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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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,469, price is now $755 per person
$755
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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
Price was $2,324, price is now $1,044 per person
$1,044
per person
Apr 8 - Apr 14
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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
Save 100% on your flight
Price was $3,779, price is now $1,988 per person
$1,988
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Save 100% on your flight
Price was $2,132, price is now $1,213 per person
$1,213
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,308, price is now $760 per person
$760
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
Book a stay at this 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $2,381, price is now $1,419 per person
$1,419
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
Book a stay at this 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 $1,966, price is now $1,218 per person
$1,218
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,750, price is now $1,099 per person
$1,099
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.

Oyster Pond Vacation Packages 3-4 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 $1,060, price is now $583 per person
$583
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,358, price is now $648 per person
$648
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 $1,855, price is now $954 per person
$954
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Save 100% on your flight
Price was $1,506, price is now $894 per person
$894
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 $1,469, price is now $755 per person
$755
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,324, price is now $1,044 per person
$1,044
per person
Apr 8 - Apr 14
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 $3,779, price is now $1,988 per person
$1,988
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Save 100% on your flight
Price was $2,132, price is now $1,213 per person
$1,213
per person
Apr 8 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Philipsburg (SXM)

Top Flight Deals

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

Spirit Airlines
Sun, Mar 1 - Sun, Mar 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Mar 1 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sun, Mar 15, priced at $238 found 1 day ago
American Airlines
Wed, Feb 25 - Sat, Feb 28
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Feb 25 from Miami Intl. to Princess Juliana Intl., returning Sat, Feb 28, priced at $253 found 1 day ago
Spirit Airlines
Tue, Mar 3 - Tue, Mar 10
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Mar 3 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Tue, Mar 10, priced at $260 found 5 days ago
United
Mon, Mar 16 - Mon, Mar 30
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$277 Roundtrip, found 2 days ago
$277
Roundtrip
found 2 days ago
Select United flight, departing Mon, Mar 16 from Pierre Elliott Trudeau Intl. to Princess Juliana Intl., returning Mon, Mar 30, priced at $277 found 2 days ago