Holiday rentals in Watchwell

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Top-rated holiday rentals in Watchwell

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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
4.89 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.

Superhost
A modern two-story building is showcased with light blue walls and white decorative balconies. A gated entrance leads up a paved driveway, surrounded by well-maintained green grass. The sky above is bright with fluffy white clouds.
Guest suite in Santa Cruz
4.82 out of 5 average rating, 11 reviews

Aristo Oasis, Luxury 2bed/2ba suite in Santa Cruz

Aristo Oasis is a modern and stylish haven that combines comfort & relaxation nestled in a prime location, 5 minutes from Santa Cruz Town Center. You can unwind, recharge & enjoy quality time with your loved ones at our peaceful oasis. Whether it’s a relaxing family vacation, a romantic getaway, or a solo retreat, our stunning tropical oasis has everything you need to feel at home. Book your stay today and experience modern comfort and relaxation. We have WiFi, Hot water and A/C, Self Checkin

Guest favourite
Villa in Treasure Beach
4.94 out of 5 average rating, 17 reviews

Steps to Sand: Seafront Hideaway & Private Pool

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 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, 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 favourite
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
4.89 out of 5 average rating, 73 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! 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.

Guest favourite
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.

Guest favourite
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.

Guest favourite
Home in Black River
4.96 out of 5 average rating, 82 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.

Top guest favourite
Flat in Southfield
4.91 out of 5 average rating, 23 reviews

Southfield, Jamaican Apple Suite

Peaceful and central residence just 20 minutes from Treasure Beach and 10 minutes from Lover’s Leap. A haven for scenic adventure, from the lighthouse to the ocean, the mountains to the tropical rainforests. This is located to make your trip special. Restaurants and local attractions abound from a few minutes to a 45 minute drive. Come see this rustic side of Jamaica’s Southcoast and explore the many things in this idyllic countryside. Ability to modify to a 1 bedroom on request

Top guest favourite
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 favourite
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, 309 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 favourite
Cottage in Treasure Beach
4.9 out of 5 average rating, 120 reviews

Cozy Cottage at Katamah Beachfront Gardens

This charming villa room has high ceilings, oversized hand crafted windows, custom double doors and a covered screened porch which adds a comfortable living area great for remote work or just observing the doctor bird floating from flower to flower. The plush queen bed and newly renovated en suite bathroom make this cozy space a dreamy beachside home. This cottage is fan cooled with Hot water shower. Ideal for a solo traveler or a couples weekend away.

Popular amenities for Watchwell holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Elizabeth
  4. Watchwell