Holiday rentals in Castleton

Cozy Pumpkin Patch

Welcome to Cozy Pumpkin Haven! 🎃 RENTALS & AIRPORT PICKUP AVAILABLE.☘️ Located near the city, this stylish studio apartment is your perfect urban retreat. This intimate space is just a stone throw away from supermarkets, fast food, and vibrant city life. Perfect for couples or an individual Enjoy a chic, comfortable space with views of the hills. Ideal for both quick visits and leisurely stays, it’s your cozy corner in the bustling city. Dive into convenience and comfort at Cozy Pumpkin Haven

Smart super studio with pool & city views

The unit is centrally located close to all of Kingston's important 'must-see' spots, without much of the traffic of the central business district. It's a unique, curated studio decorated with refined sensibilities of the mid-century modern era. It comes fully kitted with all of the amenities needed to have a home-like experience. Located in a quiet , working class community walking distant to the hospital, post office, church, rum-bar, supermarket, farmers market, police station, pharmacy & ATM

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Peace of Mind- Condo in Kingston

Experience peace of mind in the cool and tranquil Long Lane community. This stylish and sophisticated apartment has all the amenities with you in mind: 24-hour security, hot water, a balcony, a pool and gazebo. It is furnished with a queen-sized bed, 1.5 bathrooms, cable television, Wi-Fi, washer-dryer, fully-equipped kitchen, a workspace, and is fully air-conditioned. Enjoy easy access to Manor Park which has all of your modern-day shopping experiences. It is your home away from home!

Kingston Reggae Garden APT river & swimming hole

Kingston Reggae Garden is a chill spot by the river and more than just a guesthouse. Lots of lawn space with speakers playing Reggae music all-day On-site bar and restaurant where you can meet tourists and locals Outside furniture, hammocks and private spots River with swimming hole Party place with great weekend vibes Transportation service and advice on Kingston cultural spaces and events We help you plan trips and activities Remember: we are not a quite place we are a vibes place!

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

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.

Secluded Haven 2 bedroom st Mary Jamaica.

Discover Your Authentic Jamaican Getaway! Welcome to your ideal Jamaican retreat—a charming 2-bedroom escape perfect for both relaxation and adventure. Unwind in comfort with a luxurious king-sized bed and enjoy air-conditioning along with access to Netflix and YouTube. As the sun sets, the property’s warm glow is perfect for BBQs, drinks, and savoring the tropical ambiance. With two convenient entrances and a spacious layout, this home is designed for a memorable stay.

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

Rural trek worth the view farm cottage in Portland

Relax at this unique and tranquil getaway 20 mins drive from the main road (4WD recommended) Nature lovers paradise with exotic fruit farm on property. Amenities including AC, hot water and wifi. Nearby coffee or blue mountain tours, Sommerset falls, numerous beaches and rivers. Guest should expect to see animals, flora and fauna typical of the Jamaican countryside and noises consistent with being on a working farm property

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

Hidden Border 1 Cozy studio, ac , hotwater, wifi

Outside the hustle and bustle of central Kingston metropolitan area lies this quaint spacious cozy studio apartment in a traditional residential community in Kingston. Lots of fruit trees to bring back memories of old Jamaica with views of the green hills of Red Hills. Just the right distance from all amenities such as, Devon house, The National stadium and halfway tree.