Holiday rentals with a pool in Westmoreland

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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

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, 147 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 (4 adults max). The home is fully solar powered with wifi and a/c throughout and is perfect for couples or families. This relaxing 2 Bedroom and 2 an

Superhost

A timber and thatch tree house is elevated on sturdy supports, surrounded by lush greenery. Multiple large windows illuminate the open design, while a comfortable outdoor seating area is present below. Steps lead up to the entry, with warm string lights softly enhancing the ambiance.

Treehouse in Negril

4.74 out of 5 average rating, 23 reviews

Lovely Tree House w Ocean Views

Escape to our amazing Tree House in Negril! Nestled in nature with stunning ocean views, this timber and thatch gem features an open-plan layout, connecting kitchen, living, and dining areas. The main bedroom boasts a double bed and en-suite bathroom, while the loft offers two twin beds. Start your day on the balcony, enjoy the outdoor shower, and relax in hammocks. Immerse yourself in nature, explore nearby restaurants n bars and enjoy cliff jumping in the Caribbean. An unforgettable getaway!

Guest favourite

An aerial view captures the serene beachfront villa surrounded by lush greenery and clear turquoise waters. Light blue buildings are seen dotting the landscape, while rocky outcrops frame the peaceful shoreline, contributing to the tranquil atmosphere of the property.

Townhouse in Negril

4.93 out of 5 average rating, 58 reviews

Gorgeous Beachfront Villa @ Paradise Point

This beachfront villa promises to deliver an unforgettable escape into an oasis of beauty and tranquil. Wake up to panoramic views of the Caribbean Sea, captured perfectly from our balconies while inhaling the sweet aroma of Jamrock. This charming island retreat is located within a gated property moments away from a private beach and 4 minutes walk to access the famous 7 Mile Beach. With attractions and shopping within your reach, your perfect Jamaican getaway awaits you at Paradise Point.

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)

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, 7 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 in West End

4.9 out of 5 average rating, 10 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. This studio includes, Kitchenette, bathroom and private verandah. 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.

Top Guest favourite

A charming two-story house with pale pink exterior is showcased. Lush greenery and vibrant flowers surround the entrance. Steps lead up to the front door, while a small cart is parked beside the pathway, creating an inviting approach to the home.

Home in Negril

4.94 out of 5 average rating, 16 reviews

Three little birds -paradise by the sea

Welcome to "Three Little Birds" in Jamaica! This charming 2-bedroom, 2.5-bathroom private house with breathtaking sunset views. with a spacious living, large windows & natural light, find your own palapa by the sea offering a serene spot to relax, feel the ocean breeze, and listen to the waves with wifi access. "Three Little Birds" provides the perfect home base for your Jamaican getaway. Book your stay today and experience the beauty of Jamaica from your own private oasis!

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

4.83 out of 5 average rating, 120 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

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

4.86 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.

Superhost

A two-story house with a vibrant yellow exterior is set against a cloudy sky. The architecture features multiple arched windows and a tiled roof. Lush greenery surrounds the property, including well-kept shrubs and trees along the pathway leading to a white gated entrance.

Home in Westmoreland

4.64 out of 5 average rating, 14 reviews

The Waves-Wheelchair Accessible Getaway

A slice of paradise, The Waves offers a large private home, with relaxing sounds of waves, breezes, birds and views of tropical plants, the sea and sunsets . You have a modern, fully-equipped kitchen/dining room, private pool, TVs & WiFi, games, crafts, laundry and A/C in all bedrooms. You are on the ocean, near exciting attractions, recommended restaurants offering delicious Jamaican cuisine and convenient nearby stores.

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, 19 reviews

March 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.