Hotel Bookings Ai - Vacation Rentals in Westmoreland

Begona Cliff Hotel From US $108
         

6.5 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
The Caves From US $750
         

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10.0 (42 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Idle Awhile Beach Negril - Lower Whitehouse Suite From US $308
         

New
Hotel
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Idle Awhile Beach Negril, Upper White House Suite From US $287
         

New
Hotel
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Idle Awhile Beach - Family Suite in Negril From US $286
         

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Paradise on the Rocks - Suite w/Kitchenette #12 From US $151
         

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Paradise on the Rocks - Suite w/Pool View & Balcony #8 From US $146
         

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Hotel
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Luxury Places to Stay in Westmoreland

Over 826+ Luxury Places to Stay in or Near Westmoreland
Royal Savanna Inn Hotel From US $4,500
         

New
Hotel
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  • Designated Smoking Area
  • Balcony/Terrace
Luxury Villa on Jamaica's South Coast From US $3,564
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Idle Awhile Villas From US $2,749
         

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10.0 (16 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Luxury Private Seaside Villa with Spectacular Ocean View and Memorable Sunsets From US $2,737
         

10BR Luxury Villa, Fully Staffed and w/Chef-STSHA From US $2,433
         

Big Family Beachfront Villa From US $2,015
         

Top-Rated Vacation Rentals with a Pool in Westmoreland

Over 325+ Top-Rated Vacation Rentals with a Pool in or Near Westmoreland
Heaven-Can-Wait @ Point Village From US $227
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Coral Cove Wellness Resort From US $232
         

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10.0 (11 Reviews)
Hotel
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Luxury Modern 2 Bedrooms 2.5 Bathrooms, sleep 6 From US $263
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beach Studio on Negril's Seven Mile Beach From US $104
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
TreeTops - New Designer Villa on top of Negril! From US $410
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Westmoreland

Over 87+ Pet-Friendly Vacation Rentals in or Near Westmoreland
Whispering Clouds Beach House From US $454
         

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10.0 (1 Review)
House
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  • Pet Friendly
Eleven30 Luxury Apartments From US $142
         

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New
Apartment
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The Artist cabin is a mountain cabin overlooking the sea and coastline From US $70
         

10.0 (1 Review)
House
  • Pet Friendly
  • Designated Smoking Area
  • Bedding/Linens
Kimoya's cottage is a mountain cottage overlooking the sea and coastline From US $80
         

9.0 (2 Reviews)
House
  • Pet Friendly
  • Designated Smoking Area
  • Bedding/Linens
Dre's Cozy Casa - Negril, Jamaica From US $57
         

8.6 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Westmoreland

Over 159+ Large Vacation Homes & Villas in or Near Westmoreland
Betta A Yaad Ocean View Villa, New upgrades From US $107
         

9.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Blue Lotus Villa From US $297
         

New
Villa
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  • Child Friendly
Little Waters on the Cliff From US $1,630
         

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10.0 (2 Reviews)
Villa
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Williams Manor [Across From Ricks Cafe Negril] From US $145
         

Award-winning villa with private beachfront and pool From US $786
         

High Life Resort & Spa From US $949
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Westmoreland

Over 30+ Wheelchair Accessible Vacation Homes in or Near Westmoreland
Windsor Luxury Palace From US $113
         

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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Sandals South Coast - ALL INCLUSIVE Couples Only From US $618
         

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8.6 (142 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Perfect Home Away from Home From US $124
         

5.0 (1 Review)
Condo
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Stoney Gate Cottages From US $65
         

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8.9 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Beaches Negril Resort - ALL INCLUSIVE From US $1,121
         

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8.2 (73 Reviews)
Resort
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  • Parking
  • Pool
Cliff-side resort on the West End in Negril From US $100
         

3.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Boutique B&B at Stone Village From US $200
         

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8.5 (2 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly

Westmoreland Vacation Rentals and Airbnb Places to Stay Under $200

Over 557+ Westmoreland Vacation Rentals and Airbnb Places to Stay Under $200
Windsor Luxury Palace From US $147
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Boutique B & B at Stonevillage From US $181
         

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10.0 (2 Reviews)
Bed & Breakfast
  • Parking
  • Pool
  • TV
Firefly cottage with Ocean view From US $59
         

10.0 (27 Reviews)
House
  • Designated Smoking Area
  • Balcony/Terrace
  • Sports/Activities
Sea Beach Escape & Vacation Rental From US $90
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Dragon fly Cottage From US $67
         

10.0 (7 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
Bak A Yaad Timberland Cottage From US $193
         

10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Westmoreland

Over 313+ Instantly Bookable Vacation Homes in or Near Westmoreland
Shades Cottage Room #2 From US $70
         

10.0 (2 Reviews)
House
  • Balcony/Terrace
  • Security/Safety
  • Kitchen
Luxury ocean view villa From US $205
         

7.6 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Condo in a Picturesque, Relaxing Gated Property in Negril From US $151
         

About Westmoreland Vacation Rentals

With more than 99 Westmoreland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hotelbookings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Westmoreland.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hotelbookings Westmoreland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Westmoreland. Places to stay near Westmoreland are 382.09 ft² on average, with prices averaging US $228 a night.

Hotelbookings makes it easy and safe to find and compare vacation rentals in Westmoreland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Westmoreland

Type Count
Hotels 97
Holiday Apartments 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Westmoreland

Pro Tip: Hotelbookings makes it easy to compare the best listings on Hotelbookings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hotelbookings homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Westmoreland.

Weather in Westmoreland

View the weather forecast for Westmoreland before booking your Westmoreland Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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Westmoreland Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Westmoreland?

Currently, the total number of properties listed in 2026 is over 99 in the Westmoreland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Westmoreland.