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Vacation rentals in Calabash Bay

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Top-rated vacation rentals in Calabash Bay

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

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Guest favorite
A two-story villa is framed by vibrant greenery, showcasing a light-colored exterior with a covered balcony. Outdoor seating arrangements are positioned on a front patio, surrounded by blossoming plants and trees, providing a peaceful ambiance in the tropical landscape.
Home in Treasure Beach
4.85 out of 5 average rating, 72 reviews

RockSide Villa - MAIN FLOOR!

Feel for the "Real Deal"? Come settle yourself in our lovely Rockside Villa, run and managed by Christine, local Great Bay resident. Ideal for the adventurous traveler or family looking for a clean, friendly, and safe environment where you can listen to the waves put you to sleep at night, count the endless shooting stars, and feel the true vibes of a true country Jamaican experience. Directly on the best swimming beach in St. Elizabeth, Great Bay. Our guest house is nestled under the canopy of coconut palms, tropical fruits trees and flowers. Top floor: A two bedroom one bathroom home fully equip with a self service kitchen, balcony, and living room. Please see house rules and manual below for more information. Walk down the natural steps and arrive at Rocker's Bar where fresh caught fish is made to serve and drinks are ice cold! Eat and Drink traditional local Jamaican cuisine and fruit juices as you like prepared by Christine. Menu and prices coming soon as well as website! Please contact for more details. Feeling for a hike? Natural specialized guided walking tours are organized daily. Climb the the Pedro Bluffs just minutes away and visit the legendary Spaniard's Cave (noted as the site where Spanish buccaneers crashed into the bluff in the early 1500's whom the family is direct descendants to). Boat tours to beautiful Pedro Point on a clear day for snorkeling adventures. 20 minute drive to Treasure Beach, the famous Jack Sprat Restaurant and Driftwood Spa. Close to area attractions: Pelican Bar, Black River, Lover's Leap, Appleton Rum Factory and more! Supermarket for basic food needs is within walking distance. Beach Gym access available. Wifi Internet available with purchase of internet card. International phone cards are also available for purchase. We can exchange money or guide you to the right place. Car Rentals and/or Transportation to and from Montego Bay Airport available with advanced request. We welcome you! Psst. If you see another Rockside Villa-Rock's with You under hostess Deanne, she's my daughter, either one of us can help you out. We are the same listing, but for some reason the map on her listing is giving trouble and not listing correctly. I'm in Jamaica and can be reached if you are local. If you are coming from foreign, book and speak directly to her she's in the US. We look forward to meeting you and sharing our space.

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
4.89 out of 5 average rating, 106 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
A comfortable living area features a gray sofa adorned with blue accent pillows. A wooden coffee table sits on a decorative rug, and wall art with circular patterns adds character. A floor lamp provides soft illumination, while a wooden door offers access to the exterior.
Apartment in Mandeville
5 out of 5 average rating, 7 reviews

The Hideaway Too

Modern One Bedroom Executive Suite. Advantageously located just five minutes away from Mandeville Town Center. Suitable for business professionals, couples, discerning travelers. You will enjoy easy access to everything from this centrally located place. Ensuite Master bedroom with queen bed, private bathroom complete with bathtub and shower. Full kitchen with modern appliances and cookware, with space to prepare meals. Dining space adjacent to kitchen and living room. Complimentary WiFi access.

Top 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
4.96 out of 5 average rating, 24 reviews

Beachfront Villa w/ Pool & Staff | Minerva House

Wake up to the sound of the Caribbean. Minerva House is a private, solar-powered beachfront villa in Treasure Beach, with sweeping ocean views, a pool overlooking the sea, and direct access to a quiet stretch of sand. 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.

Superhost
Home in Junction P.O
4.86 out of 5 average rating, 7 reviews

Country Comfort

Relax with friends, family, or solo at this peaceful, rural home. This fully furnished, cozy 2-bedroom home features three beds, comfortably sleeping up to 4 guests, a kitchen, a full bathroom, and a living area, ensuring you have everything you need. Relax on the rooftop gazebo and enjoy breathtaking views of the Caribbean Sea. Located minutes away from Junction town, beaches, and restaurants, enjoy a chance to truly unwind and connect with locals, and immerse yourself in the Jamaican culture.

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
4.88 out of 5 average rating, 96 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 favorite
Villa in Treasure Beach
4.92 out of 5 average rating, 52 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 favorite
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.
Apartment in Mandeville
5 out of 5 average rating, 53 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 favorite
Cabin in Treasure Beach
4.78 out of 5 average rating, 134 reviews

Cashaw Cabin - Private Retreat with a Pool

Welcome to Cashaw Cabin - your private A-frame escape with pool, hidden off-road on Cashaw Park Estate in Treasure Beach. This peaceful, air-conditioned cabin has an ensuite bathroom, outdoor shower, queen bed, and a cosy kitchenette for light meals. Spend your days by the pool and evenings under the stars, tucked away from public view. Perfect for couples or solo travellers seeking privacy, calm, and a laid-back south coast vibe — minutes from the beach, restaurants, and local culture.

Superhost
A spacious pool area is highlighted by a newly built private pool with LED lights. Surrounding tropical vegetation includes palm trees, while comfortable seating options are visible on the pool decking. The inviting blue water is complemented by a clear sky with scattered clouds.
Villa in May Hill
4.83 out of 5 average rating, 35 reviews

Rowe villa

Rowe villa was built by our beloved parents and where my siblings and I have spent the last 15 years visiting from the United Kingdom - it has been our home away from home. ​ This is a very much loved house, in an awesome community where we have nurtured and maintained great friends . This villa is placed in a superb location, it is warm, welcoming and has a relaxed feel to it. There will be days where you'd want to just stay in and absorb ​its charisma and all that it offers.

Top guest favorite
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, 103 reviews

Summer 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

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, 308 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 .

Popular amenities for Calabash Bay vacation rentals

  1. Airbnb
  2. Jamaica
  3. Calabash Bay