Vacation rentals in Carawina

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Top-rated vacation rentals in Carawina

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Top guest favorite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay
4.98 out of 5 average rating, 206 reviews

2BR 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.

Guest favorite
A rustic cabin is warmly lit at night, surrounded by lush greenery. The wraparound porch features comfortable seating, with open views of the tranquil surroundings. A stone pathway leads to the entrance, enhancing the welcoming appearance of the cabin.
Cabin in Little Bay
4.94 out of 5 average rating, 16 reviews

Storeroom Cabin by the Sea | Roots. Rustic. Relax.

Where good vibes are re-stored! Once a working storeroom, this space has been transformed into a rustic, scenic cabin for travelers seeking a unique, off-the-beaten-path experience. Sustainably converted in 2024 using local wood and sea stones, the cabin was designed to capture the Caribbean Sea’s breezes and views. Unwind on the wraparound porch. Gaze at the stars while bathing in the indoor/outdoor shower. With a roots-rock-reggae Jamaican vibe, this cabin offers a relaxed escape to nature.

Guest favorite
Apartment in Montego Bay
5 out of 5 average rating, 6 reviews

Ocean Endless Views 2Br Lux Condo | Beach Pool Gym

Welcome to Montego Bay’s most exclusive waterfront address. This breathtaking 2 bedroom oceanfront condo features sweeping panoramic ocean views, majestic mountains, yachts, the Bogue Islands & much more. From your condo enjoy the rare spectacular sight of massive cruise ships docking at the pier, an extraordinary event that can only be experienced at Soleil. This condo offers premium amenities and a sophisticated atmosphere designed for comfort, relaxation, and unforgettable seaside escapes.

Guest favorite
Treehouse in Negril
4.82 out of 5 average rating, 34 reviews

Lovely Tree House w Ocean Views

Escape to our amazing Tree House in Negril! Nestled in nature with stunning ocean views, this timber and thatch gem features an open-plan layout, connecting kitchen, living, and dining areas. The main bedroom boasts a double bed and en-suite bathroom, while the loft offers two twin beds. Start your day on the balcony, enjoy the outdoor shower, and relax in hammocks. Immerse yourself in nature, explore nearby restaurants n bars and enjoy cliff jumping in the Caribbean. An unforgettable getaway!

Superhost
Two wooden lounge chairs with blue cushions are positioned on a stone terrace, overlooking calm blue waters. A thatched gazebo is visible to the right, and lush greenery frames the scene, enhancing the serene coastal setting.
Cottage in Westmoreland Parish
4.86 out of 5 average rating, 138 reviews

Sea Bird Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Sea Bird is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 14. It's a stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded or romantic getaway.

Superhost
Loft in Negril
4.81 out of 5 average rating, 16 reviews

Seafront Modern Loft w/ Pool - Negril’s West End

Experience the best of Negril from this stylish loft studio perched on the area’s famous cliffs. With sweeping ocean views, modern design, and resort-style amenities, this seafront escape is perfect for couples, friends, or small families seeking both relaxation and adventure. Good to Know: The property is part of a newly developed condo-hotel, with certain areas still under construction. Guests may notice light construction during their stay, but all private areas of the loft are ready.

Superhost
Condo in Negril
4.9 out of 5 average rating, 29 reviews

Tropical Treasure: w/Pool + Sea Cliffs

Retreat to the serene westernmost edge of Negril and experience the magic of Jamaica from our stunning ground-level STUDIO CONDO. Perched above the iconic Negril low cliffs, you'll be treated to breathtaking unobstructed views of the Caribbean Sea. Inside, discover an exquisitely decorated space designed for ultimate comfort. Enjoy modern amenities like an efficient AC unit. Dine in on-site and other nearby sunset restaurants and take a 5 min drive to the world-renowned 7-mile Beach.

Guest favorite
A bright bedroom is featured, showcasing a spacious bed adorned with colorful pillows and a soft green throw. Large glass doors open to a balcony, offering a view of the tranquil water and lush greenery beyond. Natural light enhances the airy atmosphere.
Townhouse in Negril
4.9 out of 5 average rating, 110 reviews

Private Oasis in Negril: Beachfront Luxury!

Escape to this gorgeous two-bedroom townhouse, your ideal Negril getaway! This unit boasts every amenity you could desire. Nestled within the tranquil, gated Little Bay Country Club, you'll enjoy 24-hour security. Our waterfront gem overlooks a mesmerizing fish sanctuary, offering breathtaking views! The expansive porch is simply divine for all-day relaxation – from your morning coffee to lazy afternoons, or vibrant evenings with cocktails. An unforgettable stay awaits!

Top guest favorite
A spacious bedroom features a large wooden bed with a decorative headboard and light-colored bedding. A dresser displays a wooden finish, complemented by a mirror on the wall. Natural light enters through an open door, enhancing the bright and airy feel of the room.
Apartment in Green Island
4.95 out of 5 average rating, 40 reviews

Stunning Nature-Views StudioApt

Welcome! Make this stunning studio apartment your home away from home. Nestled on 2 acres, the villa is surrounded by luscious nature with sunset and partial sea views. You will be only 15mins drive away from the resort town of Negril and 45mins drive away from Montego Bay, the second city, with a direct highway connection. The studio is self-contained with private, self-check in access, ample parking and 24/7 surveillance. We speak English, Italian and Spanish!

Top guest favorite
A modern living area is featured, showcasing a blue sofa adorned with bright yellow cushions. A kitchen area is visible in the background, equipped with contemporary appliances and cabinetry. A small dining table with a patterned tablecloth occupies the space, enhancing the open layout.
Home in Negril
4.93 out of 5 average rating, 28 reviews

R&V Villa Cozy apartment with kitchen.

The house is located on the famous Seven Mile Beach, just behind another Property. To reach the house, you’ll need to walk through them. Once you're outside the Property simply give me a call and I’ll come meet you personally and bring you to the house. It’s a very safe Jamaican yard—perfect for those who want to experience real Jamaican vibes in a comfortable and secure environment. And best of all, the beach is just 50 meters away, right in front of us.

Guest favorite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home in St. James Parish
4.99 out of 5 average rating, 130 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

Guest favorite
A refreshing swimming pool is surrounded by palm trees, with lounge chairs positioned nearby. The structure in the background features large windows, allowing for views of the outdoor space. Clear blue skies and greenery create a serene atmosphere.
Townhouse in St. James Parish
4.99 out of 5 average rating, 76 reviews

Montego Bay Luxury 2BR Villa | Ocean Views & Pool

Luxury Montego Bay 2BR Villa with Ocean Views & Pool This luxury 2-bedroom villa in Montego Bay is ideal for couples, friends, or small families looking for a refined yet relaxed Caribbean stay. Enjoy ocean views, access to a beautiful pool, and a calm, secure environment just minutes from the city’s top attractions. All within a secure, 24 hour gated community just 15 minutes from Sangster International Airport.

Popular amenities for Carawina vacation rentals

  1. Airbnb
  2. Jamaica
  3. Westmoreland
  4. Carawina