtown Philipsburg

Pat R.

includes taxes & fees

8 May - 9 May

1 bedroom, iron/ironing board, WiFi, bed sheets

The Castle ᴴ

Downtown Philipsburg

Denise W.

includes taxes & fees

9 May - 10 May

Deluxe Apartment, Courtyard View | Blackout curtains, free WiFi

Philips Scott House Calinago

Downtown Philipsburg

includes taxes & fees

22 May - 23 May

Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, free WiFi

MIDTOWN MOTEL SXM

Downtown Philipsburg

Asheed

includes taxes & fees

28 May - 29 May

Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

includes taxes & fees

11 May - 12 May

Luxury 4BR Villa w/ Private Pool & Ocean Views

Indigo Bay

"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...

Ms Light T.

includes taxes & fees

11 May - 12 May

The Castle L - Twin Studio

Downtown Philipsburg

includes taxes & fees

8 May - 9 May

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Top Philipsburg Hotel Reviews

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"Our condo was ready even though we were early arrivals. The bellman transported us and our gear to the condo, he verified that all keys worked properly before leaving. The housekeeping manager was just finishing her inspection when we arrived. The unit was clean, supplies plentiful, and everything worked as it should. Bonus, there was an ice maker in the fridge with the bin half full of cubes already. All staff on site were pleasant, polite and helpful during our stay. We will definitely be back, and promote it with family and friends "

Sonesta Maho Beach All Inclusive Resort Casino & Spa

2/10 Terrible

"I’m honestly very disappointed with my stay at this hotel. For a place that presents itself as a full-service resort, the lack of basic amenities is frustrating. One of the biggest issues is that there is no room service available at night unless you’re staying on the 9th or 10th floor—which already costs more. What makes it worse is that they don’t even offer the option to pay extra for room service if you’re on a different floor. That kind of restriction feels unnecessary and inconvenient, especially for guests who expect flexibility during their stay. The food overall was just average—nothing memorable or worth going out of your way for. On top of that, there’s no 24-hour sports bar or late-night food option anywhere on the resort, which really limits what you can do in the evenings. For the price and expectations of a resort experience, this fell short. I expected better service, more accessibility, and at least some late-night options. Unfortunately, I wouldn’t recommend staying here based on my experience."

Sea Palace

8/10 Good

"The location was favorable, offering immediate proximity to the waterfront and convenient pedestrian access to several retail establishments. However, the assigned room did not meet my expectations, as it provided a street view rather than the anticipated ocean view. Upon arrival, the room presented a minor odor, which was subsequently addressed and resolved within two days. Overall, the experience was satisfactory."

Belair Beach Hotel

10/10 Excellent

"The Belair Beach hotel was a nice accommodation for our 4 night stay. The beach on the property is beautiful and always had chairs available. It is an older hotel so no bells and whistles, but the staff were all very friendly, the bar/restaurant was very good and has happy hour deals daily! The rooms are clean and spacious. The building itself could use updating for curb appeal but we still loved it and would consider staying here again."

Oceans at Divi Little Bay

4/10 Poor

"Property itself was beautiful.Difficulty accessing bell services.There were multiple instances where no bellkeepers were available. When I approached security at the front for assistance, the interaction was not positive. Female security staff member I encountered appeared dismissive and spoke to me in a manner that felt rude and unprofessional.Asked for help with a bellkeeper and transportation via golf cart to my room, I was told to wait and was physically moved aside while she continued her conversation with someone else. I ultimately walked to my room on my own.When bellkeepers were available, they were courteous and helpful, but the inconsistency in service made arrival and movement around the property inconvenient at times. In contrast, the front desk staff were consistently kind, professional, and accommodating, which I appreciated.The first night of my stay went well, but the second night presented a significant issue. There was a flood in my room caused by the shower.Front desk&maintenance responded by mopping the water &placing towels on the floor.Damaged2pairs of my shoes.I was informed that someone would return to properly fix the shower, but no one ever did.I had to use the shower in my friend’s adjoining roomfor the remainder of my stay.I found the food and beverage options somewhat limiting. Coffee sold on the resort was not enjoyable. For breakfast, I was hoping for a simple option such as porridge, but I was informed that I would need to purchase the buffet"

Divi Little Bay Beach Resort

8/10 Good

"I really enjoyed my stay at the hotel. The property was clean and well maintained, and my room had a beautiful view overlooking the harbor. The room itself was spacious, and I especially loved the large porch where I could relax and enjoy the scenery. Overall, it was a comfortable and pleasant experience, and I would definitely stay there again."

Panorama Residences at Monte Vista

10/10 Excellent

"I had a wonderful stay at Panorama Residences in St. Maarten! The property itself is absolutely beautiful, with stunning views that truly elevate the entire experience. The space was clean, comfortable, and felt like the perfect blend of relaxation and luxury—exactly what I was looking for during my trip. A special thank you to Nickey, the host, who was incredibly responsive, kind, and helpful throughout my stay. Communication was smooth from start to finish, and any questions or needs I had were handled quickly and professionally, which made everything stress-free. The location was also a huge plus—conveniently situated on a private hill, however, with still access to nearby beaches, restaurants, and activities while still offering a peaceful and private atmosphere. Overall, I highly recommend Panorama Residences to anyone visiting St. Maarten. I would absolutely stay here again!"

Find out more about Philipsburg

Everything you need to know about Philipsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Philipsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Philipsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Philipsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Philipsburg. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Philipsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Philipsburg holiday rentals we have selected for you start as low as £72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Philipsburg rentals

At Expedia, we put the best Philipsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Philipsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Philipsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Philipsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES! and Villa Flagrantia, Paradise at your pleasure.

How many holiday rentals are there in Philipsburg?

Choose from 20 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 Front Street District.

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.

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Check prices for these dates

Our top choices for Philipsburg holiday rentals

The Castle ᴷ

The Castle f

The Castle ᴴ

Philips Scott House Calinago

MIDTOWN MOTEL SXM

Cozy flat on the boardwalk!

Luxury 4BR Villa w/ Private Pool & Ocean Views

The Castle L - Twin Studio

The Castle ᴳ

July Apartments

The Castle ᴵ

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

1-Bedroom Loft Apartment in Point Blanche

Cosy (Apt7) - Patio, Sea View and pool

Panoramic Ocean View Flat: St Maarten

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Delight (Apt4) - Amazing Sea View # 1 bedroom

Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms

Sunset (Apt5) Terrace & Sea View # 2 bedrooms

Find holiday rentals that suit your style

Top Philipsburg Hotel Reviews

Simpson Bay Resort, Marina & Spa

Find out more about Philipsburg

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