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Oyster Pond Vacation Packages

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Oyster Pond Flight + Hotel Packages

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
Save 100% on your flight
Price was $1,549, price is now $859 per person
$859
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $2,100, price is now $1,213 per person
$1,213
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,970, price is now $1,241 per person
$1,241
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
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 staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,912, price is now $1,310 per person
$1,310
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,027, price is now $1,389 per person
$1,389
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
La Vista Hotel

La Vista Hotel

3 out of 5
Price was $1,317, price is now $940 per person
$940
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. 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
Price was $2,035, price is now $1,463 per person
$1,463
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $2,561, price is now $1,867 per person
$1,867
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Maho Beach are located nearby.

Oyster Pond Vacation Packages 3-4 Night Stays

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 $1,549, price is now $859 per person
$859
per person
Jan 9 - Jan 13
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
Save 100% on your flight
Price was $2,100, price is now $1,213 per person
$1,213
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,912, price is now $1,310 per person
$1,310
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,027, price is now $1,389 per person
$1,389
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Oyster Pond Vacation Packages 5-7 Night Stays

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 $1,754, price is now $1,003 per person
$1,003
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,989, price is now $1,295 per person
$1,295
per person
Dec 31 - Jan 7
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,770, price is now $1,220 per person
$1,220
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $3,073, price is now $1,810 per person
$1,810
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Sat, Dec 13 - Sat, Dec 20
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$266 Roundtrip, found 5 days ago
$266
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 13 from Logan Intl. to Princess Juliana Intl., returning Sat, Dec 20, priced at $266 found 5 days ago
JetBlue Airways
Wed, Apr 8 - Wed, Apr 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Apr 8 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Wed, Apr 15, priced at $289 found 3 days ago
Delta
Mon, Nov 10 - Thu, Nov 13
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 10 from Miami Intl. to Princess Juliana Intl., returning Thu, Nov 13, priced at $297 found 1 day ago
JetBlue Airways
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Nov 12 from John F. Kennedy Intl. to Princess Juliana Intl., returning Sat, Nov 15, priced at $303 found 4 days ago