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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Guest favorite

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

4.89 out of 5 average rating, 18 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!

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, 13 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

A cozy living area features a grey sofa adorned with patterned throw pillows, facing a sleek coffee table. Natural light filters through sheer curtains, brightening the space. A decorative lamp rests beside a patterned armchair, while a flat-screen TV is mounted on the wall, providing modern convenience.

Home in Ocho Rios

4.97 out of 5 average rating, 61 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

An outdoor terrace offers panoramic views of the Caribbean Sea and surrounding hills. A private swimming pool reflects the sky, accompanied by a shaded sitting area with colorful seating and a wooden bar, inviting relaxation amidst the natural beauty.

Villa in Port Maria

5 out of 5 average rating, 27 reviews

Escape to Paradise @ Breezy Castle St.Mary Jamaica

Escape to paradise at Breezy Castle, a nature lover's hideaway in the cool hills of St.Mary, overlooking the lush Blue Mountains and turquoise Caribbean Sea. Wake up to the refreshing mountain air and a cup of freshly brewed Jamaican coffee. The chirps of birds and warm Jamaican sunshine is to die for. Pamper yourself, retreat into this beautiful, serene villa and savour delicious Jamaican cooking. Cost for the villa = List price × number of guest/s AN UNFORGETTABLE EXPERIENCE AWAITS YOU!

Guest favorite

Condo in Tower Isle

4.83 out of 5 average rating, 81 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 aerial view captures the villa's inviting layout, featuring a central pool surrounded by lounge chairs. Lush greenery lines the perimeter, enhancing the tranquil setting. Spacious outdoor areas are complemented by a dining table, creating an ideal space for relaxation and gatherings.

Home in Ocho Rios

4.9 out of 5 average rating, 52 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.

Guest favorite

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.

Superhost

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

4.9 out of 5 average rating, 139 reviews

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

Sea front apt, great views ACs + Ceiling Fans High speed Internet + WiFi, USB ports Flat-screen TVs, cable, Netflix Fully equipped kitchen (Electric Range, microwave, Fridge and washer) Full complement of dishes, glasses, cutlery, pots and pans Private patio spanning width of apartment Beach Chairs/Towels Shops, restaurants all within a 5 min walk 10 minutes to Ocho Rios (US$1 shared taxis) 10 minutes to Ian Fleming International Airport Safe Neighborhood Self Check-in as needed

Guest favorite

Home in Guys Hill

4.84 out of 5 average rating, 113 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

An outdoor pool invites relaxation, surrounded by lush greenery and swaying palm trees. A gazebo can be seen nearby, and a terracotta pot adds a touch of natural beauty. Scenic views of the hills and ocean create a serene atmosphere.

Villa in Oracabessa

4.98 out of 5 average rating, 65 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

The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.

Home in Tower Isle

4.94 out of 5 average rating, 279 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!!! Additional services: Airport transportation Tour guide Photographer Chef Event planner Fire dancer

Guest favorite

A cozy living room is featured, with a blue sectional sofa adorned with various decorative pillows. A marble-top coffee table rests on a vibrant area rug. A large television is mounted on the wall, and soft natural light filters through sheer white curtains. Potted plants add a touch of greenery.

Home in Ocho Rios

4.93 out of 5 average rating, 15 reviews

Island Vybz Luxe Villa lancewood Meadows Ocho Rios

Welcome to Island Vybz Villas in Ocho Rios, St. Ann! Our 3-bedroom, 3.5-bathroom villa in a secure gated community offers stunning ocean views and modern comforts. Just minutes from beaches, golf, shopping, and attractions like Dunn’s River Falls and Mystic Mountain. Enjoy cozy furnishings, a fully equipped kitchen, and relaxing bedrooms. Your perfect Jamaican retreat awaits—relax, explore, and unwind!