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Holiday rentals with a pool in Westmoreland

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Westmoreland

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Condo in Negril
4.89 out of 5 average rating, 35 reviews

“Sunshine, Peace and Tranquility .”

Come soak up the 🌞 and relieve your stress! Stay in this modern, fully equipped home with all the amenities that you will possibly need. Hot water, AC, internet, bar-style eating or eat on the patio while staring out at the Caribbean sea! Gate security, code access/camera & peephole. Centrally located in Negril Square. Fresh produce and seafood catch if cooking is your thing! Stroll along our famous 7 mile white sand beach; be sure to make time for the gorgeous sunset this side of the island!

Guest favourite
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
4.81 out of 5 average rating, 53 reviews

Brand New Luxurious 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

Top Guest favourite
Two lounge chairs are positioned on a sandy beach beneath lush green foliage. The calm, clear water extends to the horizon, with small waves lapping gently at the shore. An inviting atmosphere is created by the tranquility of the beach and the serene view.
Condo in Negril
4.91 out of 5 average rating, 74 reviews

YA-MON - A luxurious couples retreat

Modern, ground level STUDIO plus apartment in beautiful Negril, Jamaica. Little Bay Country Club is a gated community with 24/7 security on site, infinity pool, secluded private bay with sandy beach, tennis court/basketball court and newly opened convenient store. BEACH AND POOL ARE A SHORT WALK FROM UNIT (approx 3-4 min.) through the meticulously landscaped community. Pool floats and all terrain cart to pull beach gear with ease and snorkel equipment are provided for guests of this property.

Guest favourite
A modern gated entrance is featured, showcasing sleek black metal gates with golden handles. The property name, 'West Isle,' is displayed prominently on a stone wall. The surrounding area includes open space and utility poles, under a partially cloudy sky.
Home in Negril, Little London
4.95 out of 5 average rating, 19 reviews

Between the City and the Sea.

Solar Powered. Uninterrupted power supply. This safe and modern property offers guests the opportunity to experience the authenticity of Jamaica while at the same time in a gated newly constructed home with modern amenities, including hot water heater, washing machine and SOLAR Power. The property is roughly 15 mins drive from the Centre of Negril. Specific Location: Between Sav La Mar and Negril. Between the Capitol of Negril (Sav La Mar) and the Capital of Casual (Negril) seven-mile beach.

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
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.
Apartment in Negril
4.75 out of 5 average rating, 40 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, 106 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
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: Ocean

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
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
4.83 out of 5 average rating, 112 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.
Condo in Negril
4.87 out of 5 average rating, 132 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
Home in Negril
5 out of 5 average rating, 13 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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