Holiday rentals in Content Gap

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Top-rated holiday rentals in Content Gap

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in Kingston

4.8 out of 5 average rating, 5 reviews

Stylish 5BR Home In Halfway Tree @Kingston Manor

This is a 5-Star vacation rental and rare find in the heart of the city. It's on a quiet street yet only 3-5 minutes walk to the major uptown malls, restaurants, supermarkets, and nightlife. Families and groups are welcome! Rent 2-14 bedroom homes in this stylish, spacious, and gated complex with walk-in kitchens, bar nook, lounge, day beds, gateman, contract cook, and daily housekeeping. This staycation is a mix of style and convenience. Come experience luxury and be super close to everything!

Guest favourite

Home in Portmore

5 out of 5 average rating, 11 reviews

The Meraki - Lot 42 Phoenix Park

Cozy two-bedroom one-bathroom newly remodeled home with crisp contemporary design. Balances casually elegant style, comfort & serenity. Nestled in a guard-gated residential community in the island’s fastest rising city. Just outside the town’s bustle but only mins away from conveniences & the beloved Hellshire Beach. Perfect for family, small group, couple or lone leisure seeker. Relaxed retreat for returning locals. Home-base for visitors while exploring the island. 15-min from the highway.

Superhost

Flat in Kingston

4.9 out of 5 average rating, 10 reviews

Scenic Stay Rental Property

Relax your mind at our blissful property nestled on the hill of the upper echelon community of Norbrook Heights. Enjoy the best of both worlds on your vacation or business trip as you escape the hustles and heat of the plains while enjoying the euphoric views of the city as all amenities, stores, restaurants and night life less than 10 minutes away! Enjoy our office space and private workout equipment Optional Private Chef, Excursion Deals and Vehicle Rental bringing luxury to your stay!

Top guest favourite

Apartment in Kingston

5 out of 5 average rating, 18 reviews

Boho Contemporary 1 b/r w/pool- The Shallai

Enjoy a stylish experience at The Shallai (Sha-Lay) . A centrally-located 1 bedroom (living room sofa also converts to a bed) , 1 1/2 bathroom apartment in the coveted community of Barbican (Kingston). This chic space in a 9-unit building exudes comfort and style. It’s perfect for professionals coming for meetings or a couple wanting to enjoy Kingston’s restaurants and hot spots from a convenient location. We are in close proximity to supermarkets, cafes and a wide selection of restaurants.

Guest favourite

Guest suite in Bull Bay

4.89 out of 5 average rating, 289 reviews

Rustic Beauty Beach Front Hideaway

Just imagine yourself sunbathing on your own private balcony with the beautiful carribbean sea is right at your doorsteps. The nights when you can snuggle up and star gaze while listening to the sound of the waves. My place is close enough to the airport with a view of the planes landing and taking off and the ships entering n leaving port but just outside of the hustle and bustle of city life. If you want to relax this is the place for you to come and unwind and let us take care of you.

Top guest favourite

Apartment in Kingston

4.95 out of 5 average rating, 39 reviews

Luxury Condo with view @ Paddington

Welcome to your new favorite vacation rental. This unique and tranquil getaway boasts a luxury top floor 1 bedroom, 1.5 bathroom apartment with a breathtaking view of the Blue Mountains from every room. Enjoy peaceful nights on a private balcony from your master bedroom and listen to sounds of the cool mountain breeze. Central location with 24-hour security, a pool, a gym, secured parking, and is within walking distance to Liguanea, Devon house, and Bob Marley Museum.

Guest favourite

Home in Kingston

4.91 out of 5 average rating, 11 reviews

Secluded Paradise Bungalow

Escape to our cozy and secluded retreat, where comfort meets convenience in the heart of it all. Nestled in a peaceful setting, our clean and thoughtfully designed space offers the perfect balance of tranquility and accessibility. Whether you're seeking a serene getaway or a central hub to explore nearby attractions, our property provides a warm and inviting atmosphere that feels like home. Unwind, recharge, and experience the perfect stay—your peaceful escape awaits!

Guest favourite

Home in Golden Spring

4.91 out of 5 average rating, 11 reviews

Relaxing Home With Wi-fi + Cable

Kick back and relax in this calm, stylish space. Experience a vibrant retreat in this cozy Airbnb, where bright, cheerful decor meets a relaxing atmosphere. Unwind on the beautiful patio or enjoy modern comforts like cable TV, Wi-Fi, and in-unit laundry. Conveniently located off the main road, this gem is just minutes from stunning beaches, serene rivers, and fantastic local restaurants and bars. With easy access to transportation, your perfect getaway starts here!

Top guest favourite

Flat in Kingston 8

4.89 out of 5 average rating, 19 reviews

C'est la V at Edge Estate - Luxury King Comfort

Enjoy a lavish experience at this one of a kind home away from home. Centrally located in the Upper Waterloo Area and thirty five (35) minutes from the Norman Manley International Airport. With full access nearby to restaurants, Starbucks, a supermarket, a gas station, a pharmacy and so much more. Let us make this vacation or business trip one to remember.