Trelawny Holiday Homes from £44: Search Holiday Homes in Trelawny

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Trelawny holiday homes

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.

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

St. Ann

Jenifer R.

A resort with a large swimming pool, multiple overwater bungalows, and a clear blue sky.

2. Richmond Villa Rental Management

Ocho Rios

Lucien

A swimming pool with lounge chairs and a covered patio area.

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

Florence Hall

A large house with a swimming pool, multiple rooms, and a covered outdoor area.

4. 4 king ensuite bedroom, guest bed, gated community, private pool, fully staffed.

Montego Bay

Peter M.

A person relaxing by a pool with a clear view of the water and greenery in the background.

5. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Falmouth Historic Town Centre

Marcia

includes taxes & fees

14 Nov - 15 Nov

A swimming pool with lounge chairs and a signboard.

6. This is a three bedrooms three bathrooms house that is fully furnihsed

Florence Hall

Ava

includes taxes & fees

13 Nov - 14 Nov

A room with a view of the ocean through a large window.

7. Sunshine Lodge- Your Home Away From Home

Montego Bay

"Very cool place to stay. Very few minor issues, communication was great. Any real issue we had was not reflective on the property, if you ever drove in Jamaica roads are a little bit rough and the one going up to the property is a little rough but not impossible by any means. The view is amazing the place is clean and the AC in the bedroom works amazing. We had an issue with the gas for the stove, but that might have been more of a user issue than anything else. Everything else worked out fine."

DUSTIN

includes taxes & fees

12 Nov - 13 Nov

A view of a garden with a white fence, a blue gate, and a view of the ocean.

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

duncans bay

JESSICA C.

A luxurious room with a large window overlooking a pool and the ocean. There is a white sofa with colorful cushions and a wooden coffee table in the center.

9. Silent Waters Villa - 9BR/7BTH estate - ocean and river views - fully staffed

Montego Bay

Amie P.

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.

10. Ubuntu De La Villa

Ocho Rios

Callett

A round table with two chairs and a vase of flowers on a wooden deck with a view of the sea.

11. Firefly cottage with Ocean view

Cave District

Rick B.

includes taxes & fees

20 Nov - 21 Nov

A large house with a swimming pool surrounded by palm trees.

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

Mammee Bay Estates

Ryan W.

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!

Providence Heights

"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."

Amanda H.

A residential area with multiple houses, paved driveways, and well-maintained gardens.

14. Ocho Rios Villa Azul at Coolshade XIII

St. Ann's Bay

"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...

Patrice

An outdoor patio with a wooden table and chairs, a covered seating area, and a hanging light fixture.

15. Luxurious Home

Draxhall

Natesha

A modern bedroom with a large bed, two bedside tables, a dresser, and a large mirror.

16. Gated Community Paradise & Taxi- Trelawny

Florence Hall

Naya

A swimming pool with clear water, surrounded by modern buildings and palm trees.

17. Solara Blu Villa House A in Montego Bay

Montego Bay

A covered outdoor area with a tiled floor, potted plants, and a white railing.

18. Perfect group stay in the heart of Montego Bay. 10 mins from beach

Montego Bay

A spacious living room with a large flat-screen TV, a sofa, two round coffee tables, and a kitchen in the background.

19. Edmund Ridge Estate Home Rental

Rose Hall

Concetta B.

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with a wooden deck, lounge chairs, and a view of mountains.

20. Ocho Rios Villa at Coolshade III

St. Ann's Bay

Courtney

View all properties

Find holiday rentals that suit your style

Villas

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Trelawny Hotel Reviews

Hotel 39 Jamaica

10/10 Excellent

"Honestly the pictures does not do the rooms Justice. The room was clean and tidy. I wanted some quiet time and that's what I got. Very peaceful. Breakfast was good, A\C jumping. I couldn't figure out how to use their TV to watch a movie though but other than that, it was a good stay."

Ocean Eden Bay - Adults Only - All inclusive

10/10 Excellent

"When you see pictures on the internet, you expect that they were touched up and made to look better then they really are. That is not the case with this resort. We have traveled and stayed at a few of the H10 resorts. This is the best trip we have ever been on. The staff were very friendly and accommodating. The food was great, with local cuisine and something for everyone. The beaches were beautiful and clean. The resort itself was well maintained and clean."

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 646 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 £44 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	199
Accommodation	646 Holiday Homes
Lowest Price	£44
Highest Price	£183

Holiday Homes in Trelawny

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trelawny holiday homes

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

2. Richmond Villa Rental Management

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

4. 4 king ensuite bedroom, guest bed, gated community, private pool, fully staffed.

5. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

6. This is a three bedrooms three bathrooms house that is fully furnihsed

7. Sunshine Lodge- Your Home Away From Home

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

9. Silent Waters Villa - 9BR/7BTH estate - ocean and river views - fully staffed

10. Ubuntu De La Villa

11. Firefly cottage with Ocean view

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

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

14. Ocho Rios Villa Azul at Coolshade XIII

15. Luxurious Home

16. Gated Community Paradise & Taxi- Trelawny

17. Solara Blu Villa House A in Montego Bay

18. Perfect group stay in the heart of Montego Bay. 10 mins from beach

19. Edmund Ridge Estate Home Rental

20. Ocho Rios Villa at Coolshade III

Find holiday rentals that suit your style

Top Trelawny Hotel Reviews

Hotel 39 Jamaica

Find out more about Trelawny

Trelawny Holiday Homes: Find the Perfect Place

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

How many holiday homes are available for rent in Trelawny?

How much is a holiday home in Trelawny?

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

Why should I book a holiday home in Trelawny?

What amenities are available in a private holiday home?

Why should I book a holiday home with Expedia?

What are the cancellation and flexibility options?

Trelawny Holiday Homes information

Explore a world of travel with Expedia