
Holiday rentals in May Pen
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Top-rated holiday rentals in May Pen
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Other great holiday rentals in May Pen

Home in Four Paths
4.86 out of 5 average rating, 7 reviews2 Bed 1 bath Home Away From Home
OrleenRating, 5 stars1 month ago
Janet's place was quiet,comfortably and secure. All your basic amenities is there including hot water and AC. I was there during mangoes season and i eat all i can eat. I definitely will stay there again.

Home in Hayes
4.71 out of 5 average rating, 7 reviewsModern Comfort in Clarendon
HubertRating, 5 stars3 months ago
This place was worth staying omg the place was nothing short of a real home , I would recommend you book this place as your first choice.
Top guest favourite

Home in Old Harbour
4.94 out of 5 average rating, 18 reviewsKing's Place
JaydynRating, 5 stars2 months ago
Our stay at Christine's place was very enjoyable. We came to Jamaica for a family members funeral as well as to visit some family members we had not seen in years, and no matter how long the day was or how busy or cramped the schedule, we always looked forward to going back to Christine's place knowing that we would be staying in a good clean safe and comfortable home, where we could rest our heads and relax and sleep with peace and ease. Loved It ❤️

Home in Old Harbour
4.75 out of 5 average rating, 4 reviewsHome away from home
ZaheerRating, 5 stars3 weeks ago
The host was very responsive, actually took my calls anytime, place was really clean, quite, I know everyone has a preference but one the bed was super high, gated , the host really did a great job, all a.c. working, lol hot water also . nice place. Definitely 10/10 compared to others I've stayed at around the same area.

Home in Old Harbour
4.67 out of 5 average rating, 3 reviews3Little Birds Retreat Safe and Secure Community
TracyRating, 5 stars3 weeks ago
Where do I even begin! I’m from the UK and have gotten to know Old Harbour pretty well over the last couple of years, but this was my first time staying in a villa at Coldbeck Manor—and it’s hands down my favourite estate now. I stayed at Andrea’s place, perfectly located near the entrance. Check-in was super smooth, and her co-host Rose was amazing—she helped me plan a surprise birthday setup for my boyfriend that was both thoughtful and a little romantic. Andrea also put me in touch with Angela, a professional massage therapist just a few doors down. He had a session and hasn’t stopped raving about how great it was—calm, experienced, and professional. As this was also a working trip for me, Andrea made sure I had a monitor to stay productive. The WiFi was solid, and the villa had everything—clean, cosy, and fully stocked. I honestly felt so cared for. Andrea, Rose, and Angela made the whole stay seamless. I even extended 4 more nights. Book it—you’re in great hands! 🇯🇲🙏🏽❤️🙋🏽♀️

Guest house in Beckford Kraal
5 out of 5 average rating, 3 reviewsTranquility Day Spa
ShereenRating, 5 stars14 months ago
Winston, Kerona and even Keronas mum have gone above and beyond to welcome me. I literally felt at home and they have done so much to help me that ive actually decided to purchase in the area. Thank you, it was amazing.

Flat in Paisley
4.75 out of 5 average rating, 4 reviewsQueen bed suite with full kitchen
SuejennRating, 5 stars17 months ago
Would recommend this listing and definitely go back for another stay. Only recommendation the unit needs a table for eating or for working. Julia was very responsive. Lovely apartment and convenient location.

Home in Crooked River
4.83 out of 5 average rating, 6 reviewsLivingwell Homes Jamaica
QuintonRating, 5 stars1 month ago
if you haven't booked yet... DO IT!! Jodyanns place is remarkable and she is the best host ever. Jodyanns place is very remote and exactly the vibes I was looking for. The place is huge and clean, it comes with dishes pots pans cutlery everything you need to disconnect and have some quality time or family time. The community vibe was some icing on the cake. The host has several resources very close to help with anything you need. I was taken to a local grocery to purchase food items that I would have never found by myself. Directions to a local waterfall and llocation of the center of the island... which you can see from their farm. We were given sugar cane and food items LIKE CACAO pineapple oranges and mango from a farm located on the same street as jodyanns place (actually a family farm). We were in direct and responsive communication with resources that made our trip even better.
Quick stats about holiday rentals in May Pen
Total rentals
30 properties
Nightly prices starting at
₹3,426 before taxes and fees
Total number of reviews
120 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Ocho Rios Bay Beach
- Hellshire Beach
- Reggae Beach
- Dunns River Falls and Beach
- Hope Botanical Gardens
- YS Falls
- Bob Marley Museum
- Emancipation Park
- Burwood Public Beach
- Harmony Beach
- Floyd's Pelican Bar
- Sugarman Beach
- Fort Clarence Beach
- SAN SAN BEACH
- Green Grotto Caves
- Font Hill Beach
- Members Beach
- Old Fort Bay Beach
- Gunboat Beach