Vacation rentals in Cutlass Bay

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Top-rated vacation rentals in Cutlass Bay

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Guest favorite
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 favorite
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
4.9 out of 5 average rating, 69 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.

Guest favorite
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.
Apartment in St. Elizabeth Parish
4.88 out of 5 average rating, 25 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 favorite
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
4.87 out of 5 average rating, 88 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.

Superhost
Home in Treasure Beach
5 out of 5 average rating, 3 reviews

Private Beach Villa | Culinary Escape | 1 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. Complete privacy in your 1 bdrm 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 favorite
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.
Apartment in Treasure Beach
4.96 out of 5 average rating, 139 reviews

March 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

Superhost
Home in Spur Tree
5 out of 5 average rating, 3 reviews

Dr Doc's Suite with Pool

This stylish and spacious Airbnb suite offers an unforgettable stay with breathtaking views. Whether you're sipping your morning coffee as the sun rises or unwinding in the evening, the sunsets are truly spectacular, casting vibrant hues across the sky. The suite is tastefully designed with modern furnishings, creating a perfect blend of comfort, elegance and plenty of space to unwind. This ideal retreat provides both luxury and tranquility while being surrounded by roses and serene beauty.

Guest favorite
The entrance sign of AVISTA is prominently displayed against a clean white wall, flanked by lush green plants and vibrant foliage. The surrounding area features a mix of tropical greenery, providing a welcoming and natural setting.
Apartment in Mandeville
4.88 out of 5 average rating, 24 reviews

The Palms at Avista Mandeville

This tranquil studio apartment in Mandeville offers a serene retreat close to local shops, restaurants, and attractions. This cozy space features a plush queen-size bed, a well-equipped kitchenette, and a private bathroom, providing comfort and convenience for solo travelers, couples, or business professionals. Key amenities include free Wi-Fi, a palm-lined pool, a gym, and 24-hour security in a relaxing atmosphere. Book your stay today and enjoy the charm and hospitality of Jamaica.

Guest favorite
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
4.94 out of 5 average rating, 17 reviews

Minerva House Private Beachfront Villa Pool -Staff

Escape to Minerva House. A private, beachfront villa in Treasure Beach with sweeping ocean views, a pool overlooking the Caribbean, and direct access to a quiet sandy beach and fully solar powered. 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.

Top guest favorite
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, 294 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 favorite
A two-story townhouse displays a mix of stone and colorful accents, set against a backdrop of rolling hills. A well-maintained garden with flowers lines the front, while a parked vehicle is visible beside the structure. Lush greenery surrounds the property.
Townhouse in Mandeville
4.98 out of 5 average rating, 59 reviews

The Stone Haven House, Tranquil Farmhouse Vibe

Escape to our cozy two-bedroom “Jamaican Farmhouse” townhouse in cool, scenic Mandeville. Perfect for solo travelers, couples, families, or small groups, this home offers comfort, charm, and modern convenience. Enjoy landscaped gardens, stunning hillside views, and the unique red lake beds. Located in a secure gated complex, it’s a peaceful retreat close to shops, dining, and local attractions—your perfect home away from home in Jamaica.

Top guest favorite
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, 46 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.

Popular amenities for Cutlass Bay vacation rentals

  1. Airbnb
  2. Jamaica
  3. Cutlass Bay