
Holiday houses in Watchwell
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Top-rated holiday rentals in Watchwell
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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.

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.

Renovated Farm House near YS Falls, Jamaica
Relax and get away at this charming farm in the beautiful countryside of Jamaica. You can stay at home and relax with family and friends or head out to explore nearby attractions. Located on the South Coast, the farm is within 40 minutes of Y.S. Falls, Appleton Estate Rum Tour, Holland Bamboo Avenue, Floyd's Pelican Bar and more! The farm house was fully renovated in 2024 with 4 bedrooms, 3 full baths, and an upgraded kitchen. Enjoy the comfort of ceiling fans and conditioners in every room.

Private | Modern | Beach | Culinary Escape
Villa Nero is our private one-bedroom oceanfront villa, 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 expansive ocean views, a luxurious king suite, outdoor living spaces, and private chef and villa hostess services. Guests 18+ preferred. Younger children only with prior approval. 1 bdrm w/ AC

TekTime in Treasure Beach
Experience coastal elegance at TekTime, a new 4-bedroom, 4.5-bathroom villa completed in 2024. Set directly on the beach with sweeping ocean views, this Greek-inspired retreat is all about simplicity, tranquility, and relaxation. Enjoy 2 private pools. Spend your days soaking up the sun and sharing unforgettable moments with loved ones. Inside, you’ll find a spacious kitchen and living room, and patios on both floors — with each bedroom offering its own en-suite bathroom for ultimate comfort.

Cacona Villa - Spacious Beach-Front Villa
Our modestly-appointed, but spacious, villa is right on the beach and within a short walk of the centre of Treasure Beach village. Cacona has four huge decks, a fantastic outdoor hot-water shower, AC in all bedrooms, washing machine, wifi, additional private decks for upper bedrooms, and our great low base rate for 2 guests. It's not fancy, but our place is good for groups, friends, extended families, and families with older kids. Reopening after the devastating damage from Hurricane Beryl.

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.

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! Steps away from a secluded sandy cove: perfect for swimming, sunbathing and morning strolls. Peaceful and quiet, the villa has three double bedrooms and in a cottage for two available at additional cost. There is a private pool, beach sundeck, terrace, balcony, 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.

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.

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.

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

Beachfront Villa+Pool + Full Staff | Minerva House
Wake up to the sound of the Caribbean sea at Minerva House in Treasure Beach, an eco-luxury, 100% solar-powered beachfront villa in Treasure Beach, Jamaica. Enjoy panoramic ocean views, a private pool, and direct beach access. Relax while your dedicated team prepares delicious home-cooked meals, so you can simply unwind. Spacious bedrooms, tropical outdoor living, authentic Jamaican hospitality, and unforgettable sunsets make Minerva House the perfect South Coast escape.
Popular amenities for Watchwell holiday rentals
Other great holiday rentals in Watchwell

Vic's View - Tropical Hideaway

New beachfront villa w/chef/pool/staff.

Shalom....be at peace! At our Jamaican Retreat!

Spectacular villa with private beachfront &staff

Paradise Villa

Cozy Haven Apartment with Gym, Pool and WiFi

Hawksbill | 2 BR Villa Apartment + Cove & Pool

Indianna Guesthouse
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