Villas in Trelawny

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Top cities in Trelawny

A waterfront promenade with a large white building with a red roof, a pier extending into the water, and a distant mountain range.
Hotels

Falmouth

Falmouth

Find vacation rentals that suit your style

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Villas
Villas
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Apartments
Apartments

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Trelawny villas

Exterior

1. Coolshade Villas - Richmond Estate

Coolshade Villas - Richmond Estate
2.0 star property
St. Ann's Bay
7.0 out of 10, Good, (4 reviews)
"Convenient location to restaurants, beach and major tourists attractions. Quiet and secure community."
United States
Robert
The price is SAR 338
SAR 1,045 total
includes taxes & fees
6 Nov - 7 Nov
Coolshade Villas - Richmond Estate
A pool area with lounge chairs and umbrellas, overlooking a clear blue sky and ocean view.

2. 5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler

5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler
Montego Bay
10.0 out of 10, Exceptional, (81 reviews)
"Host and staff extremely friendly and accommodating. Beautiful property. I will definitely visit again. "
United States
Robbin C.
5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler
A swimming pool with blue lounge chairs and palm trees.

3. Ocho Rios Villas at Coolshade II

Ocho Rios Villas at Coolshade II
3.0 star property
St. Ann's Bay
9.4 out of 10, Exceptional, (18 reviews)
"We had a fantastic stay at Cool Shade. We were two minutes away from the pool and enjoyed the backyard oasis. We definitely will be coming back!!! "
Canada
Shyshy
Ocho Rios Villas at Coolshade II
Property entrance

4. Drax Hall Country Club 2 Bed Villa

Drax Hall Country Club 2 Bed Villa
3.0 star property
Ocho Rios
2.0 out of 10, (2 reviews)
"The property manager was horrible, she was very aggressive when communicating. She tried to take my deposit for a broken lock that I have never touched. Very poor communication, I felt like I was in prison, because I wasn’t allowed to take visitors on her property. The housekeepers were more friendly and nice. I was warned by others never to rent that property again. It was just a horrible stay, the beds were very hard and worn out. It’s like you sleeping on a piece of board. The community it’s...
United States
Noddia
Drax Hall Country Club 2 Bed Villa
A two-story building with a balcony, a circular structure with steps, and a well-maintained lawn.

5. Island Breeze Villa 1 night free after 7 nights within 2026-2028.

Island Breeze Villa 1 night free after 7 nights within 2026-2028.
Ironshore
9.8 out of 10, Exceptional, (111 reviews)
"The property was great, of course, but the big shout out goes to the STAFF! Ann Marie and Glenn were very welcoming, accommodating, and attentive to my group's every need! We would definitely book this property again, if available!"
United States
Tracy B.
Island Breeze Villa 1 night free after 7 nights within 2026-2028.
A bedroom with a wooden bed, two bedside tables, a nightstand, a red and white striped curtain, and a red wall.

6. Casa Princess Ocho Rios Vacation Villa

Casa Princess Ocho Rios Vacation Villa
3.5 star property
Ocho Rios
9.6 out of 10, Exceptional, (70 reviews)
"Beautiful, safe community and spacious property. Softer pillows would make it excellent"
United States
TRUDY ANN
Casa Princess Ocho Rios Vacation Villa
A rectangular swimming pool with a wooden gazebo in the center, surrounded by lounge chairs, and a beach view in the background.

7. Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.

Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
Discovery Bay
9.4 out of 10, Exceptional, (89 reviews)
"My family thoroughly enjoyed our stay! We frequently visit Jamaica and this villa is top notch! From the staff to the views, it was awesome! Highly recommend!"
United States
April C.
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
A pool area with clear blue water, lounge chairs, and a view of the sea.

8. Beachfront Villa, Staff, Boat, Pool, Tennis, Gated

Beachfront Villa, Staff, Boat, Pool, Tennis, Gated
Montego Bay
10.0 out of 10, Exceptional, (225 reviews)
"Absolutely amazing staff! The house is very clean and set up to be very comfortable for five couples or for large families. "
United States
Lisa M.
Beachfront Villa, Staff, Boat, Pool, Tennis, Gated
A pool area with a view of the sea, lounge chairs, and a pergola.

9. Sandpebbles - Private Beachfront Villa with Pool, Cook, Butler and Housekeeper

Sandpebbles - Private Beachfront Villa with Pool, Cook, Butler and Housekeeper
Rio Bueno, St. Ann
9.8 out of 10, Exceptional, (134 reviews)
"Great staff, comfortable home, great food"
United States
Greg H.
Sandpebbles - Private Beachfront Villa with Pool, Cook, Butler and Housekeeper
A coastal property with multiple houses, a swimming pool, and a view of the ocean.

10. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to the airport about 10 minutes without traffic. Villas was clean and exactly as shown. On-site staff was attentive and very responsive, so was the entire hospitality expert team. Would stay again."
United States
Nye
The price is SAR 492
SAR 757 total
includes taxes & fees
11 Nov - 12 Nov
Half Hill 1BR
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 reviews in Trelawny

A poolside area with blue lounge chairs and umbrellas, a stone patio, and a view of the ocean.
Hospitality Expert Eden

Hospitality Expert Eden

Hospitality Expert Eden
Montego Bay

10/10 Excellent

I don’t normally do reviews but I had to share my experience here. First, I booked and arrived in the same afternoon and everything was ready to go before I arrived. The place is beautiful and I liked having a pool to relax and cool off. I also had access to the beach below. I was blown away by the view of the ocean and the entire experience was so awesome I wanted to extend my stay but the next weeks were seemingly booked. They have a private chef who created an amazing meal last minute. I...
United States
Nicholas
Reviewed August 8, 2023
Hospitality Expert Eden

Frequently Asked Questions

How much do villas in Trelawny cost?

Rates for villas in Trelawny range between SAR 220 and SAR 2,999 per night. No matter your budget, you can find someplace that suits your needs with Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best villas in Trelawny?

There are multiple villas in Trelawny with a total average guest review rating of 0, so you're sure to find the ideal place. Basing yourself in Falmouth? Take a look at Completely Renovated Villa On The Carribean Seaside. This popular 3.5-star villa comes with a barbecue grill and an ocean view. Breathtaking View Villa is also a hit with many travelers. A cafe and a yard are a couple of the amenities you'll find at this 3-star option in Falmouth.

How many villas are there in Trelawny?

Browse our villas in Trelawny and then reserve your favorite. Whether you're organizing a vacation with all the family or kicking it with friends, your perfect stay is just clicks away.

Are there any 5-star villas in Trelawny?

While you won't find 5-star villas in Trelawny, there are still chic properties to select from. Falmouth on your list of places to visit? Red Fox By The Sea, Silver Sands is a 4-star retreat that has a swimming pool and a separate dining area. Honeycombe Villa By Jamaican Treasures is another top pick in Falmouth. Also rated 4 stars and featuring a swimming pool and a separate sitting area, it'll feel like your home away from home.

Why book your villa in Trelawny with Expedia?

We think arranging a vacation should be hassle-free, so if you're in search of villas at an affordable price, Expedia has you covered. Stick to the budget and pick an all-inclusive stay, or book a luxury villa to spoil the ones you love most. Use our convenient search filters to find a property in Trelawny that matches your needs.

How can I find cheap villas in Trelawny?

With Expedia's filter tool, sourcing cheap villas in Trelawny is easy. To discover options that give you the most bang for your buck, refine your search results by star rating, amenities and budget.