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Downtown Philipsburg Vacation Packages

Downtown Philipsburg Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,080, price is now $821 per person
$821
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
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. 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
Price was $2,355, price is now $1,109 per person
$1,109
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,436, price is now $1,165 per person
$1,165
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
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 $1,634, price is now $993 per person
$993
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,914, price is now $1,226 per person
$1,226
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,378, price is now $971 per person
$971
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $1,832, price is now $1,322 per person
$1,322
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $1,557, price is now $1,178 per person
$1,178
per person
Jan 24 - Jan 28
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

3-4 Night Vacations in Downtown Philipsburg

Price found within the past 48 hours. Click for updated prices.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,378, price is now $971 per person
$971
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,355, price is now $1,109 per person
$1,109
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $1,634, price is now $993 per person
$993
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,914, price is now $1,226 per person
$1,226
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

5-7 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
Price was $2,436, price is now $1,165 per person
$1,165
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,156, price is now $1,594 per person
$1,594
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
Price was $2,190, price is now $1,795 per person
$1,795
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Cupecoy Beach Club

Cupecoy Beach Club

3 out of 5
Maho
Save 100% on your flight
Price was $2,145, price is now $1,768 per person
$1,768
per person
Jan 24 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Philipsburg (SXM)

Cheap Hotel Deals in Downtown Philipsburg

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
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
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MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM

2.5 out of 5
Kruythoffsteeg#10 Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Orient Bay Beach are ...
Opens in a new windowMIDTOWN MOTEL SXM
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
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
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
Tue, Feb 24 - Tue, Mar 3
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$221 Roundtrip, found 22 hours ago
$221
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Philadelphia Intl. to Princess Juliana Intl., returning Tue, Mar 3, priced at $221 found 22 hours ago
Spirit Airlines
Sat, Jan 10 - Thu, Jan 15
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$248 Roundtrip, found 8 hours ago
$248
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Sat, Jan 10 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Thu, Jan 15, priced at $248 found 8 hours ago
JetBlue Airways
Fri, Jan 30 - Sat, Feb 7
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$280 Roundtrip, found 7 hours ago
$280
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Fri, Jan 30 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Feb 7, priced at $280 found 7 hours ago
United
Mon, Mar 9 - Wed, Mar 11
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$297 Roundtrip, found 18 hours ago
$297
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Mar 9 from Logan Intl. to Princess Juliana Intl., returning Wed, Mar 11, priced at $297 found 18 hours ago