Holiday rentals in Little Bay

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Top-rated holiday rentals in Little Bay

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Top guest favourite
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, 195 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 favourite
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, 11 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.

Top guest favourite
Apartment in Negril
5 out of 5 average rating, 8 reviews

Ocean Rhythms II- New, Stylish Oceanfront Studio

Enjoy the Rhythms of the Ocean at our stylish Oceanfront Condo in West End Negril. Nestled above the cliffs at The West Signature, this studio offers a refined atmosphere, stunning sea views and breathtaking sunsets. Enjoy onsite access to West End's trendiest restaurant "Syds on the Rocks", a two-minute walk to the world renowned Rockhouse Spa, a quick 3-minutes' drive or short walk to the iconic Rick's Cafe, snorkeling and access to unique local and world class amenities of West End Negril.

Guest favourite
Cottage in Westmoreland Parish
4.85 out of 5 average rating, 107 reviews

Neptune Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Neptune 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 and romantic getaway.

Guest favourite
A modern single-story home features a light-colored exterior with a prominent yellow accent wall near the entrance. Large windows provide natural light, and a well-maintained lawn surrounds the property. The driveway leads to the front door, emphasizing the home's inviting entrance.
Home in Little London
4.82 out of 5 average rating, 11 reviews

The West Isle Escape

Relax and recharge at West Isle Escape, a home perfectly located between Negril Beach and Savannah-la-Mar. Enjoy access to a shared community pool, with the option to reserve the space for intimate gatherings. Just 5 minutes from Jamwest Adventure Park offering ATVs, ziplining, and more. This home is ideal for both adventure and tranquility. Whether you’re lounging poolside or enjoying a quiet night in, West Isle Escape offers the perfect balance of comfort, convenience, and island charm.

Top guest favourite
Loft in Negril
5 out of 5 average rating, 10 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.

Guest favourite
An inviting living area features a dark sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A small vase with greenery sits on the table, alongside colorful candles and books. Soft curtains frame a large window, allowing natural light to fill the space.
Home in Little London
5 out of 5 average rating, 9 reviews

Tranquil Negril Hideaway

Welcome to Sunsets and Beaches—your island getaway! This charming two-bedroom house offers the perfect blend of comfort and convenience with modern amenities designed to make your stay unforgettable. Located just 15 minutes from the vibrant resort town of Negril and Negril Seven Mile Beach, you'll have endless opportunities to soak up the sun, indulge in local cuisine, and explore Jamaica's natural beauty. Your tropical escape awaits—book now and make memories that last a lifetime!

Guest favourite
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, 109 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 favourite
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, 126 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 favourite
The luxurious villa is nestled within lush greenery, surrounded by tall trees and tropical plants. A vibrant sunset casts warm colors across the sky, enhancing the serene atmosphere. The structure features a mix of modern design with natural elements, seamlessly blending into the jungle setting.
Home in Negril
5 out of 5 average rating, 24 reviews

April Special! New Designer Villa on top of Negril

Welcome to TreeTops, a one-of-a-kind luxury designer villa tucked in the jungle hills overlooking Negril and its world-famous Seven Mile Beach, yet safely within a gated community. Celebrate Jamaican culture and nature as you unwind in total privacy, surrounded by lush fruit trees. Reconnect with loved ones, cool off in the pool, and sip a drink at your private treetop bar—an unforgettable escape in the heart of paradise.

Guest favourite
A serene beachfront scene features several lounge chairs placed on soft sand, facing calm waters. Lush greenery frames the area, while colorful buildings line the shoreline in the background under a cloudy sky.
Townhouse in Negril
4.83 out of 5 average rating, 98 reviews

Sea Song Villa - Gated + pool + white sand beach!

Vacation home by the beach! Sea Song is located along Jamaica's famed seven-mile beach! This modern townhome is located in a gated community that is manned by 24 hour security. (We are right next to RIU Club Hotel) The home is equipped with WIFI, cable, kitchen with modern appliances, and a large outdoor deck overlooking a private beach cove. The perfect beach for your getaway is also just a few steps from your door!

Guest favourite
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, 41 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.

Popular amenities for Little Bay holiday rentals

  1. Airbnb
  2. Jamaica
  3. Westmoreland
  4. Little Bay