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Holiday rentals in Gayle

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Top-rated holiday rentals in Gayle

Guests agree: these stays are highly rated for location, cleanliness and more.

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Home in Tower Isle

4.88 out of 5 average rating, 49 reviews

Tranquil Retreat "Home Away From Home"

Located in the cool, quiet development of Tranquility Glades, Retreat, within 15 minutes of the tourist hub of Ocho Rios and the Ian Fleming International Airport, about 5 minutes from the beaches. The location boasts one master bedroom with a bathroom en suite and a secondary bedroom with a bathroom. There is a large living and dining area, a spacious kitchen with a french door refrigerator, and a laundry area with a washer and dryer. The bedrooms are air-conditioned. Outdoor security cameras.

14–21 Jun

$99 SGD per night

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.

30 Jul – 6 Aug

$183 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.

15–22 Nov

$132 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.

29 Jan – 5 Feb

$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.

6–13 Feb

$154 SGD per night

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.

19–26 Dec

$211 SGD 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

8–15 May

$152 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!

21–28 Jul

$98 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.

5–12 Nov

$290 SGD per night

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.

20–27 Feb

$476 SGD per night

Guest favourite

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!

7–14 Jan

$698 SGD per night

Flat in Ocho Rios

4.78 out of 5 average rating, 106 reviews

Ocho Rios Bay Beach Apartment

This recently refurbished one bedroom apartment sits directly on Ocho Rios bay beach. Located in the heart of the town shops, restaurants, bars are just minutes away. Several major attractions including Dunn’s River Falls, Mystic Mountain and Dolphin Cove are in close proximity. The overall property has a swimming pool and bar that guests may enjoy and is literally steps from the Ocho Rios Bay Beach.

25 Dec – 1 Jan

$165 SGD per night

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Popular amenities for Gayle holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Gayle

Guest favourite

Home in St. Mary Parish

4.97 out of 5 average rating, 29 reviews

HillCrest Bungalow - mins to Ocho Rios | Boscobel

13–20 Aug

$237 SGD per night

Guest favourite

Apartment in Ocho Rios

4.91 out of 5 average rating, 88 reviews

Spacious Ocean Front One Bedroom Condo

1–8 Dec

$219 SGD per night

Guest favourite

Home in Ocho Rios

4.92 out of 5 average rating, 24 reviews

Seagrapes Villa, on the sea near Ocho Rios Jamaica

26 Sep – 3 Oct

$623 SGD per night

Guest favourite

Guest suite in Port Maria

4.88 out of 5 average rating, 26 reviews

Drake Seaside Cottage Oceanfront Suite

24–31 Aug

$158 SGD per night

Guest favourite

Apartment in Ocho Rios

4.97 out of 5 average rating, 93 reviews

PARION876 Beautifully Renovated Beachside Condo!

23–30 Sep

$194 SGD per night

Guest favourite

Apartment in Reggae Beach

4.92 out of 5 average rating, 62 reviews

Oceanfront Penthouse at Whispering Seas, Ocho Rios

21–28 Jul

$455 SGD per night

Guest favourite

Apartment in Ocho Rios

4.95 out of 5 average rating, 79 reviews

Bayview Ocho-Rios Beach

29 May – 5 Jun

$179 SGD per night

Guest favourite

Guest suite in Tower Isle

4.98 out of 5 average rating, 51 reviews

Fast Wifi•Laundry•Netflix•10 mins to Ocho Rios

13–20 May

$78 SGD per night

Destinations to explore