
Holiday houses in Cutlass Bay
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Top-rated holiday rentals in Cutlass Bay
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Private 2 bedroom casitas with pool. Azteca villas
Take it easy at this unique and tranquil getaway. Tucked away in the heart of Treasure Beach. Enjoy a 3-5mins walk or bicycle ride to the beach, restaurants like Jakes, Jack sprat, Frenchman reef and Smurfs coffee. Upon request You can also enjoy home cooked authentic Jamaican cuisines by your personal chef. Tours can be arranged to beautiful YS falls, Pelican Bar, Black river tours and Appleton Rum. You will be one of the 1st to occupy this beautiful hidden Gem close to beaches and restaurants.
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The View (The nature View)
As advertised, this unit is the "ultimate nature view villa." Our nature view villa unit is ideal for couples on their honeymoons or for a romantic holiday for the two of you. If you love the idea of waking up to nature then we await you This luxury unit overlooks Mandeville's breathtaking scenery. To see the stunning view, stroll up to the rooftop garden. Better still, enjoy the view to yourself while sipping a drink on your own balcony. Additionally, you can take a dip in the Villa Pool.
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Country Comfort
Relax with friends, family, or solo at this peaceful, rural home. This fully furnished, cozy 2-bedroom home features three beds, comfortably sleeping up to 4 guests, a kitchen, a full bathroom, and a living area, ensuring you have everything you need. Relax on the rooftop gazebo and enjoy breathtaking views of the Caribbean Sea. Located minutes away from Junction town, beaches, and restaurants, enjoy a chance to truly unwind and connect with locals, and immerse yourself in the Jamaican culture.
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Bliss By The Sea Beachfront in Treasure Beach
Bliss By The Sea is a unique, rustic beachfront property yards from a long sandy beach and the Caribbean Sea on the South Coast in Treasure Beach. It is a lovely, secluded property in an untouched location. Wake up to the sound of waves at this laid-back 4-bedroom beach house. Enjoy barefoot access to the sand, a private pool, daily home-cooked meals by friendly staff, and 1950s retro island vibes. Perfect for families, couples, or solo travelers seeking peace, authenticity, and coastal charm.
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Southfield, Jamaica, Avocado Suite
Enter our breezy retreat in Southfield just a few minutes from Lover’s Leap, and 20 minutes from Treasure Beach where adventure awaits. Centrally located on Jamaica’s Southcoast, we are close to many attractions including Appleton Estates, Black River Safari, Treasure Beach, YS falls and more. Be close to the farm to table lifestyle where locals live sustainably and greet each other with a smile. Come and see what awaits you here at Southfield Stay as you relax from your day’s adventures.
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Luxury 3 Bed Designer Eco Villa Treasure Beach
A charming villa located in a sought after location in Treasure Beach. It has an eco vibe and is surrounded by lush tropical landscaping with a private pool area at the back and a large veranda at the front. It is in a quiet area, but within easy walking or biking distance to local shops, restaurants and amenities. The beach is located right across the road, with the entrance less than a two minute walk away. It has good internet and is a perfect place for extended stays and remote working.
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Mandeville Modern Studio Peaceful & Prime Location
Welcome to your modern studio escape in the heart of Mandeville - designed for comfort, convenience, and relaxation. This beautifully furnished space offers everything you need for a peaceful stay, whether you're here for business, a quick getaway, or long-term comfort. With a private balcony, fully equipped laundry area, smart layout, and stylish interior, this studio gives you the comfort of home with boutique-hotel vibes. Book your stay today! Experience comfort, style, and convenience.
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Private | Beach | Pool | Luxury | Culinary Escape
Villa Blanca, our airy white-on-white modern beach villa, is part of the ONLY Villas Collection — a curated blend of boutique-hotel service and private barefoot luxury above a secluded sandy beach. Designed primarily as an adults-oriented escape focused on peaceful, elevated, culinary-driven experiences. Enjoy complete privacy in your villa, plunge pool, and outdoor living spaces with private chef and villa hostess services. Guests 18+ preferred. Younger children only with prior approval.
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Summer Special Treasure Beach Sanguine Villa
Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options
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Drews Escape (with a/c)
The cabins are done in a traditional, rustic style . They are fitted with a pillow top queen sized bed and a fan . We are centrally located and only 150 meters away from the beach . Literally a stone's throw away . You can lie in the hammock and relax under the tree that bears the national flower , the Lignum Vitae and listen to the many birds chirping above . We are ideally situated away from the prying eyes and walking distance away from the restaurants and shops .
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Amelia's | Condé Nast Pick + Private Chef + Pool
As featured in Condé Nast Traveler - Escape to Amelia’s, a solar-powered architectural masterpiece perched on one of the highest points in Treasure Beach. Designed as a private sanctuary, this villa offers the luxury of disconnection with the comfort of full-service hospitality. With panoramic Caribbean views, a saltwater infinity pool, and a dedicated house manager to prepare your meals, you don't just stay here—you are restored here.
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Lyric Villa fully staffed Ocean front w/pool
Right on the beach in the heart of Treasure Beach, Lyric is a very private, fully staffed, architecturally designed cut stone 4 bedroom beach house with a swimming pool and lots of varied lounging areas. We have shared Lyric for over 40 years and our reviews will give you insight into why Lyric is so special.
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Popular amenities for Cutlass Bay holiday rentals
Other great holiday rentals in Cutlass Bay

Vic's View - Tropical Hideaway
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Train line retreat.
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Morris Manor Across from Lovers Leap
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The angel house.
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The Get-Away Glass House
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Cacona Beach Bedroom - Right on the Water!
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Whispering Clouds Beach House
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Cozy Haven Apartment with Gym, Pool and WiFi
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