Smoking friendly holiday rentals in Saint Ann

A/C cabin outdoor jacuzzi, access to private beach

Take a visit to the historical city of Runaway Bay, St. Ann. Stay at the Cozy Cabin and experience a piece of this historical city. The cabin is nestled in the cool hills of Runaway bay. It is yet, conveniently located just 5 - 10 minutes drive from world renowned restaurants and excursion experiences. Kick back and relax in comfort and style. Get the best of both worlds: the magical Runaway Bay mountains and the beautiful Caribbean sea. A vacation you will never forget!

Zuma Villa|3BR|Rooftop|Gated|Pool|10 min Beach

Welcome to Zuma Villa, your tropical oasis nestled in the heart of Jamaica. Surrounded by lush greenery and just moments from pristine beaches, Zuma Villa offers the perfect blend of comfort, style, and island charm. Whether you're here to relax, explore, or indulge in local culture, our villa is designed for an unforgettable stay. From the rooftop sea views to the infinity pool, you'll feel right at home while experiencing the best of Jamaica. Come as guests, leave as family!

Cozy rural w/Gazebo swing bed, AC, WIFI, no fees

"Experience REAL Jamaican Lifestyle-Upscale Villa" No tourist trap here, our home is the perfect stay for those who want to enjoy the real Jamaican lifestyle and culture...friendly neighbors, delicious foods.... get away from the crowds, immerse yourself! Relax in our new screened in Gazebo with swing bed. 420 friendly, just a short ride to all the hot spots but far enough out to relax and unwind. Come home to El Castilito and feel the rhythm of the “no problem” island.

KK'S Elite Escape with private beach/gated/pool

KK's Elite Escape is nested in the middle of paradise. It is located in the prestigious Richmond Estates Community that prides itself of natural beauty and sustainability. The property is beautifully decorated with palms and other flora and is only 6 minutes away from a private beach. It is also within 20 minutes of several attractions such as Chukka, Dolphin and Plantation Cove and Dunn'sRiver. Come relax with the whole family at this peaceful place.

★The Serene Dream In Discovery Bay ★

This is a space where we encourage our guests to escape from the hustle and bustle of everyday life and just relax. At this serene oasis we strive to provide a place for restoration, rejuvenation and reconnection. This property is located in the beautiful Discovery Bay area, approximately an hour from Montego Bay Airport. It is the perfect place for those looking to unwind, enjoy the beach, experience great food and the nearby local attractions.

Central Beachfront Bungalow

This special place is uniquely located in a paradise cove steps away from the city center, where you can find all the best restaurants and bars. Grab a kayak & enjoy the sparkling coastline with the number one snorkeling spot just in the backyard. From nightlife to river excursions we’ve got you covered. Experience what it feels like to be a local in Ochi by staying in this double door, cottage style, ocean view residence.

Fast Wifi•Laundry•Netflix•10 mins to Ocho Rios

A peaceful and relaxed setting perfect for couples who want to explore each other. But also for the single person who just wants calm. Away from the noise but still close to the fun and excitement. Classy people love it here.

"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.

Mansfield Inn 1

Take it easy at this peaceful and centrally-located apartment. Get around easily to bars, clubs, restaurants, banks, etc, then return home to a quiet relaxing space.