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House holiday rentals in Hellshire

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Hellshire

House rentals with a pool

Top guest favourite
Home in Old Harbour
4.96 out of 5 average rating, 49 reviews

Elegant Gated Villa w/ Pool & Game Room Retreat

NickolaRating, 5 stars1 week ago
Oh my gosh, where do I even begin? First of all, Courtney is such an understandable person. He’s down-to-earth and humble, and he responds to any situation that happens with understanding, without getting upset. As for the Airbnb, it was breathtaking and such a great experience. It was a hike away from home, but I felt safe and comfortable there. There were days when I just wanted to go by the poolside and chill, then come back indoors to play some games. All the photos they showed for the Airbnb were exactly the same, but the photos don’t give it any justice. The place is way more beautiful in person. My friends and I loved it, and even my visitors did. I’m definitely coming back to this Airbnb with my partner whenever I come back to Jamaica. What are you waiting for? Don’t hesitate to book. Book it now, you won’t regret it!
Superhost
Home in Portmore
4.8 out of 5 average rating, 5 reviews

Modern 2BR, Pool & Beach Access Included Nearby

KandiceRating, 5 stars1 month ago
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!
Guest favourite
Home in Kingston
4.88 out of 5 average rating, 17 reviews

Hidden Gem @ Sunrise!

SharonRating, 5 stars1 month ago
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.
Guest favourite
Home in Old Harbour
5 out of 5 average rating, 11 reviews

Old Harbour Relaxation with pool

NicholasRating, 5 stars4 weeks ago
I really enjoyed my stay. It was exactly what I needed. Somewhere private & peaceful. The communal pool was a very nice addition for days you just want to relax. My only issue was not having a washing machine, as I stayed for 3 weeks & without my brother living close & owning one, cleaning my clothes would have been a problem. Alecia was a great host & anything I contacted her about, she was very friendly & helpful. Overall I loved my stay & didn’t really want to leave. Next time I am in Jamaica, I will definitely be staying in the same place. Thank you Alecia for being a great host.
Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 17 reviews

Barefoot Bliss Short term Rental Gated with Pool

IkarmaRating, 5 stars3 weeks ago
felt like home, Keisha always responded quickly if I had questions. House was well cleaned and organized.
Guest favourite
Home in Spanish Town
4.72 out of 5 average rating, 125 reviews

Comfort Cottage | private pool | 24hr security

ThomasRating, 5 stars2 months ago
We had a wonderful time at this apartment during our second visit to Spanish Town. A definite highlight was the private pool. Fantastic for relaxing and cooling off. We also really valued the peace and quiet of the location, which made for a very relaxing stay. The apartment itself is well-equipped, providing everything needed for a comfortable and convenient visit. Communication with the host, Nordia, was excellent. She was always easy to reach, responded quickly, and was consistently very friendly and helpful throughout our stay. Overall, this provided a great base for exploring Spanish Town again. Given the comfortable apartment, lovely pool, quiet setting, and responsive host, we happily recommend it and hope to return to the area.
Guest favourite
Home in Portmore
5 out of 5 average rating, 7 reviews

3D's Comfort Villa w/ Pool

EmmaRating, 5 stars1 month ago
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 …
Top guest favourite
Home in Kingston
4.88 out of 5 average rating, 108 reviews

Akwaaba Penthouse Luxury Suite

RyanRating, 5 stars2 months ago
a wonderful place and the location is perfect. I will definitely be staying there whenever I get the chance.

Weekly house rentals

Top guest favourite
Home in Spanish Town
5 out of 5 average rating, 12 reviews

The Darling Hive (Fully A/c)

MichkaRating, 5 stars2 months ago
As usual I enjoyed my stay! U will never find more considerate hosts…believe mi!
Guest favourite
Home in Portmore
4.92 out of 5 average rating, 49 reviews

Cozy Home Caribbean Estates

DwayneRating, 5 stars1 month ago
I really enjoyed my stayed at Paul place and the communication was on point. I will be definitely staying there again.
Superhost
Home in Portmore
4.88 out of 5 average rating, 90 reviews

Luxurious,Cozy 2BR/1BA Home in gated community.

KaedianRating, 5 stars2 weeks ago
We booked this home last minute the night before our stay, and Anique was incredibly responsive, kind, and accommodating. From the moment we arrived, everything was just as pictured, clean, comfortable, and welcoming. The check-in process was smooth, and the space felt safe and peaceful, which made my trip even more enjoyable. The location is convenient and close to everything we needed, and we truly appreciated the attention to detail and the warm hospitality. Highly recommend Anique’s place for anyone looking for a quality stay with a gracious host!
Guest favourite
Home in Portmore
4.9 out of 5 average rating, 31 reviews

AshBre Oasis Getaway Phoenix Park Village 2

LornaRating, 5 stars1 month ago
Tudy's place felt like a welcoming home. She paid attention to details and provided amenities such as spices, cooking oil, scissors, tape, games. Whatever you would have at your home, was at Tudy's. The living area was cozy but beautifully decorated and the Jack and Jill bathroom was very handy. The place was secure and felt safe. You need to have a car to get around.
Guest favourite
Home in Portmore
4.94 out of 5 average rating, 31 reviews

876STAY at Phoenix Park Village

RicardoRating, 5 stars4 months ago
Staying at Jerome's Air bnb was very cozy, A/C was excellent! Internet was great, place was clean, Also Jerome respond to me in a timely fashion. Excellent area. Felt safe.
Guest favourite
Home in Portmore
4.84 out of 5 average rating, 50 reviews

Simm's Estate lux with Jacuzzi

ShawaneRating, 5 stars1 week ago
The house was beautiful Everything was clean great community peaceful I would definitely recommend staying here a lot to do safe I enjoy my staying 1000% would come back here again
Guest favourite
Home in Portmore
4.8 out of 5 average rating, 20 reviews

Portmore Paradise Gated Community in Portmore

SonjaRating, 5 stars1 month ago
Rash is a sweetheart of a person and I've never even met her in person. Just messaging with her on the phone made me so comfortable, I felt like I knew her. We loved this place and our host was very welcoming and responded almost immediately to any concerns that we had. The places were extremely clean and well put away. I would definitely recommend this Airbnb to anyone I know that will be traveling to Jamaica and I myself, this will be my place to stay once I return. Anyone renting this Airbnb would not regret it.
Guest favourite
Home in Portmore
4.88 out of 5 average rating, 66 reviews

Bella of the Phoenix

DaijahRating, 5 stars3 weeks ago
I stayed at Thanyi’s place for a few nights. I felt right at home. The place was clean, the bed was very comfortable, and the home had a pleasant smell upon arrival. Thanyi was a great host! Very responsive! I did however get locked out of the home due to the smart lock. Thanyi woke out of her sleep to assist me in the middle of the night. She was very pleasant. I will gladly stay with her again if I’m ever back in the area.

Private house rentals

Guest favourite
Home in Old Harbour
4.92 out of 5 average rating, 36 reviews

Suite159

TalayaRating, 5 stars1 month ago
Nice place to stay . Great customer service. Everything was perfect! Will booked again .
Superhost
Home in Portmore
4.78 out of 5 average rating, 46 reviews

Comfy Airbnb Staycation in Portmore St. Catherine

VanessaRating, 5 stars3 months ago
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.
Superhost
Home in Spanish Town
4.94 out of 5 average rating, 16 reviews

Green Grandeur

CamilleRating, 5 stars4 months ago
I felt right at home, would definitely stay again and would make few recommendations.
Guest favourite
Home in Portmore
5 out of 5 average rating, 18 reviews

Luxe Home - Caribbean Estate Portmore

KessillRating, 5 stars1 month ago
I would go back to Jamaica because of this place. Love it
Guest favourite
Home in Portmore
4.89 out of 5 average rating, 61 reviews

Cozy Home in Portmore

Petherina LatoyaRating, 5 stars2 weeks ago
I stayed at this beautiful home for 5 nights. I love everything about this home and location. My host was amazing. She is extremely patient and sweet, she responds to messages very quickly and she is very helpful. The surroundings was peaceful and gorgeous and I can’t wait to stay a second time. Loved this home.
Guest favourite
Home in Portmore
4.91 out of 5 average rating, 33 reviews

Khoolescap876

VienjanineRating, 5 stars1 month ago
It was very clean, beautiful, and the host was professional and accommodating. The neighbourhood was quiet with the most beautiful scenery. I love it!! Thank you!!
Top guest favourite
Home in Portmore
4.96 out of 5 average rating, 25 reviews

Gated Home: A/C, Airport Pickup, 15Mins to Beaches

ShantelRating, 5 stars1 week ago
My stay was nothing short of awesome, I liked the location it’s off the scene, super quiet, and well secured. I felt comfy and at home. The hot water was a plus for me, and I got to hang my clothes outside on the line which I’ve not been able to do for a long time. Nicola was super responsive, the moment I sent her a message she relied in seconds. I really had nothing to message her about because the place was everything displayed, I only messaged for her to add visitors to the list, I had no issues at all. I will definitely be back
Top guest favourite
Home in Kingston
4.9 out of 5 average rating, 29 reviews

Privately Located Modern 2 Bedroom Kingston Gem!

BrianRating, 5 stars2 weeks ago
Great place, so peaceful, both inside the home and space available outside was beautiful. I loved the flowers and the outdoor ambiance.. PRIVATE parking was a plus. The house is spotless ..Full kitchen equipment with everything that you need. The is extremely responsive. lovely modern home.

Quick stats about house rentals in Hellshire

  • Total rentals

    160 properties

  • Nightly prices starting at

    $13 SGD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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