Holiday rentals with a pool in St. Mary Parish

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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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Superhost

Home in Port Maria

4.66 out of 5 average rating, 32 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.

13–20 Jul

€ 511 per night

Guest favourite

Apartment in Tower Isle

5.0 out of 5 average rating, 8 reviews

Apartment by the Sea

Welcome to our cheerful and comfortably decorated apartment, located near the vibrant town of Ocho Rios, Jamaica and close to many famous tourist attractions. We are in the beautiful seaside Sea Palms Resort of Tower Isle. This apartment is a short walk to the water surrounded by manicured lawns, tropical plants and swaying palm trees. Our gated development has its own private white sand beach, large swimming pool, and 24-hour security. Forget your worries in this spacious and serene space.

31 Oct – 7 Nov

€ 149 per night

Guest favourite

Home in Ocho Rios

4.88 out of 5 average rating, 25 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.

26 Sep – 3 Oct

€ 445 per night

Guest favourite

Apartment in Tower Isle

4.94 out of 5 average rating, 87 reviews

Ocean View Condo at Whispering Seas

"The View at Whispering Seas" is a fully furnished air conditioned ocean front view, 2 bed/bathroom luxury condo located in Tower Isles. It is 10 minutes from the hub in Ocho Rios. The beautiful salt & fresh water ocean view pools and the sound of the ocean awaits you. The condo offers all the amenities to ensure your stay is relaxing and comfortable. It is a 5 minutes walk to a bar, restaurants & supermarket. Our Dunn’s River Falls, Mystic Mountain and Dolphin Cove eagerly awaits you!

19–26 Oct

€ 218 per night

Superhost

Apartment in Tower Isle

4.79 out of 5 average rating, 52 reviews

Jamaica Time "Driftwood" Sea Palms 3BR.. Ocho Rios

"Driftwood" C6 is a comfy, spacious 3BR 3BA Apt completely renovated. Decor is coastal Caribbean theme, relaxing tones with a touch of vibrant colors. Lots of sunshine while providing privacy. Kitchen is fully fitted with all appliances & amenities. New ACs & Smart TVs in all Bedrooms & Living Room + comp 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. See you soon!

12–19 Jan

€ 246 per night

Guest favourite

Guest suite in Boscobel

4.84 out of 5 average rating, 45 reviews

Catch My Drift: Bamboo Studio Apartment

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.

1–8 Oct

€ 110 per night

Guest favourite

Home in Guys Hill

4.84 out of 5 average rating, 95 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

22–29 May

€ 115 per night

Guest favourite

Villa in Port Maria

5.0 out of 5 average rating, 13 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. book a room or the entire villa.. AN UNFORGETTABLE EXPERIENCE AWAITS YOU!

2–9 Apr

€ 90 per night

Superhost

Villa in St. Mary

4.93 out of 5 average rating, 44 reviews

Staffed Villa with Spectacular North Shore Views

Located about fifteen miles east of Ocho Rios, escape the hustle and bustle of crowded resorts and enjoy your new home away from home in Jamaica! Cabarita Lookout comfortably sleeps three families or three couples with extra beds available. Whether you are looking for an active family vacation loaded with activities for you and your kids or just a quiet private getaway with friends, Cabarita Lookout promises memories you'll treasure forever.

24–31 Aug

€ 452 per night

Guest favourite

Apartment in Tower Isle

4.91 out of 5 average rating, 122 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

4–11 Dec

€ 190 per night

Guest favourite

Home in Tower Isle

4.94 out of 5 average rating, 220 reviews

Tranquil Times Villa

𝙏𝙧𝙖𝙣𝙦𝙪𝙞𝙡 𝙏𝙞𝙢𝙚𝙨 𝙑𝙞𝙡𝙡𝙖 ɪꜱ ᴏɴᴇ ᴏꜰ ᴊᴀᴍᴀɪᴄᴀ'ꜱ ᴘʀᴇᴍɪᴇʀ, ʙᴇᴀᴜᴛɪꜰᴜʟ ᴠɪʟʟᴀꜱ ᴏꜰꜰᴇʀɪɴɢ ᴛʜᴇ ᴘᴇʀꜰᴇᴄᴛ ꜱᴘᴀᴄᴇ ᴀɴᴅ ᴀᴛᴍᴏꜱᴘʜᴇʀᴇ ꜰᴏʀ ʏᴏᴜʀ ɴᴇxᴛ ʜᴏʟɪᴅᴀʏ, ᴡᴇᴅᴅɪɴɢ, ʙɪʀᴛʜᴅᴀʏ, ꜱᴘᴇᴄɪᴀʟ ᴏᴄᴄᴀꜱɪᴏɴ ᴇᴛᴄ. ᴏᴜʀ ʜᴏᴍᴇ ʜᴀꜱ ʙᴇᴇɴ ꜰᴇᴀᴛᴜʀᴇᴅ ɪɴ ᴍᴀɴʏ ᴏꜰ ᴊᴀᴍᴀɪᴄᴀ'ꜱ ᴘᴏᴘᴜʟᴀʀ ᴀʀᴛɪꜱᴛꜱ ᴍᴜꜱɪᴄ ᴠɪᴅᴇᴏꜱ (ʙᴇᴇɴɪᴇ ᴍᴀɴ, ᴊᴀʜ ᴄᴜʀᴇ ʟɪᴋᴋʟᴇ ᴠʏʙᴢ, ʟɪᴋᴋʟᴇ ᴀᴅᴅɪ ᴛᴏ ɴᴀᴍᴇ ᴀ ᴄᴏᴜᴘʟᴇ) ᴡʜᴀᴛᴇᴠᴇʀ ʙʀɪɴɢꜱ ʏᴏᴜ ᴛᴏ ᴊᴀᴍᴀɪᴄᴀ ᴡᴇ ʜᴏᴘᴇ ᴛᴏ ʙᴇ ʏᴏᴜʀ ɴᴇxᴛ ʜᴏᴍᴇ ᴀᴡᴀʏ ꜰʀᴏᴍ ʜᴏᴍᴇ!

17–24 Dec

€ 512 per night

Guest favourite

Villa in Ocho Rios

5.0 out of 5 average rating, 23 reviews

Edgewater Beach Villa

Welcome to Edgewater Beach Villa, where paradise awaits. Come unwind on our private beach, have a bbq on our custom stone grill, take a swim in the pool overlooking the ocean or relax on one of our 3 balconies as you enjoy the sounds of the waves. Our beachfront villa is perfect for your next getaway. Our expert staff will prepare meals and serve them while you enjoy the ambiance of outdoor dining*

30 Jul – 6 Aug

€ 1,054 per night