Smoking-friendly holiday rentals in Saint Ann

Elite Escape @ Paradisiac (near Ocho Rios)

Escape to paradise in this stylish & fun 3-bedroom, 3.5-bath beachside retreat near Ocho Rios! Perfect for families, this spacious home combines modern design & tropical charm. Enjoy bright, airy interiors, comfortable beds, and an open living space ideal for creating memories. With a view of the Caribbean Sea, you’ll find relaxation and adventure at your doorstep. Whether you’re soaking up the sun, exploring local attractions, or simply unwinding, this family-friendly getaway is yours to enjoy!

Beachfront Villa · Private Chef · Ocho Rios

Eden Sands is a beachfront sanctuary in Ocho Rios, handcrafted from local guango and cedar. Wake up to waves, step onto your private deck surrender to Jamaica completely. Your world-class chef is included — bold Jamaican soul food and international cuisine served on the deck or beach. À la carte or market-fresh, your choice. Swim seven minutes to a stunning coral reef. Snorkel gear, paddleboard and kayak all included. Two bedrooms, sleeps 4. Air conditioning and housekeeping included throughout.

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Hike to your own river or explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 20 minutes from Ocho Rios and Ian Fleming Airport, this gated retreat offers the perfect blend of comfort and adventure.

Swing Bed in the Hills: Secure Escape, Fast wifi

Tucked away in the cool hills above Browns Town, this bright villa blends indoor comfort with outdoor serenity. Our signature screened gazebo with swing bed is made for reading, napping, or stargazing; no bugs, just breeze. Inside: 2 king bedrooms, 2.5 baths, full kitchen, 75" TV, dedicated office, and fast Wi-Fi (136 Mbps). Outside: gated parking, local shops steps away, beaches 15 minutes away. Perfect for couples, families, or remote workers craving peace, privacy, and genuine Jamaica. 🇯🇲

10 min to Runaway Bay Beach-Full Kitchen-BBQ

Set on 44,000 ft² / 1-acre in Discovery Bay, 3 min → Bengal Beach (15 min walk) ✓ Superhost care + 4.8★ average, 29 reviews ★ Extremely safe, community ✓ Free early check-in ✓ 1 hr ✈ Montego Bay Airport (MBJ) ✓ Dinning table for 6, family gatherings welcome ✓ Full equipped + Stocked kitchen ✓ Flexible visitor policy ✓ Surround sound in ceiling ✓ Rooftop terrace, outdoor seating & treetop views ✓ Meals by in-home chef available ★ “The rooftop seating provided a great view of the greenery.”

Rustic 1BR Cottage | Pool + Minutes Walk to Beach

Escape to our eco cottage where nature meets comfort. Our cozy 1BR cottage offers the perfect mix of rustic charm & modern comfort, complete with A/C, hot water & WiFi. Lounge by the pool, soak in the tropical surroundings, & enjoy the laid-back vibes of our little paradise. Whether you’re craving adventure or pure relaxation, you’ll find it here. Come unwind, explore, & experience the beauty of Jamaica—your island escape awaits! Book now & experience Casas de Tierra Jamaica!

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!

Hermon Escape

This scenic Mount Hermon property features 8 bedrooms across 3 units ideal for large groups. Unit 1 has 3 beds/3 baths, Unit 2 has 2 beds/1 bath, and Unit 3 has 3 beds/3.5 baths. Located 3,000 ft above sea level, it offers cool weather, nature trails, and stunning views. Just minutes from Ocho Rios and nearby attractions, it also boasts security lighting, two fish ponds, pineapple plants, and fruit trees perfect for a peaceful getaway or family retreat.

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.

SCH Airbnb Mystic Ridge Resort

Come to SCHAirbnb at Mystic Ridge Resort for a spacious, family friendly atmosphere. Comfortably sleeps up to four people, with kitchen, wifi with TV in bedroom and living room. Access to pool and tennis court. Located 2.4km from Mytic Mountain and about 10 minutes walk from Ochi Rios Bay beach. Close to restaurants and transportation. Excellent picturesque view of the city.

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!