Holiday rentals in Cutlass Bay

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Top-rated holiday rentals in Cutlass Bay

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Guest favourite
A serene landscape showcases a white, single-story property with a red-tiled roof. Lush greenery surrounds the home, along with palm trees and a gravel driveway leading to the entrance. A cloudy sky adds a soft light to the tranquil setting.
Bungalow in Treasure Beach
4.89 out of 5 average rating, 105 reviews

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.

Guest favourite
The modern villa features a private pool surrounded by lounge chairs, offering a space for relaxation. A hammock is suspended nearby, creating a cozy nook. The architecture showcases a spacious upper level with large windows and an open terrace that invites natural light.
Home in Treasure Beach
4.89 out of 5 average rating, 72 reviews

Luxury beach front villa with private pool & staff

Beach front villa in Treasure Beach, on the south coast of Jamaica, where it's sunny all year round! Just steps away from a secluded sandy cove, perfect for swimming, sunbathing and gentle morning strolls. Peaceful and quiet, the villa has three double bedrooms and in a cottage for two available for additional cost. There is a private pool and beach sundeck, large sitting room and kitchen. A personal chef is included in the rental rate for breakfast and dinner, you just pay the cost of the food.

Top guest favourite
An infinity pool reflects the clear blue sky, surrounded by tropical greenery. Relaxing blue loungers are positioned along the pool's edge, inviting guests to enjoy the ocean view beyond. A thatched gazebo adds a touch of shade, complementing the serene outdoor space.
Villa in Treasure Beach
4.96 out of 5 average rating, 78 reviews

Spectacular villa with big garden +secluded beach

Cave Canem Villa is 600 square meters of living space with an infinity pool looking into the ocean fully staffed .The Villa is nested over a little buff with breathtaking view of the Caribbean Sea , it’s a dream beach house , the villa is fully Solar with lithium ion batteries , with super spacious 4 bedrooms , all with inverter a/c & remote control fans , own bathroom en-suite , 4 terraces , a separate gazebo , set in over 4,000 square meters of beautiful tropical gardens & your own beach.

Guest favourite
A sunlit pool area overlooks a sandy beach and the Caribbean Sea. A life preserver hangs on the pool railing, with wooden lounge chairs positioned nearby. Lush trees provide a backdrop, enhancing the serene coastal view.
Villa in Treasure Beach
4.94 out of 5 average rating, 17 reviews

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.

Guest favourite
Home in Treasure Beach
4.92 out of 5 average rating, 37 reviews

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.

Guest favourite
A spacious outdoor area is surrounded by lush greenery, featuring several mature trees and palm plants. The well-maintained lawn is vibrant and open, providing ample room for relaxation or exploration under a clear blue sky.
Flat in St. Elizabeth Parish
4.88 out of 5 average rating, 26 reviews

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.

Guest favourite
A spacious villa is surrounded by tropical landscaping, featuring wide wooden doors and large windows. Comfortable sun loungers are arranged by the private pool, providing a serene setting. Lush greenery offers privacy, while the clear blue sky enhances the welcoming atmosphere of the outdoor space.
Villa in Treasure Beach
4.88 out of 5 average rating, 93 reviews

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.

Guest favourite
Villa in Treasure Beach
4.92 out of 5 average rating, 49 reviews

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.

Top guest favourite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5 out of 5 average rating, 100 reviews

May 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

Top guest favourite
A rustic cabin entrance is framed by a thatched roof and wooden walls. A wicker chair is positioned on the porch, overlooking vibrant greenery. A spacious bed is visible through an open door, inviting relaxation and comfort in a natural setting.
Cabin in Treasure Beach
4.9 out of 5 average rating, 302 reviews

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 .

Guest favourite
An expansive infinity pool is surrounded by stone coping and four lounge chairs with vibrant orange cushions. Lush greenery frames the space, while the tranquil Caribbean Sea is visible in the background, creating a serene atmosphere for relaxation.
Villa in Treasure Beach
4.95 out of 5 average rating, 20 reviews

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.

Guest favourite
A tranquil swimming pool is centered in a sunlit area, surrounded by several lounge chairs facing the sea. The blue sky complements the inviting water, while the stone walls of the beach house create a serene atmosphere.
Villa in Treasure Beach
4.91 out of 5 average rating, 130 reviews

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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