Waterfront holiday rentals in Saint Mary

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Oceanfront 2BR/2BA + Pool | Near Ocho Rios

Wake up to gorgeous ocean views. Perfect for Relaxing winter stays or working remotely. For guests who love a bit of adventure, there is direct access to the sea from a natural, rocky shoreline—ideal for confident swimmers and snorkeling enthusiasts. If you are laid back, the pool provides the perfect spot to lounge. Monthly stays are welcome and discounted, msg host about extended stays. You'ill find property centrally located minutes from Ocho Rios and Ian Fleming International Airport.

Watersedge - Condo in Tower Isle- B3

Newly renovated, beautiful 2-bedroom condo in picturesque Tower Isle, Jamaica. Enjoy a breathtaking ocean view from the balcony while listening to the waves crash on the rocks below. Whether you need a place to stay while you attend events in nearby Ocho Rios or you need a place to kickback and get away from it all, this is the ideal spot. Only 20 minutes from the Ian Fleming International Airport in Boscobel, this is location allows for a quick getaway from the hustle and bustle of everyday

JamaicaTime “Driftwood” Sea Palms LUX3BR Ocho Rios

"Driftwood" C6 is a comfy, spacious, renovated 3BR 3BA Apt, 1.5 Hrs from Miami, 10 mins from Ochi Intl Airport w/ coastal Caribbean decor, relaxing tones w/ vibrant colors. Lots of sunshine while providing privacy. Kitchen is fully fitted w/ all appliances & amenities. New ACs & Smart TVs in all Bedrooms & Living Room + Internet/WiFi & Netflix. Verandah has a Bar & 6 Seater Dining Table. Large pool & private beach cove. Self Catering w/ housekeeping services & drivers available for mobility.

Purple Passion @ Blessings at Strawberry Fields

Purple Passion is a one-bedroom, dorm style cottage that is furnished with 1 queen bed and 1 bunk bed. Perfect for relaxation with the whole family with less than one minute walk to get to the beach. Our restaurant on property makes a scrumptious warm meal from scratch done to order. Ask about our meal plans. Purple Passion is also one of two dorm style cottages we have on the compound, great choice for traveling on a budget with a group of friends or family!

Waterfront 1BR King Suite, BBQ & Private Beach

1,800 sq ft. ocean front apt. with 24/7 security in Tower Isle, 15min → Ocho Rios Plaza. ☞ Self check-in ☞ Weekly cleaning ☞ Complimentary brkfst items ☞ Balcony w/ hammock + outdoor dining ☞ Steps to private beach + perfect sunsets ☞ Fast Wi-Fi for remote work / streaming ☞ Poolside gas BBQ, seating + loungers ☞ A/C throughout ★"This place is perfect for any stay and it's easily accessible. Definitely worth it!"

Umbrella Cottages in Tropical seaside garden

Quite small but very cosy - 🌿 Jungle Cabin with Outdoor Stone Shower Cozy wooden cabin surrounded by lush nature near Oracabessa/Ocho Rios. A peaceful hideaway perfect for relaxing and reconnecting. • Open-air kitchen • Unique outdoor stone shower • Private terrace + hammock • Quiet, green surroundings Simple, authentic, and full of charm – ideal for nature lovers and couples looking for a calm escape

SeaQuest- Relaxing oceanfront condo with a pool

It's pure serenity while you watch the sunset from the balcony or have a drink under the moonlight. SeaQuest offers it's own private beach and a swimming pool for extra relaxation. The property is at a central location, only a ten-minute drive into the town of Ocho Rios (see attached guidebook for nearby attractions). It's modern look and feel will entice your eyes, you will want to extend your stay.

clean, comfy & quiet w/views * No Fees *

Relax in this oceanfront 1BR/1BA condo in peaceful Tower Isle, just 10 mins from Ocho Rios. Enjoy stunning sea views from your private balcony, direct beach access, a pool, A/C, Wi-Fi, and a fully equipped kitchen. Located in a gated complex. Perfect for couples, families, or remote work in paradise. Close to Dunn’s River Falls, restaurants, and local shops. Book your island escape today!

Welcome to The Idyll - 2 bedroom

Don't worry about a thing at this tropical oasis. 15 minutes away from Ocho Rios in the gated Tranquility Cove Development sits the Idyll. This stylish condo offers 2 bedrooms each with en-suite bathrooms, air condition throughout and a pool area with breathtaking ocean views. We are conveniently near beaches, premier attractions, and the Ian Fleming International Airport.

Tranquil Times villa

Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

Villahi Large One Bedroom

Villahi is a creator's paradise, a couple's hideaway, a family's getaway, a solo traveller's haven.....a home away from home. Located on a family-owned property, this gem is neighbour to the famous GoldenEye Resort. It is within walking distance to James Bond beach, supermarkets, 24 hr variety store & has easy access to public transport.