Holiday rentals in Cutlass Bay

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Top-rated holiday rentals in Cutlass Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.

Top guest favourite
The spacious suite features a comfortable bed with soft linens, complemented by a decorative throw. A large glass door offers views of greenery outside, while a modern seating area and dining table are visible. Natural light filters through sheer curtains, enhancing the bright, clean space.
Flat in Mandeville
5 out of 5 average rating, 33 reviews

Premium Studio with Pool View

This exclusive luxury suite offers the perfect blend of elegance and convenience. Located 3 minutes from the town center, it features a private pool with a serene sundeck, a fully equipped gym, and a jogging trail. The suite boasts a spacious interior and premium amenities, including concierge services. Its proximity to the town center allows easy access to fine dining, shopping, and entertainment, making it an ideal retreat for those seeking relaxation, luxury, and an overall great experience!

Superhost
A vibrant cottage features a pink exterior complemented by yellow window frames and turquoise accents. Lush greenery surrounds the entrance, which includes two decorative doors leading to a welcoming porch. A pathway made of stone guides through the well-kept lawn.
Cottage in Treasure Beach
4.75 out of 5 average rating, 12 reviews

The Ocean Front Cottage @ Calabash House

Nestled in Treasure Beach on the South Coast of Jamaica, Calabash House is an intimate vacation destination featuring lots of extras. The House & Cottages are located directly on the Caribbean Sea. Our guests enjoy the best swimming beach in the area. Older locals refer to our location as "the sweetest little corner in Treasure Beach" and we think you will agree! Calabash House is 5 to 7 minute walk to local restaurants and bars. Treasure Beach is local community based tourism destination.

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.

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 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.
Flat 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

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, 42 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!

Guest favourite
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. *Offer activated for 2 or more guests booked.

Guest favourite
An outdoor terrace features wooden furniture under a rustic roof, with a table and chairs arranged thoughtfully. The space opens to a stunning ocean view, highlighted by turquoise waters and a clear blue sky. Natural elements, including potted plants and wooden fencing, create a serene ambiance.
Guest suite in Treasure Beach
4.9 out of 5 average rating, 20 reviews

Kotch One Bedroom Sky Suite

Located on Jamaica’s south coast in the parish of St Elizabeth, Kotch is a beachfront villa nestled comfortably in the fishing village of Treasure Beach, known internationally for ​its community tourism and ​events such as Calabash Literary Festival and Jake’s Off-Road Triathlon. Kotch provides respite from the humdrum, fast-paced and demanding world of work to all our visitors — from the luxury tourist to the experience-driven backpacker — with ocean views that relaxes the mind​.

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, 49 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.

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
4.94 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.

Popular amenities for Cutlass Bay holiday rentals

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  2. Jamaica
  3. Cutlass Bay