Holiday Rentals Philipsburg from £60: 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! KILLER VIEWS! HIGHEST GUEST RATINGS ON ISLAND! 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

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

1. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

includes taxes & fees

19 Nov - 20 Nov

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

Madame's Estate

JoyAnn Carolyn

includes taxes & fees

3 Dec - 4 Dec

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

Downtown Philipsburg

includes taxes & fees

15 Nov - 16 Nov

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 ᴴ

Downtown Philipsburg

Denise W.

includes taxes & fees

15 Nov - 16 Nov

A compact living space with a bed, a dining area, and a kitchenette.

5. The Castle L - Twin Studio

Downtown Philipsburg

includes taxes & fees

15 Nov - 16 Nov

A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

6. The Castle f

Downtown Philipsburg

Pat R.

includes taxes & fees

12 Nov - 13 Nov

A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

7. The Castle ᴳ

Downtown Philipsburg

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, bedside table, chair, and artwork on the walls.

8. The Castle ᴶ

Downtown Philipsburg

Neil C.

includes taxes & fees

15 Nov - 16 Nov

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

Downtown Philipsburg

includes taxes & fees

6 Nov - 7 Nov

A hallway with a decorative gate, potted plants, and a fire extinguisher.

10. The Castle ᴵ

Downtown Philipsburg

includes taxes & fees

4 Dec - 5 Dec

A balcony with a view of the sea, a table, and two chairs.

11. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

includes taxes & fees

6 Nov - 7 Nov

A terrace with wicker furniture, a hanging chair, and a view of boats at a marina.

12. Panoramic Ocean View Flat: St Maarten

Downtown Philipsburg

includes taxes & fees

15 Nov - 16 Nov

A modern room with a dining area, large windows, and a view of the sea.

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

Indigo Bay

Olivia G.

includes taxes & fees

16 Nov - 17 Nov

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

14. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

includes taxes & fees

5 Nov - 6 Nov

A modern kitchen with a dining area, a grey sofa, and a TV.

15. A View of Airplanes, the Beach, and Lolos in Grand-Case

Grand-Case

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

16. The Hills Residence

Simpson Bay

Harold

includes taxes & fees

2 Dec - 3 Dec

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

17. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

includes taxes & fees

15 Nov - 16 Nov

A high-rise hotel with a view of the sunset over a marina.

18. Simpson Bay Suites

Simpson Bay

Manishkumar

includes taxes & fees

6 Nov - 7 Nov

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

19. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

includes taxes & fees

4 Nov - 5 Nov

A balcony with white railings, a bench, and two chairs.

20. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

South Reward

Trevayne

includes taxes & fees

7 Nov - 8 Nov

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Top Philipsburg Hotel Reviews

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"Excellent property! Everything you need, supermarket, car rental, island tours, restaurant, gym, laundry room, are right on the property compound. Super helpful staff and several F&B outlets on property."

Belair Beach Hotel

10/10 Excellent

"This hotel was absolutely perfect for staying in St. Masrten. While the cost was much lower than other options on the island, it didn't feel like I missed out on anything at all. The hotel sits right on the beach, with rooms offering a beautiful view of the ocean. The room I stayed in felt more like an apartment than a hotel, which was quite lovely. It had a full kitchen, dining area, living room, large patio with furniture, and 2 bedrooms each with their own private bathrooms. I also couldn't hear a single sound from any other rooms near me, although the early morning sweeping can be heard through the window. You can also hear the birds singing right around 5am, which in my opinion is the most beautiful sound mixed with the crashing ocean waves. The hotel itself has a perfect convenience store with everything you could need (including alcohol and water) and incredibly helpful and friendly staff. There's a cafe with a bar that serves delicious food, and they have a nice schedule of activities you can participate in if you haven't booked yourself full like I did. The beach itself is astonishingly beautiful. The hotel provides chairs and umbrellas labeled with your room number so nobody steals your spot. They give you cards to trade for a towel when needed, and the towels smell so fresh and clean every time. I even met some partial owners of the hotel who were incredibly kind and offered AMAZING recommendations for food. I will definitely stay here next time I visit."

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 £60 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! 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.

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Check prices for these dates

Our top choices for Philipsburg holiday rentals

1. MIDTOWN MOTEL SXM

2. July Apartments

3. The Castle ᴷ

4. The Castle ᴴ

5. The Castle L - Twin Studio

6. The Castle f

7. The Castle ᴳ

8. The Castle ᴶ

9. Philips Scott House Calinago

10. The Castle ᴵ

11. Cozy flat on the boardwalk!

12. Panoramic Ocean View Flat: St Maarten

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

14. Hilton Vacation Club Royal Palm St. Maarten

15. A View of Airplanes, the Beach, and Lolos in Grand-Case

16. The Hills Residence

17. Mullet Bay Suites: Your Luxury Stay Awaits

18. Simpson Bay Suites

19. condostmaarten by the sea -Adults Only-

20. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Find holiday rentals that suit your style

Top Philipsburg Hotel Reviews

Simpson Bay Resort, Marina & Spa

Find out more about Philipsburg

Explore a world of travel with Expedia

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