Search Deals onDowntown Philipsburg Vacation Packages
Downtown Philipsburg Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $906, price is now $599 per person
$599
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star 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 reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort
Price was $1,160, price is now $762 per person
$762
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star 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 reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Esmeralda Resort
Price was $1,445, price is now $1,049 per person
$1,049
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
La Playa Orient Bay
Price was $1,236, price is now $912 per person
$912
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $1,927, price is now $1,427 per person
$1,427
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star 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. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oyster Bay Beach Resort
Oyster Pond
Price was $1,758, price is now $1,422 per person
$1,422
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star 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 our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Hilton Vacation Club Royal Palm St. Maarten
Price was $1,799, price is now $1,474 per person
$1,474
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,805, price is now $1,487 per person
$1,487
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this 3.5-star family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
3-4 Night Vacations in Downtown Philipsburg
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Philipsburg
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Philipsburg
Holland House Beach Hotel
Front Street 45, Philipsburg
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Seaview Beach Hotel
#85C Front Street, 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 ...
Horizon View Beach Hotel
Front Street, 49, Philipsburg
Stay at this 3-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular ...
Save an average of 15% on thousands of hotels when you're signed in
Alicia's Inn
Backstreet 42, 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
Front Street 147, Philipsburg
Stay at this 3-star beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Orient Bay Beach and Maho ...
The Pasanggrahan Royal Boutique Hotel
19 Front Sreet, Philipsburg
Stay at this 3.5-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Orient Bay Beach and Maho Beach ...
Calinago Friendly Family Sxm Home
Frontstreet 98, Philipsburg, St.Maarten
Book a stay at this beach B&B in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Orient Bay Beach and Maho Beach ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road, Maho Bay, Lowlands
Stay at this 4-star beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Sep 16 - Wed, Sep 24
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$263 Roundtrip, found 18 hours ago
$263
Roundtrip
found 18 hours ago
Mon, Sep 29 - Mon, Oct 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$291 Roundtrip, found 16 hours ago
$291
Roundtrip
found 16 hours ago
Thu, Sep 4 - Sat, Sep 27
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Mon, Sep 22 - Fri, Sep 26
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$335 Roundtrip, found 5 days ago
$335
Roundtrip
found 5 days ago
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