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Simpson Bay Vacation Packages

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Kim Sha Beach showing general coastal views and a coastal town

Simpson Bay
Sint Maarten
Caribbean
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Simpson Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

4 out of 5

Price was $1,701, price is now $764 per person

$764

per person

May 17 - May 22

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.

The Villas at Simpson Bay Resort

4 out of 5

Price was $1,929, price is now $947 per person

$947

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5

Price was $1,591, price is now $1,089 per person

$1,089

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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 Grand Case Beach and Dawn Beach are located nearby.

Oceans at Divi Little Bay

4 out of 5

Price was $1,408, price is now $966 per person

$966

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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 Mullet Bay Beach are located nearby.

Holland House Beach Hotel

4 out of 5

Price was $1,322, price is now $932 per person

$932

per person

May 17 - May 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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 Maho Beach and Mullet Bay Beach are located nearby.

The Morgan Resort Spa Village

4 out of 5

Price was $1,287, price is now $911 per person

$911

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) 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.

Panorama Residences at Monte Vista

4.5 out of 5

Price was $1,139, price is now $849 per person

$849

per person

Jun 11 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5

Price was $1,193, price is now $895 per person

$895

per person

May 28 - May 31

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

Book a stay at this 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 Maho Beach and Mullet Bay Beach are located nearby.