Holiday rentals with a kayak in Jamaica

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

Storeroom Cabin by the Sea | Roots. Rustic. Relax.

Where good vibes are re-stored! Once a working storeroom, this space has been transformed into a rustic, scenic cabin for travelers seeking a unique, off-the-beaten-path experience. Sustainably converted in 2024 using local wood and sea stones, the cabin was designed to capture the Caribbean Sea’s breezes and views. Unwind on the wraparound porch. Gaze at the stars while bathing in the indoor/outdoor shower. With a roots-rock-reggae Jamaican vibe, this cabin offers a relaxed escape to nature.

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2025 Fall Discount and No Resort Needed 🌞 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! ✨

Cliff's Hideaway Retreat Negril

Experience our clifftop sanctuary with ocean views and a private reef. It includes two updated bedroom cabins with baths (one with a tub), a main lodge featuring a kitchen, bar, and pool table, fast wifi, and garden paths to a sea-access cave. Amenities include a guest bathroom, secure parking for two, and for 2023, RO-filtered drinking water and upgraded AC. -- The entire secure space, including cave sea access is privately yours! Private chef + local shopper on request.

Snorkeler's Cove - Negril, Jamaica

Welcome to your Jamaican paradise, a hidden gem perched atop a picturesque cliff overlooking the breathtaking Caribbean Sea. Nestled within the exclusive gated community, Little Bay Country Club, this newly renovated home offers a slice of island heaven. Your own private furnished cabana beckons, as well as the leisurely stroll to the world-famous 7-mile beach. With every sunrise at Snorkeler's Cove, you'll be greeted by a barrage of colors painting the horizon.

Central Beachfront Bungalow

This special place is uniquely located in a paradise cove steps away from the city center, where you can find all the best restaurants and bars. Grab a kayak & enjoy the sparkling coastline with the number one snorkeling spot just in the backyard. From nightlife to river excursions we’ve got you covered. Experience what it feels like to be a local in Ochi by staying in this double door, cottage style, ocean view residence.

"Serenity By The Sea"

Wake up to a breathtaking and relaxing environment located near Dunn's River, Mystic Mountain and dolphin cove among other attractions. Serenity by the sea as the name suggest provides a peaceful, meditating atmosphere and also to unwind in tranquility. The space Enjoy the two bedroom spacious apartment and amenities it comes with Free parking High speed wifi Beach pool gym patio wash and dryer

Luxury Condo with Hotel access; WIFI BEACH GYM

Uniquely located within the grounds of a 4star all inclusive hotel , this newly listed oceanfront condo provides the perfect balance of serenity , luxury , and charm . Not only do you have the convenience of a full kitchen , in room laundry and uninterrupted hill and beach view but this airbnb allows the ability to utilize the resort amenities , pools and water sports at a fraction of the cost

Central beachfront 1 bdrm villa with Chef

Our 1 bedroom villa is part of a collection of beachfront boutique villas on the same property. This includes our 2 and 3 bedroom villas. Our finishes are made from all local lumbar including guango and cedar. Peacock Villa is the perfect setting for an individual, couple or family with small child. Our open air deck adds to the character of this very special spot!

Little Bay Beach House

The real Jamaica. A two bedroom board house with a large kitchen, spacious living room and porch. The large private fenced off yard has fruit trees. The beach is right in front! Little Bay is a very natural place with minimal tourists. Time to meditate and get away. COVID info…https://youtu.be/-xdvKx0ZTP8

Golden View Villa

Golden View Villa is a spacious 2 bedroom sea side cottage located in one of the most beautiful spots on the island. This little spot in Jamaica is rich in history and has ties to James Bond 007, Bob Marley and is a secret playground for the very rich and famous

Palmyra Resort - Blue Sky Hideaway

A beautiful resort & spa located 15 minutes from Montego Bay Airport. Live in luxury in a fully furnished ocean view 1 bedroom suite. Sunbathe on your own private beach, relax at the pool, let the sea breeze rock you to sleep. Life is good!