Holiday Homes in Trelawny

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Trelawny holiday homes

On the beach, sun-loungers, beach towels

VILLA BY THE SEA - Steps to the BEACH - CHEF services included

VILLA BY THE SEA - Steps to the BEACH - CHEF services included
duncans bay
9.8 out of 10, Exceptional, (206 reviews)
"We had an amazing time. Beautiful beach and the sunrises were spectacular. Annette cooked wonderful meals everyday. "
United States
Norma B.
The price is £152
includes taxes & fees
27 Apr - 28 Apr
VILLA BY THE SEA - Steps to the BEACH - CHEF services included
Smart TV, ping pong, books, stereo

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, (42 reviews)
"Excellent stay! Highly recommended!"
United States
Anirban N.
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Beach

Drax Hall Country Club's Sweet Escape

Drax Hall Country Club's Sweet Escape
St. Ann
10.0 out of 10, Exceptional, (10 reviews)
"Property was really nice private and quite "
United States
Deria W.
Drax Hall Country Club's Sweet Escape
On the beach

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, (112 reviews)
"Great staff, great location very comfortable rooms."
United States
hugh
House by the sea with a small sandy beach, pool and fantastic views
Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is £97
includes taxes & fees
28 Mar - 29 Mar
Bev Rosevilla
Beach nearby, white sand, beach shuttle, sun-loungers

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth
9.8 out of 10, Exceptional, (18 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is £152
includes taxes & fees
29 Mar - 30 Mar
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Traditional Cottage | Terrace/patio

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is £71
includes taxes & fees
1 Apr - 2 Apr
Sunshine Lodge- Your Home Away From Home
On the beach, sun-loungers, beach towels

Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town

Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town
St. Ann
10.0 out of 10, Exceptional, (119 reviews)
"The listing doesn't really do it justice. My friends and I spent 3 nights there for a birthday getaway / reunion. It was absolutely stunning. Each room was well appointed, there were lots of spaces to sit, relax and take in the natural beauty. The place was quiet. The staff was top notch and the chef is really talented. All throughout our stay, the hosts were responsive and friendly. They also provide recommendations for beauty and wellness providers so you never really have to leave the...
United States
Malaika P.
Exclusive Oceanfront Villa in Charming Jamaican North Coast Resort Town
Property grounds

Modern 2 Bedroom Apartment in Montego Bay with Spectacular views

Modern 2 Bedroom Apartment in Montego Bay with Spectacular views
Montego Bay
9.6 out of 10, Exceptional, (22 reviews)
"I had a truly wonderful stay at this property! From the moment I arrived, I was impressed by how clean, well-maintained, and thoughtfully prepared everything was. The space was not only spotless but also cozy and inviting—just what I needed for a relaxing stay."
United States
Debbie H.
Modern 2 Bedroom Apartment in Montego Bay with Spectacular views
1 bedroom, iron/ironing board, travel cot, free WiFi

Skyline Suites, A/C 15 mins from Airport

Skyline Suites, A/C 15 mins from Airport
Montego Bay
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and nice hosting "
United States
nessa a.
Skyline Suites, A/C 15 mins from Airport
Dining

New Quiet Gated Ocean View Home

New Quiet Gated Ocean View Home
Trelawny
10.0 out of 10, Exceptional, (14 reviews)
"Pleasant, friendly, welcoming…will stay again."
United States
Nageri G.
New Quiet Gated Ocean View Home
Exterior

Gated villa 10 min from airport, near Sandals & Riu

Gated villa 10 min from airport, near Sandals & Riu
Ironshore
10.0 out of 10, Exceptional, (1 review)
"We needed a space to host our Christmas dinner and this property was perfect. My family from kids to adults enjoyed the space and the feel of the property. The location was perfect, as it was walking distance from lots of shopping and activities. I would definitely recommend this property to other families and friends."
United States
Deborah R.
Gated villa 10 min from airport, near Sandals & Riu
Fridge, microwave, oven, stovetop

Paradise Found Luxury Villa, Beachfront Community 3BR, 3.5BA AC, TV in All Room

Paradise Found Luxury Villa, Beachfront Community 3BR, 3.5BA AC, TV in All Room
Plantation Village
10.0 out of 10, Exceptional, (2 reviews)
"The place is very clean and brand new. "
United States
Graham K.
Paradise Found Luxury Villa, Beachfront Community 3BR, 3.5BA AC, TV in All Room
Pool

Coastal Living, Sleep 4, Falmouth, Jamaica

Coastal Living, Sleep 4, Falmouth, Jamaica
Falmouth
8.0 out of 10, Very good, (1 review)
"Was ok"
United States
Dave E.
Coastal Living, Sleep 4, Falmouth, Jamaica
Exterior

House of Amour is a stunning 3 bed 2 bath fully ac villa in Drax Hall St Ann

House of Amour is a stunning 3 bed 2 bath fully ac villa in Drax Hall St Ann
Saint Ann
10.0 out of 10, Exceptional, (3 reviews)
"I stayed here during last year from oct to nov and i am soo glad i did the accommodation is excellent, gated an safe community with drive way parking which was perfect for us as we had a hired car.Our host was so communicative an better still as we were there during the hurricane period though it was not ideal weather an with the electricity cut he made sure we were safe checked on us daily and when we sadly had to leave belatedly due to cancellations etc he never charged us extra even...
United Kingdom
Jason F.
House of Amour is a stunning 3 bed 2 bath fully ac villa in Drax Hall St Ann
Outdoor pool

Drax Hall Country Club's Sweet Escape

Drax Hall Country Club's Sweet Escape
3.5 star property
Ocho Rios
8.0 out of 10, Very good, (3 reviews)
"The AC is not working there is only two beds, not three beds that was stated by the host!!! She had another guest at the house at 11am on us which is very unprofessional I rate it a 5 out of 10 "
United States
Samuel
The price is £118
includes taxes & fees
8 Apr - 9 Apr
Drax Hall Country Club's Sweet Escape
Pool

Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi

Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi
Reading
10.0 out of 10, Exceptional, (1 review)
"This property had beautiful views of the ocean, perfect to have your morning coffee. Spacious, nicely decorated and perfect for a stay close to Montego Bay. There was even a place to go ATV riding 5 minutes away! Owner and staff responded to any concerns in a timely manner. Definitely would stay again. "
United States
Sharifa
Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi
Interior

Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
St Ann’s Bay
6.0 out of 10, (2 reviews)
"The worst theres no kitchen they lied n said there was .. its not an apartment at all its more of a hostal someone lives downstairs... they ripped me off suggest no stay here this is a acam 100%"
Canada
Nerissa I.
The price is £94
includes taxes & fees
28 Mar - 29 Mar
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
Outdoor pool

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is £104
includes taxes & fees
7 Apr - 8 Apr
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Pool

Poolside Serenity Villa – Near MBJ Airport, Beach & Shopping

Poolside Serenity Villa – Near MBJ Airport, Beach & Shopping
Ironshore
The price is £306
includes taxes & fees
2 Apr - 3 Apr
Poolside Serenity Villa – Near MBJ Airport, Beach & Shopping
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 Reggae - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

10/10 Excellent
"my 10th time back !! I love RIU"
Renee 4-night trip
Posted less than an hour ago
Hotel Riu Reggae - Adults Only - 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 1032 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 £71 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
558
Accommodation
1032 Holiday Homes
Lowest Price
£71
Highest Price
£306

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