
House vacation rentals in May Pen
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Top-rated house rentals in May Pen
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Popular amenities for May Pen house rentals
House rentals with a pool

Modern 2BR, Pool & Beach Access Included Nearby
I had the pleasure of staying at Wade's house, and everything about it was fantastic! The house was spotless, roomy, and exquisitely furnished—exactly as promised. The amenities were perfect, and the beds were great. The location was ideal for visiting shopping centres, beaches and restaurants. The host was very considerate and went above and beyond to make sure I had everything I needed, including snacks and advice on the area. Check-in went smoothly, and communication was swift and simple. Overall, anyone travelling to Portmore or Kingston should definitely check out this place. When I visit the area again, I will most certainly stay here!

Chillax Island Stay
This Airbnb was by far the best I’ve ever stayed at. From the moment we arrived, it felt just like home — peaceful, welcoming, and secure with top-notch safety measures in place. The space was exactly as pictured: spotlessly clean and beautifully decorated. My family absolutely loved every minute of our stay and didn’t want to leave. The pool was definitely a highlight, adding to the relaxing atmosphere. What made this stay truly special was how it brought our family together from different places — a memorable moment we will always cherish. I highly recommend this Airbnb to anyone looking for comfort, quality, and unforgettable memories.

Hidden Gem @ Sunrise!
It’s a very beautiful home would recommend to anyone looking for a nice cozy quiet place. The Host was very nice and also very helpful and was always right there if you needed her.

Spectacular villa with big garden +secluded beach
Amazing location. It is a garden of tranquility. We stayed here with our three kids. They loved the pool and the direct access to the beach. The view from the top is stunning. Coleen is the perfect host to make you feel at home. Her dishes served on the terrace were one of our highlights during our trip to Jamaica. Nicola was very helpful in providing a lot of ideas for excursions during our stay. This AirBNB is definitely in our top 5 of all AirBNBs we have stayed in as a family.

3D's Comfort Villa w/ Pool
Great place to stay Jamar was very helpful and responsive to any questions I asked Lovely place for families security on the site was excellent felt right at home would definitely recommend and stay here again …

Serene Vistas, Caymanas Country Club
my family and I absolutely loved the place and will definitely book again! Marcel is an amazing host he gave very clear instructions and was incredibly helpful and responsive, even when I needed assistance with late checkout. Check-in was EXTREMELY easy! The place was spotless, and I especially loved how clean the floors felt under my feet! One of the unexpected highlights was the beautiful fruit trees on the property they were such a lovely touch and made the stay feel even more special. The biggest highlight for me was the SECURITY. I felt safer at this Airbnb than I typically do at regular hotels. No one was allowed in without proper clearance, and that made me feel super safe and comfortable. Everything was exactly as described, and the space had every little thing needed for the perfect home-away-from-home experience. I highly recommend this airbnb.

The Caymanas Villa
This place is amazing! Karden is a really great host. He accommodated me has a last minute request. He’s Super interactive and very helpful. The house is EXTREMELY CLEAN and I had everything to my comfort. Adding a fan plus AC was a great touch, the self check in/out was smooth plus I must say I enjoyed the luxury of telling “Alexa” to turn on/off the AC from the comfort of the bed and sofa. :) Do not hesitate to book with him. I promise you won’t regret it!. I’ll definitely be back. :)

The Vistas Caymanas
PLEASE DONT THINK ABOUT IT JUST BOOK..THIS PLACE WAS FLAWLESS..VERY CLEAN..I LOVE IT EVERYTHING WAS PERFECT. THE HOST WAS OUT OF THIS WORLD VERY ACCURATE TO THE TEE..SHE CHECK IN TO MAKE SURE I WAS OK.I HAD DOUBLE FUNERAL AND SHE CHECK IN ON ME..I WOULDN'T HESITATE TO BOOK AGAIN WITH HER..AS LONG AS THEVPLACE IS AVAILABLE IM BOOKING THANK YOU SO MUCH FOR EVERYTHING. I APPRECIATE THE LOVE.
Weekly house rentals

Summer's House at Phoenix Park Village Portmore
Had a great stay at Racquel's ! The house was super cute and had a cozy, secure feel that made the whole experience even more relaxing. Having a washer and dryer included was such a convenient bonus. Very flexible check in. The host was respectful, kind, and very responsive—quick to answer any questions and made sure I had everything I needed. I’d definitely stay here again and recommend it to anyone looking for a comfortable and welcoming place!

Island Treasure vacation suite
My stay was wonderful, I highly recommend staying and will do so in the future. Nicole was very responsive and accommodating… very professional and helpful.

Phoenix Villas,2 bedroom ,24hr security (gated )
Nicola communicated very well and was very nice of her to check in with me and make sure everything was good. I really appreciate it. The home was just like the photo’s very comfortable. The neighborhood is peaceful. My family and I will definitely stay here again.

Comfy Airbnb Staycation in Portmore St. Catherine
I enjoyed my stay at Martin's place .It was secured ,Sparkling clean. Overall, I was extremely satisfied with the AC unit at this Airbnb (living room). It made my stay comfortable and enjoyable, even, cooled the room very quickly. Kudos to the host for investing in a top-notch AC system! I was also able to do my laundry at my convenience with a modern washer and dryer. I would definitely be booking here each visit to Ja. The host was very accessible and helpful it was obvious he's about pleasing his guests, knowing they had choices.

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway
I was very happy with Arthur's place. it was a home away from home experience which gave me a feeling of contentment. A good bed is very important to me for a comfortable stay and the beds in this villa is the epitome of comfort. My sleep was very restful. the kitchen was well equipped and my only disappointment is that I did not get to stray long enough to fully enjoy my stay. but I will return in the near future for a real vacation and not a workcation. Thanks Arthur, I will return if you will have me.

"Exquisite, holiday home in Portmore".
Really enjoyed my stay at Daron's Airbnb. The place was spacious and clean and the scheme had 24 hr security!

Simm's Estate lux with Jacuzzi
Try this place….. great option instead of a hotel…

Comfortable 2 bedroom Home in gated community
Marlon’s place was wonderful. Nice, big and clean. He was able to accommodate us in short notice. Will definitely be staying again.
Private house rentals

Updated Old Harbour luxury, gated 2 bedroom house.
During my stay, everything was exceptional, with just a few minor issues that were resolved right away. I advocate for patience and engaging in dialogue with the proprietor. As previously stated, my experience was exceedingly remarkable. The unit was impeccably clean, equipped with all necessary amenities for our comfort. Communication with the property owner was clear, amicable, and effortless. This is a gated community, and we encountered several delays late at night while entering due to the security personnel being asleep. Aside from that, the community is relatively safe, and individuals appear to attend to their own affairs. No other issue so far.

3 Bedrooms. Your Private House Away From Home
Overall I had a fantastic experience, I haven’t been to JA in 10 years and this house made me feel right at home. The host was on top of every concern I had. She helped me out with trying to find a car rental which was not even her business to. Extremely helpful, Extremely punctual, and always reliable. I wish I could give 10 stars ⭐️. Would recommend every time and will definitely be back.

Luxurious,Cozy 2BR/1BA Home in gated community.
Anique was a great hostess , she allowed me to book immediately, the BnB suite she offered was very pleasing it looked just like the photos. It smelled amazing and was very well kept. What you see is exactly what you’re going to get. I would do this experience again because of how well Anique catered to us. 5 star stay for my first BNB experience.

The Spanish Villa - 2-Bedroom Peaceful Home.
I've stayed at kadian's place a few times and and I've never had any issues . Everything was always on point and this time was no different. The place was clean as always and everything we needed for a comfortable stay was provided. Kadian, of course was very attentive and checked in to make sure our stay was going well. Overall, I would definitely recommend the Spanish Villa and I will be staying there again in the future.

Cozy Home in Portmore
Lashawna’s home was just like the pictures , it was definitely a home away from home and we would stay there again for sure thank you ! No complaints to make at all! Definitely book this Airbnb you won’t be disappointed!

Sky High City View Estate
The host & co-host are responsive and incredibly helpful, making the experience smooth from start to finish. The home is perfect for a large family getaway (we were a family of 7) or just a relaxing escape. It’s beautifully detailed, spacious, tranquil, and thoughtfully designed with a calming vibe throughout. The views are stunning both day and night, adding something special to your stay. As mentioned, the roads are Jamaican roads—but that’s all part of the experience. We felt very safe, as several safety measures are clearly in place. The home was clean and well-maintained. The kitchen had basic cookware and utensils, which made it easy to prepare meals, though you’ll bring your own food as expected with most Airbnbs. The amenities provided made the stay feel comfortable, WiFi was available throughout the property. The location was peaceful and private. Check-in was smooth with clear instructions. I highly recommend this home and would stay again!

Serenity Breezy Hillview
I really enjoyed my stay. It was very convenient for me staying in Linstead. Mrs Edwards and Yuen communicated very efficiently, and effectively! The pictures look exactly the same I really appreciate that. This location is very convenient if you are traveling to Kingston and Ocho Rios. It’s an hour away for each city. The neighborhood is nice and quiet except the dogs barking lol. Other than that perfect stay!

GATED COMMUNITY!! 2BR/1BA Home Portmore/Jamaica!
beautiful, clean, secure ,comfortable, family friendly, great service quick response...... air condition all rooms 10/10 Yard space both front and back, big drive way. great kitchen space, washer and dryer, big fridge. The place is just great. my family of 6 enjoyed ourselves. myself my husband and our 4 kids. kids friendly. rooms are big size, lots of space inside and out. tv in all the rooms. I would definitely recommend and I will also stay again.
Quick stats about house rentals in May Pen
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
50 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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