Holiday rentals in Wheelerfield

Starfish Cottage, Hummingbirds, Mountain/Sea Views

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.

Serendipity River’s Edge| Private Riverfront Cabin

Enjoy the sounds of nature when you stay in this unique Rivers Edge Retreat. Tucked along the Reach riverbank and shaded by bamboo, this one-of-a-kind container stay is where rustic nature and modern comfort meet. The container has been reimagined into a bright, airy space with cozy beds, AC, a private bathroom, kitchen and large windows that frame the greenery outside. Step onto your patio and you’ll hear the sound of the river flowing just a few feet away — your own soundtrack for unwinding.

Private Oasis Portland | Peaceful Rustic Retreat

Escape to The Private Oasis in Portland, Jamaica, a gated retreat with scenic ocean views. Perfect for all couples, families, solo travelers, or digital nomads. It features self check-in, AC, high speed Wi-Fi, and a full kitchen. Relax in the garden or gazebo, enjoy stunning sunrises over the Caribbean Sea and sunsets over the mountains, and explore nearby Long Bay, Boston Beach, Winnifred Beach, and the Blue Lagoon. Ideal for guests seeking privacy, peace, and a serene Jamaican island escape.

Peaceful Hilltop Escape | Direct Ocean Views | AC

A peaceful, fully air-conditioned hillside escape above Port Antonio — tropical gardens, panoramic ocean views, and the modern comforts of home paired with the quiet of rural Portland. Recently upgraded with air conditioning in both bedrooms, a dedicated workspace, and 2.5 bathrooms, this is elevated comfort without losing the authenticity of a genuine Jamaican hillside stay. After booking, guests can inquire about a private excursion on our 90 HP boat, or roundtrip airport transportation.

Yap Vista - Studio Queen

Kick back and relax in this calm, stylish space. This listing is the 1 bedroom Queen. You will have access to your own space, private balcony and kitchen. The space comes suited with WiFi, AC and hot and cold water. This gem is situated in historic Amity Hall St. Thomas. The villa overlooks the lush countryside and is close to world-famous beaches. Watch the sunrise and sunsets from your private balcony while indulging in Blue Mountain Coffee. It doesn't get any better than this! A true gem!

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.

Lashanne CozyHome Suite

Your cozy hideaway awaits you! Enjoy our serene, clean, clutter-free , spacious and comfortable room. Enjoy a warm bath and relax!! Beat the heat! The room is fully air conditioned. Nature lovers, welcome to our beautiful lush garden and green space. Its proximity to essential amenities and our recently opened Morant Bay Urban Centre. Its close to the beach and a 30 mins drive to Bath Fountain, where you can enjoy a hot bath from the mineral spring. Feel at 🏡!

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.

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.

Gloria's Estate

Luxury Coastal Retreat at Gloria’s Estate – Portland, Jamaica. Unwind in refined comfort at Gloria’s Estate, a beautifully appointed one-bedroom apartment nestled in the serene fishing village of Hector’s River, Portland. Designed for relaxation, this private retreat blends modern amenities with the soothing pace of island living. Just outside your door: Under the Rock Beach – steps away for sunrise walks and tranquil swims Reach Falls & Bath Fountain

St Thomas Oasis

The St Thomas Oasis is a newly renovated 3 bedrooms, 2 bathrooms home on the first floor, with all the chic and modern amenities you want and love. This is the perfect spot for rest and relaxation as you hide away with a backdrop of the lush Blue Mountains and views of Prospect beach right from your bedroom window. Complimentary WiFi, air conditioning, TV, coffee, tea, beverages are available, and other services available upon request

Oceanfront Staffed Home Private Pool& Beach Access

Welcome to your oceanfront sanctuary at our luxurious villa! Nestled along the pristine coastline, our home offers a serene retreat for relaxation. Step onto your private balcony for each room and immerse yourself in breathtaking panoramic views of the azure waters stretching to the horizon. Your stay promises comfort and indulgence. This oceanfront home is your haven of seaside bliss.