Vacation rentals in Highgate

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Top-rated vacation rentals in Highgate

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Guest favorite

Home in Portmore

4.91 out of 5 average rating, 137 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

Jan 23 – 30

G$31,057 GYD per night

Guest favorite

Cabin in Kingston

4.97 out of 5 average rating, 155 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Jun 2 – 9

G$27,646 GYD per night

Guest favorite

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!

May 14 – 21

G$24,243 GYD 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.

Oct 31 – Nov 7

G$27,661 GYD per night

Guest favorite

Apartment 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.

Oct 16 – 23

G$20,314 GYD per night

Guest favorite

Home in Discovery Bay

4.94 out of 5 average rating, 128 reviews

Courtyard by the Bay*pvt pool*Puerto Seco bc*Solar

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, 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.

Apr 14 – 21

G$29,681 GYD per night

Guest favorite

Guesthouse 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.

Dec 28 – Jan 4

G$18,069 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.

Sep 15 – 22

G$13,975 GYD per night

Guest favorite

Cabin in Portland Parish

4.88 out of 5 average rating, 24 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.

Jan 10 – 17

G$32,433 GYD per night

Guest favorite

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

May 16 – 23

G$23,354 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!

Jan 30 – Feb 6

G$13,646 GYD per night

Guest favorite

Condo in Tower Isle

4.89 out of 5 average rating, 132 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.

Dec 4 – 11

G$45,459 GYD per night