Downtown Philipsburg Vacation Packages for 2026

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Top Hotel Deals

Seaview Beach Hotel

Seaview Beach Hotel

3 out of 5
#85C Front Street Philipsburg
0.66 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45 Philipsburg
0.86 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
Front Street, 49 Philipsburg
0.83 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular ...
Alicia's Inn

Alicia's Inn

2.5 out of 5
Backstreet 42 Philipsburg
0.79 km from Downtown Philipsburg
Stay at this hotel in Philipsburg. Enjoy free WiFi, concierge services, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our ...
Sea Palace

Sea Palace

3 out of 5
Front Street 147 Philipsburg
0.67 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Maho Beach and Orient Bay ...
The Pasanggrahan Royal Boutique Hotel

The Pasanggrahan Royal Boutique Hotel

3.5 out of 5
19 Front Sreet Philipsburg
1.04 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Orient Bay Beach and Maho Beach ...
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
7.67 km from Downtown Philipsburg
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
5.08 km from Downtown Philipsburg
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
7.82 km from Downtown Philipsburg
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
5.06 km from Downtown Philipsburg
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
4.79 km from Downtown Philipsburg
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
4.16 km from Downtown Philipsburg
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Fourteen at Mullet Bay

Fourteen at Mullet Bay

3.5 out of 5
2 University Drive, Cupecoy Lowlands
8.8 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hommage Hotel & Residences

Hommage Hotel & Residences

Route des Terres Basses BP 172 Nettle Bay
7.81 km from Downtown Philipsburg
Book a stay at this spa hotel in Nettle Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
1.87 km from Downtown Philipsburg
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Mon, Dec 22 - Wed, Jan 7
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Dec 22 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Wed, Jan 7, priced at $186 found 3 days ago
Delta
Tue, Dec 23 - Sat, Dec 27
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$289 Roundtrip, found 6 days ago
$289
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 23 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sat, Dec 27, priced at $289 found 6 days ago
United
Wed, Jan 21 - Thu, Feb 5
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$347 Roundtrip, found 2 days ago
$347
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jan 21 from Logan Intl. to Princess Juliana Intl., returning Thu, Feb 5, priced at $347 found 2 days ago
JetBlue Airways
Sat, Jan 31 - Wed, Feb 11
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$373 Roundtrip, found 2 days ago
$373
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Jan 31 from Logan Intl. to Princess Juliana Intl., returning Wed, Feb 11, priced at $373 found 2 days ago
Copa
Tue, Jan 20 - Mon, Feb 9
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$381 Roundtrip, found 2 days ago
$381
Roundtrip
found 2 days ago
Select Copa flight, departing Tue, Jan 20 from Logan Intl. to Princess Juliana Intl., returning Mon, Feb 9, priced at $381 found 2 days ago