
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.

'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
4.9 out of 5 average rating, 156 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!
4.83 out of 5 average rating, 41 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.
4.86 out of 5 average rating, 22 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.
4.86 out of 5 average rating, 21 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!
5.0 out of 5 average rating, 14 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.<br><br>Here's a glimpse of our fantastic offer:<br><br> Comfortable Queen Bed<br> Open Studio Living<br> Fully Equipped Kitchen<br> Backyard (Private Pool, Jacuzzi, Seating)<br> Smart Tv<br> Wi-Fi<br> Maid Service (additional cost)<br>
4.84 out of 5 average rating, 32 reviews
180° Ocean Sunsets•Cliff Access•2 min Ricks
Private room, Negril’s West End cliffs with 180° ocean & sunset views overlooking the Caribbean — dolphins often pass by. Swim, snorkel or cliff jump from the property. 2 min → Rick’s Café 10 min → 7 Mile Beach ★ “So glad we didn't stay on the beach near 7 Mile bc its so much nicer in west end near the cliffs” Included: ✔ King bed + A/C ✔ Smart TV + 100Mbps WiFi ✔ Gated property with security ✔ Coffee maker + mini fridge ✔ 5 min → West End restaurants, shops & vendors
4.77 out of 5 average rating, 66 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!
4.9 out of 5 average rating, 112 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.
4.83 out of 5 average rating, 29 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.
4.77 out of 5 average rating, 77 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
4.89 out of 5 average rating, 9 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 !
4.82 out of 5 average rating, 149 reviewsPopular amenities for Westmoreland rentals with a pool
House rentals with a pool

Between the City and the Sea.
4.96 out of 5 average rating, 28 reviews
DeLuxe II: Oceano
4.87 out of 5 average rating, 52 reviews
Villa Sweet J Negril-Run on Island Time!
4.97 out of 5 average rating, 92 reviews
Irie House-Beachfront paradise
4.83 out of 5 average rating, 18 reviews
Negril Estate 5 Bedroom Seaview Hilltop Villa
4.77 out of 5 average rating, 22 reviews
Three little birds -paradise by the sea
4.95 out of 5 average rating, 21 reviews
Handel’s ‘Lil Bay Villa
4.6 out of 5 average rating, 10 reviews
Mai Villa - Private With Pool - Near 7 Mile Beach
Condo rentals with a pool

Home Sweet Home @Little Bay Country Club
4.98 out of 5 average rating, 109 reviews
Negril Beach Club Studio Apartment
4.82 out of 5 average rating, 194 reviews
Remodeled lovely 2 bdrm, 2 bath beachfront condo
4.94 out of 5 average rating, 71 reviews
Island Charm Condo in Negril
5.0 out of 5 average rating, 18 reviews
“Sunshine, Peace and Tranquility .”
4.86 out of 5 average rating, 44 reviews
A Wave From It All @ Aqueducts*2BR/2B* OCEAN VIEW
4.73 out of 5 average rating, 52 reviews
Seadrift Negril 3 beds, 2 bath Negril 7 mile beach
4.87 out of 5 average rating, 62 reviews
Oceanfront Top Floor Studio - Amazing view
4.89 out of 5 average rating, 63 reviewsOther vacation rentals with a pool

Modern Negril Apartment (Pool)
4.87 out of 5 average rating, 83 reviews
The Anchor
4.77 out of 5 average rating, 74 reviews
Negril beachfront studio #145, queen bed, sofa bed
4.92 out of 5 average rating, 24 reviews
Gorgeous Beachfront Villa @ Paradise Point
4.93 out of 5 average rating, 73 reviews
*New* Point Village - Little Studio in Negril
4.68 out of 5 average rating, 219 reviews
Point Village locate along the seven mile strip.
4.85 out of 5 average rating, 26 reviews
Marriott Apartment at Little Bay Country Club
4.91 out of 5 average rating, 34 reviews
Cozy 1 Bedroom Apartment with an ocean view
4.78 out of 5 average rating, 83 reviewsDestinations to explore
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