Jamaica Vacation Rentals

Top Vacation Destinations in Jamaica

  • Montego Bay5,366 Properties
  • Ocho Rios4,158 Properties
  • Negril2,573 Properties
  • Port Antonio1,185 Properties
  • Runaway Bay971 Properties

Our Favorite Vacation Rentals in Jamaica

  • NYC HUB XL @ 900ft from subway; 30 min to Midtown
     Country House
    Booking.com
    From
    $539
  • A Touch of Elegance
     Home/Apartment
    Booking.com
    From
    $132
  • Walkerswood Comfort
     Family Stay
    Booking.com
    From
    $60
  • Cozy Rental Home
     Country House
    Booking.com
    From
    $506
  • JFK Area Home Away from Home
     Home/Apartment
    Booking.com
    From
    $99
  • Luxury Close to JFK
     Home/Apartment
    Booking.com
    From
    $185
  • Luxurious Home Away
     Home/Apartment
    Booking.com
    From
    $200
  • Home Away From Home
     Country House
    Booking.com
    From
    $300

Check prices for these upcoming dates

Jamaica Vacation Rentals with a Pool

  • VIP staycation deluxe movie theater
     Home/Apartment
    Airbnb
    From
    $672

Jamaica Vacation Rentals with Wi-Fi

  • Welcome to NYC! Modern Luxury 2 BR-5 min from JFK
    Good2br Home/Apartment
    Airbnb
    From
    $237
  • Private Studio Near JFK, LGA & Subway Not A Bsmnt
    GoodHome/Apartment
    Airbnb
    From
    $125
  • Germania's Deluxe Palace
    Excellent3br Home/Apartment
    Airbnb
    From
    $262
  • SPLENDOR☀4BEDR+2BTH☀10MIN>JFK✈LGA, 30MIN>MANHATTAN
    Excellent4br Home/Apartment
    Airbnb
    From
    $236

Jamaica Pet-Friendly Vacation Rentals

  • The Jamaica Experience (top floor condo/near JFK)
    Good2br Home/Apartment
    Airbnb
    From
    $156
  • Studio Apartment Near Express Subway to Manhattan
    ExcellentHome/Apartment
    Airbnb
    From
    $93
  • Full Apartment / 1 Bedroom ( Lower Level)
    GoodHome/Apartment
    Airbnb
    From
    $133
  • Angeles aparment
    Nice2br Home/Apartment
    Airbnb
    From
    $136

Jamaica Travel Guide

The beautiful island that gave the world Bob Marley, Jamaica is a one of a kind paradise, a Caribbean country that sways to the rhythm of reggae and overflows with lush greenery, white sand, and crystal blue waters.

Things to Do in Jamaica

Jamaica is a paradise of natural beauty, and outdoor activities and attractions. One must see is Dunn’s River Falls in Ocho Rios. The cascading water drops 600 feet and you can hike right up them for an awe inspiring view and incredible experience.

Also make a visit to Nine Mile where Bob Marley was born and is now buried. To get there journey through the mountains and into the heart of the country, stopping along the way you'll really get a feel for the locals and local communities.

Negril 7 Mile Beach is another unmissable location, an iconic beach it is everything you think of when you think tropical paradise. Other top things to do in Jamaica include hiking in the Blue Mountains, visiting the Blue Lagoon in Port Antonio, visit Doctor's Cave Beach in Montego Bay and have a round of golf at White Witch Golf Course. Make sure you try delicious Jamaican cuisine, spend a night at a music concert, or just watch sunset after spectacular sunset on any of the islands wonderful beaches. Active visitors will know that hiking, cycling, climbing, snorkeling, scuba diving, and horseback riding are all great here.

Best Places to Stay in Jamaica

Montego Bay or Negril are some of the best areas to stay on the island for ease of getting around and access to great beaches.

Best Time to Visit Jamaica

November to December is the best time to visit the island with beautiful weather.

Price and Availability in Jamaica

Most expensive
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The cheapest day to stay at a vacation rental in Jamaica tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Jamaica tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Jamaica is in June, while the cheapest month is in September. The most popular time to book a vacation rental in Jamaica is in the high season in March. Jamaica has its low season in September, when less people are visiting and the vacation home occupancy rate drops.

What Expert Travelers Think

  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy