Book Holiday Homes in Trelawny

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Trelawny

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 St. James
When you stay at this vacation home in Montego Bay, you'll be on the beach, within a 15-minute drive of Rose Hall Great House and Doctor's Cave Beach.
Opens in a new windowHouse by the sea with a small sandy beach, pool and fantastic views
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Montego Bay St. James Parish
With a stay at this vacation home, you'll be centrally located in Montego Bay, within a 10-minute drive of Montego Bay Cruise Ship Terminal and Fairview Shopping ...
Opens in a new windowTropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home

4 out of 5
Belgrade Ave Montego Bay St. James Parish
The price is AU$121 per night from 1 Mar to 2 Mar
AU$121
1 Mar - 2 Mar
includes taxes & fees
Located in Montego Bay, Sunshine Lodge- Your Home Away From Home is by the ocean, a 1-minute drive from Greenwood Great House and 15 minutes from Rose Hall Great ...
Opens in a new windowSunshine Lodge- Your Home Away From Home
Save an average of 15% on thousands of hotels when you're signed in
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

4 out of 5
Stonebrook Falmouth Trelawny Parish
The price is AU$279 per night from 15 Feb to 16 Feb
AU$279
15 Feb - 16 Feb
includes taxes & fees
Located in Falmouth, Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach is in the mountains, a 3-minute drive from Martha Brae River and 6 minutes from Luminous ...
Opens in a new windowJhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Imperial Topaz At Richmond

Imperial Topaz At Richmond

3.5 out of 5
Fern Court, Richmond Estate, Priory St. Ann's Bay Saint Ann
When you stay at this vacation home in St. Ann's Bay, you'll be near the beach and within a 5-minute drive of Priory Beach.
Opens in a new windowImperial Topaz At Richmond
Nickels Garden Villas

Nickels Garden Villas

2.5 out of 5
203 Mahagony Crescent Montego Bay St. James Parish
Located in Montego Bay, this vacation home is in the entertainment district, a 3-minute drive from Rastafari Indigenous Village and 7 minutes from Bellefield ...
Opens in a new windowNickels Garden Villas
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 St. Ann
Located in Discovery Bay, this vacation home is on the beach, within a 5-minute walk of Discovery Bay United Church and Puerto Seco Beach Park.
Opens in a new windowLuxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
5 bed villa, gated community, private pool, fully staffed, private chauffeur

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

Montego Bay St James, Jamaica
With a stay at this vacation home, you'll be centrally located in Montego Bay, within a 15-minute drive of Doctor's Cave Beach and Freeport Peninsula.
Opens in a new window5 bed villa, gated community, private pool, fully staffed, private chauffeur
Charming 1-bedroom house with AC, WiFi in welcoming Falmouth

Charming 1-bedroom house with AC, WiFi in welcoming Falmouth

Falmouth Trelawny Parish
With a stay at this vacation home in Falmouth, you'll be within a 15-minute walk of Blue Waters Beach Club and Luminous Lagoon.
Opens in a new windowCharming 1-bedroom house with AC, WiFi in welcoming Falmouth
Don't see what you're looking for?
See all available properties in Trelawny
View all properties
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.

Trelawny Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Trelawny vacation homes are the perfect way for you to wing it.

Holiday houses in Trelawny let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Trelawny in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Trelawny adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Trelawny with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Trelawny vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Trelawny Holiday Homes essential information

Accommodation
1032 Holiday Homes
Lowest Price
AU$121
Highest Price
AU$738
Popular accommodation
House by the sea with a small sandy beach, pool and fantastic views, Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea, Sunshine Lodge- Your Home Away From Home, Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach, Imperial Topaz At Richmond, Nickels Garden Villas, Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa., 5 bed villa, gated community, private pool, fully staffed, private chauffeur, Charming 1-bedroom house with AC, WiFi in welcoming Falmouth

Top trending hotels in Trelawny

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Mountain Spring Bay, Coral Spring Falmouth
The price is AU$738 per night from 23 Feb to 24 Feb
AU$738
23 Feb - 24 Feb
includes taxes & fees
When you stay at Ocean Eden Bay - Adults Only - All inclusive in Falmouth, you'll be by the ocean, within a 5-minute drive of Burwood Beach and Luminous ...
Opens in a new windowOcean Eden Bay - Adults Only - All inclusive
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Mountain Spring Bay Falmouth 07
The price is AU$721 per night from 7 Mar to 8 Mar
AU$721
7 Mar - 8 Mar
includes taxes & fees
Located in Falmouth, Ocean Coral Spring - All Inclusive is by the ocean, within a 15-minute drive of Luminous Lagoon and Burwood Beach.
Opens in a new windowOcean Coral Spring - All Inclusive
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth Falmouth
With a stay at Hotel Riu Palace Aquarelle - All Inclusive in Falmouth, you'll be on the beach, just steps from Water Square and a 2-minute drive from Martha ...
Opens in a new windowHotel Riu Palace Aquarelle - All Inclusive
Save an average of 15% on thousands of hotels when you're signed in
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Peninsula Oyster Bay Falmouth
Located in Falmouth, Excellence Oyster Bay - Adults Only All Inclusive is by the ocean, within a 10-minute drive of Blue Waters Beach Club and Luminous ...
Opens in a new windowExcellence Oyster Bay - Adults Only All Inclusive
Don't see what you're looking for?
See all available properties in Trelawny
View all properties
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.

More ways to explore Trelawny

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.