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
4.88 out of 5 average rating, 101 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
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, 90 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.

Top guest favourite
An ocean-view rooftop deck features a private dipping pool with clear blue waters. Two brightly colored chairs are positioned nearby, facing the expansive sea and blue skies, creating a serene outdoor relaxation area.
Serviced apartment in Treasure Beach
4.96 out of 5 average rating, 140 reviews

April special Treasure Beach Sanguine Suite

Kick back and relax in this calm, stylish seaside suite. If you need a change from your very own private pool, kitchen and rooftop deck, head down the steps to the beach for a long walk or seaside swim. Spacious, light bright and airy ! There really is no description or photographs that could describe the experience. For the 2 and 3 bed Full House click the link below https://www.airbnb.co.uk/rooms/639955496332045263?viralityEntryPoint=1&s=76 Message me re airport and transport options

Guest favourite
Villa in Treasure Beach
4.91 out of 5 average rating, 45 reviews

Private Beach Villa | Culinary Escape | 2 bdrm

Villa Blanca, our private, airy white-on-white modern villa, is part of the ONLY Villas Collection — a curated pairing of boutique-hotel service and private barefoot luxury — set above a secluded sandy beach. Enjoy complete privacy in your villa, pool, and outdoor living spaces. Private chef + villa hostess incl - select meals from our curated menu. Order à la carte or as a pkg. Not your average villa. Meals incl $85 pp/day Breakfast in Bed Floating Bali Board Meals Massages + Scrubs

Top guest favourite
A bright bedroom features a spacious bed adorned with a yellow throw blanket and decorative pillows. Natural light floods the room through large sliding glass doors, which lead to a balcony. A ceiling fan and a bedside table complement the modern décor.
Flat in Mandeville
5 out of 5 average rating, 43 reviews

Cozy Haven Apartment with Gym, Pool and WiFi

Kick back and relax in this calm space at Avista! This modern apartment offers the perfect retreat, blending comfort and convenience. Guests can enjoy a range of amenities, including a swimming pool, clubhouse, gym, jogging trail, assigned parking and 24-hour security. The property is ideally situated close to essential facilities such as banks, restaurants and shopping centers. Whether you're visiting for business or leisure, this serene space is the perfect base for exploring Jamaica!

Top guest favourite
A spacious bedroom features a plush headboard and a neatly made bed topped with a yellow throw. Two nightstands with lamps flank the bed, and light filters through sheer curtains, illuminating the bright and airy space.
Flat in Mandeville
5 out of 5 average rating, 52 reviews

Luxury suite with gym/ pool

Nestled in the cool hills of Mandeville this newly constructed apartment offers everything you have been looking for in your stay. It has an amazing view of this beautifully landscaped property with amenities that include swimming pool, gym, jog trail, assigned parking, club house and 24 hours security. The enviable location of this property allows for easy access to Mandeville town center, banks, hospital and shopping centers which are all within five minutes walking distance.

Superhost
Flat in Mandeville
5 out of 5 average rating, 3 reviews

Mountain view Oasis #2

Welcome to your peaceful Jamaican home away from home! Nestled in a quiet area of cool and charming Mandeville, our two-bedroom, one-bathroom apartment is designed for families or small groups seeking comfort, tranquility, security and peace. Step inside to find a clean, bright, and thoughtfully laid-out space to fit your need. Equipped inside is a 2bedroom 1 bathroom, kitchen and living room . This space is specially designed for small or larger groups up to 8 persons.

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, 296 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 .

Top guest favourite
A white cottage is nestled among lush green hills, surrounded by dense vegetation. The architectural design features a spacious outdoor area, including a pool. The soft hues of the evening sky provide a serene backdrop to this tranquil setting.
Villa in Treasure Beach
5 out of 5 average rating, 47 reviews

Chef Infinity Pool & Ocean Views | Treasure Beach

🏞️ 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.

Top guest favourite
A welcoming entrance features a charming archway and decorative columns, leading to a well-maintained facade. The property is set against a backdrop of rolling hills, with a paved driveway and lush greenery surrounding the area, creating a tranquil and inviting first impression.
Home in Mandeville
4.99 out of 5 average rating, 73 reviews

RUSTIK INN cozy home away from home

I’m pleased to welcome guests to my cozy abode dubbed Rustik Inn. Nestled in lush green vegetation, you’ll find the perfect little getaway in Jamaica’s coolest parish. Here you will find tranquility & peace if you’re seeking a perfect relaxation get away. I am very happy to be able to share a piece of my home with you and I am definitely eager to help you create the BEST memories during your stay!

Superhost
A sunlit deck features a tranquil swimming pool surrounded by wooden planks. Two loungers with green cushions are positioned for relaxation, shaded by a thatched gazebo nearby. Lush greenery and palm trees provide a natural backdrop, while the shimmering ocean is visible in the distance.
Villa in Treasure Beach
4.86 out of 5 average rating, 7 reviews

Driftwood Private Three bedroom, 6 guests w/ Pool

Away from resort land on Jamaica's non-touristy South Coast, Driftwood is hidden away in Great Bay, which has the longest, sandiest beach on the South Coast and Treasure Beach.

Popular amenities for Cutlass Bay holiday rentals

  1. Airbnb
  2. Jamaica
  3. Cutlass Bay