
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.

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.

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.

"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
🌞 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! ✨

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.

Courtyard by the Bay*Pvt pool*Pvt Bch*A1 amenities
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.

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.

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.

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
Popular amenities for kayak rentals in Jamaica
House rentals with a kayak

The Grande at Bluefields Bay

Little Villa

Backra`s Sea View Resort

Beach House at Bluefields Bay

Dr Bird Cottage

Maison Bleu: Self-Catering (breakfast included)

ZYANI Boutique Resort. Gold room #1

Central Beachfront King En-suite with Balcony
Cabin rentals with a kayak

Firefly Cabin, On The Sea At Half Moon Beach

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

Central Beachfront Bungalow

Fruit Tree Beach Cottage

Coconuts Cabin on The Bay at Half Moon Beach.
Other holiday rentals with a kayak

Tristen’s Temple

Palms

Maribella Villa @ Crystal Cove

Pvt Townhouse with WiFi, AC, TV, Pool, Pvt Beach

Relax Suite

🏖Free Cook, Walk 2 Beach,8 Beds,4 Bdrms, (TMV144)

Crystal Cove Beachfront Tropical Vibes Condo

Beachfront Penthouse Ivys Cove 4 bedroom
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