Holiday rentals with a kayak in Jamaica

Eclectic Bluefields Getaway

Forget your worries in this newly renovated and serene space, which majestically overlooks the Caribbean Sea in Bluefields, Westmoreland, Jamaica. The property boasts colorful gardens with breathtaking views of the famous Jamaican sunset. Our beautiful climate makes it possible to spend vacationing days in our warm waters and soaking up the rays of the sun. Whether you are a guest on business or on vacation, Wilton House provides welcoming comforts and service to ensure your stay is memorable.

"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 ($)

Ivy's Cove Beach Side Condo

“At Last,” one of four villas that comprise Ivy’s Cove. This idyllic, 2 bedroom/2 bathroom beachfront villa with PRIVATE BEACH, is located in the heart of Whitehouse, Westmoreland, Jamaica and is walking distance from the small-town square where you can find a local market, rum bars, grocery stores, and restaurants. The villa features ocean views from the living room, kitchen, and master bedroom . The property also includes a large Varanda that overlooks both the ocean and a mini lagoon.

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2025 Summer 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! ✨

Charming Oceanfront Cottage 4Bdrm Pool Staff Beach

Sea Haven is a charming family friendly Jamaican home situated within one acre of private waterfront land on the edge of incredible Discovery Bay, a horseshoe of blue, crystal clear water, known locally as "Millionaire's Row & the "Riviera". Our home benefits from a man made perched beach, steps into the Caribbean sea, large floating raft, 2 ocean kayaks, 2 paddle boards, great snorkeling, private pool. Full staff including Chef. Guests receive complimentary access to Puerto Seco Beach

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.

Luxury White Sand Beach Cottage 1 bd 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

Papaya Hill "Bird Nest" Treehouse Cottage, Belmont

Das "Bird Nest" Treehouse Cottage liegt ruhig gelegen in einem großen, parkähnlichen Grundstück am Hang inmitten wundervoller Natur. Meerblick und 360° Panoramablick sowie romantische Sonnenuntergänge in privater Atmosphäre von der eigenen Rooftop Terasse aus sind garantiert.