Holiday rentals with a pool in Saint Mary

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Saint Mary

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A modern living room features a comfortable gray sofa adorned with red and white decorative pillows. A large flat-screen TV is mounted on the wall, displaying cityscape imagery. A stylish lamp provides ambient lighting, complemented by a round mirror above. A coffee table with games sits in the foreground.
Home in Tower Isle
4.9 out of 5 average rating, 21 reviews

Coastal Escape in Riviera, Tower Isle-Beach Nearby

Escape to Paradise on Riviera Blvd in Tower Isle –Your Ideal Getaway in just 10 minutes outside of the bustling tourist destination of Ocho Rios. Welcome to 96 Riviera where your dream vacation becomes reality! Our luxurious 3-bedroom, 3.5-bathroom retreat offers the perfect blend of comfort and style, ensuring a memorable stay in one of Jamaica's most enchanting locations. Why You'll Love Our Home ✔︎Made for COMFORT w modern furnishings/finishes ✔︎ Close to many beaches & rafting ✔︎ LOCATION!

Guest favourite
Villa in Port Maria
5 out of 5 average rating, 28 reviews

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

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.
Condo in Tower Isle
4.92 out of 5 average rating, 12 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
The image showcases a circular pool surrounded by lush tropical greenery. Blue lounge chairs are arranged neatly near the water's edge, and a shaded gazebo is visible in the background, providing a serene setting for relaxation.
Home in Ocho Rios
4.88 out of 5 average rating, 8 reviews

Escape to 8 Rivas Hideaway

Nestled away in a serene location just a short drive from the vibrant town of Ocho Rios, this spacious townhouse offers the perfect blend of tranquility and convenience. Ideal for families, couples, or business travelers, this home provides a comfortable and welcoming retreat. Whether you’re here to relax by the pool, explore the stunning natural attractions, or enjoy the lively local scene, this townhouse is your perfect home away from home where you can experience the best of Jamaica!

Superhost
A swimming pool is seen amidst lush greenery, with tall banana plants surrounding the area. Two individuals are seated at the pool's edge, enjoying the view of the ocean. A large umbrella provides shade over a wooden table and chairs nearby.
Guest suite in Boscobel
4.83 out of 5 average rating, 80 reviews

Catch My Drift: Bamboo Studio

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our suite is perfect for your next getaway. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. Ready for adventure? We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

Superhost
A shaded outdoor lounge area features planted greenery and modern seating along wooden walls. Sofas arranged against the walls provide comfortable seating, while vibrant lighting adds a soothing ambiance to the space.
Villa in Ocho Rios
4.8 out of 5 average rating, 10 reviews

Ty’s Luxury Villa | Ocho Rios | Outdoor Cinema

Welcome to Ty’s Luxury Villa, a modern 2-bedroom, 2-bath home in a quiet, gated community about 10 minutes by car from Ocho Rios town centre. Air-conditioned bedrooms with hotel-style beds offer comfort and rest. Enjoy open-concept living, a full kitchen, and Smart TV, plus a private outdoor lounge with seating, fountain, grill, bar, and projector for movie nights. Shared pool and clubhouse access included. Ideal for guests seeking privacy, comfort, and easy access to the North Coast.

Top Guest favourite
A comfortable bedroom features a spacious bed with neatly arranged blankets. Two bedside tables with soft lighting sit on either side. Light curtains frame a window, allowing natural light to filter in. Art pieces adorn the walls, contributing to a calming ambiance.
Home in Ocho Rios
5 out of 5 average rating, 15 reviews

Bonham Spring Into Comfort Inn 1

Nestled in the serene embrace of the hills, our charming Airbnb property affords you the best of both worlds - tranquility and urban excitement. It is located in a new gated community close to many popular tourist attractions like Dunn's River Falls, White River rafting, Mystique Mountain and the Cool Blue Hole, and offers security and privacy, making it your ideal getaway. After a day of adventure retreat inside where you will discover a haven designed with your comfort in mind.

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 114 reviews

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

Top Guest favourite
Home in Tower Isle
4.93 out of 5 average rating, 287 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!!!

Superhost
A functional kitchen corner is seen, featuring a stove, sink, and countertop with utensils. The door stands open, providing a view of the lush garden outside. Natural light enters through the doorway, illuminating the tiled floor and the colorful patterned curtains.
Guesthouse in Tower Isle
4.67 out of 5 average rating, 9 reviews

Shanty Shack

This shanty shack is a converted garage. Perfect for the budget conscious back packer who does not want to stay in a tent and have your own private bathroom and shower. Wake up to our lush garden and pick your banana or avocado for breakfast. Depending on the season, we have many fruited trees available for your picking. Sunbath on our deck and take dip in the pool. We are close to all Ocho Rios attractions as we are 10 minutes away.

Top Guest favourite
A fully refurbished cut stone cottage sits amidst lush tropical greenery, featuring a shaded verandah adorned with colorful cushions. Stone walls complement the natural surroundings, while palm trees and vibrant foliage create a serene retreat atmosphere.
Cottage in Ocho Rios
4.99 out of 5 average rating, 525 reviews

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

Superhost
A relaxing pool area is surrounded by vibrant greenery, featuring two inflatable swan floaties in the clear water. Cozy lounge chairs line the poolside, accompanied by a colorful inflatable ring resting on the water's edge. A shaded umbrella stands nearby, adding to the tranquil ambiance.
Home in Tower Isle
5 out of 5 average rating, 4 reviews

Beyond View Villa Oasis/ Pool/Transportation

Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to a breathtaking sunrise or unwind with a beautiful sunset—hence the name Beyond View Villa. The cool breeze, whistling wind, and fresh, crisp air provide the perfect conditions to rest, relax, and recharge by the pool or on the deck.Take it easy at this unique and tranquil getaway.

Popular amenities for Saint Mary rentals with a pool