Philipsburg Vacation Rentals from $84: Search Short-Term Rentals

Q: 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 Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche and LUXURY VILLA! KILLER VIEWS! HIGHEST GUEST RATINGS ON ISLAND! .

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In two weeks

In two months

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Our top choices for Philipsburg vacation rentals

Deluxe Double Room | Down comforters, WiFi (free), bed sheets

1. July Apartments

Madame's Estate

JoyAnn Carolyn

$93 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

2. MIDTOWN MOTEL SXM

Downtown Philipsburg

Yollanda

$80 nightly

Oct 11 - Oct 12

Total with taxes and fees

3. The Castle ᴷ

Downtown Philipsburg

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

4. The Castle ᴶ

Downtown Philipsburg

Neil C.

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

5. Philips Scott House Calinago

Downtown Philipsburg

$217 nightly

Sep 12 - Sep 13

Total with taxes and fees

6. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

$201 nightly

Sep 11 - Sep 12

Total with taxes and fees

7. The Castle f

Downtown Philipsburg

Pat R.

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

8. The Castle ᴵ

Downtown Philipsburg

$147 nightly

Sep 11 - Sep 12

Total with taxes and fees

9. The Castle L - Twin Studio

Downtown Philipsburg

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

10. The Castle ᴳ

Downtown Philipsburg

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

11. The Castle ᴴ

Downtown Philipsburg

Denise W.

$155 nightly

Sep 20 - Sep 21

Total with taxes and fees

12. 1-Bedroom Loft Apartment in Point Blanche

Point Blanche

$156 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. Panoramic Ocean View Flat: St Maarten

Downtown Philipsburg

$255 nightly

Sep 11 - Sep 12

Total with taxes and fees

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

Indigo Bay

Olivia G.

$848 nightly

Sep 29 - Sep 30

Total with taxes and fees

15. 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.

$1,333 nightly

Sep 14 - Sep 15

Total with taxes and fees

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

Sint Maarten

$4,382 nightly

Sep 12 - Sep 13

Total with taxes and fees

On the beach, sun loungers, beach umbrellas, beach towels

17. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Kevin

$160 nightly

Sep 16 - Sep 17

Total with taxes and fees

18. Simpson Bay Suites

Simpson Bay

Manishkumar

$130 nightly

Sep 11 - Sep 12

Total with taxes and fees

19. condostmaarten by the sea -Adults Only-

Indigo Bay

Muneca

$477 nightly

Oct 5 - Oct 6

Total with taxes and fees

20. The Hills Residence

Simpson Bay

Alyssia

$251 nightly

Sep 11 - Sep 12

Total with taxes and fees

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Top Philipsburg Hotel Reviews

Divi Little Bay Beach Resort

10/10 Excellent

"Exactly as expected, beautiful location and room maintained clean, service workers friendly and attentive."

Oyster Bay Beach Resort

10/10 Excellent

"The Lighthouse side of the property is truly underrated, everything from arrival to departure was an amazing experience! The views, the views, THE VIEWS! We stayed in an Ocean side condo, three beds (two were Master) and a half bath and our own pool. The property itself was phenomenal, there's a small store on site with a restaurant with agreeable prices & they had Happy Hour! The HH drinks were hands down the best I have had at any other vacation property. If traveling as a family of 5-6, or just as a group, please do yourselves a favor and book one of the Lighthouse condos, it will most definitely add that extra WOW factor to your experience."

Seaview Beach Hotel

8/10 Good

"I enjoyed my stay. The staff was EXTREMELY helpful and accommodating. The hotel is in an excellent location on the island and very central if you wish to go to Marigot (the French side) or Simpson Bay/Maho Beach (Dutch side) or even to the ferries so you can island hop. It's good to know they will be renovating the hotel soon. My critiques are minor and they are 1) guests should be made aware that the hotel's pool is rented out for private parties so they can plan accordingly. Sharing the pool with kids splashing water is not ideal. 2) the plants along the entrance corridor should be trimmed or better maintained so guests don't feel like they are walking thru a forest and 3) guests should be advised that the hotel cannot be accessed from the main street as cabbies are not allowed to enter since it's a major downtown/commercial strip. That aside, a stay is worth the investment."

Price trends for vacation rentals in Philipsburg

Less expensive	More expensive	This month	Next month
June	January	$317	$521

Month	Price
January	$608
February	$391
March	$401
April	$405
May	$373
June	$284
July	$319
August	$286
September	$317
October	$521
November	$437
December	$415

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Philipsburg. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Philipsburg

Everything you need to know about Philipsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Philipsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Philipsburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Philipsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Philipsburg rentals

At Expedia, we put the best Philipsburg vacation 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 vacation.

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 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 Charming 2-bedrooms Dream Cottage tranquil retreat in Pointe Blanche and LUXURY VILLA! KILLER VIEWS! HIGHEST GUEST RATINGS ON ISLAND!.

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 Front Street District.

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.

Philipsburg Vacation Rentals

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Check prices for these dates

Our top choices for Philipsburg vacation rentals

1. July Apartments

2. MIDTOWN MOTEL SXM

3. The Castle ᴷ

4. The Castle ᴶ

5. Philips Scott House Calinago

6. Cozy flat on the boardwalk!

7. The Castle f

8. The Castle ᴵ

9. The Castle L - Twin Studio

10. The Castle ᴳ

11. The Castle ᴴ

12. 1-Bedroom Loft Apartment in Point Blanche

13. Panoramic Ocean View Flat: St Maarten

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

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

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

17. Hilton Vacation Club Royal Palm St. Maarten

18. Simpson Bay Suites

19. condostmaarten by the sea -Adults Only-

20. The Hills Residence

Find vacation rentals that suit your style

Top Philipsburg Hotel Reviews

Divi Little Bay Beach Resort

Price trends for vacation rentals in Philipsburg

Find out more about Philipsburg

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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