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

Philipsburg Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Philipsburg vacation rentals

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

1. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (251 reviews)
"Great stay"
United States
Drunisha
The price is AED 335
AED 352 total
includes taxes & fees
13 Aug - 14 Aug
July Apartments
Comfort Room, 1 King Bed, Non Smoking, Ocean View | Iron/ironing board, WiFi

2. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is AED 273
AED 330 total
includes taxes & fees
8 Aug - 9 Aug
MIDTOWN MOTEL SXM
Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

3. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is AED 562
AED 858 total
includes taxes & fees
7 Aug - 8 Aug
Philips Scott House Calinago
Interior

4. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 441
AED 549 total
includes taxes & fees
7 Aug - 8 Aug
The Castle ᴷ
1 bedroom, iron/ironing board, WiFi, bed sheets

5. 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 AED 441
AED 549 total
includes taxes & fees
7 Aug - 8 Aug
The Castle ᴶ
Interior

6. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AED 496
AED 609 total
includes taxes & fees
7 Aug - 8 Aug
The Castle ᴵ
On the beach

7. 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 AED 551
AED 823 total
includes taxes & fees
14 Aug - 15 Aug
Cozy flat on the boardwalk!
1 bedroom, iron/ironing board, WiFi, bed sheets

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 AED 496
AED 609 total
includes taxes & fees
7 Aug - 8 Aug
The Castle ᴴ
Interior

9. 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 AED 441
AED 549 total
includes taxes & fees
7 Aug - 8 Aug
The Castle f
1 bedroom, iron/ironing board, WiFi, bed sheets

10. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is AED 441
AED 549 total
includes taxes & fees
7 Aug - 8 Aug
The Castle L - Twin Studio
1 bedroom, iron/ironing board, WiFi, bed sheets

11. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AED 441
AED 549 total
includes taxes & fees
8 Aug - 9 Aug
The Castle ᴳ
Outdoor dining

12. 1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is AED 349
AED 634 total
includes taxes & fees
1 Sep - 2 Sep
1-Bedroom Loft Apartment in Point Blanche
Beach towels

13. Panoramic Ocean View Flat: St Maarten

Panoramic Ocean View Flat: St Maarten
Downtown Philipsburg
The price is AED 863
AED 1,128 total
includes taxes & fees
3 Sep - 4 Sep
Panoramic Ocean View Flat: St Maarten
Outdoor dining

14. Cosy (Apt7) - Patio, Sea View and pool

Cosy (Apt7) - Patio, Sea View and pool
Indigo Bay
The price is AED 910
AED 1,461 total
includes taxes & fees
7 Aug - 8 Aug
Cosy (Apt7) - Patio, Sea View and pool
Pool

15. Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
The price is AED 1,170
AED 1,927 total
includes taxes & fees
7 Aug - 8 Aug
Delight (Apt4) - Amazing Sea View # 1 bedroom
Pool

16. 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 AED 1,430
AED 2,290 total
includes taxes & fees
18 Aug - 19 Aug
Garden (Apt6) Terrace & Garden, Sea View, Pool View # 2 bedrooms
Pool

17. 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 AED 2,429
AED 5,113 total
includes taxes & fees
9 Aug - 10 Aug
Luxury 4BR Villa w/ Private Pool & Ocean Views
Terrace/patio

18. 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 AED 13,979
AED 15,804 total
includes taxes & fees
3 Sep - 4 Sep
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
Pool

19. Sunrise (Apt2) - Terrace & Sea View -

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
The price is AED 1,300
AED 2,156 total
includes taxes & fees
11 Aug - 12 Aug
Sunrise (Apt2) - Terrace & Sea View -
Pool

20. Lagoon (Apt1) Sea view, Garden, Terrace

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
The price is AED 1,430
AED 2,308 total
includes taxes & fees
7 Aug - 8 Aug
Lagoon (Apt1) Sea view, Garden, Terrace
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

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent
"From the moment we arrived, we felt welcomed and cared for. Our flight was delayed so we arrived 4 hours later than scheduled. Tired and hungry! At nearly 20 minutes t closing, the chef prepared 6 meals for 5 adults and one 5 year old. The bartender even stayed to prepare libations and stop by our table to make sure we were good. Special shout out to Mr "Pepper and Salt" who made great omelets to each liking! We'll be back...real soon!"
Lisa 4-night trip
Posted 8 hours ago
Sonesta Maho Beach All Inclusive Resort Casino & Spa

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 review this Philipsburg vacation home rental favorably. It is in a shopping district and equipped with air-conditioning and free 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! HIGHEST GUEST RATINGS ON ISLAND! DISCOUNTED SUMMER RATES!.

How many vacation rentals are there in Philipsburg?

Choose from 24 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 Rainforest Adventures St. Maarten.

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.