Vacation rentals in Middlesex County

Ocean View • Pool • Pickleball • Gated | For 12

Welcome to Villa Palaav - A modern oasis in a private gated community Perfect for: • Birthday trips • Bachelor/Bachelorette groups • Family reunions • Friends trips • Retreats 🎉 Celebration Pkgs starting at US$350 This 6-bedroom Ocean View Villa features three 2 bedroom, apt-style King suites, each with private kitchens, 1–2 bath, and open-concept living areas, solar power, rainwater harvesting & smart cooling Amenities include: • Private pool • Pickleball court • Billiards room • Mini golf

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.

Private Seafront Villa near Ochi

Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

My Palm Retreat, POOL, Gated, Fully A/C, King Bed

Luxe Modern Centrally Located Open Concept W/ Modern Decor.8bed| 2.5 Baths, Liv, Dining, Well Equipped Kitchen , Sparkling Pool w/ Gazebo, games, Pool Table.Spacious master w/ nightstands and a dresser, plus a spa-like ensuite bathroom. Large enclosed Patio.2nd Bedroom w/Queen Bed, Daybed with trundle, TV, nightstand,3rd bedroom Twin and bunk bed, nightstand and dresser. 2nd Bath Rainhead Shower.5 minutes to Pearly Beach,Laughing Waters,Dunn’s River Falls,Mystic Mountain,Dolphin Cove,1212L

Kling Kling Beach House

Kling Kling is a beach house with a family feel, set within a large lawn running down to an almost fully private beach, a river for freshwater swimming, a reef for snorkelling, a fantastic housekeeper cook and a one of a kind man about the place. Just mins drive to shops or tourist facilities. Nearby scuba facilities, waterfalls, water parks, markets, tennis , golf, riding, the list goes on, both mainstream and off piste local. For more pics follow our Instagram: klingklingbeachhouse.

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Summer 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!

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!

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

NEW~ Pool Access 3BR •Gated • Walk to the Beach

Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned

The Luxe Paradise

Modern 2-bedroom Retreat in Clarendon! Just 3 minutes away from Millennium Mall, popular restaurants, supermarket, gas station, Highway 2000, close to Murrays Fish & Jerk Hut, and much more! Enjoy a fully equipped apartment with a private terrace, A/C, fully kitchen, Wifi & Smart TV. Book now and enjoy Clarendon with comfort, convenience, and a touch of luxury!

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!!!