
Holiday rentals in Pimento Hill
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Top-rated holiday rentals in Pimento Hill
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Central beachfront 3 bdrm villa with chef
Villa Neptune is a newly renovated 3 bedroom 3 bathroom beachfront villa. Our guests will be able to experience a rustic and cozy setting as we have brought the outdoors in! The majority of our finishes were made from a majestic guango tree and were all custom made and hand crafted. We have a showcase of artwork from a local artist displayed throughout the villa that are also available for sale. Enjoy the outdoors even more as you lounge on our 15x45 foot deck with a drink in hand! We await!

Braata @ Little Bay (Ocean View Villa)
In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Breezy Castle villa with Sea & Blue Mountain views
Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

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

Catch My Drift Villa: Chef services available
Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

Cheerful three bedrooms with large backyard space
Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

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! ✨

Grande Haven Villa
Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Our Escape, Tiny Home in Blue Mountains w/ River
Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Riverhouse Villa 4BDR/3BT with Pool & River
Riverhouse Villa – Luxury Rustic Riverfront Retreat with Private Pool Escape to Riverhouse Villa, a luxury rustic riverfront villa surrounded by nature. Enjoy a private swimming pool, direct river access, and peaceful surroundings ideal for relaxation. This stylish retreat blends natural wood and stone finishes with modern comforts, featuring spacious living areas, comfortable bedrooms, and high-speed Wi-Fi—perfect for romantic getaways or quiet luxury escapes.

The Nest Cottage Blue Mountains, Jamaica
Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.

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!!!
Popular amenities for Pimento Hill holiday rentals
Other great holiday rentals in Pimento Hill

Drake Seaside Cottage Oceanfront Suite

Luxury villa - private beach with seawater pool

Beachfront 4BR Villa: Chef, Butler, Transfers Incl

Wah Gwaan Villa, Oceanfront @ Chukka Cove, St Ann.

Lux Villa |3BR|Gated Cmty|Pool|Gym|5 min to Beach

Olive Branch Villa Oracabessa *Luxury*

Sunflower Vacation Villa Ocho Rios 2 bedrooms

Onyx Villa @ The Cove, Ocho Rios
Destinations to explore
- Kingston Holiday rentals
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- Discovery Bay Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- Winnifred Beach
- Strawberry Hill
- University of the West Indies
- Turtle River Park
- Rafjam Bed & Breakfast
- Independence Park
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Devon House
- Somerset Falls
- Whispering Seas
- Konoko Falls




