Holiday rentals in Pennants

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!

Clandon Ridge Townhouse

Clandon Ridge is a spacious two bedroom gated Town House with its own private electronic garage and enclosed balcony overlooking the beautiful hillocks of the Cockpit Country. Nestled in the quaint community of Alberga Heights, Christiana that boasts an altitude of over 2000 ft above sea level with an enviable 360 degree view of four parishes. Its tranquil environment is ideal for couples, families or friends to unwind in true Jamaican Culture and escape the claustrophobia of the metropolis.

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

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Winter Discount. Skip the Resort 🌞 Escape to Paradise Penthouse in the heart of Ocho Rios! This 3 story oceanfront gem is nestled in the exclusive, 24 hour gated community of Crystal Cove, offering the ultimate tropical getaway. Relax in style with stunning ocean views, chef prepared breakfast and dinner , access to a driver, and endless comfort. Perfectly located on Main Street, you’re minutes away from local culture and adventure. Your dream Jamaican vacation awaits! ✨

Centrally Located 2 bdrm beachfront villa w Chef

Eden Sands is a 2 bedroom beachfront villa located in the town of Ocho Rios. It is one of a collection of 3 boutique villas on the water. This contemporary styled villa will welcome you time and time again. Our staff will spoil you with meals to your delight. Don't lift a finger as we cater to you and your family. Located within walking distance to many restaurants, local spots and short drive to tours in the area. Come and take a break come in as friends, leave as family!

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.

Lux Villa |3BR|Gated Cmty|Pool|Gym|5 min to Beach

Escape to luxury at this modern villa in the exclusive Pyramid Point Gated Community with 24-hour security. Enjoy hot water, solar power, and super-fast Starlink WiFi. PRIME LOCATION: 5 min to Ocho Rios Beach, 10 min to Dunn’s River Falls & Dolphin Cove, 15 min to Chukka Adventures. Relax in the infinity pool with ocean views, hit the gym, play tennis, basketball, or ping pong, or let kids enjoy the playground. Comfort, privacy, and adventure await!

RUSTIK INN cozy home away from home

I’m pleased to welcome guests to my cozy abode dubbed Rustik Inn. Nestled in lush green vegetation, you’ll find the perfect little getaway in Jamaica’s coolest parish. Here you will find tranquility & peace if you’re seeking a perfect relaxation get away. I am very happy to be able to share a piece of my home with you and I am definitely eager to help you create the BEST memories during your stay!

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Breezy Bungalow | Gated 2BR w/ Pool, gym + WiFi

Welcome to Breezy Bungalow 🌴 Relax and recharge at Breezy Bungalow, a modern 2-bedroom, 2-bath getaway tucked inside a safe gated community in Old Harbour. Whether you’re here for a family trip, romantic escape, or business stay, our home offers comfort, convenience, and a touch of island charm.

Hershy B's Adorable 2 bed 2 Bath Apartment

Relax with your family and friends at this peaceful and spacious self contained 2 bed / 2 bath apartment. Explore the beautiful property and enjoy some of the fresh produce you will find on the farm. The apartment is accessible by steps and so not wheelchair friendly.

"Tumbleweed Cottage"

Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.