Vacation rentals in Crooked River

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Top-rated vacation rentals in Crooked River

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Top guest favorite
A welcoming entrance features a charming archway and decorative columns, leading to a well-maintained facade. The property is set against a backdrop of rolling hills, with a paved driveway and lush greenery surrounding the area, creating a tranquil and inviting first impression.
Home in Mandeville
4.99 out of 5 average rating, 82 reviews

RUSTIK INN cozy home away from home

I’m pleased to welcome guests to my cozy abode dubbed Rustik Inn. Nestled in lush green vegetation, you’ll find the perfect little getaway in Jamaica’s coolest parish. Here you will find tranquility & peace if you’re seeking a perfect relaxation get away. Rustik Inn is located 20 minutes outside of the Mandeville Town centre, in a safe community. I am very happy to be able to share a piece of my home with you and I am definitely eager to help you create the BEST memories during your stay!!

Superhost
A modern kitchen features grey cabinets and granite countertops, with a gas stove, microwave, and kettle visible. The kitchen island includes seating for three. Natural light enters through a window adorned with decorative glass, illuminating the space.
Home in Crooked River
4.73 out of 5 average rating, 11 reviews

Livingwell Homes Jamaica

Unwind in this charming getaway, in the heart of rural Jamaica. Surrounded by lush greenery & soothing sounds of nature, this peaceful retreat is perfect for travelers looking to relax & experience authentic island living. Wake up to fresh country air & soak in the serene atmosphere. The home is fully equipped with all the essentials. Whether you're exploring, visiting family, or enjoying the countryside, this is the perfect spot. Come experience the beauty & tranquility of Clarendon Jamaica!

Guest favorite
Home in Browns Town
4.85 out of 5 average rating, 46 reviews

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. 🇯🇲

Guest favorite
A spacious bathroom features a large black Jacuzzi positioned on a multi-step platform, surrounded by glossy black and white tiles. Natural light filters through an arched window dressed in bright yellow curtains. A standing shower is visible, along with a sink and elegant wall-mounted mirror.
Home in Runaway Bay
4.94 out of 5 average rating, 170 reviews

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

Superhost
A spacious pool area is highlighted by a newly built private pool with LED lights. Surrounding tropical vegetation includes palm trees, while comfortable seating options are visible on the pool decking. The inviting blue water is complemented by a clear sky with scattered clouds.
Villa in May Hill
4.83 out of 5 average rating, 35 reviews

Rowe villa

Rowe villa was built by our beloved parents and where my siblings and I have spent the last 15 years visiting from the United Kingdom - it has been our home away from home. ​ This is a very much loved house, in an awesome community where we have nurtured and maintained great friends . This villa is placed in a superb location, it is warm, welcoming and has a relaxed feel to it. There will be days where you'd want to just stay in and absorb ​its charisma and all that it offers.

Superhost
An inviting pool area is featured at dusk, surrounded by lush tropical landscaping. The gentle curve of the pool is highlighted by soft lighting, while soft hues of the evening sky reflect on the calm ocean waters in the background.
Home in Ocho Rios
4.78 out of 5 average rating, 27 reviews

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!

Guest favorite
A modern living room is displayed featuring a light-colored sofa adorned with cushions. Dark wood side tables with rounded edges are positioned next to the sofa. Large windows allow natural light to illuminate the space, complemented by contemporary lamps and a circular coffee table.
Home in Ocho Rios
4.95 out of 5 average rating, 81 reviews

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!

Guest favorite
Cottage in Saint Ann
4.83 out of 5 average rating, 71 reviews

Ecoscape -Private River Eco Cottage Near Ocho Rios

Escape to Ecoscape – Where Nature Restores You You won’t want to leave this one-of-a-kind eco-retreat, tucked away in the lush mountains just 30 minutes from Ocho Rios. At Ecoscape, immerse yourself in nature as it was meant to be - fresh mountain air, flowing spring water, clay beneath your feet, and the soothing sounds of the river all around you. Wake up to the calls of yellow-billed parrots and experience Jamaica in its purest form.

Top guest favorite
Home in Mandeville
4.94 out of 5 average rating, 35 reviews

Beautiful Battersea Lodge

The whole group will be comfortable in this spacious and unique space. This beautiful home is located in the upscale neighborhood of Ingleside Manchester with luxury spacious rooms and amenities. Beautiful view of the neighborhood and nature. Come and feel relaxed and safe at our beautiful home. You get the entire home to yourself. Minutes away from the badminton community center where you can enjoy a day of swimming and relaxation.

Superhost
Guest suite in Ocho Rios
4.88 out of 5 average rating, 168 reviews

Wake Up 15ft From the Sea · Chef · Reef Ocho Rios

Fifteen steps from your deck to the Caribbean Sea. Peacock Villa is a beachfront retreat built from local guango and cedar with your private chef included. Dine on the deck or beach — à la carte or market-fresh, your choice. Swim seven minutes to a coral reef. Snorkeling gear, paddleboard and kayak all provided. Queen bed, air conditioning, housekeeping included. Sleeps 2. Ocho Rios markets, restaurants and shops — all walkable.

Guest favorite
A charming entrance is framed by lush greenery, featuring tall tropical plants alongside a set of steps leading up to a cozy white building. Large windows reflect natural light, and a sloped metal roof adds character to the structure.
Loft in Summerfield
4.83 out of 5 average rating, 18 reviews

Hershy B's -'The Cottage'

My place is close to family-friendly activities and public transport. You’ll love my place because of the cosiness, the location, and the views. You can go hiking through the farm and enjoy the organic beauty of Jamaica. My place is good for couples, solo adventurers, business travellers and families. The apartment is accessible by steps, it , there is no wheelchair access

Top guest favorite
Condo in Christiana
5.0 out of 5 average rating, 10 reviews

StruanCastle

1. Struan Castle– Modern, Open-Air Jamaica Retreat 2. Stay at Struan Castle🌿 Clean, Calm, mountain and town view 3. Struan Castle | Stylish, Minimal Island Escape 4. Breathe Easy at Struan Castle – Jamaica Hideaway 5. Modern + Peaceful Living at Struan Castle ⸻ 🔹 Minimal island vibes. Breezy mornings. Clean design. Welcome to Struan Castle 🌞 #StruanCastle

Popular amenities for Crooked River vacation rentals