Holiday rentals with a kayak in Jamaica

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Top-rated rentals with kayak in Jamaica

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
Villa in Negril
4.97 out of 5 average rating, 34 reviews

Negril Beach Villa

In this Spanish-style villa on Jamaica's world-renowned Negril Beach, you'll probably elect to occupy the upstairs master bedroom, with en-suite bathroom & separate dressing room. As for your companions, they'll reside in the other luxurious upstairs bedroom or the downstairs bedroom, opening on to the veranda. You'll relax in the balm of the evening on the ocean veranda and if you wish to dine Al-fresco, you'll forgo the dining room for the adjoining dining area. Cook/housekeeper, 24hr security

Superhost
Villa
4.73 out of 5 average rating, 48 reviews

C-Vue Villa *Pool*AC*Gated*Sea Front*

Get away to C-Vue Villa where the tranquil sound of the waves become your lullaby for a good night's rest. You can then wake up to a picturesque view of the sunset over the ocean. The location is full of amenities for you to enjoy, these include the *pool, *basketball court, *kiddies play area and your own private *trampoline for the kids. Full *AC Rooms, *Blankets, fast *WIFI, free *Parking, smart *TV.............. C- Vue Villa will allow you to relax, unwind, de-stress and feel rejuvenated.

Guest favourite
A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.
Home in Montego Bay
4.92 out of 5 average rating, 60 reviews

"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 ($)

Top guest favourite
A rustic cabin is warmly lit at night, surrounded by lush greenery. The wraparound porch features comfortable seating, with open views of the tranquil surroundings. A stone pathway leads to the entrance, enhancing the welcoming appearance of the cabin.
Cabin in Little Bay
5 out of 5 average rating, 12 reviews

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.

Superhost
A tranquil bedroom is highlighted by a spacious bed draped with sheer canopies. Large sliding glass doors open to an ocean view, while lush greenery is visible outside. Soft textiles and textured decor are present, contributing to a serene environment.
Flat in White House
4.81 out of 5 average rating, 31 reviews

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.

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, 23 reviews

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! ✨

Guest favourite
Seaside access is provided by a smooth stone pathway leading to a flat, L-shaped platform at the water’s edge. The platform features a railing and is surrounded by calm, clear waters reflecting the blue sky and white clouds.
Holiday home in West End
4.95 out of 5 average rating, 59 reviews

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.

Top guest favourite
Home in Discovery Bay
4.96 out of 5 average rating, 182 reviews

Courtyard by the Bay*Pvt Pool, BCH & 5-Star Amen

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER and A1 amenities. Immerse yourself in island living and minutes away enjoy the 5 star resort style Puerto Seco beach, restaurants and major attractions. This place is suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.

Guest favourite
A spacious outdoor area features well-maintained gardens and a straw-roof cabana beside the shimmering Caribbean Sea. Comfortable seating is arranged under a vibrant orange umbrella, with a patio set positioned near a grill, inviting leisurely outdoor dining experiences.
Home in Hanover Parish
4.75 out of 5 average rating, 67 reviews

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.

Guest favourite
An inviting villa is showcased at night, surrounded by lush greenery and illuminated by string lights. A well-maintained lawn with stone pathways leads to the entrance. Tropical plants complement the vibrant architecture, creating a serene ambiance in a peaceful setting.
Guest suite in Ocho Rios
4.88 out of 5 average rating, 160 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 favourite
Two jet skis are anchored by a stone path leading to a clear, blue-green water area. The shoreline is lined with tropical trees, and a spacious property is visible in the background, displaying a mix of greenery and vibrant architecture.
Cabin in Ocho Rios
4.95 out of 5 average rating, 63 reviews

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.

Guest favourite
Aerial view showcases a vibrant coastal landscape featuring a series of white structures nestled among green trees. The clear turquoise waters surround rocky shoreline, leading to a sandy beach, all under a bright blue sky with scattered clouds.
Flat in Orange Bay
5 out of 5 average rating, 13 reviews

Negril beachfront studio #145, queen bed, sofa bed

Steps from the sand, our Negril studio offers pure beachfront bliss. Ground floor access means instant ocean dips. Kitchenette, AC, & WiFi provide comfort. Relax on your patio, where sunsets paint the sea. Simple, serene, and perfectly Negril. View the beach and stunning sunset from your apartment. Adult beach or clothing optional beach available. 16 acre of secured tropical paradise.

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