Guest house holiday rentals in Kingston

KINGSTON COTTAGE Tropical Serenity.

This charming, executive styled, 2bd/2bath bed and breakfast, short term rental solution is 15 minutes from New Kingston and is set in a boutique garden. Suitable for guests attending events, conducting business, visiting family or seeking medical care. The cottage is a separate dwelling on a property that is shared with the owners. The rate quoted is for two guests occupying the same room. Contact us for the rate for additional guests in the same party. We look forward to welcoming you HOME!!

Tropical Retreat - Unwind in our 2 Bedroom Stay

Welcome to your perfect getaway! This centrally located 2-bedroom house comfortably sleeps 4 and offers you all the modern amenities you need for a relaxing stay. Located just minutes from highways, beaches, countless dining options and malls. it’s the ideal retreat from the hustle and bustle of the outside world. Whatever brings you to Portmore, come kick back, relax and enjoy our home. ✨ We Also Offer: - Car rental for your convenience - Airport service to make your visit hassle free

HOUSE-OF-ELEGANCE Parking on site /AC all rooms

Kick back and relax in this calm, quiet and stylish space. House of elegance guesthouse was designed for people looking for a peaceful getaway. Nested in a residential and very quiet neighborhood. Safety enforcement throughout property which includes , security cameras on premises, electric gate, fire extinguisher inside house, onsite parking and much more. For those guests that are not use to the tropical lifestyle our bedrooms include an air conditioner and running hot water in bathroom.

Glenhope Cottages in the City

Nestled in the heart of Kingston, Glenhope Cottages offers a centrally located escape that feels worlds away from the city’s bustle. This charming cottage retreat is peaceful, laid-back, and tranquil—perfect for guests seeking rest and quiet without sacrificing convenience. Just a five-minute walk from the iconic Bob Marley Museum, the property places you within easy reach of culture, dining, and entertainment, while still providing a serene, home-like atmosphere to unwind and recharge.

Skyline Levels Main Suite

Skyline Levels gives the unique simulation of rural Jamaica, while being just minutes away from the pulsating buzz of Kingston city. The structure was built by one of Jamaica’s most prominent civil engineers, A.D. Scott, who remains Jamaica’s leading patron of the arts. Scott’s legacy in art remains visible through every room of the unique artistic house. Guests can be treated to breakfast with the majority of produce and ingredients coming from Skyline Farms.

Stylish Modern Stay in Ziadie Gardens, Jamaica

Enjoy a stylish experience at this centrally-located place. Feel free to lounge outside, cozy up inside or visit any popular locations only a walking distance away or a few minutes drive. Popular nearby locations include Usain Bolt's Tracks & Records, Macau Restaurant and Lounge, Club Taboo and other shopping malls, banks, clubs restaurants, parks and the Bob Marley Museum just to name a few. The nearest beaches and rivers are only a 30 minute drive.

Riddim Vybz Backyard Retreat | Entire Guesthouse

Enjoy your own private guesthouse and backyard retreat in Kingston. Riddim Vybz offers exclusive use of the entire unit with AC, WiFi, a private entrance, and outdoor space to relax. Experience authentic Jamaican hospitality, local culture, and insider recommendations. Perfect for couples, solo travelers, remote workers, and adventurers seeking a comfortable home base. Outdoor movie nights and unique local experiences available during your stay.

Cozy Kingston Garden Studio

Thank you for your interest in Cozy Kingston Garden Studio. Please read the house rules carefully before booking to ensure that we are a right fit for your stay. Quiet, self contained, air conditioned studio. Located on a secure premises in safe suburban area. Perfect for backpackers, business trips and stay overs in Kingston. People travelling with children are also welcome. You will have your own entrance key, free parking and gate remote.

Cherry Garden Secure Luxury 4BR Villa w/AC & Pool

Escape to a secluded 4-bedroom private home, your tranquil retreat for families or groups. This stylish oasis features a private pool and a serene koi pond. Enjoy modern comforts like A/C in every room, a fully equipped kitchen, and Wi-Fi. Perfectly balances quiet relaxation with convenient access to nearby shops and dining. Comfortably accommodates your group in spacious king-size, full, and twin beds.

The Cottage

Our charming and tastefully decorated Airbnb unit offers a cozy living area, fully equipped kitchen, serene bedroom with a comfortable bed, clean bathroom, and a private balcony with stunning views. Enjoy the convenience of air conditioning and amenities like high-speed internet and parking. Perfectly located in a vibrant neighborhood with easy access to dining, shopping, and entertainment options.

Orchid Cottage

in a cool calm secured area in up scale Kingston neighborhood ..Orchid Cottage is a one bedroom flat with an extra bed in living area, kitchenette, small dining area, solar water shower, wifi, cable , air -con bedroom , fan, mosquito screen windows , auto switch over Generator.

Adorable 2 bedroom cottage with free parking

The cottage sleeps 1- 4 persons in a cozy comfortable self contained 2 bedroom unit with 2 queen sized beds with a bathroom and kitchen with full amenities; Refrigerator, stove, and utensils. Unit has an outdoor patio with views of the blue mountains.