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House vacation rentals in Hellshire

Find and book unique houses on Airbnb

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Popular amenities for Hellshire house rentals

House rentals with a pool

Guest favorite
An outdoor pool area is surrounded by lush greenery and features a wooden deck. A set of lounge chairs is placed nearby, offering a relaxed setting. The clear blue water of the pool contrasts with the vibrant foliage, creating a serene retreat.
Home in Kingston
4.88 out of 5 average rating, 17 reviews

Hidden Gem @ Sunrise!

SharonRating, 5 stars3 weeks 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 favorite
A vibrant yellow house with a modern design is shown beside a crystal-clear pool. The spacious deck features neatly arranged tiles, and large glass doors provide access to the interior. A scenic view of the surrounding landscape can be seen in the background.
Home in Old Harbour
5 out of 5 average rating, 11 reviews

Old Harbour Relaxation with pool

NicholasRating, 5 stars1 week 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 favorite
A clear blue pool is surrounded by a paved area, featuring lush green plants and a protective mesh fence. Bright sunlight illuminates the water, reflecting the blue sky and scattered clouds above.
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 favorite
The outdoor space is characterized by a lush green lawn surrounded by flowering plants. A large pool is visible in the background, with a covered seating area featuring multiple chairs and a table. Garden paths made of stone lead through the well-landscaped area.
Home in Portmore
5 out of 5 average rating, 7 reviews

3D's Comfort Villa w/ Pool

EmmaRating, 5 stars2 weeks 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 favorite
A modern, oval-shaped pool features clear blue water and is surrounded by a smooth white concrete deck. Partial views of the surrounding hillside and greenery are visible in the background, providing a serene outdoor space for relaxation.
Home in Kingston
4.88 out of 5 average rating, 108 reviews

Akwaaba Penthouse Luxury Suite

RyanRating, 5 stars1 month ago
a wonderful place and the location is perfect. I will definitely be staying there whenever I get the chance.
Guest favorite
A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.
Home in Old Harbour
4.93 out of 5 average rating, 30 reviews

Colbeck Villa

Plinio PauloRating, 5 stars1 week ago
Very nice place to stay!
Top guest favorite
A spacious bedroom is furnished with a large bed, featuring a vibrant blue throw across the white linens. A bedside lamp rests on a nightstand, and a piece of wall art adds a subtle touch. A bathroom is visible in the background.
Home in Old Harbour
4.94 out of 5 average rating, 16 reviews

Luxe Oasis: Private, Gated, Chef-Ready, Pool, A/Cs

DwightRating, 5 stars1 week ago
This is my second time staying at Donya,s Place. Clean, private, responsive host, great location, home away from home are some of the phrases I use to describe this place. This will be my go to short term space whenever I am in the area and I am recommending that any who is visiting this area to please choose Donya,s Place. Keep up the good work
Guest favorite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 128 reviews

The Caymanas Villa

OliviaRating, 5 stars2 months ago
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. :)

Weekly house rentals

Superhost
A well-lit bedroom features a wooden bed with white linens and matching bedside tables. Two lamps sit atop the tables, and a comfortable chair is placed nearby. Natural light filters through sheer curtains, illuminating the wooden floor.
Home in Kingston
4.84 out of 5 average rating, 81 reviews

Villa Kingston (2 Bed Rooms, spacious, 2 AC Units

CharitinRating, 5 stars1 month ago
Very affordable and nice home. The hosts were responsive and very nice. Thank you
Top guest favorite
A spacious living area is presented with leather sofas arranged around a patterned area rug. Light streams in through multiple windows adorned with blinds, while a clock adds a functional touch to the wall. A welcoming atmosphere is created by the soft furnishings and neutral colors.
Home in Old Harbour
4.96 out of 5 average rating, 48 reviews

Entertainment, Comfortable + A Pool - Book Now!

JadeRating, 5 stars3 days ago
Home away from home, exactly as described. if you don't want to leave the house, you don't have to, there is fun awaiting you there too. amazing stay
Guest favorite
A comfortable living area features a black sectional sofa adorned with orange and green accent pillows. A decorative coffee table with a floral arrangement sits in the center. Light is filtered through dual-tone curtains on the windows, creating a balanced and inviting space.
Home in St. Catherine Parish
4.89 out of 5 average rating, 55 reviews

Island Treasure vacation suite

AishaRating, 5 stars1 month ago
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.
Superhost
An inviting living and dining area features a large rectangular dining table with placed settings. A comfortable gray sofa with colorful cushions is arranged nearby, with a TV mounted on the wall. Soft lighting is provided by wall sconces and floor lamps, creating a cozy ambiance.
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.
Guest favorite
A coffee bar area showcases a sleek coffee maker alongside a selection of bottled beverages, water, and snacks. A decorative vase filled with flowers adds a touch of elegance against a vibrant turquoise backdrop. A wooden sign designates the space as a coffee bar.
Home in Old Harbour
4.84 out of 5 average rating, 38 reviews

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

JudithRating, 5 stars1 month ago
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.
Guest favorite
An open living area features a dining table with four chairs and a cozy couch. The space is illuminated by recessed lighting, and a large flat-screen TV is mounted on the wall. Bright curtains frame the glass doors that lead outside.
Home in Kingston
4.96 out of 5 average rating, 28 reviews

Carter's Nest Villa - New Kingston

ChevonneRating, 5 stars2 weeks ago
Great place. no complaint at all. Just as advertised and will definitely keep you safe. I would definitely stay here again
Superhost
A modern living area is featured, showcasing a large sectional couch adorned with decorative pillows. A cozy blanket is spread on an ottoman. The kitchen is visible in the background, equipped with floral arrangements and stylish bar seating, complemented by natural light streaming in through the window.
Home in Kingston
4.8 out of 5 average rating, 20 reviews

The Skyler: cozy 2BR/1BA townhouse

JalissaRating, 5 stars4 months ago
Kerice, was an amazing. Host, she gave amazing assistance and responded very well and fast to anything asked. The house is exactly how it looks in the photos. The yard is just so cute and great.,, will definitely stay again.
Guest favorite
A stylish living area is highlighted by a globe atop a glass table, featuring books by luxury brands. Colorful curtains add vibrancy, while a navy blue couch offers a comfortable seating option. Wall art complements the modern decor, contributing to the cozy atmosphere.
Home in Portmore
5 out of 5 average rating, 12 reviews

The Meraki - Lot 42 Phoenix Park

StephanieRating, 5 stars1 month ago
"Great stay and an even better host!" We had a really comfortable stay at Owen’s place. There was a small mishap at the beginning, but Owen handled it quickly and went out of his way to make sure everything was taken care of. He checked in to ensure we were comfortable and had everything that we needed, which was really appreciated. The space was just as described, and his hospitality made all the difference. Highly recommend staying here!

Private house rentals

Superhost
A welcoming entryway features a black front door flanked by sheer white curtains. A small table holds a vase with greenery and oranges, while two brown upholstered chairs invite relaxation. Light reflects softly off the tiled floor.
Home in Kingston
4.76 out of 5 average rating, 25 reviews

3 Bedrooms. Your Private House Away From Home

ShyeemRating, 5 stars2 months ago
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.
Top guest favorite
A spacious bedroom features a dark wood bed with a tufted headboard and crisp white linens. Natural light filters in through a large window, partially draped with blue curtains. A bedside table holds a lamp, while a mirror reflects the room's layout.
Home in Spanish Town
4.99 out of 5 average rating, 84 reviews

The Spanish Villa - 2-Bedroom Peaceful Home.

GarthRating, 5 stars3 weeks ago
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.
Guest favorite
A single-story home is set in a spacious yard with well-maintained grass and potted plants. The front porch features a welcoming seating area under an archway. The backdrop includes rolling hills under a clear blue sky, emphasizing the serene surroundings.
Home in Caymanas Estates
4.92 out of 5 average rating, 36 reviews

Serene Vistas, Caymanas Country Club

JenniferRating, 5 stars1 month ago
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.
Guest favorite
The welcoming entrance features a stone accent wall and a hanging chair. A round, textured mat is positioned at the door, which is framed by a decorative wreath. Soft light from a ceiling fixture enhances the inviting atmosphere of the entryway.
Home in Portmore
4.88 out of 5 average rating, 60 reviews

Cozy Home in Portmore

ThereseRating, 5 stars1 month ago
This is my second time booking this Airbnb in less than a year and it’s always lovely staying here I will be definitely booking it again because it’s one of my top favorite
Superhost
A spacious bedroom features a large, inviting bed with decorative pillows and a white quilt. Two bedside tables hold softly glowing lamps. Natural light streams in through two windows, framed by lush greenery outside, enhancing the serene atmosphere of the room.
Home in Kingston
4.88 out of 5 average rating, 16 reviews

Sky High City View Estate

SandraRating, 5 stars1 month ago
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!
Superhost
A modern living area features a sleek wall with vertical paneling and elegant lighting. A vibrant digital fireplace is displayed above a minimalist white console, providing a cozy focal point. Light-colored walls enhance the open feel of the space.
Home in Old Harbour
4.85 out of 5 average rating, 41 reviews

Luxury Oasis of New Harbour Village III

NeviaRating, 5 stars6 days ago
My family and I, enjoyed our stay at Sherika’s place. Booking an Airbnb in Jamaica can be intimidating at first, but knowing that you are in good hands definitely gives you the peace of mind that is needed when on vacation. The backyard allowed for the kids to have a secure area to play and run around. The neighborhood is very quiet and even has a small community playground. I appreciated the clear instructions Sherika left for us and would definitely recommend this place to anyone looking for a short or long stay in Jamaica.
Guest favorite
A modern dining area is showcased with a round white table surrounded by four sleek gray chairs. Fresh yellow flowers are placed in the center. Natural light floods the space through a decorative window, highlighting the adjacent kitchen and laundry appliances.
Home in Portmore
4.85 out of 5 average rating, 123 reviews

GATED COMMUNITY!! 2BR/1BA Home Portmore/Jamaica!

LatoyaRating, 5 stars1 month ago
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.
Guest favorite
A well-appointed bedroom features a spacious bed with crisp white linens and a light blue throw. Natural light filters through sheer curtains and patterned drapes, enhancing the serene ambiance. A decorative mirror is mounted on the wall, and a nightstand is positioned beside the bed.
Home in Portmore
4.93 out of 5 average rating, 57 reviews

Your House @ Caribbean Estates

ZebadiahRating, 5 stars1 month ago
Absolutely beautiful and completely satisfying stay. Clean, Cold AC,fast WiFi, great water pressure. Relaxing back yard. Everything work and was provided. Would definitely be coming back felt like my home. Didn’t need time to settle. Kids and family loved it. Close to everything you would need. Only one regret not taking a picture of the cookware set name. Absolutely love a post set lol.

Quick stats about house rentals in Hellshire

  • Total rentals

    160 properties

  • Nightly prices starting at

    $10 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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