Holiday rentals with a kayak in Jamaica

Find and book unique kayak rentals on Airbnb

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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Superhost
Lush palm trees line the well-maintained grounds, leading towards the beach. A winding pathway is bordered by colorful flowers and manicured shrubs, guiding visitors to sandy shores and ocean views. Lounge chairs are positioned by the shore, creating a serene and inviting atmosphere.
Apartment in Montego Bay
4.82 out of 5 average rating, 159 reviews

Sabal at One Palmyra your own personal retreat

Located on the Jewel Grande Spa & resort with all amenities on the 3rd floor of the owner building. Options for all-inclusive food and beverage offered by the hotel at check-in. IT IS NOT MANDATORY. All inclusive is $180 per person per day. Must book for entire stay or only for last day. Infants are free. Children 5-7 $75 per person. Day Pass (11:00am-5:00pm includes (Lunch) and Night pass (6:00pm to 11:00pm) and includes Room Service for $125 per person per day. Ask at time of Check-in.

Superhost
Villa in Discovery Bay
5 out of 5 average rating, 4 reviews

Oceanfront 4BR Villa w/ views Pool Beach Staff

Sea Haven is a charming Jamaican villa set within one acre of private waterfront on the edge of incredible Discovery Bay, a horseshoe of blue crystal clear water, known locally as "Millionaire's Row & the "Riviera". Designed for both relaxation and play, our home benefits from a man made perched beach, steps into the Caribbean sea, large floating raft, kayaks, paddle boards, great snorkeling, private pool. Full staff including Chef. Guests receive complimentary access to Puerto Seco Beach Club.

Guest favourite
A spacious sleeping area features a large bed with white bedding and several pillows. A wooden nightstand is positioned beside the bed. Light-colored tiles cover the floor, and elegant curtains frame the window. Soft overhead lights enhance the bright atmosphere.
Cottage in Bluefields
5 out of 5 average rating, 15 reviews

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.

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
4.91 out of 5 average rating, 53 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 ($)

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, 6 reviews

Converted Storeroom Cabin by the Beach

Once a functional storeroom - now a rustic, scenic cabin. This is the place to stay if you are looking for a unique, off-the-beaten path travel experience. The storeroom was sustainably converted in 2023-24, constructed from locally sourced wood and sea stones. It was designed to enjoy the beautiful views and breeze of the Caribbean Sea. Relax on the wraparound porch. Glance at the night sky while bathing in the indoor/outdoor shower. This cabin embodies a roots-rock-reggae Jamaican vibe.

Superhost
A serene outdoor area features comfortable lounge chairs arranged around a stone patio, surrounded by vibrant tropical plants. Palm trees sway in the breeze, framing a stunning view of the Caribbean Sea and a gazebo on the water's edge, providing a picturesque setting for relaxation.
Apartment in Montego Bay
4.69 out of 5 average rating, 275 reviews

Luxurious Apt in Ocean Front Condo Building

This one bedroom condo is exactly what you are looking for if you desire a peaceful getaway and a good night's sleep. Enjoy all the comforts of home luxuriating in this delightful master suit. With less than 15 minutes from the airport you waste no time before enjoying our white sandy beach and swim up bar. Enjoy our complimentary beach activities such as sailing and kyacking. Property is spectacular. Condo is clean and neat. Resort charges a $100.00 cleaning and Resort fee combined.

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
4.73 out of 5 average rating, 15 reviews

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! ✨

Guest favourite
A serene beachfront view showcases palm trees swaying in the breeze, with a pathway leading to the sandy beach. The calm ocean reflects the clear blue sky, while shaded seating areas and a gazebo are visible along the coast.
Apartment in Montego Bay
4.85 out of 5 average rating, 99 reviews

Caribbean Diamond Ocean front 1 Bedrm Condo.

This apartment is a privately owned suite onsite the Jewel Grande Resort property.We are located on the sixth floor of the Silver building directly overlooking the sea. Our condo offers luxury and the feel of paradise. Getting to us is easy from the Sangster's International airport as we are 15 mins drive away. The property is entirely secured with 24hrs gated and electronic security as well as free parking. Accessible to Guests are: Elevator WI-FI AC Hot water Pool Gym Restaurants Bar

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
4.94 out of 5 average rating, 54 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.

Superhost
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
4.72 out of 5 average rating, 60 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
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
4.94 out of 5 average rating, 50 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.

Superhost
A large hotel building is illuminated at night, surrounded by palm trees. The pool area features colorful lighting, with lounge chairs arranged around the edges. Soft reflections of the lights shimmer on the water's surface, creating a serene evening ambiance.
Flat in Montego Bay
5 out of 5 average rating, 4 reviews

Luxury Condo with Hotel access

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

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