Deals on vacations and trips to Middlesex

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Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was $1,752, price is now $803 per person
$803
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
This villa features an outdoor pool and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
Price was $2,308, price is now $892 per person
$892
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
An outdoor pool, free self parking, and laundry facilities are featured at this cottage. Luggage storage and a virtual front desk are also provided.
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $11,395, price is now $5,183 per person
$5,183
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A full-service spa, 11 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy the 3 hot tubs and perks like free buffet breakfast and a free airport shuttle. 3 poolside bars and 10 bars/lounges are featured at this property, along with a 24-hour gym.
Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Price was $2,348, price is now $1,081 per person
$1,081
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
A golf course and an outdoor pool are featured at this smoke-free villa. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $2,559, price is now $1,215 per person
$1,215
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
A private beach, 4 restaurants, and an outdoor pool are all featured at this smoke-free property. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas.

Top Middlesex hotels deals

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd, Montego Bay, Saint James
Free Cancellation
Reserve now, pay when you stay
$343 nightly
The price is $398 total per night
$398 total
Sep 30 - Oct 1
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
All inclusive
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove, Green Island, Hanover
$383 nightly
The price is $383 total per night
$383 total
Oct 27 - Oct 28
Total with taxes and fees
This all-inclusive resort features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and waterslide.
Pool
Breakfast included
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue, Montego Bay, Saint James
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $194 total per night
$194 total
Oct 3 - Oct 4
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free property. Families will appreciate the onsite laundry facilities, kid-friendly dining, and free supervised childcare. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

5 out of 5
Lot 59A Freeport, Montego Bay, Saint James
Free Cancellation
Reserve now, pay when you stay
$418 nightly
The price is $418 total per night
$418 total
Sep 28 - Sep 29
Total with taxes and fees
This all-inclusive property features a private beach, a casino, and a full-service spa. Enjoy a day at the beach surfing, or relax with sun loungers. Enjoy a meal in one of the 9 restaurants and perks like free WiFi.
On private beach
Pool
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove, Green Island, Hanover
$476 nightly
The price is $476 total per night
$476 total
Oct 27 - Oct 28
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Families will appreciate the waterslide and convenience store.
On private beach
Pool
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point, Lucea, Hanover
Get rates
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a drink at one of the 3 beachside bars. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities.
On private beach
Pool
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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.

Frequently asked questions

How much are vacation packages to Middlesex?
Travelocity offers hotel and flight packages from as low as $803. With such great deals, you'll be saying hello to Middlesex in a flash.
Where can I get the best vacation package deals for Middlesex?
There are incredible Middlesex package deals waiting for you with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Keep that in mind the next time you're ready to check another destination off your travel bucket list.
Why should I book my Middlesex vacation package via Travelocity?
By booking your hotel, flights, activities and car rental altogether, you'll save big bucks as well as precious time. We have a dedicated team of experts available 24/7, and you'll know that you'll always be getting the best deal in town with our Price Match Guarantee. So, what's stopping you? Book your dream getaway today and start packing!
Will I save money on my Middlesex car rental if I bundle it with hotels and flights?
Bundling your hotel, car and flight into a Middlesex vacation package is a surefire way to land the best prices. Plus, having your own rental car gives you total freedom to find your way to all those landmarks you're itching to explore. Located 70 mi from Middlesex, Dunn's River Falls is one place that should be on your to-do list. Buckle up and make a day trip of it.
Which airport is best for Middlesex?
Jetting to Middlesex will see you touching down at Sir Donald Sangster Intl. Airport (MBJ). It's located 18 mi east of the downtown area.

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