Vacation rentals with a kayak in Ocho Rios

Paradise Penthouse w/ Private Chef & Oceanfront

🌞 2026 Summer 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!

Outdoor spaces · Location · View

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.

Value · Outdoor spaces · Pets

Villa Alexander 3bedroom beach Penthouse with car

This exquisite 3 bedroom Penthouse condo is laid out across 3 floors, on beach..nestled on manicured grounds in the vibrant, cultured and tranquil Ocho Rios! *Connect with us to inquire about tour pkgs and car rental A walkout Patio/balcony in each bedroom *free WIFI in home Bedrooms are laid out on the 2nd and 3rd floors.... Very spacious and airy living & dining and kitchen on the 1st floor. Living room empties onto a large patio with breathtaking ocean view!

Location · Outdoor spaces · Amenities

Ocean view Penthouse 2 bedroom 2 bathroom

Stylish 2-bedroom, 2-bathroom ocean-view apartment just a 5-minute walk from the beach. Sleeps up to 6 with 1 queen bed, 1 bunk bed, ( comes with 3 mattresses) and a pull-out sofa. Relax on the rooftop with stunning views and enjoy easy access to nightlife, shopping, and dining. Conveniently located near Mystic Mountain, Dolphin Cove, Dunn’s River Falls, and Margaritaville. Professionally cleaned for a safe and comfortable stay.

Value · Location · Wifi

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.

Outdoor spaces · Location · Wifi

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.

Value · Location · Hospitality

Bessa | Beachfront Studio | Seaside Pool - U77

THE TRUE NORTH presents… Bessa Ocean View Studio | Oracabessa ➠ U77 Bessa sits on eight acres of seaside and riverfront along Jamaica's quieter north coast, where the Caribbean Sea meets Jacks River and the Oracabessa hills hold back development. The estate was designed around the land, not over it — tropical modern architecture, conservation-grade footprint, and views that don't compete with anything man-made.

"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

Value · Location · Amenities

Sea Breeze Escape - Resort Condo in Runaway Bay

Bring the whole family to this great place with lots of room for fun. This is a privately owned condo located in an established family oriented ocean front resort in Runaway Bay, Jamaica. Our condo is a complete space designed to meet the comfort of each guest. There is Wi-Fi, AC, hot water, 24hr security and private parking available. Please note, food and beverages are not included in this rental.

Outdoor spaces · Location · Pool

Bluewaters Villa by Old Fort Bay Beach

In the 1970’s, a classic beach cottage was built in Old Fort Bay on the North Coast of the island. The property stretches along an acre of land with breathtaking views, beautiful old royal palms, and a minute walk to the beach. It has the bare essentials to redefine everyday luxury in a beachy and relaxed way. BLUEWATERS is a very special place of peace, rest and relaxation.

Outdoor spaces · Hospitality · Laundry

Tristen’s Temple

Get away from it all when you stay under the stars and walk bear foot on the grass. Wake up to the morning songs of local birds*Meditate in many Zen spots *Stretch*Breathe,*Swim* Mud,Scrub and Bubble Bath* Cook Outdoors or Eat Breakfast in the Pool with A Floating Tray….. Detox from every day life and just be free

Caribbean Pristine getaway

My place is close to town Ocho Rios walking distance. Steps to beach. Seaside bar and restaurant. Water activities snorkeling boating. Daily Cool running catamaran trips to Dunn River. Night life activities Margaritaville Oceans 11 and great restaurants in Ochi. Breathtaking view of sea.

Outdoor spaces · Value · Family