Jamaica Vacation Rentals

Top Vacation Destinations in Jamaica

  • Montego Bay5,147 Properties
  • Ocho Rios3,934 Properties
  • Negril2,452 Properties
  • Port Antonio1,107 Properties
  • Runaway Bay910 Properties

Our Favorite Vacation Rentals in Jamaica

  • Comfy Rooms with Free WiFi & Laundry Near JFK Airport J, E, Airport Train
    NiceFamily Stay
    Booking.com
    From
    $70
  • QUEENS GRANDEUR-2ND FL (4BEDR/2BATH)-Close to all-10min-JFK/LGA, 35min-Manhattan
     4br Home/Apartment
    HolidayLettings
    From
    $269
  • Franklin Guesthouse
     Home/Apartment
    NextTrip
    From
    $435
  • holiday apartment for max. 4 persons in Btooklyn, NewYork
     Home/Apartment
    TUIvillas
    From
    $94
  • NYC HUB XL @ 900ft from subway; 30 min to Midtown
     Country House
    Booking.com
    From
    $339
  • Updated Queens Apartment w/ Spacious Patio!
    Nice2br Home/Apartment
    HolidayLettings
    From
    $222
  • Manhattan Residence
     Home/Apartment
    NextTrip
    From
    $662
  • holiday apartment for max. 4 persons in Btooklyn, NewYork
     Home/Apartment
    TUIvillas
    From
    $110

Check prices for these upcoming dates

Jamaica Vacation Rentals with Wi-Fi

  • Manhattan Residence
     Home/Apartment
    NextTrip
    From
    $662
  • Manhattan Residence
     Home/Apartment
    NextTrip
    From
    $662
  • Manhattan Residence
     Home/Apartment
    NextTrip
    From
    $673
  • Manhattan Residence
     Home/Apartment
    NextTrip
    From
    $538

Jamaica Pet-Friendly Vacation Rentals

  • Clean Spacious Apartment
    Nice-1br Studio
    HolidayLettings
    From
    $105
  • The Jamaica Experience (top floor condo/near JFK)
    Excellent2br Home/Apartment
    Airbnb
    From
    $170
  • Apartment minutes away from JFK, LGA, CitiField
    NiceHome/Apartment
    Airbnb
    From
    $119
  • Cozy Studio Apartment in Queens, NY
    ExcellentStudio
    Airbnb
    From
    $111

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

  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims