Holiday Homes in Jamaica

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Top-rated Holiday Homes in Jamaica

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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A modern living area is showcased, featuring a plush gray sectional sofa adorned with yellow accent pillows. A sleek glass coffee table sits in front, and a wall-mounted television is placed above a decorative stone feature. The space boasts an open layout that connects to the kitchen.

Holiday home in Kingston

4.95 out of 5 average rating, 134 reviews

Elegant 2 bedroom / 2bathroom Apartment w/pool.

Located only 5 minutes away from Half Way Tree & Barbican Center, this newly built apartment offers a unique taste of style and elegance that is sure to cater to your "home away from home needs". This 2 bedroom / 2 bathroom gem, manned by 24-hr security, boasts a décor that is modern and comfortable. It is further complemented by its close proximity to business hubs, including Starbucks, Megamart, Wendy's and the Canadian Embassy. Amenities include gym, pool, free-wifi, cable and rooftop lounge.

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Superhost

Lush greenery surrounds the property, featuring tall palms and vibrant foliage. A pathway is visible, leading through a tranquil landscape. The building showcases a yellow exterior, blending harmoniously with the natural environment.

Holiday home in Negril

4.82 out of 5 average rating, 33 reviews

Best West Villas 2 bedroom 7mile

Relax with the whole family or friends, at this peaceful place to stay. This listing is located on the second floor. Bedroom 1 -full size bed -6-drawer dresser with mirror -closet for personal belongings -tv and stand -private bathroom with tub -ceilling fan Bedroom 2 -1 full size bed -1 twin size bed -6-drawer dresser -closet for personal belongings -tv with stand -private bathroom -ceiling fan Balcony connecting the rooms Full Kitchen -full size refrigerator -propane stove -ceiling fan

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Guest favourite

A bright scene features a sparkling swimming pool surrounded by tropical palm trees. Lounge chairs are positioned beside the pool area, providing space for relaxation. The ocean is visible in the background, creating a serene coastal environment.

Holiday home in Ocho Rios

5.0 out of 5 average rating, 10 reviews

Cozy Studio Private Pool & Beach

Enjoy the breathtaking private ocean view at Chrisanns Apt 22. This cozy air-conditioned studio getaway punches way above its weight with decor and amenities—updated with your comfort and convenience in mind. Complimentary amenities include a king-size luxury bed with bedside chargers, a 65" 4K TV with Bluetooth soundbar, private internet, cable TV, Amazon Prime movies, free landline local calls, and a work desk. Enjoy complimentary treats with the pool and ocean literally at your doorstep.

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Superhost

A sunlit outdoor area features a shimmering pool surrounded by lounge chairs. A gazebo can be seen in the background, complemented by palm trees and lush greenery. The serene views of the nearby water and distant hills enhance the relaxing atmosphere.

Holiday home in Montego Bay

1BR Townhouse with staff, gym, pool & beach access

Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.

Superhost

A spacious outdoor dining area is set up on a wooden deck overlooking the ocean. A long table is adorned with elegant place settings and illuminated decorative elements. Soft lighting enhances the inviting ambiance, with the gentle waves visible in the background.

Holiday home in Discovery Bay

Time and Patience

Exquisite beach villa in the private Bengal Estates, ideally located near major hotels and tourist locations, but just far enough to be private and secluded. This large, airy house includes 2 powder rooms, 2 king suites, 2 queen suites, 1 double bedroom, 1 majestic suite, dining room, sitting room, helpers quarters and spacious enough to accomodate 10 persons comfortably. It boasts a deck and gazebo that extend to the seaside making it ideal for weddings, parties and watching the sun set.

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Guest favourite

A spacious swimming pool is surrounded by lush landscaping, featuring comfortable lounge chairs along the water's edge. The pool is complemented by a well-appointed building with multiple windows and a welcoming entryway. Additional amenities are visible, enhancing the outdoor leisure experience.

Holiday home in Stonebrook Manor

4.9 out of 5 average rating, 21 reviews

Tropical Escape: Spacious 2-Bedroom Vacation Oasis

Bring the whole family to Stonebrook Manor just 25 minutes from Montego Bay Airport! Explore nearby attractions like Martha Brae Rafting Village, Luminous Lagoon, Falmouth Swamp Safari, Blue Water Beach Club, and Rio Bueno Tubing Safari. Iconic spots like Doctor’s Cave Beach, Margaritaville, Green Grotto Caves, Dunn’s River Falls, and Blue Hole are within reach. Located in a gated community with free parking, my home is the perfect tropical retreat. Relax, unwind, and create memories!

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Guest favourite

Seaside access is provided by a smooth stone pathway leading to a flat, L-shaped platform at the water’s edge. The platform features a railing and is surrounded by calm, clear waters reflecting the blue sky and white clouds.

Holiday home in Negril

4.95 out of 5 average rating, 62 reviews

Cliff's Hideaway Retreat Negril

Experience our clifftop sanctuary with ocean views and a private reef. It includes two updated bedroom cabins with baths (one with a tub), a main lodge featuring a kitchen, bar, and pool table, fast wifi, and garden paths to a sea-access cave. Amenities include a guest bathroom, secure parking for two, and for 2023, RO-filtered drinking water and upgraded AC. -- The entire secure space, including cave sea access is privately yours! Private chef + local shopper on request.

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Superhost

Holiday home in Sandy Bay

Feng Shui Oceanview Condo Stay

Bring the whole family to this Great Place with lots of room for fun.This stylish and modern space is close to the Famous 7 Miles Negril White Sand beaches,Chukka Adenture tours,Tryall Golf Club and rated local seafood restaurants Come stay with us and enjoy a quiet peaceful, comfortable,rejuvenating and relaxing vacation. Enjoy the clean ocean air and view. Take your mind off your busy day. Everything is here for your comfort and total relaxation.

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Superhost

Holiday home in Ocho Rios

4.5 out of 5 average rating, 4 reviews

Island Serenity Premium | Airport Service

Hello, Welcome to Island Serenity Premium. Your Perfect Island Getaway! It is my pleasure to host you in our Luxury home. Being a frequent traveler, I know how important it is to have a comfortable relaxing accommodation for your stay. Here at Island Serenity, We have provided you with that opportunity to unwind in Luxury. Island Serenity is located in a gated community on the North Coast just minutes away from major attractions in St Ann

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Superhost

A spacious pool deck is highlighted by a large swimming pool featuring a dolphin mosaic at the bottom. Lounge chairs are arranged neatly around the pool, surrounded by lush palm trees, with a clear view of the ocean in the background.

Holiday home

4.82 out of 5 average rating, 33 reviews

Spring Garden Mobay Resort 2 Apartment 360 qm

Only these 2 luxury apartments are on the floor - they have five bedrooms 5 bathrooms - they are ideal for family reunions - meetings with friends. They have fantastic views of the Caribbean Sea and Montego Bay. The airport is about 10 km away. All shopping facilities are a few minutes away. The same applies to various leisure activities and beaches. The building is approx. 250 meters from the sea. Quiet hours start at 10 pm

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A spacious balcony features two light-colored lounge chairs and a sunbed, offering unobstructed views of the vibrant blue Caribbean Sea. The glass railing enhances the panoramic view, with gentle waves visible against the rocky shoreline.

Holiday home in Tower Isle

4.78 out of 5 average rating, 46 reviews

The Waves Blue sky penthouse superior luxury

Kick back and relax in this calm, stylish space.Blue sky is a unique penthouse literally overlooking the Caribbean sea.Blue sky is a 2 bedroom 3 bathroom full kitchen and 2 patios split over 2 floors in approximately 2400 Square foot of luxury.A beautiful infinity pool and relaxing areas downstairs by the lawns.Close to all main amenities supermarket/restaurants.chef can be arranged to come and cook all your favourite dishes

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Top Guest favourite

The entrance is framed by lush green palm plants, providing a tropical touch. A black wrought iron gate stands closed, leading to the wooden door behind it. The space feels welcoming and private, inviting guests to explore the charm of the studio.

Holiday home in Negril

5.0 out of 5 average rating, 11 reviews

Palm court studio Apt #2

Enjoy a comfortable stay in our spacious studio apartment, fully equipped with kitchen essentials for your convenience. Located just a short distance away from the stunning 7 Mile Beach and iconic Rick's Cafe, you'll be immersed in the vibrant Jamaican culture. Our on-site team, including our friendly Jamaican host Debbie, is dedicated to providing exceptional service and ensuring your stay is unforgettable.

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