Vacation 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.

%{current} / %{total}1 / 1
Guest favorite
Home in Tower Isle
4.92 out of 5 average rating, 24 reviews

Coastal Escape in Riviera, Tower Isle|Beach Nearby

Welcome 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 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!

Superhost
A spacious villa with a vibrant purple exterior is showcased, featuring a large pool in the foreground. A covered outdoor seating area offers shade beside the water. The upper level includes numerous balconies, providing views of the surrounding landscape and sky.
Home in Port Maria
4.7 out of 5 average rating, 40 reviews

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Superhost
Villa in Port Maria
4.93 out of 5 average rating, 29 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 favorite
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.
Guesthouse in Boscobel
4.84 out of 5 average rating, 90 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.

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, 83 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.

Guest favorite
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, 116 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

Guest favorite
Lush greenery surrounds the villa, featuring a manicured lawn and vibrant flower beds. Tall palm trees provide shade, while a picnic table sits on the grassy area. The charming Mediterranean-style villa is visible in the background, harmonizing with the natural landscape.
Villa in Oracabessa
4.98 out of 5 average rating, 66 reviews

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Superhost
A spacious living area features a grey sofa and a yellow accent chair, complemented by a patterned area rug. Large sliding doors open to the balcony, while a 50-inch TV and a potted plant complete the modern decor.
Condo in St. Mary Parish
4.89 out of 5 average rating, 19 reviews

Look-Away! Eco-Luxury 12min to Ocho Rios

Look-Away is an inspired 2 bedroom sea view eco luxury guest condo at the Villa de Serodos, in the serene gated community at Rio Nuevo, St. Mary, Jamaica. Minutes from Ochi, your condo balances tranquility and accessibility, in a peaceful hilltop community perfect for your next vacation, local event, or family gathering. Beautiful rooms overlook passing cruise ships on the Caribbean Sea just outside your window, from your balcony, or by the pool. Look-Away, we dare you.

Guest favorite
An aerial view captures a landscaped area featuring two inviting swimming pools. Surrounding the pools are loungers and palm trees, with the ocean seen in the background. A small pavilion stands nearby, offering shaded seating options.
Condo in Tower Isle
4.88 out of 5 average rating, 33 reviews

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!"

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.
Condo 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 favorite
Condo 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!

Top guest favorite
Home in Tower Isle
4.94 out of 5 average rating, 293 reviews

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!!!

Popular amenities for Saint Mary rentals with a pool