Vacation 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 favorite

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, 156 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

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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

4.83 out of 5 average rating, 12 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

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Guest favorite

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

4.86 out of 5 average rating, 22 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.

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Guest favorite

Loft in Negril

4.86 out of 5 average rating, 21 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.

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Cabin in Negril

4.83 out of 5 average rating, 6 reviews

Ocean View Family Cottage Nature Pool Pet Friendly

Welcome to Happiness Cottage, a spacious 2 bedroom escape with sofa beds at Negril Huts — a warm, nature-filled retreat on Negril’s West End cliffs. Surrounded by lush greenery and natural wood tones, this airy cottage blends comfort with the beauty of the outdoors. Just steps from the cliffside pool and Caribbean Sea, enjoy golden sunsets, ocean breezes, and peaceful moments. Perfect for families with pets, friends, or retreats seeking connection, calm, and the true spirit of Negril.

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Guest favorite

Home in Little London

5.0 out of 5 average rating, 13 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!

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Superhost

The exterior features a modern two-level building with large glass doors leading to a spacious terrace. A beautifully designed pool with a mosaic tiled edge reflects the blue sky, surrounded by lush greenery and comfortable outdoor seating.

Apartment in Westmoreland,

4.84 out of 5 average rating, 31 reviews

The Indianna ~ Luxury Pool & Spa

Welcome to the luxurious studio nestled in a peaceful community in Whitehouse. Escape the big-city crowds and immerse yourself in the lavish ambiance of the sun-soaked pool backyard while being close to numerous local attractions and sunny beaches. Here's a glimpse of our fantastic offer: Comfortable Queen Bed Open Studio Living Fully Equipped Kitchen Backyard (Private Pool, Jacuzzi, Seating) Smart Tv Wi-Fi Maid Service (additional cost)

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Guest favorite

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, 112 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!

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Guest favorite

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 Negril

4.83 out of 5 average rating, 29 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. We also have a car available for rent on property, please ask us for more details.

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Guest favorite

A spacious outdoor area features well-maintained gardens and a straw-roof cabana beside the shimmering Caribbean Sea. Comfortable seating is arranged under a vibrant orange umbrella, with a patio set positioned near a grill, inviting leisurely outdoor dining experiences.

Home

4.77 out of 5 average rating, 75 reviews

Snorkeler's Cove - Negril, Jamaica

Welcome to your Jamaican paradise, a hidden gem perched atop a picturesque cliff overlooking the breathtaking Caribbean Sea. Nestled within the exclusive gated community, Little Bay Country Club, this newly renovated home offers a slice of island heaven. Your own private furnished cabana beckons, as well as the leisurely stroll to the world-famous 7-mile beach. With every sunrise at Snorkeler's Cove, you'll be greeted by a barrage of colors painting the horizon.

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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

5.0 out of 5 average rating, 8 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

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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, 147 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 !

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