Deals on vacations and trips to Middlesex
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Middlesex flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Retreat Plantation House
Save 100% on your flight
Price was $1,380, price is now $689 per person
$689
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the laundry service and free internet in public areas. You'll appreciate the area shuttle, terrace, and garden.
Alamanda Cottage at Serenity
Ironshore
Price was $2,096, price is now $882 per person
$882
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop 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
Price was $6,946, price is now $3,198 per person
$3,198
per person
Nov 2 - Nov 5
found 2 days 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
Price was $1,671, price is now $790 per person
$790
per person
Nov 9 - Nov 13
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.
Ocho Rios Villa at Coolshade
Save 100% on your flight
Price was $1,737, price is now $873 per person
$873
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
This villa features a bar/lounge, a swim-up bar, and an outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and perks like free self parking.
Top Middlesex hotels deals
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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.
Princess Grand Jamaica Resort - All Inclusive
Industry Cove, Green Island, Hanover
$428 nightly
The price is $428 total per night
$428 total
Oct 2 - Oct 3
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.
Deja Resort All Inclusive
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.
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive
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.
SeaGarden Beach Resort - All Inclusive
8 Kent Avenue, Montego Bay, Saint James
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $199 total per night
$199 total
Sep 30 - Oct 1
Total with taxes and fees
A nightclub, 3 restaurants, and 2 outdoor tennis courts are all featured at this all-inclusive property. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like buffet breakfast and free self parking. Enjoy the outdoor pool and unwind at the beach bar and poolside bar.
Princess Senses The Mangrove Resort - Adults Only
Industry Cove, Green Island, Hanover
$483 nightly
The price is $483 total per night
$483 total
Oct 14 - Oct 15
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.
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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