Top Villas in Trelawny in 2026

A river with a bamboo raft carrying two people, surrounded by dense green foliage.

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Our top choices for Trelawny villas

A covered pool area with a view of a swimming pool, lounge chairs, and a pool table.

1. Casa Maurice Ocho Rios Villa

St. Ann's Bay

2. Coolshade Villas - Richmond Estate

St. Ann's Bay

Robert

SAR 1,111 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with blue lounge chairs and palm trees.

3. Ocho Rios Villas at Coolshade II

St. Ann's Bay

Shyshy

4. Drax Hall Country Club 2 Bed Villa

Ocho Rios

"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...

Noddia

A spacious living area with a view of the ocean, a pool, and outdoor furniture.

5. SeaEsta - Exclusive Luxury Beachfront Villa with Chef, Housekeeper and Butler

Rio Bueno

Jessica S.

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

6. Hospitality Expert Eden

Montego Bay

SAR 1,987 total

includes taxes & fees

5 Nov - 6 Nov

A view through a wooden-framed door into a swimming pool area with lounge chairs and a clear sky.

7. Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY

Rio Bueno

Patrick S.

A building with a tiled patio, a covered entrance, and a view of the surrounding landscape.

8. Casa Princess Ocho Rios Vacation Villa

Ocho Rios

TRUDY ANN

A swimming pool with a view of the ocean, a wooden deck, and outdoor furniture.

9. Luxury Beach House with Private Chef and Butler Service

St. Ann

Shirlene C.

A modern house with a swimming pool, outdoor seating, and a staircase leading to a second floor.

10. Simmerdown Villa is a spacious modern 4 bedroom house within a gated community

Duncans

Dana M.

A two-story house with a stone pathway leading to the entrance, surrounded by lush greenery and palm trees.

11. 5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler

Montego Bay

Robbin C.

A rectangular swimming pool with a wooden gazebo in the center, surrounded by lounge chairs, and a beach view in the background.

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

Discovery Bay

April C.

A clear blue infinity pool with a hot tub, surrounded by palm trees and a white gazebo.

13. Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Montego Bay,

Laura S.

An aerial view of a coastal residential area with houses, a swimming pool, and a rocky shoreline.

14. Archer's Rock-Luxurious Ocean front cottage at Chukka Cove w/Private Plunge Pool

Laughlands

"Our stay in Jamaica through Vrbo was absolutely incredible and exceeded every expectation! The home was beautiful, comfortable, and perfectly located, but what truly made this vacation unforgettable was the amazing hospitality and the incredible meals prepared by our cook, Carleen.Carleen made some of the best food we have ever had in Jamaica. Every meal was fresh, flavorful, and prepared with so much care. If you stay here, do yourself a favor and ask for her famous mackerel rundown—it was...

Marcus M.

A poolside view with a sunset over the ocean, surrounded by lush greenery.

15. Award-winning villa with private beachfront and pool

Culloden White House

Andrew R.

A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean.

16. OCEANVIEW LUX 5BR VILLA 180 VIEWS POOL, BEACH/GOLF HALF MOON RESORT MEMBERSHIP

Montego Bay

Robert A.

A coastal property with multiple houses, a swimming pool, and a view of the ocean.

17. Half Hill 1BR

Montego Bay

Nye

SAR 757 total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a tiled roof, a front door, and a small garden with various plants and a palm tree.

18. Villa at The Palms

St. Ann's Bay

Michelle

SAR 1,124 total

includes taxes & fees

15 Oct - 16 Oct

19. Luxury 4-Bedroom villa

St. Ann's Bay

20. Breathtaking View Villa

Falmouth

Deena

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Top Trelawny Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Located on a beautiful, white-sand beach with calm waters"

Hotel Riu Ocho Rios - All Inclusive

8/10 Good

"Rooms serviced daily, however not always swept or mopped. General site spotless staff worked tirelessly to clean up or restock after guests. Lovely grounds . Pools beach always well maintained lots of places to relax and take in the ambiance. Activity team always very engaging. My 1 wish would be the access for wheelchair users or people supporting a wheelchair user. To be make less hazardous two ramps to enter the lobby area. From the road to the pavement needs to be leveled off and the ramp to access the building needs to have some sort of guard at the end. It is more noticeable the steep angle when using the ramp to leave the building. General accessibility is good."

SeaGarden Beach Resort - All Inclusive

10/10 Excellent

"We had a lovely time at Sea Garden Resort. The food was amazing, we got to try the local dishes served jn the buffet. Every single staff we came across were really friendly and made sure we were taken care of well. The beach was lovely as well as the entertainment. Over all we had a wonderful holiday at this resort."

Frequently asked questions

How much do villas in Trelawny cost?

Rates for villas in Trelawny range between SAR 757 and SAR 1,987 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 9.4, 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 535 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trelawny villas

1. Casa Maurice Ocho Rios Villa

2. Coolshade Villas - Richmond Estate

3. Ocho Rios Villas at Coolshade II

4. Drax Hall Country Club 2 Bed Villa

5. SeaEsta - Exclusive Luxury Beachfront Villa with Chef, Housekeeper and Butler

6. Hospitality Expert Eden

7. Villa FANTASY - ON PRIVATE BEACH IN A GATED COMMUNITY

8. Casa Princess Ocho Rios Vacation Villa

9. Luxury Beach House with Private Chef and Butler Service

10. Simmerdown Villa is a spacious modern 4 bedroom house within a gated community

11. 5‑Bedroom Luxury Villa – Ocean View, Infinity Pool, Private Gym, Chef & Butler

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

13. Allamanda Villa- Tryall Resort Membership- van/driver- nanny

14. Archer's Rock-Luxurious Ocean front cottage at Chukka Cove w/Private Plunge Pool

15. Award-winning villa with private beachfront and pool

16. OCEANVIEW LUX 5BR VILLA 180 VIEWS POOL, BEACH/GOLF HALF MOON RESORT MEMBERSHIP

17. Half Hill 1BR

18. Villa at The Palms

19. Luxury 4-Bedroom villa

20. Breathtaking View Villa

Find vacation rentals that suit your style

Top Trelawny Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Hotel Riu Ocho Rios - All Inclusive

Deja Resort All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

SeaGarden Beach Resort - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

Iberostar Waves Rose Hall Beach - All Inclusive

Toby's Resort

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