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Downtown Philipsburg Vacation Packages

Downtown Philipsburg Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,476, price is now $973 per person
$973
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,384, price is now $1,267 per person
$1,267
per person
Mar 18 - Mar 22
found 24 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
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 reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,667, price is now $1,608 per person
$1,608
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
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 reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,935, price is now $1,430 per person
$1,430
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
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. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,087, price is now $1,561 per person
$1,561
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was $1,652, price is now $1,239 per person
$1,239
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
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 staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,471 per person
$1,471
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
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 in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Oyster Pond
Save 100% on your flight
Price was $2,000, price is now $1,530 per person
$1,530
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,824, price is now $946 per person
$946
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,667, price is now $1,608 per person
$1,608
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,476, price is now $973 per person
$973
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,935, price is now $1,430 per person
$1,430
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)

5-7 Night Vacations in Downtown Philipsburg

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $2,189, price is now $1,309 per person
$1,309
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $4,172, price is now $2,045 per person
$2,045
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $3,279, price is now $1,737 per person
$1,737
per person
Mar 4 - Mar 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,419, price is now $1,660 per person
$1,660
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)

Cheap Hotel Deals in Downtown Philipsburg

Seaview Beach Hotel

Seaview Beach Hotel

3 out of 5
#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 ...
Opens in a new windowSeaview Beach Hotel
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45 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 ...
Opens in a new windowHolland House Beach Hotel
Horizon View Beach Hotel

Horizon View Beach Hotel

3 out of 5
Front Street, 49 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 ...
Opens in a new windowHorizon View Beach Hotel
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Alicia's Inn

Alicia's Inn

2.5 out of 5
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 ...
Opens in a new windowAlicia's Inn
The Pasanggrahan Royal Boutique Hotel

The Pasanggrahan Royal Boutique Hotel

3.5 out of 5
19 Front Sreet 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 ...
Opens in a new windowThe Pasanggrahan Royal Boutique Hotel
Sea Palace

Sea Palace

3 out of 5
Front Street 147 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 ...
Opens in a new windowSea Palace
Calinago Friendly Family Sxm Home

Calinago Friendly Family Sxm Home

2.5 out of 5
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 Maho Beach and Orient Bay Beach ...
Opens in a new windowCalinago Friendly Family Sxm Home
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
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. ...
Opens in a new windowThe Morgan Resort Spa Village
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.

Spirit Airlines
Mon, Feb 16 - Tue, Feb 17
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$176 Roundtrip, found 3 days ago
$176
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Feb 16 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Tue, Feb 17, priced at $176 found 3 days ago
Spirit Airlines
Tue, Feb 24 - Fri, Feb 27
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$249 Roundtrip, found 16 hours ago
$249
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Fri, Feb 27, priced at $249 found 16 hours ago
Spirit Airlines
Tue, Feb 17 - Wed, Feb 18
LGA
LaGuardia
SXM
Princess Juliana Intl.
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Feb 17 from LaGuardia to Princess Juliana Intl., returning Wed, Feb 18, priced at $254 found 4 days ago
American Airlines
Mon, Mar 9 - Thu, Mar 12
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$276 Roundtrip, found 12 hours ago
$276
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Mon, Mar 9 from Logan Intl. to Princess Juliana Intl., returning Thu, Mar 12, priced at $276 found 12 hours ago