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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Philipsburg vacation rentals

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

1. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is AED 241
AED 295 total
includes taxes & fees
30 Sep - 1 Oct
MIDTOWN MOTEL SXM
Deluxe Double Room | Down comforters, WiFi (free), bed sheets

2. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is AED 340
AED 358 total
includes taxes & fees
27 Sep - 28 Sep
July Apartments
1 bedroom, iron/ironing board, WiFi, bed sheets

3. 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
27 Sep - 28 Sep
The Castle ᴷ
Interior

4. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The Castle ᴵ
On the beach

5. 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 496
AED 738 total
includes taxes & fees
27 Sep - 28 Sep
Cozy flat on the boardwalk!
1 bedroom, iron/ironing board, WiFi, bed sheets

6. 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
27 Sep - 28 Sep
The Castle ᴶ
Dining

7. 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
27 Sep - 28 Sep
The Castle f
Deluxe Apartment, Courtyard View | Blackout drapes, WiFi (free)

8. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is AED 562
AED 858 total
includes taxes & fees
27 Sep - 28 Sep
Philips Scott House Calinago
Living area

9. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AED 441
AED 549 total
includes taxes & fees
27 Sep - 28 Sep
The Castle ᴳ
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
27 Sep - 28 Sep
The Castle L - Twin Studio
Interior

11. 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
1 Oct - 2 Oct
The Castle ᴴ
Outdoor dining

12. 1-Bedroom Loft Apartment in Point Blanche

1-Bedroom Loft Apartment in Point Blanche
Point Blanche
The price is AED 320
AED 600 total
includes taxes & fees
27 Sep - 28 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
Panoramic Ocean View Flat: St Maarten
Pool

14. 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 1,742
AED 4,062 total
includes taxes & fees
28 Sep - 29 Sep
Luxury 4BR Villa w/ Private Pool & Ocean Views
Dining

15. 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 AED 1,528
AED 3,073 total
includes taxes & fees
29 Sep - 30 Sep
Villa Solandra – 3BR Oceanfront Sunset w/ Pool
Terrace/patio

16. 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 13,807
AED 14,769 total
includes taxes & fees
27 Sep - 28 Sep
Villa de 10 Chambres les Pieds Dans L'eau à Guana Bay
On the beach, sun loungers, beach umbrellas, beach towels

17. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,306 reviews)
"Perfect location."
United States
Andre
The price is AED 528
AED 650 total
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony

18. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is AED 622
AED 1,045 total
includes taxes & fees
4 Oct - 5 Oct
The Hills Residence
Terrace/patio

19. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is AED 446
AED 500 total
includes taxes & fees
27 Sep - 28 Sep
Simpson Bay Suites
Outdoor pool

20. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
The price is AED 1,110
AED 1,641 total
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"I enjoyed the stay"
Tredicia Judisa 3-night trip
Posted 5 hours ago
Simpson Bay Resort, Marina & 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 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 Villa Flagrantia, Paradise at your pleasure 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 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.