
Family-friendly vacation rentals in Portland
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Top-rated family-friendly rentals in Portland
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Silver Hill - mountain paradise
Follow me along narrow, meandering roads, you pass the historic Copperage, once the site of barrel makers, then Irish Town, stop by the historic Newcastle or the Holywell National Park. Refresh yourself through the Green Hill rain forest and, savour the smell of the Blue Mountain Coffee being roasted in someone’s kitchen. Enjoy the beautiful hydrangeas on the wayside and wander on to Silver Hill. As you enter this property you breathe a sigh of ecstasy, “This is Heaven” These are the words that most people utter as they set foot on this property. Silver Hill, is nestled 4,200 ft in the Blue Mountains between the border of Portland and St. Andrew. It is an idyllic setting, Part of what was once the Old Silver Hill Estate and the Old Jamaica Spa. This 25 acre property boasts a small coffee plantation and 2 acres of gardens. On this property is a charming wooden chalet with shingle roof and exterior. This lovely old house overlooks its absolutely divine garden. It has its own fireplace ( which you may have to use during the winter months), a well equipped kitchen, two bedrooms, with a double bed in one room and three twin beds in the other, and two bathrooms with hot and cold water. There are several walking trails and the house is located in the vicinity of the historic Cinchona Gardens. Transportation can be provided to and from the property and to other attractions in the area. A stroll through these gardens is a delight for plant lovers. The gardens are a vast expanse of blue and white agapanthus lilies, symbidium orchids and day lilies of all colours and shapes. This is undoubtedly one of the largest collection of lilies in Jamaica. Allow yourself to get lost and feast on any of the collection of subtropical fruits such as apricots, pears, plums, clementine, lychee, longhon, strawberry guavas, citrus, etc. Wander through and enjoy the warmth of the quaint cottage as you are lost in paradise. One is drawn to the patio facing the Cinchona Gardens and Top Hill. Two large magnolia trees festooned with their huge, magnificent, fragrant blooms greets you. Sit with and be tantalized by the humming birds and blue quit as the scamper by to have their daily serving of nectar from flowers all around. This is and ideal location for: 1)Bird watching 2)Hiking 3) Plant lovers 4) And just plain old relaxing in an unspoiled environment

Mother Nature
Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. Außerdem steht eine überdachte Außenküche zur Verfügung. Und "Brand new".... mother nature has a Pool now.... Inmitten Mutter Natur kannst du die Seele baumeln lassen und deinem flow folgen. Den Vögeln und dem Wind lauschen, die Sterne beobachten, ein Sonnenbad nehmen oder im Schatten chillen. Feel free

Cozy Locale Gold
Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure

Katawud Village Campsite, Portland, Jamaica
The Katawud Village campsite/glampsite is located in the Maroon community of Ginger House in the Rio Grande Valley, Portland, in the Blue & John Crow Mountains UNESCO World Heritage Site - 35 minutes from Port Antonio. We have comfortable tents, sleeping bags, an open-air bamboo pavilion, river beach, rain/spring water pool, Maroon jerk fusion cuisine, bar, juicebar, farmers market, craft market, edutainment stage, playground, bathrooms, games, Wi-Fi, cable TV, charging ports, and parking.

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.

Treehouse at Prince Valley Guesthouse
Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

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.

Dad's place
Dad's place is a very tranquil cottage located a few minutes away from the famous Boston jerk center also Boston beach not to mention Winifred beach which is on the top ten beaches in the world , dad's place is located in a quiet comfortable neighborhood located in Fair Prospect heights,its very peaceful and boast a beautiful scenic view of the Caribbean sea. Lovely property with fruit tree's. upon arrival guest will be greeted by our co-host who will gladly assist with any queries

Our Escape, Tiny Home in Blue Mountains w/ River
Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Frangipani, San San, Portland, Jamaica
Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.

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

Starfish, Searenity Cottages
Experience tranquility and beauty at our cottage, perfectly positioned for stunning views of the Blue Mountain peak, the Port Antonio coastline, and a nearby waterfall. Delight in the frequent visits from hummingbirds to our feeders, adding a touch of nature’s charm to your stay. Conveniently located, you'll find yourself at the heart of all the attractions that the area has to offer.
Popular amenities for Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Spicy Hill Villa

9BR Estate • 2 Pools • Mountain & City Views

Serenity Heights

Cottage Blu

HeadBack Hiking Lodge-Blue Mountains hike the Peak

Portland Breeze Villa, 4 Bedrooms, 3 Bathrooms

Jacuzzi apartment at Zion Hill Retreat(1br)

Ferdie's Place - Finn Room
Family- and pet-friendly home rentals

Bird Bliss, Burlington Portland.

Allspice Lodge

Modern Chateauu 1st Fl

Rocksteady Villa's Suite1

Bamboo Treehouse on Boston Bay Beach w Pool

Cozy Cabin in Mona

Private Oasis - Portland’s Secret Gem - 2 Beds!

Honeycomb Utopia: Cozy Home, 3min to Boston Beach
Family-friendly home rentals with a pool

Star San Villa, Blue Lagoon Jamaica

The Ridge Cottage at Iya Ites

Holistic Eco Villa with Ocean View & Plunge Pool

Modern flat with a view

Blissful Tides

Rea’s Cozy Suite

Stylish 1-BR Apt in Kingston's Best Neighborhood

Vista Azul - Cozy, ground floor apartment
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