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Holiday Homes in Trelawny

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Trelawny holiday homes

A covered outdoor area with a wooden deck, a green railing with pineapple decorations, and palm trees in the background.

1. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.0 out of 10, Good, (4 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is £52
includes taxes & fees
7 Oct - 8 Oct
Sunshine Lodge- Your Home Away From Home
A beach with clear turquoise water and white sand.

2. ONE RHYTHM VILLA - Steps to the BEACH - CHEF Included - Caribbean Sea Views

ONE RHYTHM VILLA - Steps to the BEACH - CHEF Included - Caribbean Sea Views
duncans bay
9.8 out of 10, Exceptional, (213 reviews)
"This is our 4th visit to Villa by the Sea! We relaxed, read, soaked up the sun and ate amazing meals prepared by Ms Annette. She took wonderful care of us which is such a treat. We look forward to our next visit!"
United States
N N.
ONE RHYTHM VILLA - Steps to the BEACH - CHEF Included - Caribbean Sea Views
A resort with a large swimming pool, multiple overwater bungalows, and a clear blue sky.

3. Richmond Villa Rental Management

Richmond Villa Rental Management
3.5 star property
Ocho Rios
6.0 out of 10, (2 reviews)
"Property met out expectations. Close to the pool. Kid friendly. Great place to have a relaxintion vacation. "
United States
Lucien
Richmond Villa Rental Management
A swimming pool with lounge chairs and a covered patio area.

4. Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC

Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC
Florence Hall
Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC
A modern living room with a grey sectional sofa, yellow and patterned cushions, a yellow tray table, and a staircase leading to an upper level.

5. Ubuntu De La Villa

Ubuntu De La Villa
Ocho Rios
10.0 out of 10, Exceptional, (14 reviews)
"Property was exactly as advertised. Communication was superb as host answered questions within minutes. Location felt safe and having that pool was definitely an addition.Will definitely stay again Very family friendly"
United States
Callett
Ubuntu De La Villa
A large house with a swimming pool, multiple rooms, and a covered outdoor area.

6. 5 bed villa, gated community, private pool, fully staffed, private chauffeur

5 bed villa, gated community, private pool, fully staffed, private chauffeur
Montego Bay
10.0 out of 10, Exceptional, (98 reviews)
"Everything was amazing! We loved everything from the food, to the service, and the home itself. I cannot think of a better way to spend a vacation.The entire staff was amazing but I would be remissed if I did not recognize Nikki. She is a treasure and provided exceptional service to all. Only issue we encountered was the barking dogs overnight from the neighboring home.We are already looking forward to returning next year!"
United States
Edwin E.
5 bed villa, gated community, private pool, fully staffed, private chauffeur
A modern living room with a white sofa, yellow cushions, a wooden coffee table with decorative items, and a view of the ocean through large glass doors.

7. Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
St. Ann
9.6 out of 10, Exceptional, (50 reviews)
"Excellent staff, awesome property. Best vacation we’ve had as a family."
United States
Brett C.
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
A clear view of a beach with turquoise water and a sandy shore.

8. House by the sea with a small sandy beach, pool and fantastic views

House by the sea with a small sandy beach, pool and fantastic views
Ironshore Estate
9.6 out of 10, Exceptional, (114 reviews)
"It is so relaxing of a place to stay."
United States
Terry H.
House by the sea with a small sandy beach, pool and fantastic views
A residential area with multiple houses, paved driveways, and well-maintained gardens.

9. Ocho Rios Villa Azul at Coolshade XIII

Ocho Rios Villa Azul at Coolshade XIII
3.5 star property
St. Ann's Bay
10.0 out of 10, Exceptional, (2 reviews)
"If you 're tired of the same ole same ole all inclusive hotels that keep you in a little touristy bubble this is the way to go . Our experience here was the best we have has travelling to Jamaica. This is a house is located in a gated community within a community with real Jamaican neighbors.It was extremely quiet and private and besides a few people jogging in the mornings we hardly saw anyone. The neighbors we met at the pool were very friendly and warm. Beautiful community! The house itself...
United States
Patrice
Ocho Rios Villa Azul at Coolshade XIII
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

10. Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is £62
includes taxes & fees
2 Oct - 3 Oct
Firefly cottage with Ocean view
A swimming pool with a wooden deck, surrounded by buildings with a central entrance and covered seating areas.

11. Imperial Topaz At Richmond

Imperial Topaz At Richmond
3.5 star property
St. Ann's Bay
9.6 out of 10, Exceptional, (7 reviews)
"The property is safe, the place was really clean and accommodating. Will definitely be back "
United States
Devin
Imperial Topaz At Richmond
A large house with a swimming pool surrounded by palm trees.

12. Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.

Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.
Mammee Bay Estates
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful home with a great host!"
United States
Ryan W.
Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.
A modern kitchen with white cabinetry, a central island with seating, and a view of the ocean through a large window.

13. Experience pure luxury at our Private Penthouse Suite in Montego Bay!

Experience pure luxury at our Private Penthouse Suite in Montego Bay!
Providence Heights
8.0 out of 10, Very good, (3 reviews)
"The host was good and was available whenever we needed throughout our entire stay. The property is exactly as the images and is just amazing, very beautifully designed and clean - we hardly left as it’s just lovely. The sea view is just perfect. I will say that the food on property and taxis in the area is very overpriced which was a shame. Overall it’s a great place if you want a peaceful break near to the sea."
United Kingdom
Amanda H.
Experience pure luxury at our Private Penthouse Suite in Montego Bay!
A swimming pool with clear water, surrounded by modern buildings and palm trees.

14. Solara Blu Villa House A in Montego Bay

Solara Blu Villa House A in Montego Bay
Montego Bay
4.0 out of 10, (1 review)
Solara Blu Villa House A in Montego Bay
A kitchen with wooden cabinets, a microwave, and a stove.

15. Serenity Corner in a cool serene community Airport transfers Local amenities

Serenity Corner in a cool serene community Airport transfers Local amenities
Mandeville
6.0 out of 10, (2 reviews)
The price is £164
includes taxes & fees
27 Sept - 28 Sept
Serenity Corner in a cool serene community Airport transfers Local amenities
A beachside dining area with outdoor seating, a view of a cruise ship, and a pool area with people swimming and sunbathing.

16. Ocho Rios Villa at Coolshade III

Ocho Rios Villa at Coolshade III
2.5 star property
St. Ann's Bay
9.2 out of 10, Wonderful, (9 reviews)
"Very quiet and nice place"
United States
Courtney
Ocho Rios Villa at Coolshade III
A single-story house with a red roof and a small front porch.

17. Bamboo Villa

Bamboo Villa
3.0 star property
St. Ann's Bay
2.0 out of 10, (1 review)
"This property was not even there…it is listed on Expedia and when I booked and arrived….there is not even anything there…needs to be taken down off of this site because it is not even available at all!!! So devastating to book and pay a lot of money to find out it is not available. Spent over 45 mins on cellular data to try and cancel the booking and get my money back"
Canada
Maria
Bamboo Villa
A spacious living room with a large flat-screen TV, a sofa, two round coffee tables, and a kitchen in the background.

18. Edmund Ridge Estate Home Rental

Edmund Ridge Estate Home Rental
Rose Hall
8.0 out of 10, Very good, (4 reviews)
"We wanted to stay somewhere nice and quiet. It was exactly what we needed. "
Canada
Concetta B.
The price is £171
includes taxes & fees
2 Oct - 3 Oct
Edmund Ridge Estate Home Rental
A beach with clear turquoise water, palm trees, and thatched umbrellas.

19. Wynter'sEscape! 2BR w/pool & beach access near PuertoSeco Beach! w/24-hrsecurity

Wynter'sEscape! 2BR w/pool & beach access near PuertoSeco Beach! w/24-hrsecurity
Discovery Bay
9.8 out of 10, Exceptional, (10 reviews)
"Lovely Place. Very nice. Very clean and quiet. "
United States
Lennox
Wynter'sEscape! 2BR w/pool & beach access near PuertoSeco Beach! w/24-hrsecurity
A neatly arranged bedroom with a bed, two bedside tables, a nightstand, and a wardrobe.

20. Gated Community Paradise- Trelawny

Gated Community Paradise- Trelawny
Florence Hall
9.0 out of 10, Wonderful, (2 reviews)
"Hosts were very kind and property was nice and clean"
Canada
Naya
Gated Community Paradise- Trelawny
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 Trelawny Hotel Reviews

Hotel Riu Ocho Rios - All Inclusive

Hotel Riu Ocho Rios - All Inclusive

10/10 Excellent
"Best best best best ever"
Terry A. 3-night trip
Posted less than an hour ago
Hotel Riu Ocho Rios - All Inclusive

Find out more about Trelawny

Trelawny Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Trelawny?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Trelawny?

Choose from 654 beautiful holiday homes in Trelawny for your getaway.


How much is a holiday home in Trelawny?

You can find perfect holiday homes in Trelawny for as low as £52 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Trelawny?

Find the best deals on Trelawny holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Trelawny?

There’s no better way to spend your well-earned holiday than in a private, cosy Trelawny holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Trelawny.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Trelawny holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Trelawny—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Trelawny car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Trelawny Holiday Homes information

Number of reviews
557
Accommodation
654 Holiday Homes
Lowest Price
£52
Highest Price
£171

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