Search Holiday Rentals in Trelawny

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Our top choices for Trelawny holiday rentals

Apartment in Falmouth

Villa Jamaica
3.0 star property
9.8 out of 10, Exceptional, (16)
"The property was very nice with all the amenities. "
United States
Tiara
The price is 1.910.771 ₫
4.195.578 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Jamaica
4.0 star property
9.8 out of 10, Exceptional, (18)
"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 1.185.191 ₫
5.138.501 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Aparthotel in Runaway Bay

Pipers Cove - Runaway Bay
3.0 star property
8.2 out of 10, Very good, (46)
"Place was in good condition 💯"
United States
Jovan
The price is 3.548.475 ₫
4.816.726 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Pipers Cove - Runaway Bay
3.5 star property
8.8 out of 10, Excellent, (25)
"Felt like home away from home."
United States
paul
The price is 3.950.635 ₫
5.883.765 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Nianna Coral Bay Splendid Townhouse- 4

Villa in Mandeville

Mountain Top Villa
3.5 star property
8.4 out of 10, Very good, (24)
"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"
United Kingdom
Daniel
Mountain Top Villa

Holiday Home in Runaway Bay

Gorgeous Hideout
3.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very on top on things great safe area "
United States
Kevin
Gorgeous Hideout

Apartment in Montego Bay

Claudeville Condo
3.0 star property
8.6 out of 10, Excellent, (22)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo

Aparthotel in Montego Bay

Nianna Coral Bay Gorgeous Townhouse 2
3.5 star property
8.8 out of 10, Excellent, (8)
"Easy to access location. Also loved having laundry facilities available and secured parking."
United States
Sedrick
The price is 3.890.180 ₫
5.814.242 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Nianna Coral Bay Gorgeous Townhouse 2
3.5 star property
8.4 out of 10, Very good, (84)
"Beautiful, safe community and spacious property. Softer pillows would make it excellent"
United States
TRUDY ANN
The price is 4.237.447 ₫
7.871.146 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Casa Princess Ocho Rios Vacation Villa

Apartment in Hip Strip

Montego Bay Club Apartments
4.0 star property
7.4 out of 10, Good, (45)
"The room was well equipped, bed was comfortable and close to everything. We'll definitely be back. "
United States
niesha
Montego Bay Club Apartments
2.0 star property
The price is 3.549.420 ₫
6.080.025 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Coolshade Villas - Richmond Estate
3.5 star property
8.6 out of 10, Excellent, (13)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is 4.075.260 ₫
6.027.441 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Nianna Coral Bay Luxurious Townhouse- 3

Villa in St. Ann's Bay

The Crest - Serenity Oasis Villa
2.0 star property
The price is 8.281.980 ₫
11.496.177 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
The Crest - Serenity Oasis Villa

Holiday Home in Rhyne Park Village

Bev Rosevilla
2.5 star property
The price is 1.656.396 ₫
2.719.907 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Bev Rosevilla

Aparthotel in Montego Bay

Nianna Coral Bay Deluxe Townhouse 1
3.5 star property
8.6 out of 10, Excellent, (13)
"The property was suited for our family of 5 with excellent staff."
Canada
Francina
The price is 4.075.260 ₫
6.027.441 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Nianna Coral Bay Deluxe Townhouse 1

Apartment in Ironshore

Lawrence Pool House
3.5 star property
7.0 out of 10, Good, (62)
"If the pool was able to use then the stay would be much better "
United States
Rayon
The price is 1.655.955 ₫
2.373.535 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Lawrence Pool House

Villa in Montego Bay

Nianna Eden
4.0 star property
8.4 out of 10, Very good, (5)
"Communication is Excellent. House is beautiful. I will be back. "
United States
Shauntia
Nianna Eden

Aparthotel in Montego Bay

Nianna Luxurious Villa
3.5 star property
8.8 out of 10, Excellent, (5)
"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....
United States
William
The price is 5.335.855 ₫
8.133.894 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Nianna Luxurious Villa

Villa in St. Ann's Bay

123 Drax Hall Country Club Villa
5.0 star property
6.6 out of 10, (7)
"Owner is amazing.. "
United States
Bobbi
The price is 1.892.520 ₫
4.042.633 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
123 Drax Hall Country Club Villa
10.0 out of 10, Exceptional, (1)
"Awesome experience, flight got canceled until the next day, Booked the home they coordinated with the driver and the caretaker of the home and made everything seamless from the Airport to the home and back to the Airport the next morning. First-class experience"
United States
Keith
The price is 8.489.529 ₫
17.678.540 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Yancey Largo Villa Perfect Jamaica Ironshore Getaway w Private Pool and Onsite Staff Services by RedAwning
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