
Family-friendly holiday rentals in Portland
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Top-rated family-friendly rentals in Portland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Starfish Cottage, Hummingbirds, Mountain, Sea View
IMPORTANT NOTE: We do not accept children under 13. Wake to hummingbirds at your balcony feeder, with views of the Blue Mountain peak, Nonsuch Falls and the Port Antonio coastline. Starfish has a treehouse feel: private bathroom, kitchenette, AC, and a hammock built for doing nothing at all. Swim laps in our 25m pool, train in the open-air Jungle Gym, and reach Frenchman’s Cove in 5 minutes. A quiet retreat for couples and solo travellers who want to disconnect and let the jungle do the rest.
4.97 out of 5 average rating, 245 reviews
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
4.87 out of 5 average rating, 247 reviews
Honeycomb Utopia | Home in Boston Bay sleeps 6
Honeycomb Utopia is a peaceful, well-located entire home offering comfort, privacy, and easy access to Portland’s top attractions. Situated along the main road, guests can get around easily by route taxi or private transport. The home is just 3–5 minutes from the famous Boston Jerk Centre and Boston Beach, popular for swimming and surfing. Nearby attractions include Winnifred Beach, San San, Frenchman’s Cove, the Blue Lagoon, Reach Falls, and Rio Grande rafting. Relax and enjoy the local vibe.
4.83 out of 5 average rating, 103 reviews
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.
4.83 out of 5 average rating, 146 reviews
Hilltop Retreat | AC, Ocean Views, Chef's Kitchen
Perched high above Port Antonio, with every room opening to sweeping ocean and mountain views, this beautifully appointed hillside retreat provides the modern comforts discerning travelers expect: - air conditioning, - high water pressure - hot water on demand - fast Wi-Fi - And a fully stocked kitchen ready for everything from morning coffee to a full dinner party. After booking, guests can inquire about a private excursion on our 90 HP boat, or roundtrip airport transportation.
4.91 out of 5 average rating, 138 reviews
Rest Ashore Beach House
Air conditioner ✅ Hot water 🚿 ✅ beach 🏖️ ✅ wifi ✅ look no further all your essentials. Enjoy our centrally located home in Boston bay , easy to find right off the main road. Mix with locals near by and enjoy fruit trees & nature. You are just a few steps from one of Portland's most beautiful beaches, world famous Boston Jerk center is 5 minutes walk a 15 minutes drive to French man’s cove beach and Blue Lagoon and a 20 min drive to Port Antonio , turtle cove or Reach Falls.
4.65 out of 5 average rating, 23 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.
4.94 out of 5 average rating, 81 reviews
Secluded Off-Grid Cabin with Waterfall & River
Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.
4.88 out of 5 average rating, 103 reviews
mango ridge jungle bungalows/ bamboo
small cottage,small bedroom 10x12 1double bed/ 1 single bed..from car park,about 300 steps up the hill..ideal for backpackers..large suitcases inadvisable..best view from wraparound verandah. a 7 min.walk from the car park ..this cottage is not completely sealed from the rainforest so visitors may experience nature in lizard and insect form...if booked your dates,free upgrade to our jackfruit cottage..same price and view.2 story tiled floors 3 double beds more privacy less steps..
4.86 out of 5 average rating, 333 reviews
Zet’s Bed & Breakfast
3-bedroom home equipped with air conditioning, solar & electric water heater, TV, and wind/solar generated electricity. Close to beach, shopping, dining, night life. **Washer & dryer available at a nominal cost. You will also hear and see goats, chickens/roosters, dogs and the usual sounds of life in the community. **Breakfast (Jamaican) will be provided at an additional cost. Comfortably sleeps six (6); 2 queen beds and 2 twin beds convert to king. Free Wi-Fi!
4.89 out of 5 average rating, 154 reviews
Modern Nature's Escape at the Falls
Welcome to your peaceful getaway at Cabin at the falls where nature meets comfort, as the sound of cascading water sets the perfect backdrop for your stay. This cozy, cabin is perched just a hike away from the falls, offering a rare blend of seclusion, comfort, and natural beauty. Whether you are hiking to the base of the falls,or soaking in the sights and sounds of nature, this cabin is your perfect escape into the wilderness without giving up the comforts of home.
4.95 out of 5 average rating, 39 reviews
Cozy 2 Bedroom 2 Bathroom City Getaway
Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more
4.96 out of 5 average rating, 113 reviewsPopular amenities for Portland family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage Blu
5.0 out of 5 average rating, 20 reviews
Spicy Hill Villa
5.0 out of 5 average rating, 12 reviews
Tim Pappies Nature Lodge - Alex’s Place
5.0 out of 5 average rating, 6 reviews
Serenity Heights
4.75 out of 5 average rating, 8 reviews
Marley's 2 Bedroom, 2 Bathroom Suite
4.68 out of 5 average rating, 19 reviews
Jacuzzi apartment at Zion Hill Retreat(1br)
4.56 out of 5 average rating, 16 reviews
HeadBack Hiking Lodge-Blue Mountains hike the Peak

Movement and Repose
Family- and pet-friendly home rentals

Garden apartment @ Charlemont
4.9 out of 5 average rating, 175 reviews
Private Oasis Portland Gated Suite Near Boston Bay
4.87 out of 5 average rating, 89 reviews
Allspice Lodge
4.9 out of 5 average rating, 20 reviews
876 Views
4.91 out of 5 average rating, 22 reviews
Villa Luna, Long Bay, Portland (Port Antonio)
4.94 out of 5 average rating, 65 reviews
Clearview@ Bayview
4.76 out of 5 average rating, 80 reviews
Buff Bay Farms & Villa - 3rd Floor 2BR Penthouse
4.8 out of 5 average rating, 10 reviews
Relaxing 2BR Escape in Buff Bay - AC, Water Heater
4.81 out of 5 average rating, 47 reviewsFamily-friendly home rentals with a pool

Holistic Eco Villa with Ocean View & Plunge Pool
4.92 out of 5 average rating, 110 reviews
Stay a While
4.98 out of 5 average rating, 124 reviews
Comfortable, modern studio with access to pool
4.81 out of 5 average rating, 313 reviews
Treetops
4.97 out of 5 average rating, 88 reviews
The Ridge Cottage at Iya Ites
4.74 out of 5 average rating, 34 reviews
Vista Azul: A home away from home
4.79 out of 5 average rating, 24 reviews
Star San Villa, Blue Lagoon Jamaica
4.81 out of 5 average rating, 21 reviews
Lotus Rise at Ashton | Pool Villa – Kingston 6
4.86 out of 5 average rating, 14 reviewsDestinations to explore
- Beachfront rentals Portland
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- Family-friendly rentals Jamaica





