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Fairy Hill Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Fairy Hill holiday rentals

A cozy living room with wicker furniture, a coffee table, and a patterned rug.

1. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
The price is NZ$977
includes taxes & fees
10 Oct - 11 Oct
The Grand Sinopia Inn Portland
A covered outdoor area with white columns, potted plants, and a tiled floor.

2. Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
Fairy Hill
10.0 out of 10, Exceptional, (2 reviews)
"I spent the weekend with my family for my brothers birthday and it was a lovely experience , the ambiance was great and the rooms were spacious and beautiful! I would definitely come back ! Big up !"
United States
Sheneker R.
The price is NZ$628
includes taxes & fees
30 Sept - 1 Oct
Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC
A beach scene with clear turquoise water, a person on a swing, and lush greenery in the background.

3. Private Oasis - Portland’s Coastal Gated Hideaway

Private Oasis - Portland’s Coastal Gated Hideaway
Fair Prospect
10.0 out of 10, Exceptional, (1 review)
"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist so didn’t need him, but he checked if I needed anything and was available if I did. And the view from the gazebo was my favourite. You will not be disappointed perfect for couples or just friends...
Canada
Janet
The price is NZ$181
includes taxes & fees
28 Oct - 29 Oct
Private Oasis - Portland’s Coastal Gated Hideaway
A two-story house with a balcony, surrounded by lush greenery.

4. Downstairs Bedroom at Robin Hood guesthouse

Downstairs Bedroom at Robin Hood guesthouse
Port Antonio
The price is NZ$125
includes taxes & fees
20 Oct - 21 Oct
Downstairs Bedroom at Robin Hood guesthouse
A bedroom with a bed, white curtains, a wooden wardrobe, and an air conditioning unit.

5. DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon

DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
Fairy Hill
8.0 out of 10, Very good, (1 review)
"The host was very welcoming, and miss Mariana was very kimd and friendly. Great place to stay "
United States
Suzette
The price is NZ$233
includes taxes & fees
24 Oct - 25 Oct
DreamEscape in Fairy Hill p.o : Your Getaway Near Frenchman cove ,Blue Lagoon
A beach with clear turquoise water, a rocky cliff with vegetation, and a person standing in the water.

6. Ahh! (Ocean View Studio with Private Bath)

Ahh! (Ocean View Studio with Private Bath)
Boston Bay
10.0 out of 10, Exceptional, (2 reviews)
"Not the easiest drive up to the place, but the view is magnificent. The place is clean, and the hosts are friendly and helpful. If you're looking for an inexpensive decent studio in Portland with air conditioning, hot water, and a terrific view, consider this place."
United States
Jerry B.
The price is NZ$312
includes taxes & fees
29 Oct - 30 Oct
Ahh! (Ocean View Studio with Private Bath)
A two-story house with a balcony, surrounded by lush greenery.

7. Bright Country Apartment at Robin Hood guesthouse

Bright Country Apartment at Robin Hood guesthouse
Port Antonio
The price is NZ$205
includes taxes & fees
30 Sept - 1 Oct
Bright Country Apartment at Robin Hood guesthouse
A bright, sunlit room with a glass door leading outside, a small round table, and a chair.

8. Port Antonio East Side Villa

Port Antonio East Side Villa
Port Antonio
The price is NZ$256
includes taxes & fees
28 Oct - 29 Oct
Port Antonio East Side Villa
A wooden deck with a swimming pool, a covered seating area, and a view of the ocean.

9. Ahh! (Pool/Ocean View Room w/ Private Bath)

Ahh! (Pool/Ocean View Room w/ Private Bath)
Boston Bay
The price is NZ$327
includes taxes & fees
30 Oct - 31 Oct
Ahh! (Pool/Ocean View Room w/ Private Bath)
A deck with outdoor seating and a view of the ocean at dusk.

10. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
The price is NZ$812
includes taxes & fees
30 Sept - 1 Oct
Ridge Bay Chateau
A dining area with a table and chairs, a decorative partition, and a view through a window with a metal grill.

11. Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.

Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
Port Antonio
Rockery Villa a Cozy hideaway and retreat.Perfect Romantic Getaway for couples.
A beach with pebbles, waves, and dense green foliage.

12. Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland

Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
Port Antonio
The price is NZ$279
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom house with AC, WiFi in enchanting Port Antonio, Portland
A garden with various plants and a metal fence.

13. Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.

Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
Port Antonio
The price is NZ$189
includes taxes & fees
11 Oct - 12 Oct
Rockery Villa is a cozy 1 Bedroom Townhouse an ideal space for a getaway.
A bedroom with a bed, a ceiling fan, a window with a view, and a door.

14. Views from every angle - 2nd floor cozy villa

Views from every angle - 2nd floor cozy villa
Port Antonio
Views from every angle - 2nd floor cozy villa
A sunlit room with wicker furniture, large windows, and a view of the sea.

15. One Bedroom Sea View Villa, Frenchman's Cove Resort

One Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
6.0 out of 10, (1 review)
"The property has a unique cove and the beach area was very clean and well maintained. The staff there were very polite and helpful. The Villa itself was tidy but showed signs of massive wear and tear. It was more a lack of maintenance rather than true heritage status."
Canada
David
The price is NZ$675
includes taxes & fees
29 Oct - 30 Oct
One Bedroom Sea View Villa, Frenchman's Cove Resort
A balcony with a view of the ocean, a lounge chair, and two drinks on a table.

16. Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
Snow District
10.0 out of 10, Exceptional, (2 reviews)
"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...
United States
Matthew N.
The price is NZ$510
includes taxes & fees
1 Oct - 2 Oct
Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio
A bedroom with a view of the ocean, a bed with white bedding, a nightstand with a lamp, and a window with a view of trees and the sea.

17. 2 Bedroom Sea View Villa, Frenchman's Cove Resort

2 Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is NZ$988
includes taxes & fees
29 Oct - 30 Oct
2 Bedroom Sea View Villa, Frenchman's Cove Resort
A wooden staircase leading to an outdoor patio area with white railings, surrounded by lush greenery and a sign that reads "Spicy Portland."

18. Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.4 out of 10, Exceptional, (15 reviews)
"The staff made the visit memorable. "
United States
Eric
The price is NZ$1,803
includes taxes & fees
1 Oct - 2 Oct
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
A spacious room with a stone wall, wooden ceiling, and large windows. There is a dining table with chairs, a sofa, and a blue chair.

19. Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort

Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
Drapers
The price is NZ$1,451
includes taxes & fees
29 Oct - 30 Oct
Luxury Three Bedroom Sea View Villa, Frenchman's Cove Resort
A covered outdoor area with yellow walls, a white railing, and two chairs.

20. RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.

RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Port Antonio
10.0 out of 10, Exceptional, (1 review)
"Everything from the check-in to the stay and check-out was superb. Will be back for sure! Lovely home, with comfortable rooms and beds."
United States
tifevers@msn.com
The price is NZ$513
includes taxes & fees
30 Sept - 1 Oct
RVGH 10 bedrooms, 260.00 US PER NIGHT PER ROOM, MAX 2 PER ROOM, amazing views.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fairy Hill Hotel Reviews

Jamaica Palace Hotel

Jamaica Palace Hotel

10/10 Excellent
"Beautiful serene place with nostalgic rooms! Gorgeous grounds with a beautiful sea view on one side!"
Priscilla 1-night trip
Posted 1 hour ago
Jamaica Palace Hotel

Find out more about Fairy Hill

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fairy Hill holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fairy Hill. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Fairy Hill. Seeing all the best attractions is bound to make you fall in love with Fairy Hill. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Fairy Hill short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Fairy Hill?

Yes, there are holiday rentals close to the most popular sights in Fairy Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Fairy Hill has to offer?

Perfect View - Entire House: This holiday home rental outside of Fairy Hill has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Fairy Hill?

Choose from 5 Expedia holiday rentals in Fairy Hill for a memorable holiday.

What can I see and do in Fairy Hill?

While you're exploring the area, Boston Bay Beach and Blue Lagoon are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Frenchman's Cove Beach and Trident Castle.

What’s a holiday rental in Fairy Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fairy Hill. Holiday rentals feature extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.