Holiday rentals in Santa Maria Island

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Top-rated holiday rentals in Santa Maria Island

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Guest favourite

Apartment in Ocho Rios

4.84 out of 5 average rating, 43 reviews

The Ocean Ridge - Ocho Rios, Stunning Sea Views

The Ocean Ridge Apartment (K1), Sky Castles, Columbus Heights, in Ocho Rios. With jaw-dropping views of the sea & cruise ships, this studio unit was renovated in 2023 & is ideally located for a relaxing getaway, remote work, or a long vacation. The unit is bright & uncluttered with a tastefully modern décor. K1 is located in a gated hillside complex, close to all major attractions, some walkable. The area provides unparalleled scenic views of the sea, mountains & flora of a tropical paradise.

3–10 May

$156 SGD per night

Superhost

Villa in Port Maria

5.0 out of 5 average rating, 7 reviews

Tranquility Bay Oceanfront Retreat

Leave the stressors of home behind and revitalize yourself and your loved ones in the mystical retreat at Tranquility Bay. This oceanfront home is a little less than 2 hours from Montego Bay Airport and is centralized with dozens of tourist hot spots, including the famous Dunn's River Falls and Margaritaville in Ocho Rios. The location of the property has the convenience of grocery markets, banking, western union, gas stations, shopping, churches, gyms, restaurants, a local beach and much more.

23–30 Oct

$179 SGD per night

Guest favourite

Guest suite in Port Maria

4.88 out of 5 average rating, 26 reviews

Drake Seaside Cottage Oceanfront Suite

Spectacular 1 mile stretch of beach with stunning views of the mountains, sea, & Cabarita island sitting on a vibrant corner with the ocean out your front door! Beachfront restaurants, cook shops, sea view bars, local fisherman area, and more steps away! This fully renovated oceanfront guest suite with private entrance has a covered veranda & a rooftop patio area for panoramic scenic views! Fall in love with this quaint town which boast it's historical charm as the 2nd oldest town in Jamaica!

22–29 Aug

$158 SGD per night

Guest favourite

Flat in Ocho Rios

4.94 out of 5 average rating, 213 reviews

Stylish Poolside Studio Near Ochi Attractions

Stylish, tropical, poolside studio. Smart home Alexa & keyless entry. Centrally located in Ocho Rios, 24-hr security, gated community of Sky Castles, 5 minute drive from popular attractions (Dunn’s River Falls, Mystic Mountain) & stores. Modern windows & porcelain floor tiles will give you a luxurious feel. Fully equipped kitchen, smart TV, Safe, walk-in shower, 1 queen bed sleeps 2 and a sofa bed sleeps 1 adult or 2 kids. Spacious patio, free parking & access to pools make this a must stay.

12–19 Jan

$132 SGD 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.

5–12 Oct

$622 SGD per night

Guest favourite

Guest house in Port Maria

4.84 out of 5 average rating, 51 reviews

Cheerful two bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

13–20 Nov

$118 SGD per night

Guest favourite

Guest suite in Boscobel

4.84 out of 5 average rating, 44 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.

27 Oct – 3 Nov

$154 SGD per night

Guest favourite

Home in St. Mary Parish

4.97 out of 5 average rating, 29 reviews

HillCrest Bungalow - mins to Ocho Rios | Boscobel

Forget your worries in this spacious and serene space. Just 15 mins outside of Ocho Rios nestled in the lush hill of St.Mary is our tropical inspired getaway. Offers a peaceful atmosphere and is a perfect escape from the hustle and bustle of city life. ☆ 7 mins to the Beach ☆ 10 mins to Ian Fleming Airport ☆ 15 mins to Ocho Rios ☆ 90 mins to Kingston -> Hill side view -> Starlink wifi 200 mbps -> Onsite, garage parking for 2 vehicles -> 24/7 security -> Seamless Self Check-in

9–16 May

$200 SGD 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!

4–11 Jan

$85 SGD per night

Guest favourite

Apartment 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.

13–20 Feb

$305 SGD per night

Superhost

Guest suite in Ocho Rios

4.91 out of 5 average rating, 114 reviews

Luxury White Sand Beach Cottage 1 bd with Chef

Our 1 bedroom villa is part of a collection of beachfront boutique villas on the same property. This includes our 2 and 3 bedroom villas. Our finishes are made from all local lumbar including guango and cedar. Peacock Villa is the perfect setting for an individual, couple or family with small child. Our open air deck adds to the character of this very special spot! Enjoy some of our fresh produce from our garden on site.

1–8 Aug

$475 SGD per night

Guest favourite

Home in Tower Isle

4.94 out of 5 average rating, 219 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!

2–9 Dec

$707 SGD per night