Deals on vacations and trips to Portland

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Winnifred Beach which includes general coastal views as well as a small group of people

Port Antonio

Vacations
Port Antonio

Portland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Top Brass Ocean View Vacation Rental

Top Brass Ocean View Vacation Rental

3 out of 5
Price was $1,549, price is now $1,091 per person
$1,091
per person
Dec 19 - Dec 23
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
The Emrald of the North

The Emrald of the North

3.5 out of 5
Price was $1,915, price is now $1,250 per person
$1,250
per person
Dec 19 - Dec 23
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Ocho Rios (OCJ)
This apartment features an outdoor pool and a 24-hour gym. Free self parking, a terrace, and a garden are also offered.
Blue Berry Hills Villa

Blue Berry Hills Villa

3 out of 5
Save 100% on your flight
Price was $3,454, price is now $2,558 per person
$2,558
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Ocho Rios (OCJ)
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A garden, a picnic area, and dry cleaning are also on offer.
Ocho Rios Skyview Guest Apartment

Ocho Rios Skyview Guest Apartment

3.5 out of 5
Price was $1,750, price is now $1,363 per person
$1,363
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Ocho Rios (OCJ)
This villa features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, airport shuttle, and free internet in public areas. Free self parking, a terrace, and a garden are also offered.
Panoramic Cliffside Luxe Villa

Panoramic Cliffside Luxe Villa

2 out of 5
Save 100% on your flight
Price was $7,751, price is now $6,148 per person
$6,148
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Ocho Rios (OCJ)
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.

Top Portland hotels deals

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig, Long Bay, Portland
Free Cancellation
Get rates
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.
Pool
Free WiFi
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield, Port Antonio, Portland
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $204 total per night
$204 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like local cuisine breakfast and free self parking.
Pool
Breakfast included
Great Huts

Great Huts

3 out of 5
8-10 Boston Bay, Port Antonio, Portland
$150 nightly
The price is $173 total per night
$173 total
Oct 19 - Oct 20
Total with taxes and fees
This Art Deco resort features a private beach, 2 outdoor pools, and a restaurant. Enjoy a day at the beach surfing, or relax with sun loungers. Guests will appreciate free perks like free self parking and WiFi in public areas.
On private beach
Pool
Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay, Port Antonio
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $110 total per night
$110 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features 2 bars/lounges and an outdoor pool. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A terrace, a garden, and laundry facilities are also on offer.
Pool
Parking included
Geejam

Geejam

4.5 out of 5
San San, Port Antonio, Port Antonio, Portland
$388 nightly
The price is $424 total per night
$424 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the 24-hour gym and perks like free self parking and free WiFi.
Pool
Spa
Jamaica Colors Eco-Retreat Hotel and Spa

Jamaica Colors Eco-Retreat Hotel and Spa

3.5 out of 5
A4, Rural Hill, Portland Parish
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $99 total per night
$99 total
Nov 3 - Nov 4
Total with taxes and fees
A private beach and an outdoor pool are featured at this hotel. There's fun for all ages with a free kid's club and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
On private beach
Pool
Don't see what you're looking for?
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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.

Popular places to visit

Blue Lagoon featuring boating and a lake or waterhole

Blue Lagoon

4.5/5(80 reviews)

Why not spend a carefree afternoon at Blue Lagoon during your travels in Port Antonio? You can enjoy the restaurants while in the area.

Blue Lagoon
Winnifred Beach featuring a sandy beach as well as a small group of people

Winnifred Beach

4.5/5(28 reviews)

If a restful vacation is part of your travel plans, Winnifred Beach might be the perfect place to seek out during your trip to Port Antonio. You can enjoy the restaurants while in the area.

Winnifred Beach

Frenchman's Cove Beach

5/5(17 reviews)

Why not spend a carefree afternoon at Frenchman's Cove Beach during your travels in Drapers? You can enjoy the restaurants while in the area.

Frenchman's Cove Beach

Photos of local treasures

Browse Portland vacation photos for more inspiration

Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Photo provided by The Jamaica Tourist Board
Blue Mountains National Park which includes rainforest and mist or fog

Frequently asked questions

How much are vacation packages to Portland?
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Where can I get the best vacation package deals for Portland?
With as many as 400 air carriers and 1,000,000 properties across the globe, it's hard to beat Travelocity. Look through our impressive range and grab an affordable package deal to Portland. Don't you just love it when organizing a trip is that easy?
Why should I book my Portland vacation bundle via Travelocity?
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Can I save money on my Portland car rental if I bundle it with hotels and flights?
Booking a Portland vacation package with Travelocity is one of the simplest ways to save you money and time. You can bundle a car, hotel and flight, or any combination of them, and score great discounts. It's also possible to add on activities and experiences. Once you've collected the keys to your rental car, head out of the neighborhood and uncover what the surrounding area has to offer. About 50 mi from Portland, Dunn's River Falls is well worth a road trip.
What is there to do in Portland?
Grab your travel schedule and pencil in Boston Bay Beach and Somerset Falls. They're some of the most popular sights in Portland.

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