Monthly Rentals in Caribbean Estates, Greater Portmore

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Home in Portmore
4.86 out of 5 average rating, 7 reviews

Caribbean Escape @ Caribbean Estate

NicholasRating, 5 stars3 months ago
I had an incredible stay at this Airbnb. From the moment I arrived, I felt welcomed by the warm hospitality and the beautiful surroundings. The property itself was just as described, if not better. It was clean, well-maintained, and had everything I needed for a comfortable stay. The location is ideal, with easy access to local attractions, stunning beaches, and vibrant restaurants. I loved how peaceful and private the space was, yet still close enough to everything I wanted to explore. The host was fantastic—very responsive and helpful when needed. The highlight of my trip was definitely the outdoor space. I highly recommend this Airbnb to anyone looking for a relaxing and authentic Jamaican experience. I can't wait to return!
Guest favorite
Home in Portmore
4.93 out of 5 average rating, 45 reviews

Cozy Home Caribbean Estates

SimoneRating, 5 stars1 month ago
The backyard is a plus for me giving my active toddler additional outdoor playtime that is safe. I highly recommend staying here. This is my go to spot for staying close to family and friends while enjoying Jamaica. Everything feels right at home. I had everything at my disposal from cooking to laundry. I appreciate the hospitality and thoughtfulness that goes in making the place feel homey.
Guest favorite
Home in Portmore
4.87 out of 5 average rating, 39 reviews

Caribbean Comfort Gated: Cozy Elegance, 3 bedrooms

ThandiRating, 5 stars2 weeks ago
Everything was perfect no complaints at all! Lovely host! The pictures don’t do the home justice! Me and my sisters had a blast! Would definitely book this home again!
Guest favorite
Home in Portmore
4.97 out of 5 average rating, 36 reviews

"Exquisite, holiday home in Portmore".

KenroyRating, 5 stars3 weeks ago
Safe and quiet community. Gated with 24/7 security. Home was clean and smelled great. Each time I would go on the road and come back, the nice smell of air fresheners would greet me. The host was amazing as well. Very responsive whenever I had any questions. Would definitely recommend and would book again when I am in Jamaica. I stayed 10 nights.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Caribbean Estates, Greater Portmore's top sights

Sovereign Village43 locals recommend
The Office Sports Bar And Lounge11 locals recommend
Sunshine Palace10 locals recommend
Progressive Foods Supermarket9 locals recommend
Timber Lounge8 locals recommend
Hi-Lo Food Stores8 locals recommend
*Some exclusions may apply in certain geographies and for some properties.