Holiday houses in Little Bay

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Top-rated holiday rentals in Little Bay

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

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Superhost

A modern living area features a large flat-screen television mounted on a white wall, displaying a serene beach scene. A stylish coffee table with a reflective surface rests in the center, surrounded by decorative items, including a vase of blue flowers and a wooden box.

Home in Negril

4.86 out of 5 average rating, 7 reviews

Entire home in Negril, Little London, Jamaica

Experience the charm of Jamaica while enjoying a safe, secure stay in a newly constructed, fully air-conditioned home in a gated community with 24-hour security. Amenities:WiFi, hot water, a washer, free driveway parking, and easy keypad self-check-in. Unwind at the community pool or relax on the front and back patios. Location: Nestled between the Capitol of Negril (Sav La Mar) and the Capital of Casual (Negril) seven-mile beach, 15 minutes to beaches and 5 minutes from Jamwest Adventure Park

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.

Superhost

A bright living room features two sofas adorned with decorative pillows, facing each other across a central coffee table. Large windows provide natural light filtered through blinds, and artwork decorates the walls, enhancing the modern and airy ambiance.

Home in Negril

4.76 out of 5 average rating, 59 reviews

Spacious and Modern Townhouse

Exquisite 2 bedroom 2 and half bathroom, home located in the quite lush and luxurious gated community of Little Bay country club, this beautiful home offers 24 hr. security, infinity pool with a club house with access to the beach and convenient store, it's only minutes from Ricks Cafe, Margaritaville and juicy patties. This beautiful estate is with a tranquil view of the Caribbean Sea. Have fun with the whole family at this stylish place.Also comes with a bus and driver for an additional cost

Guest favourite

A blue metal ladder leads into clear turquoise water, which reflects sunlight. The surrounding rocky shore features lush greenery along the edge, and a distant view of a residential area is visible on the cliffs above.

Cottage in Westmoreland Parish

4.93 out of 5 average rating, 330 reviews

Little Bird Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Little 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 15. 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.

Superhost

The cottage features a charming design with a sloped roof and a welcoming porch. Lush greenery surrounds the property, while gentle hills extend into the distance. The structure blends harmoniously with the landscape, offering a serene atmosphere amidst nature.

Home in Negril

4.79 out of 5 average rating, 58 reviews

Pear Tree Hill Country Cottage..away from it all

Pear Tree Hill Country Country overlooks the flora and fauna of the Negril River morass and provides an exclusive two acre space to write, reset, confront stressors overcome burnout and just simply relax away from it all. The Cottage is nestled in a quiet rural community 6 minutes from the Negril Beach strip one can enjoy a ride up the Negril River experience its ecosystem whilst also enjoying the sun and sea. The Cottage has modern amenities with harvested rainwater facility and fast wifi

Top 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

5 out of 5 average rating, 10 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.

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, 107 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!

Superhost

An aerial view captures the vibrant blue pool surrounded by a spacious sun deck with lounge chairs. Modern apartment buildings are visible, featuring multiple balconies and lush greenery along the property borders, promoting a serene atmosphere.

Apartment in Negril

4.82 out of 5 average rating, 126 reviews

D.OV(Devon’s Ocean View) Negril - No shared space

NO SHARED SPACE - only shared space is the POOL.Enjoy a stylish experience at this centrally-located hotel style apartment complex. Private studio apartment with Full ocean view, even when laying on the futuristic floating bed. Modern chic furniture and appliances for your comfort. Local restaurants and beach just two minutes walk away. Beautiful gated property with heated pool! This apartment is social media worthy / picture perfect- show off and enjoy !

Superhost

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, 21 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.

Superhost

A spacious bedroom features a queen bed with crisp white linens, framed by large windows that offer views of a colorful sunset. The rich wooden ceiling adds warmth, while a small balcony with chairs invites relaxation. Soft natural light enhances the tranquil atmosphere.

Apartment in Orange Bay

4.75 out of 5 average rating, 12 reviews

Ocean Studio at Papaya Beach JA

Escape to a tranquil oasis set on a private beach. A studio apartment overlooking the sunset. Bathed in natural light from large windows, this cozy space features a queen bed and kitchenette, perfect for relaxing after exploring nearby attractions. Enjoy the vibrant negril beach only 10 minutes away, while still experiencing the peace of a quiet of our private beach and gardens.