Smoking friendly vacation 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.

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. 🇯🇲

Cozy 1BR Rustic Cottage | Laid-back Garden Escape

Experience the charm of Jamaica from our cozy 1BR poolside eco cottage, nestled among tropical gardens at Casas de Tierra Jamaica. Blending rustic island character with modern comforts, the cottage offers A/C, hot water, and WiFi for a relaxed and comfortable stay. Enjoy slow mornings by the pool, lush surroundings, and the laid-back rhythm of Caribbean life. Ideal for couples or solo travelers seeking an authentic Jamaica experience filled with nature, local charm, and island simplicity.

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!

Summer Breeze at Secret Hideaway

This special place is close to everything, making it easy to plan your visit. Very clean and comfortable with up-to-date furniture and appliances. The apartment is a short 5 minutes walk from the heart of Ocho Rios. You are a 5-10 minutes drive from popular landmarks such as Dunn's River Falls, Dolphin Cove, Margarita Ville, Mystic Mountain Rainforest,and many more. Ocho Rios is very safe and lively town with much to see and do. we recommend a taxi if travelling late at night.

Villa Oasis: Modern/Private Beach/Oceanfront

Villa Oasis is a breathtaking getaway with modern amenities. Located in Discovery Bay, this oceanfront property sits on an acre of land, giving you a spacious home, the calming ocean breeze & amazing views for your dream vacation. Sitting conveniently between Montego Bay and Ocho Rios, this home’s access to so many popular tourist attractions makes it the ideal location for your Jamaica getaway. Guests of Villa Oasis also have access to a private beach.

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.

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!!!

The Coconut Palm Villa ~ Idyllic Ocean View Suite

Escape to this private ocean-view retreat in Ocho Rios. Perfect for couples or solo travelers, this peaceful hillside getaway offers comfort, privacy, and beautiful scenery—just minutes from beaches, restaurants, and attractions. Enjoy air conditioning, fast Wi-Fi, hot water, and a refreshing shared pool. Private airport pickup and tours are also available.