Montego Bay Vacations from $245

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Your Montego Bay Vacation

Immerse yourself in all this neighborhood has to offer with a tailor-made Montego Bay vacation package. However you picture yourself spending your days here, you'll find endless opportunities for fun, relaxation and adventure. Not sure what to do during your trip to Montego Bay? Nearby attractions such as Old Town, Give Kids the World Village and Medieval Times are excellent places to start. Don't just wish for it — make it happen! Lock in your ultimate Montego Bay vacation with Expedia and get to where you're going your way.

The Latest Montego Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $594, price is now $245 per person
$245
per person
Jan 31 - Feb 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Ice machine on every floor , . Refrigerator in all rooms

Reviewed on Dec 13, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,419, price is now $263 per person
$263
per person
Jan 31 - Feb 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
I never leave reviews, but this place deserves one. It was so clean and employees were so nice. Breakfast was good and a breeze, and lasted all the way til 930 which most places do not do. I’ll definitely be staying here again next time.

Reviewed on Dec 11, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,254, price is now $455 per person
$455
per person
Jan 31 - Feb 7
found 2 days ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
The room was spotless, the staff was wonderful and the location was so convenient. We had a toddler with us so being attached to the mall made it so easy for us to spend the evening outside the hotel room but not having to drive around either. The hotel was so nice, if we find ourselves back in Orlando we will stay here again

Reviewed on Dec 11, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,423, price is now $533 per person
$533
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $957, price is now $386 per person
$386
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
The room, hallways everywhere was clean and smelled wonderful. From the minute, I arrived until I left on the second day all employees were quick to assist very pleasant very professional. This was a very relaxing stay I will definitely be back.

Reviewed on Dec 12, 2025

Where to stay in Montego Bay

Find the best Montego Bay areas and neighborhoods for the activities you enjoy most. Learn more about Montego Bay
International Drive showing landscape views

International Drive District

1 out of top 10 points of interest in this area

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Find hotels in International Drive District

Montego Bay Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Dec 14 to Dec 15
$110 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (6,229 reviews)
Great location friendly staff

Reviewed on Dec 9, 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Dec 15 to Dec 16
$150 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (5,724 reviews)
Convenient location, theme park transportation, good food, excellent staff…

Reviewed on Dec 13, 2025

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Dec 18 to Dec 19
$80 total
Dec 18 - Dec 19
Total with taxes and fees
8.4/10 Very Good! (5,387 reviews)
Cleanliness and amenitiea

Reviewed on Dec 12, 2025

Rosen Inn at Pointe Orlando
See all 54,509 properties in Montego Bay
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.
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All Inclusive Vacations
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Kid Friendly Vacations

Discover the most popular places to visit in Montego Bay

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida
Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

4.5/5(4,155 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

Things to do

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$63
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$202
per traveler
86% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Orlando
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.