Caribbean islands are known for their beautiful beaches, and this is true of Jamaica as well. Seven Mile Beach in Negril and James Bond Beach near Ocho Rios are two of the most popular beaches in Jamaica. The wonderful tropical weather will allow you to enjoy these beaches almost all year round. For some adventure, you can also try rafting down Martha Brae River. If you love music and dance, Jamaica is the place to go. Impromptu street dances and music performances happen all over the island and are a great way to meet the locals. To fully enjoy all that this island offers, you should stay here for at least a month. For suitable stays, take a look at this list of the best monthly rentals in Jamaica.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Large home with a pool; Montego Bay (from USD 140)
When you stay at this rental, you don’t have to worry about transportation. The property offers a complimentary airport shuttle service and you can also request a vehicle and chauffeur for local sightseeing tours for an added charge. The outdoor pool will allow you to have fun in the water. Air conditioning will keep you comfortable indoors and Wi-Fi will be useful to catch up on work.
If you have plans of staying here for more than a month, you will be able to save big on rent as discounts are offered.
Top guest reviews
Cleanliness:
this place was very cleandespite a small ant problem the apartment including bedding were immaculate and cleaned weeklyHost:
all the staff felt like familyeveryone was very nice and helpfulthe property manager joy as well as our driver bunny were so accommodating and kindthe owner answered all my text messages immediately great experienceRead more reviewsLocation:
the property is located in a beautiful community and it is very quiet and feels safethe area is quiet and beautiful while also being close to town
2. Home with gorgeous water views; Boston Bay (from USD 95)
Nestled on a hill overlooking the Caribbean Sea, this beautiful home is a perfect vacation getaway. You can have your fill of the tropical air when you are here and admire beautiful views from the covered balconies. Take in the sea views while lounging on deck chairs or snooze the afternoon away on a hammock. Surfers can walk down to the beach to catch some waves or head to other surfing spots along the coast.
This property is attractive for another reason too. When you book it for 28 days or more, you get a discount of about 18% on rent.
Top guest reviews
Amenities & Room:
the rooms are large nicely equipped (fridge coffee maker) and the views from the balcony are amazingwe enjoy our morning coffee on the balcony and this year enjoyed using the new poolthe brown room is huge a nice little kitchen and a beautiful balconythe view is incredible on it's own but it's somehow even more amazing while floating around the poolthe room was large with a large high comfortable bed with mosquito nettingCleanliness:
overall it is clean and well managedthere are no clean out elbows or sections that are threaded for easy clean out when blockedbed very comfortable and clean- the accommodations are simple but clean bright and comfortable - felt like "simple luxury" to methe room was clean spacious and had breathtaking viewsHost:
john took the time and was always very kind and helpful with all my questionsjason is very helpful and provides us with our basic needsRead more reviewsLocation:
we only stayed at caribbean dawn for one night on our way to another location but were very impressedwonderful place in a beautiful location with an amazing viewwhat s great place we found we can't to go back next year
3. Studio apartment suitable for a couple; Montego Bay (from USD 110)
This apartment is an affordable choice for a couple heading to Montego Bay for their vacation. In addition, when you book this home for more than a month, a discount of about 10% will apply, so you can save more.
This functional space is located close to Doctor’s Cave Beach. You can relax on the balcony and enjoy sea and city views while sipping on a cool drink. You can shop locally and prepare your meals in the fully equipped kitchenette. When it is time to relax, you don’t need to go far as there is a swimming pool right on the top floor.
Top guest reviews
Amenities & Room:
The pillows in the apartment need changing and thebedThe air conditioning was not cool enoughThe bed was really comfortable and acted as a great day bed for watching TV on the rare occasionThe apartment was rather warmThe 24/7 store on the second floor is great Now the condo is a one bedroom studioCleanliness:
Very clean and would return againProperty is exactly as listed photos are true blue cleanHost:
She is very easy to communicate with Excellent vacationThe owner provided a detailed information sheet with some very good tipshe is a tour guiderunners on the beach people watching Doctor's Cave beach is so beautiful and handy for pick up/I was impressed with all the security and friendly people in the complexRead more reviewsLocation:
Loved the location Right across from Drlocated close enough to walk to shopsThere were a number of good restaurantsDowntown Montego Bay is a 30 min walk and it's worth seeing Sam Sharpe SquareIt is about a 15 min walk from condo
4. Shared villa with rooftop gazebo; Sheffield (from USD 82)
Though you may share this villa with other guests, you will have a separate entry, so your privacy will not be disturbed. Cyclists will love to rent the bikes stored in the home and explore the locality. If interested, the host can put you in touch with a local cycling club.
The host also offers a meal service which can be added on and will be a great chance to try some local delicacies. Don’t worry about the expenses, you can save up to 20% when you book this place for more than a month.
Top guest reviews
Read more reviewsHost:
the hosts were more than accommodating my family appreciates your services
5. Sunrise Magic; Robin's Bay (from USD 428)
With about a 30% discount on stays of more than 28 days, this rental is a great choice for an affordable stay in Jamaica.
This home is located in the 18-ac (7.28-ha) Strawberry Fields Together resort. The home is spread across two levels, both of which have private entrances and can be rented separately or together. Located right on the water, you can admire gorgeous views from the porch or the hammock strung out between two trees on the property. For those who’d like a break from cooking while on vacation, the on-site Strawberry Patch Café Bar & Grill offers delicious meals for an added charge.
Top guest reviews
Amenities & Room:
i found rat dropping all over the kitchen counter tops cabinets and drawersHost:
can't beat the location of the cabin on the water super nice staff the road in is quite roughRead more reviewsLocation:
i couldn't have asked for a better remote location just for the experience in jamaica
6. Serene studio near the beach; Treasure Beach (from USD 61)
This cheerful studio is located right by the sea on Treasure Beach. It is a great choice for a couple’s romantic getaway. Simple wood furniture adds to the elegance of the rental. Though the road to get to the rental may not be the smoothest, once you get here, the calm surroundings and natural beauty will more than make up for it. You can relax in the loungers on the patio and enjoy awesome views.
A quiet beach is just a few minutes’ walk away. Book the studio for 28 days or more to avail a discount.
7. Convenient apartment with free airport transfers; Ocho Rios (from USD 95)
For a worry-free vacation, you can consider this apartment in Ocho Rios. You can avail of complimentary airport transfers when you stay here for five or more days and local transfers when you stay here for three or more days. In addition, discounts are offered for monthly stays. Local snacks, tea and coffee and bottled water are offered for free here.
From the shared patio, you can enjoy sea or garden views. This is an adults-only property, and pets are not allowed either.
Top guest reviews
Read more reviewsCleanliness:
the room was lovely clean and comfyabsolutely loved the place its was so nice and cleanthe room was comfortable and cleani absolutely loved the place its was so nice and clean
8. El Castilito; Browns Town (from USD 68)
This cheerful home is a great base for your Jamaican vacation. With a discount of about 15% on rent for monthly stays, the accommodation becomes more attractive. It is a split-level home and comes with amenities for accommodating kids, such as a playpen, highchair and crib.
You can enjoy awesome views from the patio and have a barbeque meal using the grill. After a busy day, you can soak in the hot tub in the master bathroom. Both bedrooms are fitted with air conditioning, so you can rest well.
Top guest reviews
Cleanliness:
the place was clean spacious and equipped with everything we neededel castilito was clean and very spacious there were adequate amenitiesi had a wonderful time staying at el castilito the property and house were very clean lovely and coolworth every penny the photos don’t do the place justice very comfy clean and spaciousRead more reviewsHost:
loved everything about the place with an amazing host very gratefulcommunication is a1 steve is very helpful and we always receive quick response to anything neededantoinette and cousin steve is simply the best airbnb hostesses i've ever had the pleasure to have as hostssteve was very helpful and the house was an enjoyable stay
Superhost
9. Anne's Oasis; Discovery Bay (from USD 49)
This cute home, located in a verdant garden, is ideal for a couple on vacation. You will be surrounded by cherry and mango trees and you can walk among the trees or enjoy viewing them from the comfort of the covered verandah. The fully equipped kitchen will allow you to prepare your meals, and the comfortable bedroom will enable a good night’s rest.
There is a washing machine available here and it can be used between 8 am and 10 pm. When you book this home for 28 days or more, a 10% discount will apply.
Top guest reviews
Amenities & Room:
wifi was excellent as wellwifi awesome tv channels greatthe amenities make the apartment comfortable and the neighborhood is quiettv good selection plus internet was upgraded before we came and was great (except last 2the wifi works great it was great we will be backCleanliness:
the apartment was very clean and cozybeautiful yard clean in and outthe house is clean and comfortablethis place was found to be very clean comfortable and perfectly sized for one to two peoplethe place was very clean and had all of the necessities for a few nights stayHost:
the host was really nice and accommodatinghost is very responsive and wonderfulbest host ever great placegreat host looking forward to coming in octoberthe best host and little pieceof heavenRead more reviewsLocation:
the location is great once out of the neighborhood everything you need is in short walking distancethe place is located in a safe neighborhood with friendly neighborsvery good location and you have the apartment to yourselfmy wife and i found the best location for our honeymoonhouse is clean and a great location with beautiful grounds with mango trees close to the beach
10. Sankalpa Cottage; Irish Town (from USD 75)
Your Jamaican vacation may become a lot cheaper when you book this cottage as, for stays of 28 days or more, a discount of about 40% is offered here.
This cute cottage is great for those looking to be active on their vacation as it is close to hiking and walking trails. While staying here, you can work in the dedicated workspace using the Wi-Fi and stroll over to local cafes for great meals.
Top guest reviews
Amenities & Room:
wifi - very very strong and steadyRead more reviewsHost:
great stay again superb host and accomodationsdeborah was amazing and very helpfulcan’t say enough about the property or the host she’s absolutely wonderfula lovely kind host and well appointed cottage- deborah your host is very a clear communicator open kind respectful and very helpful
Have a long Jamaican vacation
With wonderful weather, lovely beaches and friendly people, Jamaica will offer you the break you need to de-stress. For a long vacation with all the comforts of home, check out the above monthly rentals.
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