Vacation rentals in Wheelerfield

Drift Beach House

Great for family, friends and corporate retreats, nestled on the beach in St. Thomas. Enjoy snorkeling, wading, yoga, mini putting golf and watching the sunrise and sunset Visit the Reggae Falls, Bath Fountain, Lyssons Beach, and take a longer ride to Blue Mountains and Reach Falls. Drift Beach House is a renovated 4 bedroom, 5 bathrooms, this house boasts gracious veranda spaces. The roof top deck has gazebos and provides a panoramic view of the Caribbean Sea and mountain views of St. Thomas.

Location · Value · Pool

SeaView Serenity. Your escape begins here.

Welcome to SeaView Serenity, a peaceful retreat nestled in the tranquil district of Drapers Heights. Perched on the upper floor of a charming two-story home. The main floor is the owner's vacation home. The Space • 3 spacious bedrooms — each with its own private bathrooms • Bright and comfortable living room & dining area • Fully equipped kitchen with everything you need • Expansive wrap-around balcony and deck space with stunning ocean views AC & hotwater available in 2 bedrooms and bathroom

Value · Family · Indoor spaces

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.

Location · Beach · Nearby

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.

Location · Family · Outdoor spaces

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!

Location · Comfort · Kitchen

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.

Value · Family · Bathroom

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 🏡!

Value · Location · Backyard

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.

Value · Location · Accuracy

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.

Value · Family · Shared spaces

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

Value · Location · Hospitality

Starfish Cottage

IMPORTANT NOTE: This property does not accept children under 13. 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.

Family · Location · Bathroom

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

Value · Family · TV