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 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
4.93 out of 5 average rating, 14 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 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

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 .

Guest favorite
Home in Black River
4.96 out of 5 average rating, 81 reviews

Entire home + Complimentary CAR Included

🚗 Complimentary Car Included A complimentary 2022 Toyota Corolla Fielder is included with your stay to make exploring St. Elizabeth easy and stress-free. No rental arrangements, no daily fees, no taxis, just enjoy the freedom to explore on your own schedule. Car is provided exclusively with your booking for local use. Fuel is the guest’s responsibility. A valid driver’s license is required. Additional terms shared inquiry or booking.

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.

Superhost
A two-story house with a vibrant yellow exterior is set against a cloudy sky. The architecture features multiple arched windows and a tiled roof. Lush greenery surrounds the property, including well-kept shrubs and trees along the pathway leading to a white gated entrance.
Home in Westmoreland
4.64 out of 5 average rating, 14 reviews

The Waves-Wheelchair Accessible Getaway

A slice of paradise, The Waves offers a large private home, with relaxing sounds of waves, breezes, birds and views of tropical plants, the sea and sunsets . You have a modern, fully-equipped kitchen/dining room, private pool, TVs & WiFi, games, crafts, laundry and A/C in all bedrooms. You are on the ocean, near exciting attractions, recommended restaurants offering delicious Jamaican cuisine and convenient nearby stores.

Popular amenities for Cutlass Bay vacation rentals

  1. Airbnb
  2. Jamaica
  3. Cutlass Bay