Vacation rentals in Annotto Bay

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Top-rated vacation rentals in Annotto Bay

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Guest favorite

Apartment in Port Antonio

4.94 out of 5 average rating, 132 reviews

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, 20% for two weeks, 25% for three weeks, and 30% for one month.

Jun 4 – 11

G$16,413 GYD per night

Guest favorite

Home in Portmore

4.9 out of 5 average rating, 136 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Jun 22 – 29

G$38,141 GYD per night

Guest favorite

Home in Discovery Bay

4.94 out of 5 average rating, 128 reviews

Courtyard by the Bay*pvt pool*incl Puerto Seco Bch

Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER(yes it's a big deal) and A1 amenities. Immerse yourself in island living and just minutes away enjoy the 5 star resort style private beach of Puerto Seco, restaurants and major attractions. Suitable for all types of travelers seeking an unforgettable vacation. Look no further book now at Courtyard by the Bay.

Jan 18 – 25

G$28,582 GYD per night

Guest favorite

Condo in Kingston

4.95 out of 5 average rating, 122 reviews

Light &Bright 1-bedroom Apartment w pool

This bright and stylish centrally located 1-bedroom apartment is the perfect space for your stay. It’s Located within 8mins walking distance or 2mins drive to Starbucks, supermarket, pharmacy, and local restaurants. The contemporary living space has everything to make you feel at home Wi-Fi, local cable, Netflix, washer/dryer, ac units, king size bed, a well equipped kitchen and tableware. Have a glass of wine and enjoy the beautiful sunset on the balcony after a long day of work or play.

Sep 8 – 15

G$25,390 GYD per night

Superhost

Home in Robin's Bay

4.9 out of 5 average rating, 29 reviews

Ocean Haze, St Mary Parish, Jamaica, Carribean

Enjoy a breathtakingly beautiful piece of paradise. Located in Strawberry Fields, a small Rasta village near Annotto Bay. Enjoy a semi-private sandy beach 2 minute walk from your door. 1/2 acre pie shaped fenced property with fabulous ocean views, 2 fire pits, picnic tables and an assortment of tropical fruit trees. Upstairs is a spacious bedroom that sleeps up to 6 people with one additional fold out bed on the main floor. A small cabin is available for larger groups of guests.

Oct 15 – 22

G$14,326 GYD per night

Superhost

Cabin in Portland Parish

4.86 out of 5 average rating, 22 reviews

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

Dec 19 – 26

G$32,470 GYD per night

Superhost

Villa in Port Antonio

4.91 out of 5 average rating, 44 reviews

Holistic Eco Villa with Ocean View & Plunge Pool

Indulge in the ultimate peaceful getaway, surrounded by serene and relaxing ambiance. Wake up to breathtaking views of Port Antonio from the comfort of your room. Our contemporary rustic but vintage-style bedroom and bathroom, along with a Cabana Patio equipped with a daybed and Plunge Pool, offer the perfect blend of luxury and relaxation. The kitchenette is fully equipped with utensils and dishes. You simply have to experience the serenity and beauty of this place yourself.

Aug 20 – 27

G$22,646 GYD per night

Guest favorite

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!

Jul 21 – 28

G$15,008 GYD per night

Guest favorite

Condo in Tower Isle

4.89 out of 5 average rating, 131 reviews

2 bedroom Oceanfront condo with a pool

Kick back and relax in this calm, stylish 2 bedroom Condo on the ocean with an infinity pool. We are approx 5 minutes east of Ocho Rios and within walking distance to the Summerhouse restaurant, local jerk centre & bar, PG's Italian restaurant and a grocery store. We can host up to four guests. As we have many couples traveling we offer a discounted base rate for two guests and then each additional guest comes with an additional fee up to a maximum of four.

Nov 5 – 12

G$44,468 GYD per night

Guest favorite

Bungalow in Port Antonio

4.89 out of 5 average rating, 168 reviews

Mother Nature

Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. Außerdem steht eine überdachte Außenküche zur Verfügung. Inmitten Mutter Natur kannst du die Seele baumeln lassen und deinem flow folgen. Den Vögeln und dem Wind lauschen, die Sterne beobachten, ein Sonnenbad nehmen oder im Schatten chillen. Feel free

Jan 28 – Feb 4

G$22,312 GYD per night

Superhost

Cottage in Buff Bay

4.92 out of 5 average rating, 12 reviews

Rural Remote Modern farm cottage in Portland

Relax at this unique and tranquil getaway 20 mins drive from the main road (4WD recommended) Nature lovers paradise with exotic fruit farm on property. Amenities including AC, hot water and wifi. Nearby coffee or blue mountain tours, Sommerset falls, numerous beaches and rivers. Guest should expect to see animals, flora and fauna typical of the Jamaican countryside and noises consistent with being on a working farm property

Oct 22 – 29

G$11,255 GYD per night

Guest favorite

Home in Tower Isle

4.94 out of 5 average rating, 218 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!

Jan 7 – 14

G$107,117 GYD per night