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Portland Vacation Packages

Portland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Paradise Reggae Resort
Lagardan Ocean View
Top Brass Ocean View Vacation Rental
Luxury Oceanfront Villa Fully Staffed
Afiba View Villa
GC Resort
3 Bedroom Beachfront Cozy House
Casa Maria Hotel

3-4 Night Vacations in Portland

Price found within the past 48 hours. Click for updated prices.
Afiba View Villa
Top Brass Ocean View Vacation Rental
GC Resort
Luxury Oceanfront Villa Fully Staffed

5-7 Night Vacations in Portland

Price found within the past 48 hours. Click for updated prices.
Top Brass Ocean View Vacation Rental
Lagardan Ocean View
Luxury Oceanfront Villa Fully Staffed
3 Bedroom Beachfront Cozy House

Cheap Hotel Deals in Portland

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
Opens in a new windowSea Cliff Resort
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Opens in a new windowGeejam
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Opens in a new windowJamaica Palace Hotel
Save an average of 15% on thousands of hotels when you're signed in
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay Port Antonio Portland
Book a stay at this beach resort in Port Antonio. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowGreat Huts
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowMatch Resort Hotel
LF Jungle Retreat

LF Jungle Retreat

3 out of 5
Lots 32-40, Willamsfield Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Trident Castle and Frenchman's Cove Beach are located ...
Opens in a new windowLF Jungle Retreat
Jamaica Colors Eco-Retreat Hotel and Spa

Jamaica Colors Eco-Retreat Hotel and Spa

3.5 out of 5
A4 Rural Hill Portland Parish
Book a stay at this beach hotel in Rural Hill. Enjoy free WiFi, free parking, and a private beach. Popular attractions Long Bay Beach and Reach Falls are located ...
Opens in a new windowJamaica Colors Eco-Retreat Hotel and Spa
Bay View Eco Resort & Spa

Bay View Eco Resort & Spa

3 out of 5
Anchovy Port Antonio Portland
Book a stay at this spa resort in Port Antonio. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Trident Castle and Folly Ruins are ...
Opens in a new windowBay View Eco Resort & Spa
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
Spirit Airlines
Spirit Airlines
Caribbean Airlines