Jamaica Vacation Rentals

Top Vacation Destinations in Jamaica

  • Montego Bay4,340 Properties
  • Ocho Rios3,719 Properties
  • Negril2,096 Properties
  • Port Antonio1,023 Properties
  • Runaway Bay849 Properties

Our Favorite Vacation Rentals in Jamaica

  • The High Tide Studio #2
     Home/Apartment
    RedAwning
    From
    $283
  • Ifa Rental
     Home/Apartment
    Booking.com
    From
    $149
  • La ARISTATO☀3 BEDROOMS + 1 BATH☀10min>JFK/LGA✈, 35min>Manhattan, 5min>Bus/Subway
     3br Home/Apartment
    HolidayLettings
    From
    $223
  • holiday apartment for max. 4 persons in Btooklyn, NewYork
     Home/Apartment
    TUIvillas
    From
    $101
  • Beekman Tower One Bedroom Executive Suite
     Home/Apartment
    RedAwning
    From
    $245
  • Luxurious Home Away
     Home/Apartment
    Booking.com
    From
    $200
  • Justus Modern Flair (S. Jamaica Queens)
     2br Home/Apartment
    HolidayLettings
    From
    $160
  • The High Tide #9 One Bedroom Suite with Kitchen
     Home/Apartment
    RedAwning
    From
    $376

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

  • NYC Welcomes You! Beautiful 2 BR-5 min from JFK.
    Excellent2br Home/Apartment
    Airbnb
    From
    $232
  • Germania's Deluxe Palace
    Excellent3br Home/Apartment
    Airbnb
    From
    $227
  • Home In Briarwood Queens NYC | Near Subway & JFK
    ExcellentHome/Apartment
    Airbnb
    From
    $129
  • NYC HUB HOME: Train @ 900ft; midtown 30min!
    Excellent2br Home/Apartment
    Airbnb
    From
    $225

Jamaica Pet-Friendly Vacation Rentals

  • Jamaica Queens Apartment Minutes to Train & Dining
     3br Home/Apartment
    HolidayLettings
    From
    $243
  • Clean Spacious Apartment
    Nice-1br Studio
    HolidayLettings
    From
    $79
  • The Jamaica Experience (top floor condo/near JFK)
    Good2br Home/Apartment
    Airbnb
    From
    $209
  • Studio Apartment Near Express Subway to Manhattan
    ExcellentHome/Apartment
    Airbnb
    From
    $102

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

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE