
Holiday rentals in Middlesex County
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Top-rated holiday rentals in Middlesex County
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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!

Seafront Apartment nxt to Beach
My place is in Ocho Rios Jamaica , walking distance from Ocho Rios Town centre . Its a homely seafront, split level apartment within a traditional 1960s style past resort directly next to Mahogany beach. Breathtaking sea views, set within a beautiful garden. The people are lovely and the sea and beach/bar are so relaxing. You can book and set sail from the beach on a Cool Runnings catamaran cruise. My place is good for couples, solo adventurers, business travellers, and families (with kids)

2 bedroom Oceanfront condo with a pool
Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. 5 minutes east of Ocho Rios, within walking distance to an oceanfront restaurant, local jerk centre, bar and grocery store. We can host up to four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four. For two guests we will often close the second bedroom unless otherwise requested

One of Ocho Rios Best Getaway Airbnb!
Welcome to Marazul, a picturesque vacation condo in upscale Columbus Heights, nestled in the hills of Ocho Rios. The perfect gateway with postcard-perfect panoramic ocean views and all the amenities to make your stay feel right at home. Surrounded by beautifully manicured rainforest gardens and with direct access to 1 of 5 community pools. For your convenience, we are centrally located near restaurants, beaches, and the most popular attractions, all within minutes. Do you see yourself here?

The Ocean Ridge - Ocho Rios, Stunning Sea Views
The Ocean Ridge Apartment (K1), Sky Castles, Columbus Heights, in Ocho Rios. With jaw-dropping views of the sea & cruise ships, this renovated studio apartment is ideally located for a relaxing getaway or a longer remote working vacation. The unit is bright & uncluttered with a tastefully modern décor. K1 is located in a gated hillside community, close to all major attractions, some walkable. The area provides unparalleled scenic views of the sea, mountains & flora of a tropical paradise.

Country Villa
Villa de Campaña is a breath taking 3 bedroom,3 bathroom with a exquisite private crystal ocean blue pool and gym. If you adore nature and privacy then this is the place to be . Salt river mineral bath is just 15 mins away and also the wonderful white sand beach seafood restaurant Villa de Campaña is ideally located along the south coast. The property is fitted with a 35ft pool, gym, fish pond and indoor design for comfort. No visitors - only the 6 guests on booking permitted in the villa

Cambridge mi casa ur casa w/pool & beach access
We offer newly- renovated comfortable two- floor apts in a friendly safe community overlooking CARDIFF HALL Beach in the Resort Town of Runaway Bay in St. Ann Jamaica ▪️No need to worry about security / safety because there are 24 hour surveillance camera and host lives on property ▪️We offer one 1bdr & 2br ▪️Price starts from 100US for 2 guests and increases by 30US per additional guests ▪️We are about 1hr away from the Sangsters International Airport ✈️ 25 mins from Ocho Rios

Ecoscape Cottage by the River -30 Min to Ocho Rios
You won’t want to leave this charming, one-of-a-kind place. Just apprx 30 min from Ocho Rios. Embrace the natural environment of mountainside forestry. Experience life in its natural state. Fresh air, spring water, clay between your toes, the sounds of the river, and yellow-billed parrots in their natural habitat. Take a plunge in our on-property streams and then retreat to your cozy & chic 2 Bedroom cottage. Entertain & enjoy or rejuvenate in blissful comfort. Fast Wifi is available.

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 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! ✨

Beauty & Serenity at Kyah Place
At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

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
Popular amenities for Middlesex County holiday rentals
Other great holiday rentals in Middlesex County

The Orchid Botans w/private chef & beach

Luxury Family Villa with pool-weddings long stays

Dream Polo Villas with Private Pool and Beach

Sea-Breeze-Getaway

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

Room and Bathroom Studio

Lil' Slice of Heaven JA Ocho Rios

Step into TRENZ …Airbnb




