Vacation Homes in Trelawny

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Top Cities in Trelawny

Montego Bay featuring a river or creek and watersports as well as a small group of people
Vacation HomesVacation Homes

Falmouth

Falmouth
Rio Bueno River, Jamaica -- swing from a rope swing on this adventures excursion, either floating down the river in a tube, rafting, or holding onto a body board. P.S., the Jamaican pronunciation of the river is an odd English-bastardization of the Spanish: "Rye-O, Bueeno." #Jamaica #travel #adventure #outdoor
Vacation HomesVacation Homes

Rio Bueno

Rio Bueno

Vacation Homes in Trelawny

On the beach
House by the sea with a small sandy beach, pool and fantastic views

Vacation Home in Ironshore Estate

9.6 out of 10, Exceptional, (111)
"Great location, great space, great view, great hosts!"
United States
Matthew B.
House by the sea with a small sandy beach, pool and fantastic views
Property grounds
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Vacation Home in Montego Bay

9.6 out of 10, Exceptional, (22)
"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.
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
Land view from property
Sunshine Lodge- Your Home Away From Home

Vacation Home in Montego Bay

4.0 star property
7.4 out of 10, Good, (3)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
Sunshine Lodge- Your Home Away From Home
Outdoor pool, open 7:00 AM to 9:00 PM, sun loungers
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Vacation Home in Falmouth

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 AED 166
AED 718 total
includes taxes & fees
15 Dec - 16 Dec
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool
Imperial Topaz At Richmond

Vacation Home in St. Ann's Bay

3.5 star property
9.0 out of 10, Wonderful, (4)
"Nice upscale property with very comfortable accommodations. "
United States
Rashon
Imperial Topaz At Richmond
Elite Room, 2 Bedrooms, Garden View, Garden Area | View from room
Nickels Garden Villas

Vacation Home in Montego Bay

2.5 star property
8.8 out of 10, Excellent, (12)
"Love the safety aspect, our recommend driver Miss Marlene 👍 was the best, Andrew was always responsive whenever we need anything. We felt right at home. Mom loved watching African Movies on YouTube, wifi worked great, would definitely book the place again "
Canada
Miriam
Nickels Garden Villas
6 bedrooms, in-room safe, iron/ironing board, travel crib
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Vacation Home in St. Ann

9.6 out of 10, Exceptional, (40)
"the house was nice and had everything we needed. staff was amazing they really made the difference. we would go back for sure "
Canada
blake k.
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.
Beach
5 bed villa, gated community, private pool, fully staffed, private chauffeur

Vacation Home in Montego Bay

10.0 out of 10, Exceptional, (94)
"Clean, stay was great!"
United States
Bryan Y.
5 bed villa, gated community, private pool, fully staffed, private chauffeur
Beach
Charming 1-bedroom house with AC, WiFi in welcoming Falmouth

Vacation Home in Falmouth

10.0 out of 10, Exceptional, (5)
"Once again we enjoyed our stay it was just like being at home."
United States
Crystal H.
Charming 1-bedroom house with AC, WiFi in welcoming Falmouth
Beach
Luxury 3BR Villa w/ Private Pool,Fast Wifi - Near 876 Beach Club Relax in Style!

Vacation Home in Coral Spring

10.0 out of 10, Exceptional, (2)
"Our stay at Coral House was nothing short of perfect. From the moment we arrived, it felt like a true home away from home. The house is beautifully maintained - spacious, comfortable, safe, and full of charm. Every detail has been thoughtfully considered, creating a warm and welcoming environment that made our entire family feel right at ease.The private pool was a highlight for both the kids and adults - clean, refreshing, and perfect for making memories together. Whether we were swimming under...
United States
Sharon S.
Luxury 3BR Villa w/ Private Pool,Fast Wifi - Near 876 Beach Club Relax in Style!
Property grounds
NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi

Vacation Home in Rose Hall

8.0 out of 10, Very Good, (4)
"We wanted to stay somewhere nice and quiet. It was exactly what we needed. "
Canada
Concetta B.
NEW LISTING! Charming 2-bedroom house in marvelous St.Bran's Burg with AC, WiFi
Exterior
Spacious building in delightful Montego Bay with AC, WiFi

Vacation Home in Montego Bay

2.0 star property
6.0 out of 10, (2)
"I love the place it near the airport beach downtown quiet spacious every thing is good about that place"
United States
Byron G.
The price is AED 356
AED 558 total
includes taxes & fees
1 Jan - 2 January 2026
Spacious building in delightful Montego Bay with AC, WiFi
Interior
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory

Vacation Home in St Ann’s Bay

6.0 out of 10, (2)
"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 AED 98
AED 445 total
includes taxes & fees
9 Dec - 10 Dec
Bamboo Breeze Inn Vacation Home Rental, 5 miles up the hill from coastal Priory
Outdoor pool
The Retreat at Martha Brae, - 4, Trelawny

Vacation Home in Martha Brae

10.0 out of 10, Exceptional, (2)
"We had a great time here! Beautiful house with spacious rooms. Wonderful view of the Martha Brae River. Shout out to Rose and Ricky for their amazing hospitality. Already planning our 2nd trip!"
United States
Elizabeth S.
The Retreat at Martha Brae, - 4, Trelawny
Pool
Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi

Vacation Home in Reading

10.0 out of 10, Exceptional, (1)
"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
Pool
Crown Royal Villas, Priory

Vacation Home in St Ann

9.0 out of 10, Wonderful, (43)
"Great place for a family stay. "
United States
Lionel
Crown Royal Villas, Priory
Pool
Coastal Living, Sleep 4, Falmouth, Jamaica

Vacation Home in Falmouth

8.0 out of 10, Very Good, (1)
"Was ok"
United States
Dave E.
Coastal Living, Sleep 4, Falmouth, Jamaica
Outdoor pool, a heated pool
Nautical Homes 2, Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony

Vacation Home in Montego Bay, St. James

10.0 out of 10, Exceptional, (9)
"Very clean. Bed is amazing and comfortable. Quiet neighborhood. Close to Montego Bay amenities. Loved the backyard patio and upstairs patio. Fully stocked kitchen. Would definitely stay here again. P.s the hot tubs were not available at this property, but full access to the pool was"
United States
Lyndsay P.
Nautical Homes 2, Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony
Terrace/patio
Palms Paradise Drax Hall

Vacation Home in St Ann's Bay

7.6 out of 10, Good, (5)
"This was a safe location, professional security at the Gated community. Had all the convenience of home. A/C, washing machine, cable TV (I was able to watch the Olympics). The bedrooms were as advertised. "
United States
Kevin M.
The price is AED 466
AED 940 total
includes taxes & fees
20 Dec - 21 Dec
Palms Paradise Drax Hall
Outdoor pool
Villa Cocomo Tranquility and Peace

Vacation Home in Drax Hall

10.0 out of 10, Exceptional, (2)
"The property was well kept and clean. Felt like home away from home. "
United States
Paulette
Villa Cocomo Tranquility and Peace
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 Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"Lovely property, just wish they had more Jamaican style desserts and more fruit at the buffet. "
Kimroy 3-night trip
Posted 4 days ago
Hotel Riu Montego Bay - Adults Only - All Inclusive