Search 46 Orlando to Jamaica Resort Vacation Deals and 54 Resorts

At CheapCaribbean.com, we’ve created 46 custom vacation packages for 54 different resorts in Jamaica. Each “Flight + Hotel” package is priced per person. Each “Hotel Only” package is priced per night. Make sure to use the filters to find the perfect Jamaica resort deal for you!
× Amenities
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FLIGHT + HOTEL
Couples Negril - All Inclusive Negril
All-Inclusive
1 Deal Available!
From $1,466 to $1,466* /person
5 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Grand Lido Negril Au-Naturel, An Autograph Collection - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $1,059 to $1,527* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Couples Swept Away - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $1,015 to $1,446* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Breathless Montego Bay Resort & Spa - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $972 to $1,508* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Grand Rose Hall - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $873 to $1,210* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Zoëtry Montego Bay Jamaica - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $864 to $1,150* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Royalton Negril, An Autograph Collection - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $816 to $1,114* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Riu Reggae - AIl Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $811 to $1,093* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Hideaway at Royalton Blue Waters, An Autograph Collection- All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $797 to $1,092* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Selection Rose Hall Suites - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $785 to $1,063* /person
3 to 5 Day Trips - Aug to Nov

Top Jamaica Destination: Montego Bay Resort Packages from Orlando

Dreaming of a magical getaway from Orlando to Montego Bay? On CheapCaribbean.com we currently have 20 varied package options to cater to your desires, be it dining, romance or on the beach escapes. Each of our curated deals is priced per person and envelops both your flight and hotel expenses, so revel in luxurious hospitality with brands like Ocean by H10, Iberostar Hotels & Resorts and Blue Diamond Resorts - HBS, while enjoying sought-after amenities like a spa, a golf and an exercise gym. With a price range from as low as $415 to a high of $1,902, and an average spend of $711, your dream vacation to Jamaica is just a click away. Let us turn your vacation dreams into reality with a 3-day trip to Montego Bay.*

FLIGHT + HOTEL
Ocean Coral Spring - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $415 to $679* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Ocean Eden Bay Resort - All inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $415 to $738* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Half Moon Jamaica - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $665 to $1,902* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Rose Hall Beach - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $713 to $943* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Selection Rose Hall Suites - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $785 to $1,063* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Hideaway at Royalton Blue Waters, An Autograph Collection- All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $797 to $1,092* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Riu Reggae - AIl Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $811 to $1,093* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Zoëtry Montego Bay Jamaica - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $864 to $1,150* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Iberostar Grand Rose Hall - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $873 to $1,210* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Breathless Montego Bay Resort & Spa - All Inclusive Montego Bay
All-Inclusive
2 Deals Available!
From $972 to $1,508* /person
3 to 5 Day Trips - Aug to Nov
Silent Waters Villa Montego Bay
Silent Waters Villa
Montego Bay
Property Location: Located in Montego Bay, this villa is in the mountains, within a 15-minute drive of Fairview Shopping Center and Tryall Golf Club. This 5-star villa is 17 mi (27.3 km) from Rose Ha...
Round Hill Hotel And Villas Montego Bay
Property Location: Located in Montego Bay, Round Hill Hotel And Villas is by the ocean, within a 10-minute drive of Jamaica Beaches and Tryall Golf Club. This 4.5-star hotel is 8.7 mi (14 km) from Mo...

Top Jamaica Destination: Negril Resort Packages from Orlando

If you’re ready to swap the streets of Orlando for the scenic vistas of Negril, Jamaica, CheapCaribbean.com offers a diverse range of 13 current package deals to match your needs that cover themes like on the beach, wedding and all-inclusive. Our 3-day or 5-day deals factor in both your flight and hotel costs per person, so unleash a world of comfort and convenience with esteemed brands Riu Resorts, Karisma Hotels and Couples Resorts, all known for their top-notch amenities like a spa, a free high speed internet connection and a restaurant. Our competitive pricing, ranging from $557 to $1,527 with an average package cost of $573, means a trip to Jamaica is well within your reach in Negril.*

FLIGHT + HOTEL
CocoLaPalm Seaside Resort - European Plan Negril
2 Deals Available!
From $557 to $665* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Riu Palace Tropical Bay - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $665 to $821* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Azul Beach Resort Negril by Karisma - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $728 to $1,036* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Royalton Negril, An Autograph Collection - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $816 to $1,114* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Couples Swept Away - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $1,015 to $1,446* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Grand Lido Negril Au-Naturel, An Autograph Collection - All Inclusive Negril
All-Inclusive
2 Deals Available!
From $1,059 to $1,527* /person
3 to 5 Day Trips - Aug to Nov
FLIGHT + HOTEL
Couples Negril - All Inclusive Negril
All-Inclusive
1 Deal Available!
From $1,466 to $1,466* /person
5 to 5 Day Trips - Aug to Nov
Tingalaya's Retreat Negril
Property Location: With a stay at Tingalaya's Retreat in Negril (West End), you'll be within a 5-minute drive of Jamaica Beaches and Negril Lighthouse. This beach guesthouse is 4.6 mi (7.3 km) from S...
Tensing Pen Hotel Negril
Property Location: With a stay at Tensing Pen Hotel in Negril (West End), you'll be within a 5-minute drive of Negril Lighthouse and Negril Cliffs. This 4-star hotel is 2.8 mi (4.5 km) from Seven Mil...
The Oasis Resort Negril
Property Location: Located in Negril (West End), The Oasis Resort is within a 10-minute drive of Negril Lighthouse and Seven Mile Beach. This beach resort is 5 mi (8.1 km) from Negril Hills Golf Club...
Little Waters on the Cliff Negril
Property Location: With a stay at this villa in Negril (West End), you'll be within a 15-minute drive of Seven Mile Beach and Negril Lighthouse. This 4-star villa is 1.6 mi (2.6 km) from Negril Cliff...
Villas Sur Mer Negril
Property Location: With a stay at Villas Sur Mer in Negril (West End), you'll be within a 15-minute drive of Seven Mile Beach and Negril Lighthouse. This 4-star villa is 1.3 mi (2 km) from Negril Cli...

Top Jamaica Destination: Treasure Beach Resort Packages from Orlando

Look no further than CheapCaribbean.com for the perfect getaway from Orlando to the bustling city life of Treasure Beach.

Marblue Villa Suites Treasure Beach
Marblue Villa Suites
Treasure Beach
Property Location: When you stay at Marblue Villa Suites in Treasure Beach, you'll be on the beach and 27.8 mi (44.8 km) from YS Falls. This 4-star resort is 0.1 mi (0.1 km) from Callabash Bay Beach ...
Hope House Treasure Beach
Hope House
Treasure Beach
Property Location: With a stay at this cottage in Treasure Beach, you'll be by the sea, just a 3-minute walk from Jamaica Beaches and 15 minutes by foot from Calabash Bay. This 4-star cottage is 0.8 ...
Jakes Treasure Beach
Jakes
Treasure Beach
Property Location: With a stay at Jakes in Treasure Beach, you'll be 9.8 mi (15.8 km) from Lovers Leap and 12 mi (19.3 km) from Floyd's Pelican Bar. This beach resort is 25.6 mi (41.3 km) from YS Fal...
Treasure Beach Hotel Treasure Beach
Treasure Beach Hotel
Treasure Beach
Property Location: Located in Treasure Beach, Treasure Beach Hotel is by the sea, within a 5-minute drive of Calabash Bay and Billy Bay Beach. This beach hotel is 10.3 mi (16.6 km) from Lovers Leap a...

Top Jamaica Destination: Ocho Rios Resort Packages from Orlando

Unearth the magic of Ocho Rios with our irresistible package deals from Orlando, exclusively on CheapCaribbean.com! We offer an array of 2 vacation packages tailored to meet your desires, whether you're seeking a romance, on the beach and family experience. Revel in the comfort of top-rated hotel brands offering exclusive amenities like a spa, a restaurant and a golf. Our flight and hotel package prices range an average cost of $744. Don't miss the experience of Jamaica with a 3-day trip to Ocho Rios from CheapCaribbean.com*

FLIGHT + HOTEL
Riu Ocho Rios - All Inclusive Ocho Rios
All-Inclusive
2 Deals Available!
From $665 to $744* /person
3 to 5 Day Trips - Aug to Nov
Jamaica Inn - European Plan Ocho Rios
Our iconic small luxury hotel is as timeless today as it was in 1950. Travelers and celebrities seek our intimate Jamaica resort to escape busy lives and re-embrace your loved one and the simple joys ...
Couples Tower Isle - All-Inclusive Ocho Rios
All-Inclusive
Offering 19-acres of picturesque beachfront landscapes, this superior couples-only resort has perfected the art of delivering romance ideal for spa-lovers, diving-enthusiasts and honeymooners alike. W...
Couples Sans Souci - All Inclusive Ocho Rios
All-Inclusive
Emerging majestically from the cliffs of Jamaica's Emerald Mountains, the adults-only Couples Sans Souci provides the ideal setting for relaxing spa getaways, romantic honeymoons or anniversaries and ...

Top Jamaica Destination: Runaway Bay Resort Packages from Orlando

Immerse yourself in the unparalleled beauty of Jamaica in a dream vacation to Runaway Bay with our handpicked vacation packages from Orlando, available exclusively at CheapCaribbean.com. With over 2 distinct packages on offer, we cater to all types of travelers wanting a 3-day trip. Whether you're on the hunt for a dining, romance and on the beach escape, we've got you covered with our flight and hotel packages for an effortless booking experience. Enjoy the luxury and service of top-tier hotel brands like Bahia Principe Hotels and Resorts all offering unique amenities such as a spa, an outdoor pool and an exercise gym. Prices range the average package priced at $723. Embrace the allure of Runaway Bay and let CheapCaribbean.com transform your travel dreams to Jamaica into reality with one of these deals.*

FLIGHT + HOTEL
Bahia Principe Luxury Runaway Bay - All Inclusive Runaway Bay
All-Inclusive
2 Deals Available!
From $723 to $959* /person
3 to 5 Day Trips - Aug to Nov
Franklyn D. Resort & Spa - All Inclusive Runaway Bay
Property Location: When you stay at Franklyn D. Resort & Spa - All Inclusive in Runaway Bay, you'll be on the beach, within a 10-minute walk of Cardiff Hall Beach and Ocean View Beach. Rooms: Mak...
Royal Decameron Club Caribbean - All Inclusive Runaway Bay
All-Inclusive
Jamaican sunshine, white sands, brilliant blue waters and some of the friendliest people you'll meet await you at Royal Decameron Club Caribbean. Located in Runaway Bay, this all-inclusive Jamaican je...

Map of Jamaica Resorts

FAQs About the Latest Orlando to Jamaica Vacation Packages

What cities in Jamaica have the highest rated hotels with packages offered that include a flight from Orlando?

In Jamaica, the top-rated hotels that offer a flight from MCO are predominantly found in Montego Bay with 20 top rated hotels, Negril with 19 top rated hotels and Treasure Beach with 4 top rated hotels.

What cities in Jamaica have the cheapest packages available from Orlando?

For travelers from Orlando to Jamaica, Negril and Montego Bay present the most budget-friendly vacation packages. Prices begin at $415 in Montego Bay, $557 in Negril.

What cities in Jamaica offer family-friendly, luxury, or adults-only deals?

Montego Bay offers 12 family-friendly packages, 8 luxury packages and 8 adults-only packages. In Negril, there are 4 packages tailored for families, 8 luxury options and 5 exclusively for adults.

What resort brands offer vacations to Jamaica from Orlando?

Ocean by H10, Riu Resorts, Iberostar Hotels & Resorts, Bahia Principe Hotels and Resorts and Karisma Hotels currently have amazing package deals on flights from Orlando to Jamaica with resort accommodations included. Here are some of their best deals as of 08-29-2024:

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*Current vacation package prices are listed as of 08-29-2024 and are subject to change based on dates, origins and availability.