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.

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Top guest favorite

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, 14 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 newly developed 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.

Top guest favorite

Home in Ocho Rios

4.95 out of 5 average rating, 66 reviews

Experience Luxury/PS5/Wifi/65'TV/Cozy Bed/5min twn

Discover your dream escape in a luxurious smart home nestled in a gated community with 24 hrs security. Mins from Ocho Rios. *AC *Pool *Self check-in *Digital locks *Black-out Curtain *hot water *Fully equipped kitchen *Pots, pans, utensils *Drinking/Wine glass *Coffee/Tea station *Blender,Toaster, Microwave *Stainless Steel Appliances *Furnished backyard Gazebo *Outside Dining *Bedding *Safe *Feminine hygiene products *Toiletries *First Aid Kit *Washer & Dryer *High Chair *Baby Bath *Crib

Guest favorite

Condo in Tower Isle

4.83 out of 5 average rating, 82 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 favorite

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, 53 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

Forget your worries in this serene villa on the edge of the Caribbean Sea, 15 minutes drive from Ocho Rios. With Superhost status, Seagrapes offers 4 bedrooms with en-suite bathrooms and a pool. In this stylish villa with all amenities, lose yourself in mesmerising ocean views. Whether relaxing in a hammock or lounge chair, numerous patios and decks are equipped for your comfort and relaxation. It is conveniently near beaches, premier attractions, and the Ian Fleming International Airport.

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

4.82 out of 5 average rating, 78 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, 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

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.

Top guest favorite

Home in Tower Isle

4.93 out of 5 average rating, 282 reviews

Staffed Villa in Gated community with pool

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!!! Additional services: Airport transportation Tour guide Photographer Chef Event planner Fire dancer

Top guest favorite

Villa

5 out of 5 average rating, 9 reviews

Oceanfront|Butler|Chef|Housekeeper|InclusiveBar

Villa Hestia is your private oceanfront villa in Boscobel — just 15 min from Ocho Rios and opposite Ian Fleming International Airport. Dive into the pool, swim in a secluded cove or try out the included kayaks & snorkelling equipment. A dedicated butler & housekeeper keep your minibar stocked and cook all in-villa meals. Four ensuite bedrooms, newly renovated interiors, lush outdoors, multiple gazebos and even a giant chess set complete the experience.

Guest favorite

Villa in Port Maria

5 out of 5 average rating, 28 reviews

Breezy Castle villa with Sea & Blue Mountain views

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!

Villa in DON CHRISTOPHER POINT

4.6 out of 5 average rating, 48 reviews

Beachfront Villa in Strawberry Fields St Mary

The Lookout is a chic seafront villa tucked way in a secluded part of Jamaica, that gazes out over the Caribbean Sea. Boasting its own private beach, it offers a serene escape where the only sounds are the rhythm of the waves and the local birds. Designed for effortless relaxation, The Lookout comes fully equipped for your convenience. Amenities include a pool, BBQ area, a charming rustic beach bar and fire pit.

Guest favorite

A light blue living area features a wooden daybed adorned with decorative pillows and a cozy brown sofa. Natural light filters in through the open doors, leading to a private balcony surrounded by greenery. Decorative wall art enhances the welcoming atmosphere.

Condo in Tower Isle

4.89 out of 5 average rating, 141 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!