
Holiday rentals 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.

Chic Studio w/ King Bed, Air Con, Balcony + Pool
Chic studio apartment in the cool hills of Mandeville, offering modern comfort with a king bed, AC, a fully equipped kitchen, a private balcony, fast WiFi, smart TV, in-unit washer/dryer, a fireplace, dedicated workspace, futon, swimming pool, and a gym. Centrally located near the heart of the town with easy access to shops, restaurants, and parks. Features secure self-check-in + free on-site parking, at a quiet gated apartment complex—ideal for work or relaxation in a tranquil tropical setting.

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.

TekTime in Treasure Beach
Experience coastal elegance at TekTime, a new 4-bedroom, 4.5-bathroom villa completed in 2024. Set directly on the beach with sweeping ocean views, this Greek-inspired retreat is all about simplicity, tranquility, and relaxation. Enjoy 2 private pools. Spend your days soaking up the sun and sharing unforgettable moments with loved ones. Inside, you’ll find a spacious kitchen and living room, and patios on both floors — with each bedroom offering its own en-suite bathroom for ultimate comfort.

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.

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.

Breezy Cottage at Boho Oasis, Pool & Beach Access
This beachside cottage is a freestanding, one bedroom unit in which you can fall asleep to the sound of the waves... just steps to the sea. Known as ‘the Cool Breezy Cabin', this one bedroom bungalow home has a large, luxurious en suite bathroom, and a lovely, private covered fully screened living room, a kitchenette with breakfast nook or desk space, an en suite kitchenette, strong Wi-Fi access. It is ideal for anyone looking for a country cottage by the sea vibe or a long term stay.

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

Seaview Penthouse Retreat 4 Beds 3 Baths Stay
Step into the comfort of this spectacular 4BR, 3Bath penthouse oasis in the tranquil and friendly community close to the charming town of Whitehouse. Walk on the balcony to experience the fiery sunsets over the horizon and marvel at the picturesque natural surroundings. The stylish design and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Minimalist Living Room ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TV ✔ Wi-Fi ✔ Free Parking Learn more below!

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 .

Minerva House Private Beachfront Villa Pool -Staff
Escape to Minerva House. A private, solar powered beachfront villa in Treasure Beach with sweeping ocean views, a pool overlooking the Caribbean, and direct access to a quiet sandy beach. Fully staffed for a relaxed stay, with a cook to prepare meals, the villa features spacious bedrooms, tropical outdoor living, and unforgettable sunsets. Loved for its authentic Jamaican charm, Minerva House is the perfect blend of comfort, privacy, and true Treasure Beach warmth.

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.
Popular amenities for Cutlass Bay holiday rentals
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