Vacation rentals with a pool in St. Mary Parish

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in St. Mary Parish

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

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Guest favorite

Rental unit in Rio Nuevo

4.93 out of 5 average rating, 14 reviews

Lux Apartment*5 mins Beach*15 Min Ocho Rios*Secure

This luxurious ground floor apartment at the Crystal Resort with infinity pool has breath taking views, only 5 mins from the beach and 15 mins to bustling Ocho Rios offers the perfect place to stay for the most discerning holiday makers Guests staying 5 nights or more, get a complimentary Jamaican breakfast on your first morning only Local shops 3 minutes drive away Walk directly from your apartment to the gorgeous pool, gazebo and outdoor shower, shared only with the hosts who rarely use it

Guest favorite

Villa in Port Maria

5 out of 5 average rating, 18 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

Home in Ocho Rios

4.91 out of 5 average rating, 33 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

Villa in Oracabessa

5 out of 5 average rating, 3 reviews

Oceanside Villa with Chef & Butler near Ocho Rio

Welcome to VIVA LA MAR, a luxurious Oceanside Villa located just 20 minutes from Ocho Rios, within the elite gated community of Golden Cove. This serene paradise includes a dedicated Chef, Butler, and Housekeeper, ensuring a truly relaxing stay. One of only four resort villas offering unparalleled luxury, tranquility, and breathtaking oceanfront views. Enjoy easy access to the new Ocho Rios Airport, with direct flights from Miami. Experience the ultimate in Caribbean elegance and comfort

Superhost

Guest suite in Boscobel

4.78 out of 5 average rating, 60 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

Home in Ocho Rios

4.88 out of 5 average rating, 8 reviews

Creators Hillside Villa Gated*24 hr security*Pool

Welcome to our spacious 3-bedroom Airbnb retreat! Each bedroom boasts its own bathroom, with an additional half bath for convenience. Spread over two floors, our home features two bedrooms upstairs and one on the main floor, ensuring privacy and comfort for all guests. Relax in style with our cozy egg nest and patio furniture, perfect for lounging after a day of adventure. We provide meditation and yoga mats, as well as exercise bands, for those seeking wellness during their stay.

Guest favorite

Home in Ocho Rios

5 out of 5 average rating, 14 reviews

SummerBlu Rest , Recharge & Reset

Escape to our tranquil two bedroom, two bathroom home nestled in a peaceful residential neighborhood. With 24hr man security Step inside to find a bright and spacious living room with gleaming ceramic floors and plenty of natural light. The modern kitchen boots stainless steel appliances, and everything to cook up a storm. Perfect for entertaining, the large backyard features a patios and Gazebo where you can sit and relax while sipping on your morning coffee or evening cocktail.

Guest favorite

Home in Guys Hill

4.85 out of 5 average rating, 100 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

Villa in Oracabessa

4.98 out of 5 average rating, 57 reviews

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * 5 minutes from Ian Fleming 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.

Guest favorite

Condo in Tower Isle

4.9 out of 5 average rating, 127 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) Safe Neighborhood Self Check-in as needed

Superhost

Serviced apartment in Tower Isle

5 out of 5 average rating, 12 reviews

Private Beach•Full Kitchen•Pool•Balcony•AC•W/D•BBQ

All reservations include weekly cleaning and 24/7 security. ☞ Home-cooked meals available** ☞ Balcony w/ hammock, dining table + chairs ☞ Private beach ☞ AC in bedrooms ☞ Washer/Dryer ☞ Parking ☞ Wifi ☞ In Tower Isle, 10 min drive → OCJ Airport Walkable to local shops and restaurants, 10 min drive → Ocho Rios. ★"This place is perfect for any stay and it's easily accessible. Definitely worth it!"

Superhost

Condo in Tower Isle

4.73 out of 5 average rating, 73 reviews

Floating On Water-Ocean Front Penthouse

This ocean front penthouse apartment is located in Tower Isles at the border of St. Ann’s and St. Mary. The Apartment is a short drive (5 mins) from the Town of Ocho Rios, making you just steps away from beaches and major attractions such as Dunn's River Falls, Mystic Mountains and Dolphin Cove. With stunning views from the top floor, you will undoubtedly feel like you're "Floating on Water".