Female tourist and tour guide sit on bamboo raft on Martha Brae River in Falmouth, Jamaica. Relaxing scenic ride through quiet countryside landscape under canopy of trees.

Vacation Homes in Trelawny

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Trelawny vacation homes

On the beach, sun loungers, beach towels

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, (209 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
Smart TV, stereo, computer monitors

The property I consists of s two bedrooms two bathrooms house located in a quiet and safe neighborhood located in bogue village.

The property I consists of s two bedrooms two bathrooms house located in a quiet and safe neighborhood located in bogue village.
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Awesome experience for a first time away. From transportation to local COVID-19 restrictions, the property owner and assistant never missed a beat. The hospitality was impeccable, would definitely love to visit again."
United States
Alexandria D.
The price is AED 551
AED 793 total
includes taxes & fees
16 Jun - 17 Jun
The property I consists of s two bedrooms two bathrooms house located in a quiet and safe neighborhood located in bogue village.
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 Historic Town Centre
9.8 out of 10, Exceptional, (20 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 AED 290
AED 860 total
includes taxes & fees
23 Jun - 24 Jun
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
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 AED 314
AED 475 total
includes taxes & fees
16 Jun - 17 Jun
Bev Rosevilla
Outdoor pool

Imperial Topaz At Richmond

Imperial Topaz At Richmond
3.5 star property
St. Ann's Bay
9.2 out of 10, Wonderful, (5 reviews)
"Nice upscale property with very comfortable accommodations. "
United States
Rashon
Imperial Topaz At Richmond
Exterior

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
9.6 out of 10, Exceptional, (15 reviews)
"We loved our stay and would stay here again. We had some very minor water issues that resolved. The only thing I would recommend is more beach towels but there is laundry onsite and we washed our towels."
United States
Bridgette S.
Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.
Smart TV

Ubuntu De La Villa

Ubuntu De La Villa
Ocho Rios
10.0 out of 10, Exceptional, (13 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
Smart TV, table tennis, 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, (45 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.
Outdoor pool

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, (97 reviews)
"Chef and staff were wonderful!"
United States
Rachelle R.
5 bed villa, gated community, private pool, fully staffed, private chauffeur
Traditional Cottage | Terrace/patio

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.0 out of 10, Good, (4 reviews)
"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."
United States
Ana Cristina
The price is AED 212
AED 269 total
includes taxes & fees
16 Jun - 17 Jun
Sunshine Lodge- Your Home Away From Home
Pool

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

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.0 out of 10, Wonderful, (10 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is AED 436
AED 663 total
includes taxes & fees
16 Jun - 17 Jun
This is a three bedrooms three bathrooms house that is fully furnihsed
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, (23 reviews)
"The stay was nice. Great view from villa."
United States
Shae W.
Modern 2 Bedroom Apartment in Montego Bay with Spectacular views
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, (3 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
Beach

Drax Hall Country Club's Sweet Escape

Drax Hall Country Club's Sweet Escape
St. Ann
10.0 out of 10, Exceptional, (11 reviews)
"Property was really nice private and quite "
United States
Deria W.
Drax Hall Country Club's Sweet Escape
Dining

New Quiet Gated Ocean View Home

New Quiet Gated Ocean View Home
Falmouth Historic Town Centre
10.0 out of 10, Exceptional, (15 reviews)
"I will strongly recommend, very clean and welcoming items was presented at the property. Will definitely booked again! One of the best."
United States
STEDMAN
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
Terrace/patio

Luxurious Home

Luxurious Home
Draxhall
10.0 out of 10, Exceptional, (2 reviews)
"Very nice ,would stay here again, the host was friendly "
United States
Natesha
Luxurious Home
Fridge, microwave, stovetop, coffee/tea maker

Bay Bliss Retreat home in Ironshore, Montego Bay, less than 10 mins to airport.

Bay Bliss Retreat home in Ironshore, Montego Bay, less than 10 mins to airport.
Ironshore
Bay Bliss Retreat home in Ironshore, Montego Bay, less than 10 mins to airport.
Smart TV, stereo

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 AED 264
AED 845 total
includes taxes & fees
17 Jun - 18 Jun
Edmund Ridge Estate Home Rental
Shower, hair dryer, towels, toilet paper

Cozy 2-bedroom house in superb Montego Bay with AC/Gated community/24H security

Cozy 2-bedroom house in superb Montego Bay with AC/Gated community/24H security
Montego Bay
Cozy 2-bedroom house in superb Montego Bay with AC/Gated community/24H security
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.
View all properties
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

Bahia Principe Escape Runaway Bay - All Inclusive

Bahia Principe Escape Runaway Bay - All Inclusive

8/10 Good
"W"
Tiffany 7-night trip
Posted 1 hour ago
Bahia Principe Escape Runaway Bay - All Inclusive