Philipsburg Vacation Rentals

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Our top choices for Philipsburg vacation rentals

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $163
CA $204 total
includes taxes & fees
May 7 - May 8
The Castle ᴷ

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 CA $163
CA $204 total
includes taxes & fees
May 7 - May 8
The Castle ᴶ

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 CA $163
CA $204 total
includes taxes & fees
May 7 - May 8
The Castle f

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 CA $184
CA $226 total
includes taxes & fees
May 14 - May 15
The Castle ᴴ

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $223
CA $338 total
includes taxes & fees
May 10 - May 11
Philips Scott House Calinago

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (59 reviews)
"Good rooms at a great location"
United States
Asheed
The price is CA $117
CA $142 total
includes taxes & fees
May 12 - May 13
MIDTOWN MOTEL SXM

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 CA $170
CA $260 total
includes taxes & fees
May 7 - May 8
Cozy flat on the boardwalk!

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 CA $949
CA $1,893 total
includes taxes & fees
May 17 - May 18
Luxury 4BR Villa w/ Private Pool & Ocean Views

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is CA $163
CA $204 total
includes taxes & fees
May 21 - May 22
The Castle L - Twin Studio

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is CA $163
CA $204 total
includes taxes & fees
May 7 - May 8
The Castle ᴳ

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (237 reviews)
"Check in process was smooth as always and the rooms were spotless. Would definitely stay again."
United States
Megan
The price is CA $126
CA $132 total
includes taxes & fees
May 11 - May 12
July Apartments

The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $184
CA $226 total
includes taxes & fees
May 10 - May 11
The Castle ᴵ

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 CA $5,256
CA $5,949 total
includes taxes & fees
May 8 - May 9
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay

1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is CA $153
CA $262 total
includes taxes & fees
May 17 - May 18
1-Bedroom Loft Apartment in Point Blanche

Cosy (Apt7) - Patio, Sea View and pool

Cosy (Apt7) - Patio, Sea View and pool
Indigo Bay
The price is CA $369
CA $575 total
includes taxes & fees
May 11 - May 12
Cosy (Apt7) - Patio, Sea View and pool

Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
The price is CA $320
CA $519 total
includes taxes & fees
May 7 - May 8
Panoramic Ocean View Flat: St Maarten

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 CA $730
CA $1,370 total
includes taxes & fees
Jun 3 - Jun 4
Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
The price is CA $466
CA $747 total
includes taxes & fees
May 10 - May 11
Delight (Apt4) - Amazing Sea View # 1 bedroom

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

Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms
Indigo Bay
10.0 out of 10, Exceptional, (1 review)
"Perfect home away from home, great hospitality. We stayed in unit 1, we had everything to our comfort. For anyone who gave a negative review is a horrible person."
United States
Kay B.
The price is CA $562
CA $891 total
includes taxes & fees
May 10 - May 11
Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms

Sunset (Apt5) Terrace & Sea View # 2 bedrooms

Sunset (Apt5) Terrace & Sea View # 2 bedrooms
Indigo Bay
The price is CA $514
CA $836 total
includes taxes & fees
May 11 - May 12
Sunset (Apt5) Terrace & Sea View # 2 bedrooms
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

Find out more about Philipsburg

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Philipsburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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

How many vacation rentals are there in Philipsburg?

Choose from 20 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 Fort Amsterdam.

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.