Vacation rentals in Carawina

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Top-rated vacation rentals in Carawina

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Guest favorite
Condo in Montego Bay
4.86 out of 5 average rating, 21 reviews

Oceanfront 3br w/ Panoramic Views Pool Beach Gym

Your Caribbean dream escape awaits in our spacious oceanfront 3br/3.5ba apartment with private corner balcony and sweeping sea views. Lounge by the pool, stay fit in the gym/pickleball court or unwind at the sandy beach. Highlights- Large Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball * Kids Play Area * Fast WiFi* Gated Waterfront Community * Chef on request * Spa Services * Concierge Services * Driver Upon Request* Add our listing to your favorites by clicking❤️

Superhost
A serene view is captured from a pool area, showcasing lush tropical plants and a glimpse of the ocean in the distance during sunset. The sky is adorned with soft hues, reflecting on the water's surface, creating a calming atmosphere.
Home in Reading
4.78 out of 5 average rating, 36 reviews

Whiterock Montego Bay Bou Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

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, 193 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.

Top 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
5 out of 5 average rating, 10 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.

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
4.87 out of 5 average rating, 133 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.

Top guest favorite
An outdoor patio area features a spacious seating arrangement with blue cushions and dark wicker furniture. A large umbrella provides shade, while a jacuzzi is visible in the background, surrounded by lush greenery. Sliding glass doors lead to the interior space.
Home in Montego Bay
4.98 out of 5 average rating, 113 reviews

modern home solar power, king-size bed, hot tub

About this space Sunset club resort with 3 BR, 3 BA, Sleeps 6. This home is located in west village, 15 minutes from the Donald Sangster Int'Airport and 10 minutes away from the famous Hip strip, gated community is also located between the cities of Ocho Rios and Negril . A Gated community with 24-hour security. This home is ideal for a small Family setting, fun, or business. Long-term or short-term, Conveniently located close to all major shopping, restaurants, theatre, and nightlife.

Top guest favorite
A spacious living area features large glass doors opening to a private pool, providing views of the vibrant greenery and shimmering waters. Comfortable seating arrangements include a beige couch and colorful accent chairs, complemented by a coffee table. Natural light floods the space, creating an inviting atmosphere.
Home in Montego Bay
4.99 out of 5 average rating, 89 reviews

Free Floating Breakfasts in your private pool

“SHIMMERING WATERS” BIG VIEWS Chef Option is also available. "PERFECTLY LOCATED"! "PRIVATE HOUSE & PRIVATE POOL" with powerful WIFI 160Mbs, in the exclusive guard-gated waterfront community, "The Lagoons" 10-minute drive to the Montego Bay "Sangster International Airport" (MBJ). The guardhouse secures 24/7. The Master Bedroom Suite has own balcony, a King Bed, walk-in closet, and additional lounging area. Each of the 3 bedrooms has its own bathroom

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, 122 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.

Superhost
A cozy living area features a spacious sectional sofa with accent pillows and two striped armchairs. Natural light is allowed in through the sheer curtains covering the windows. A small ottoman is placed in the center of the seating arrangement, enhancing comfort.
Apartment in Hertford
5 out of 5 average rating, 3 reviews

Countryside Escape 5 mins from Savanna-la-Mar

Countryside Escape is a one bedroom apartment for a family of 3 looking to experience the west rural side of Jamaica. We are located in the community of Hertford Westmoreland 5 mins away from the town of Savanna-la-mar. Our home is modern and newly renovated with all the amenities suitable for a comfortable stay. Come and be blessed by nature and the beautiful landscaped surroundings that will leave you feeling refreshed and fulfilled.

Guest favorite
A charming cottage is perched on the edge of limestone cliffs, overlooking the turquoise waters of the Caribbean Sea. Natural greenery surrounds the property, enhancing the tranquil coastal setting. The home's distinctive architecture features a combination of large windows and colorful accents, inviting natural light inside.
Home in West End
4.88 out of 5 average rating, 40 reviews

Grotto House at Brimhole

Grotto House at Brimhole Estate is one of the first homes built in the West End of Negril, perched on the cliffside overlooking the water. This home features a sheltered patio with seating, full kitchen, 2 bedrooms and 1 1/2 bathroom, lounge room and dining room. Private entrance to the water with ladder to enter the sea, a shared pool with cabana and lounge chairs and Bar-b-q.

Guest favorite
The charming blue exterior of the cottage is surrounded by well-maintained foliage and flowers. A welcoming pathway leads to the front entrance, accentuated by a covered porch with decorative railing and large windows, providing ample natural light.
Home in Savanna la Mar
5 out of 5 average rating, 24 reviews

Entire property in Westmoreland - ‘Something Blue’

A charming Savanna-la-Mar villa perfect for relaxing Caribbean escapes and quiet evenings under the stars. The home accommodates up to 6 overnight guests and offers a comfortable indoor space with an inviting outdoor patio to enjoy the tropical atmosphere. Small private events of up to 20 guests may be considered with prior approval. Event fees and a refundable deposit apply.

Superhost
The exterior of the villa features a warm, terracotta-colored facade, complemented by decorative ironwork around the arches. A single large window allows natural light to illuminate the interior. Lush greenery can be seen in the background, enhancing the inviting atmosphere.
Home in Amity
4.86 out of 5 average rating, 14 reviews

Zed's Villa Entire home

Welcome to Zed's Villa! Our stylish 2 bedrooms, 1 bathroom home is the epitome of modern comfort and convenience. Perfect for both business and leisure travelers. Location Amity, Westmoreland 15 minutes to Savannah La Mar 20 minutes to Bluefield Beach 25 minutes to Mayfield Falls 25 minutes to Benta Falls 30 minutes to Roaring River

Popular amenities for Carawina vacation rentals

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