Waterfront holiday rentals in Saint Mary

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Top-rated waterfront rentals in Saint Mary

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

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Top guest favourite
Place to stay in Oracabessa
5 out of 5 average rating, 24 reviews

By The Bay Oracabessa Queen Ensuite & kitchenette

Unique and convenient, 50 yards from safe crystal clear swimming and snorkelling. A short stroll for all your supplies and eateries. Plan your next north coast excusion while relaxing in our walled garden or go and soak up the fishing folk vibes on the bay. Just off the A3, Ocho Rios & other attractions are 20 minute drive. Daily flights into Ian Fleming international. Business, pleasure, relaxation and adventure, it’s all here! Need more beds? By The Bay Two is a bookable adjoining room.

Guest favourite
A spacious living area features a large sectional sofa adorned with patterned cushions, providing a comfortable gathering spot. Natural light filters through sheer curtains, creating a bright ambiance. A balcony is visible beyond the sofa, showcasing ocean views and inviting outdoor seating.
Apartment in Tower Isle
4.93 out of 5 average rating, 14 reviews

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

Guest favourite
Apartment in Tower Isle
4.84 out of 5 average rating, 86 reviews

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.

Guest favourite
An outdoor area features a clear swimming pool surrounded by a stone patio. Lush greenery and palm trees frame the scene, while the ocean stretches in the background under a bright sky. A balcony offers a view of the serene coastal landscape.
Apartment in Tower Isle
5 out of 5 average rating, 8 reviews

Spacious 2BR/2BA Beach Apartment | Near Ocho Rios

Beachside Superhost Apartment Enjoy direct access to the sea, a pool, and a private balcony — perfect for relaxing winter stays or working remotely in a peaceful setting. Monthly stays are welcome and discounted. Long-term guests are encouraged to book and enjoy a comfortable, stress-free stay by the beach. Feel free to message me with any questions about extended stays. Located just minutes from Ocho Rios and Ian Fleming International Airport, this retreat offers the perfect location.

Guest favourite
Lounge chairs with blue cushions are arranged around a clear swimming pool, surrounded by potted plants and flowering bushes. A dining area can be seen in the background, with white furniture set against a serene garden landscape.
Guest house in Boscobel
4.85 out of 5 average rating, 88 reviews

Endless Summer

Endless Summer is a beautiful, quiet seafront property, located immediately across from Ian Fleming International Airport. We are located 15 minutes east of Ocho Rios, so we are close to several major attractions, beaches, family-friendly activities and dining. You’ll love my place because of the ambiance, and the location. Public or private transportation is readily available. Endless Summer is ideal for individuals seeking a quiet, place to relax, definitely not for the party crowd.

Guest favourite
Home in Tower Isle
4.93 out of 5 average rating, 290 reviews

Tranquil Times villa

All January long, enjoy one complimentary airport pickup service with your stay for bookings in January 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!!!

Guest favourite
An outdoor deck features comfortable lounge chairs set against a backdrop of clear turquoise waters. Lush greenery surrounds the space, providing a sense of privacy. The design encourages relaxation and enjoyment of the scenic ocean views.
Home in Ocho Rios
4.91 out of 5 average rating, 54 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

Forget your worries at Seagrapes Villa, a serene haven on the Caribbean Sea just 15 minutes from Ocho Rios. While parts of Jamaica were affected by Hurricane Melissa, Seagrapes remained safe and continues to welcome guests seeking peace and comfort. This Superhost villa offers 4 en-suite bedrooms, a private pool, and modern amenities. Enjoy ocean views from hammocks, patios, or decks near beaches, top attractions, and the Ian Fleming International Airport.

Superhost
A view from the balcony overlooks a tranquil swimming pool, surrounded by lush greenery and the calm sea. The sky is bright with varying shades of blue and soft clouds. The serene landscape creates a peaceful atmosphere for relaxation.
Apartment in Tower Isle
4.71 out of 5 average rating, 28 reviews

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.

Guest favourite
Flat in Ocho Rios
4.95 out of 5 average rating, 37 reviews

Villa Topenga Luxury Studio

This cozy studio apartment is the perfect place to relax and unwind on your vacation. Located in the peaceful community of Rio Nuevo, just a short drive from the popular tourist destinations of Ocho Rios, Sugar Pot Beach and Dunn's River Falls. The apartment offers the best of both worlds: tranquility and convenience. Luxuriously furnished with all the amenities you need for a comfortable stay.

Guest favourite
Apartment in Tower Isle
4.9 out of 5 average rating, 145 reviews

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!

Superhost
An open-concept living area features a large sectional sofa, a sleek coffee table, and a flat-screen television. Natural light filters through the blue drapes, and a ceiling fan adds comfort. A dining area is visible in the background, accentuated by potted plants.
Apartment in Tower Isle

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.

Top guest favourite
A view of the ocean is framed by lush green foliage, showcasing varying shades of blue and turquoise water. A boat is anchored on the calm sea, creating a serene scene that highlights the natural beauty of the coastal environment.
Flat in Oracabessa
4.84 out of 5 average rating, 165 reviews

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.

Popular amenities for waterfront rentals in Saint Mary