Vacation rentals with beach access in Fairy Hill

4.95 out of 5 average rating, 127 reviews

A rustic cabin with open windows is illuminated from within, set against a backdrop of a clear night sky filled with countless stars. The warm glow contrasts with the dark expanse, highlighting the cabin's inviting features.

Farm stay in Eleven Mile

Rasta family fruit farm hilltop cabin kingston

An experience not just an Airbnb!Wake up to breathtaking views of mountains whilst hummingbirds & butterflies float past you in our secluded tropical paradise.Sounds of birds & cool breeze sweeping through hundreds of trees.A place where you can pick fresh juicy mangoes for breakfast. Simple & authentic indoor toilet & outside stone shower,our traditional Caribbean cottage is the perfect hideaway for all nature lovers. Located on a hilltop fruit farm, just a short 20 minute drive from Kingston.

4.93 out of 5 average rating, 56 reviews

A vibrant rainbow arches across a cloudy sky, contrasting with the lush greenery of the surrounding landscape. Various trees and plants can be seen throughout the area, creating a rich, natural setting that invites exploration.

Villa in Long Bay

Villa Luna, Long Bay, Portland (Port Antonio)

Visit our private 5 acre farm with amazing views. Just a short walk to the fabulous Long Bay beach. You can also explore: Winnifred Beach, Boston Beach, Frenchman's Cove, Reach Falls and the fabulous Blue Lagoon. The guesthouse is private, spacious and comfortable! Its easy to relax on the farm with 360 degree view of the Blue Mountains and the ocean! We can do meals, arrange transportation and day trips at a convenient cost! Come unwind and relax where the jungle meets the sea. Villa Luna!

Apartment in Fair Prospect

A spacious studio bedroom is furnished with a large bed and a vintage-style dresser. Soft light filters through window treatments. A comfortable one-seater couch and a decorative pillow enhance the inviting atmosphere. Mirrored wardrobe offers practical storage, while the cool blue walls create a tranquil setting.

4.9 out of 5 average rating, 41 reviews

Private Oasis in Gated Community close to Beaches!

Retreat to your personal haven, conveniently located near Jamaica's top attractions! Explore the enchanting Blue Lagoon, Frenchman’s Cove, Reach Falls, and Bath Fountain, to name a few! Highlights: Enjoy a completely private facility Features air conditioning and a ceiling fan Dedicated parking provided Breathtaking views of both mountains and sea Hot water available High-speed internet and a designated workspace Easy access to reliable transportation Safe environment within a gated community.

Apartment in Port Antonio

A serene bedroom is illuminated by natural light filtering through curtains. A cozy single bed is dressed with a soft blue bedspread. A bedside table with a lamp adds functionality, while a piece of wall art complements the calming decor.

4.82 out of 5 average rating, 28 reviews

Villa DreMar

Enjoy a stylish experience at this centrally-located exquisite apartment. It offers relaxation and comfort. Nestled in the most beautiful, peaceful Parish in Jamaica. Perfectly placed 5 minutes from Port Antonio Town. It is ideally located in close proximity to restaurants, supermarkets, and white sand beaches, with a variety of activities to enjoy. Mesmerize by short, scenic drive to attractions such as Somerset Falls, Nanny Falls, Frenchman's Cove, Blue Lagoon and Boston jerk Centre.

4.89 out of 5 average rating, 294 reviews

Guest suite in Bull Bay

Rustic Beauty Beach Front Hideaway

Just imagine yourself sunbathing on your own private balcony with the beautiful carribbean sea is right at your doorsteps. The nights when you can snuggle up and star gaze while listening to the sound of the waves. My place is close enough to the airport with a view of the planes landing and taking off and the ships entering n leaving port but just outside of the hustle and bustle of city life. If you want to relax this is the place for you to come and unwind and let us take care of you.

Top guest favorite

A four-poster bed is adorned with mosquito netting, featuring pillows in warm hues. A table lamp with a glowing light adds a soft ambiance beside a wooden nightstand. A vintage hat labeled 'Jamaica' hangs on the wall, enhancing the room's relaxed setting.

Guest suite in Fairy Hill

4.95 out of 5 average rating, 22 reviews

Jungle Suite

Sit back and relax in this tranquil, stylish space with stunning views of the surrounding nature and stars in the sky. The newly built Jungle Suite with modern en-suite bathroom and private large wooden veranda offers everything you could wish for on your authentic Jamaican holiday or weekend away in beautiful Portland. Situated between the Blue Lagoon and the popular Winifred Beach (both within walking distance) this prime location is also close to shops, cafes, bars and restaurants.

An ornate golden gate leads to a welcoming property, accentuated by a vibrant yellow facade. The structure showcases an inviting architectural design, framed by well-manicured lawns and clear blue skies, creating an appealing entrance to the home.

4.91 out of 5 average rating, 56 reviews

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove, smart TV in both bedrooms. Walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

Tiny home in Port Antonio

The cottage is nestled among lush greenery, featuring a wooden structure with a covered verandah. Towering trees and vibrant plants surround the cottage, creating a serene and natural environment. The architecture reflects a rustic charm, blending harmoniously with the tropical landscape.

4.88 out of 5 average rating, 319 reviews

mango ridge backpacker cabins/mango

2 story cottage with upstairs bedrooms and verandah..large open windows upstairs about 250 steps or about 6 minute walk from the car park up a steep hill,backpacks or light luggage advised..this cottage is not completely sealed and visitors can expect to see the occasional lizard and insects please smoke outside..thanks. .hot water only if u heat it on the stove..price is for 2 people.30$ per extra guest.2nd bdroom very small..both dbl beds

5 out of 5 average rating, 6 reviews

A rustic cabin is showcased with a vibrant turquoise exterior, surrounded by lush greenery. Steps lead up to the front porch, where a comfortable sitting area can be seen. The roof is metal, and windows allow natural light into the interior space.

Cabin in Fairy Hill

Easyman’s Winnifred Beach Cottage room

You will have exclusive use of this private self contained cabin, 15 mins walk from Winnifred Beach on the Winnifred estate community. Surrounded by forest and fruit trees, it’s a natural setting, close to nature. The cabin is comfortable but rustic . With a verandah front and back, this is a place for relaxing the Jamaican way. This cabin sleeps 4 people. We have two other listings ie you can rent each of the two rooms separately.

A tranquil swimming pool is framed by lush greenery and offers breathtaking views of the Caribbean Sea. The pool features a gently curving shape and a smooth surface that reflects the sky. Sun loungers are positioned nearby, inviting relaxation in a serene environment.

4.6 out of 5 average rating, 5 reviews

Boston Beach Cottage w Pool & AC

Your very comfortable and spacious apartment overlooking the Caribbean Sea, with its own private beach, part of Boston Bay beach. conveniently located between, and a short drive from famous Portland spots, Reach Falls, Blue Lagoon, Winnifred Beach, Frenchman's Cove, Non-Such Falls. Nestled in nature, you enjoy peace and tranquility while enjoying the comforts of a swimming pool overlooking the ocean, and AC rooms.

Apartment in Port Antonio

A swimming pool is surrounded by lounge chairs and umbrellas, providing shaded areas for relaxation. A hammock is strung between two trees, while lush greenery creates a tranquil ambiance. The patio features a smooth stone surface, and vibrant colors add to the inviting outdoor setting.

4.92 out of 5 average rating, 24 reviews

Vista Azul - Cozy, ground floor apartment

This apartment offers all you need in a compact, cheery space: one air-conditioned bedroom with a Queen-sized bed, full 3 piece-bathroom ensuite; Living Room with cable television, Kitchen - complete with a 4-burner gas stove, refrigerator and microwave; Dining area and Porch. Guests also have access to free WiFi, the large entertainment deck, pool and large fruited backyard.

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Popular amenities for Fairy Hill beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.8 out of 5 average rating, 10 reviews

French doors open to a private balcony adorned with a large potted plant. The view encompasses the vibrant greenery and blue sea, providing a sense of serenity and connection to nature.

Apartment in Snow Hill

Kai's Place @ Tim Pappies 3rd Floor luxury villa

KeshiaRating, 5 stars2 months ago

This was my second time renting one if the units at Tim Pappies, and it was just as awesome as the first! The place is super comfy, especially the bed and has everything we needed for a relaxing getaway. Portland Parish is such a beautiful place , and this unit us too. The location makes it easy to explore everything - from the beaches to local spots. The host is super chill and always on top of things, which made the whole stay even better. Definitely a place I'll be coming back to... once more. If you're looking for a peaceful spot with everything you need, this is it!

A serene beach scene features gentle waves lapping at golden sand, with rocky outcrops visible in the shallow water. Lush green hills rise in the background under a sky filled with soft white clouds. The calming atmosphere invites leisurely walks along the shoreline.

Apartment in Long Bay

4.5 out of 5 average rating, 14 reviews

Villasunrize 1 bedroom unit/ balcony & hot water

AlisonRating, 5 stars3 months ago

Excellent service, thank you to the host and team, much love.

The room features two twin-sized beds, each dressed in neutral-toned bedding. A small side table stands between the beds. The wall is adorned with natural bamboo decor, and sunlight filters through sheer curtains in vibrant orange and green hues.

Apartment in Portland Parish

4.64 out of 5 average rating, 11 reviews

Natural Tranquility Rooms

JassminRating, 5 stars5 months ago

Tannece was a wonderful host who made sure we had drinkable water everyday and provided excellent recommendations for local food. She even coordinated a delicious breakfast for us made by a local cook on the beach upon request. The location is a 3 min walk to Winifred Beach and very close to attractions like Blue Lagoon and Monkey Island. I would definitely stay here again, thanks, Tannece!

Top guest favorite

The entrance features a covered patio area, with two black chairs positioned beside a potted plant. Large windows provide natural light, while a white door leads into the main space. The tiled floor enhances the fresh and welcoming ambiance.

Apartment in Snow Hill

5 out of 5 average rating, 5 reviews

Bird Bliss, Burlington Portland.

BonzieRating, 5 stars2 months ago

I had an absolutely fantastic time staying at Bird Bliss. From start to finish, everything exceeded my expectations. The communication with the hosts Joy and Shell was smooth and prompt, making the booking process hassle-free. Upon arrival, I was warmly greeted and given a thorough tour of the property. The property was immaculately clean and beautifully decorated, providing a cozy and welcoming atmosphere. The amenities provided were top-notch, ensuring that I had everything I needed for a comfortable stay. The location was absolutely perfect, it’s two minutes away from rafting on the Rio Grande, going west, it’s five minutes from to Somerset Falls and going east it’s eight minutes to the Shan Shy Beach. I enjoyed exploring the area and found plenty of great dining options nearby. My overall experience was nothing but amazing. I highly recommend this property when visiting Portland. Thank you Joy and Shell for being super hosts and for such a memorable stay. I will definitely be back

A covered outdoor seating area features a light-colored table and a green chair, surrounded by a tropical plant. The space provides easy access to the main entrance, with large windows allowing for natural light and views of the lush surroundings.

Apartment in Fairy Hill

4.75 out of 5 average rating, 12 reviews

Jamaican Jypsy 1Bedroom/1Bathroom.Sleeps 3 People.

KylaRating, 5 stars18 months ago

I loved my time at Cherise’s! The place was so peaceful and comfortable it was difficult to leave. Plus, I had very friendly neighbours so that was an added bonus. A very enjoyable stay and I hope I can come back one day.

A spacious sleeping area features a large bed with a crisp white comforter accented by a vibrant blue runner. Natural light floods through the door and windows, surrounded by soft curtains. A decorative plant adds a touch of greenery to the inviting space.

Apartment in Kingston

4.63 out of 5 average rating, 129 reviews

Come Home ... locals hideout 💃

RacquelRating, 5 stars2 weeks ago

It was very peaceful and relaxing, and the ocean will wash away your stresses as you sleep at night. Good host and professional. Recommended.

4.5 out of 5 average rating, 16 reviews

A rustic wooden fence encloses the property, fashioned from logs with natural bark textures. Lush greenery and flowering plants frame the scene, showcasing the villa's connection to the surrounding landscape. A modest single-story structure is visible behind the fence.

Apartment in Boston Bay

Rocksteady Villa's Suite 2

HanoraRating, 5 stars17 months ago

Wilbourn's place is magical! Have stayed at a few places in Portland and would definitely come back to Rocksteady Villa. Wilbourn is a great host and the place is spacious and clean. Lots of fresh air. Very nice community to stay in.

4.76 out of 5 average rating, 79 reviews

An air-conditioned bedroom features a spacious bed with a textured gray blanket and decorative pillows. A minimalist lamp stands beside the bed, and a built-in closet is visible along with a warm, orange wall that adds energy to the space.

Apartment in St. Andrew

Air Conditioned, Peaceful and Secure

TRating, 5 stars1 month ago

This is my 4th stay and I have no complaints. The place is always comfortable, clean, and well-maintained. I’ll definitely be booking again!

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House rentals with beach access

The three-story building displays a clean white exterior, complemented by blue accents and arched balconies. A gated entrance provides access to the property, with a driveway leading up to the structure surrounded by lush greenery.

5 out of 5 average rating, 3 reviews

Forest Cottage beautiful 2nd flr

RashaanRating, 5 stars1 month ago

Amazing will definitely love to go back

A well-lit bedroom features two full-size beds with dark headboards, complemented by light bedding and decorative pillows. A small lamp is placed on a bedside table. Pink curtains frame a window, and a black chair is positioned nearby. An open door reveals the adjacent kitchen area.

Home in Boston Bay

4.6 out of 5 average rating, 10 reviews

Rest Ashore 1 bedroom. sleeps 4

TadeuRating, 5 stars1 month ago

The accommodation is great. If I say it met expectations I'd be lying, in fact, it was better than we expected! It was me, my wife and my daughter, an 8-month-old baby and the house was perfect for us! Comfortable room, clean bathroom, and very well-equipped kitchen! Roseanna responded very quickly when we needed her and Wayne was also always ready to help us. The beach behind the house is also worth a visit! In addition, it is very close to other attractions in the region! In short, I recommend this accommodation! Everything was great!

The exterior of a vibrant yellow house is visible, featuring several windows and a decorative front door framed by a small porch. Lush green plants are situated along the pathway, while a gravel area leads up to the entrance, enhancing the welcoming appearance of the home.

4.67 out of 5 average rating, 6 reviews

Portland Dream Escape 876

ShanellRating, 5 stars1 month ago

Loved Dale’s place, the location was central to all the major attractions

A gently sloping driveway leads up to a single-story home, framed by neatly trimmed hedges. Vibrant green lawns surround the entrance, with colorful shrubbery adding character. The front porch features arched openings, offering an inviting entrance to the property.

Home in Boston Bay

4.67 out of 5 average rating, 3 reviews

Islington River Road Villa

NasyaRating, 5 stars5 months ago

Hosts were very pleasant and catered to our needs as best as possible. Clean and comfortable home in a quiet neighborhood in the hills. However the ONLY downside is that it was a bit far from the main road for us. But if you want the country adventure, it's a great deal! (just have an appropriate vehicle)

4.88 out of 5 average rating, 145 reviews

The exterior of a two-story home is presented, featuring a covered porch with green curtains and decorative railings. A white staircase leads to the upper level, while a gated entrance adds security. The house number is displayed prominently near the entrance.

Home in Port Antonio

Zet’s Bed & Breakfast

SegoleneRating, 5 stars2 months ago

Leslie and Paulette's homw was great, felt right at home, and they were very friendly and accomodating. The place is quiet, clean and the location is close to the town centre so easy to travel around from there. I would come back again !

The room features two beds, one with a wooden frame and a patterned coverlet, accompanied by a matching side table. Natural light filters through patterned curtains, and a ceiling fan is visible. A bathroom door is seen in the background, along with textured stone flooring.

KevinRating, 5 stars1 month ago

cozy family inn guest house

Vincent is a great host and his place is clean and felt at home. Thanks for allowing us to stay in such short notice.

The exterior of the cozy house is showcased, featuring a light-colored façade and a terracotta base. A covered porch area is visible, along with a well-maintained lawn. Clear skies and greenery surround the property, contributing to a bright and inviting appearance.

Home in Boston Bay

4.86 out of 5 average rating, 7 reviews

Boston Bay, Portland Cozy Corner

ShimykaRating, 5 stars14 months ago

Linford home was immaculate. It was very peaceful as you are surrounded by luscious green. Linford was very responsive and kind. Boston Bay beach is a 5 min walk. The vibes were amazing. My family and I truly enjoyed our stay.