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Holiday rentals with a pool in Westmoreland

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Top-rated rentals with a pool in Westmoreland

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Superhost
Two white lounge chairs are positioned on the sandy beach, facing a charming villa in the background. A picnic table is visible nearby amongst the lush greenery. The villa features a covered porch with outdoor seating, inviting relaxation and outdoor enjoyment.
Villa in JM
4.8 out of 5 average rating, 110 reviews

Bel Cove Villa

Bel Cove is a modern Caribbean villa with its own private beach, a lush 3/4 acre property, and pool built into an old Lime mill. Hotspots such as Negril and Montego Bay are an hour a way. You’ll love Bel Cove because of the quaint charm, the unique people, picturesque location, and the tranquility that a hidden beach front villa affords to the weary. Bel Cove is great for families and groups looking to get away. (Please note that hurricane Melissa has damaged the over-water gazebo)

Superhost
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, 6 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!

Superhost
A tranquil swimming pool is visible, featuring a white swan inflatable. Surrounding the pool are several lounge chairs, providing comfortable seating for relaxation. In the background, views of lush greenery and distant ocean are seen under a clear blue sky.
Guest suite
4.8 out of 5 average rating, 5 reviews

Unique property with sea views

Take it easy with beautiful views over the Caribbean Sea. We are slightly off the beaten path, you are close enough to Negril town and the seven mile beach. Yet you are away from the hustle and bustle and are able to enjoy a peaceful and restful stay. We have two studios including Kitchenette and ensuite bathroom. Enjoy local walks or spend your days relaxing by the swimming pool. Feeling active? Get fit at our open/covered Muay Thai/ Boxing gym which also includes free weights.

Guest favourite
A bright and airy porch is presented, featuring a large white dining table with a bowl of fresh fruits. Sliding wooden shutters lead to a cozy interior space. Natural light pours in through screened windows, while woven light fixtures add a touch of texture.
Cottage in Westmoreland
4.88 out of 5 average rating, 26 reviews

Soursop-Designers Cottage w full kitchen West End

Welcome to the west end. The Cliff side; to our 5 likkle cottages in Negril. We call this upstairs rental Soursop Cottage and it boasts a king size bed and twin size bed in the porch. It’s like a birds nest up there in the trees and views back and out over the whole yaad. We are close to Ricks. You can walk there in 30 minutes. It’s about a 15 minute drive to seven mile beach. Come be your authentic self in paradise. no children and no unregistered guests please. Irie

Superhost
A spacious living area is highlighted by a modern sectional sofa, oriented for relaxed seating. A large television is positioned in front of the sofa, while natural light filters through the nearby windows. The dining area features a wooden table with four chairs, adjacent to a well-equipped kitchen.
Flat in Negril
4.76 out of 5 average rating, 42 reviews

Negril Seaside 1Br Apt with trees, WIFI & hammock

A lovely, clean, airy, spacious 1 bedroom apartment overlooking the majestic cliffs of Negril. Modern furnishings and fixtures including A/C, instant hot water, WIFI and Smart TV. Guests are free to enjoy the swimming pool at the next door hotel. Hosted by a gracious cosmopolitan couple. Located on the hotel and restaurant strip of the West End, 3 mins from the world famous Rick's Cafe, 4 mins from RockHouse/ Push Cart restaurants and only 20 minutes from Negril Beach.

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!

Guest favourite
A modern bedroom features a spacious bed adorned with dark cushions and a soft throw. High ceilings with exposed beams enhance the space. Two large windows dressed in sheer curtains allow light to filter in, complemented by a stylish seating area and circular mirror.
Home in Negril
4.95 out of 5 average rating, 40 reviews

DeLuxe II: Oceano

Luxuriously modern two level; two bedroom (with 3 beds, 1 king and two twin XL, at guests request, the twin beds can be converted to California King) three-bathroom home located on the cliffs of Negril, featuring an outdoor retreat with breathtaking oceanic views. Private balconies and fireplaces. Celebrate sunset with a front row view of the Caribbean Sea. Ten minutes from Seven Mile Beach and shops. Onsite amenities to include a private clubhouse, pool and beach.

Superhost
A modern living area features a plush sectional sofa in neutral tones, paired with decorative pillows. A light wooden round coffee table sits on a beige rug, and a colorful landscape painting adorns the wall. Natural light filters through the sheer window coverings.
Home in Little London
5 out of 5 average rating, 5 reviews

Western Tropics

Escape to this tranquil paradise for your next vacation! This modern and spacious two-bedroom is just 15 minutes away from Negril and 15 minutes away from Savana-La-Mar (Parish Capital). It located close to the following tourist attractions: Negril's Seven Mile Beach Rick's Cafe Booby Cay Island Jamwest Motorsports & Adventure Park Jamaica Giants Sculpture park and art galleries Blue Hole Mineral Spring Benta River Falls Mayfield Falls Roaring River and Cave

Guest favourite
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.
Flat in Negril
4.83 out of 5 average rating, 113 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 !

Guest favourite
A view of a beachfront scene featuring a straw-roofed gazebo surrounded by palm trees. The blue Caribbean Sea shines in the background, with a parachute glider visible in the distance. A grassy area is framed by a white fence, enhancing the serene outdoor atmosphere.
Townhouse in Negril
4.9 out of 5 average rating, 142 reviews

'Sunset Vista' - Negril Seafront Home w/Solar - Se

Sunset Vista is located within Little Bay Country Club, an upscale, beachfront community in Negril. The gated community sits on a peninsula that is surrounded by the Caribbean Sea on both sides and features a private beach, infinity pool, clubhouse, tennis courts, basketball, and 24-hour security. Sunset Vista sleeps 4 very comfortably and up to 6. The home is fully solar powered with wifi and a/c throughout and is perfect for couples or families.

Guest favourite
The image showcases a spacious pool surrounded by stylish lounges and private cabanas. The modern two-story complex features multiple outdoor seating areas and walkways that lead to the entrance. Lush greenery provides a serene backdrop, enhancing the relaxing atmosphere of the resort.
Apartment in Negril
4.86 out of 5 average rating, 133 reviews

Cartaina @ Aqueducts 2/2- FREE Wifi, Impeccable

Aqueducts resort style living. Safe gated community. This unit is sparkling clean, sanitized, and disinfected. It boast the largest patio in the complex with bar, TV, breathtaking views of the ocean and city, Olympic size pool, walking distance to Negril's famous seven mile beach, Margaritaville, Negril Spa, Salons, Banking, Shopping, Local cuisine, Burger king, supermarket and Pizza hut. We're only about a six min drive to Ricks Cafe.

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, 17 reviews

2026 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.

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