Trelawny Holiday Rentals

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Top Holiday Rentals Destinations in Trelawny

Outdoor pool
Vacae876
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great Communication with Host went over and beyond to make my stay comfortable. Safe area gated Community.i Will return again"
Vacae876
Outdoor pool
Beautiful well apointed villa with excellent staff and magnificent sea views
10.0 out of 10, Exceptional, (35)
"Celebrated my Mom's 70th birthday and it was perfect! The only thing I would suggest is adding to the posting that food is additional and not part of staff cost as well as suggested 15% gratuity based on price of rental so people know up front prior to booking."
Beautiful well apointed villa with excellent staff and magnificent sea views
An infinity pool, a heated pool
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
10.0 out of 10, Exceptional, (54)
"For some of us, this was our second time staying at the villa. We loved it some much we brought a bigger group on this trip. In a group of ten we all felt comfortable, with many nooks along the property, there’s plenty of space for alone time and group activities. Most used were the beautiful infinity pool and patio area. Ginger, Sheldon and Felecia made sure we had everything we needed and treated us with so much care during our stay. Each meal was fantastic and topic of conversation, thank you...
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
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Outdoor pool
Montego Bay Ironshore Luxury Studios
3.0 star property
10.0 out of 10, Exceptional, (5)
"Was amazing will definitely come back and tell everyone I can "
The price is NZ$132
includes taxes & fees
19 May - 20 May
Montego Bay Ironshore Luxury Studios
Pool
Villa Maria montego Bay
10.0 out of 10, Exceptional, (70)
"The property is beautiful, very clean and the staff are awesome! We wanted to brin Chevy, Shelly and Chef home with us! One love! My granddaughter wanted to stay forever. She made sand castles on the beach and lived in the pool. Marco kept the grounds very clean and the pool. The owner was so easy to communicate with and always responded to ALL my questions promptly. We would definitely stay again and recommend to others. Thank you all for everything ♥️"
Villa Maria montego Bay
Pool
Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 3&4 room rates
10.0 out of 10, Exceptional, (104)
"The villa was amazing with a very beautiful view of the ocean with a cliff, live corals, beautiful coves. The staff were very friendly and welcoming. Would go back in a heartbeat."
Luxury Villa, Chef,Butler,HK,Private Pool & Beach Cove DISCOUNTS 3&4 room rates
Outdoor pool
Mahoe Villa Richmond Estate
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$392
includes taxes & fees
17 May - 18 May
Mahoe Villa Richmond Estate
Exterior
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
3.5 star property
9.8 out of 10, Exceptional, (10)
"Our stay was great. I would give this property 10 stars!! Natoya and her family went above and beyond to make our stay pleasant. Natoya reached out to me about a week before our stay, and she constantly communicated with me to make sure our needs were met during our stay. The villa was amazing, and is located in a gated community. It was more than enough to accommodate my family of five. We chose the all inclusive option which included meals, and the food was amazing. My kids are still talking...
The price is NZ$346
includes taxes & fees
17 May - 18 May
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Pool
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
9.8 out of 10, Exceptional, (180)
"We thoroughly enjoyed our stay at One Rhythm Villa. Ms Annette’s cooking and hospitality was amazing. The nearby local establishments were very accommodating and friendly. With being steps away from the beach, the location couldn’t be better for rest and relaxation."
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
Property grounds
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
9.8 out of 10, Exceptional, (90)
"We enjoyed our stay immensely! Villa & grounds were absolutely beautiful! Our lovely & gracious cook & housekeeper, Ms. Kerine, prepared delicious meals daily & made our stay very comfortable & delightful! The security guard, Andrew, was friendly, cheerful, & attentive & made us feel safe the entire stay. We thoroughly enjoyed his guided tour to the calm cove for cliff jumping & snorkeling! Hope to make it back again someday!"
Luxury Oceanfront Villa w/Breathtaking Views! Infinity Edge Pool!
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas
Villa Jamaica
3.0 star property
9.6 out of 10, Exceptional, (7)
"Great community and very mannered and respectful people "
The price is NZ$284
includes taxes & fees
19 May - 20 May
Villa Jamaica
Outdoor pool
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
9.6 out of 10, Exceptional, (75)
"Cook and staff are fabulous. House is a bit more dated than pictures indicate, but well maintained and excellent location in a quiet bay. Local activities are worth checking out. Our group is quite seasoned in our travels, and our trip to Sun Kissed was over Super Bowl weekend. There were challenges with the house internet, but staff made accommodations to make sure we saw the game and were well fed. A great time was had by all in for our group of ten!"
Sun Kissed Villa - 6 Bedroom, sleeps 14, on the beach.
Property grounds
Beautiful 3 bedroom house with ocean access
9.4 out of 10, Exceptional, (86)
"Don't know where to begin..... Communication with Evelin Kalteis (owner) prior to arrival was excellent, everything was as explained. Dwayne and T'man met us on arrival at airport, and were within earshot or a txt message all week. Pappa D, was a fantastic host who even invited us to sit in on his radio show. Martin is an amazing Chef... 2 couples joined us for the last few days and both said Martin's meal was the best they had eaten the whole time on the Island. Everyone at Triplets made us...
Beautiful 3 bedroom house with ocean access
Private beach nearby, white sand, beach shuttle, beach cabanas
Nianna Coral Bay Splendid Townhouse- 4
3.5 star property
9.2 out of 10, Wonderful, (17)
"Propert manager was great and helpful! "
The price is NZ$330
includes taxes & fees
2 Jun - 3 Jun
Nianna Coral Bay Splendid Townhouse- 4
Outdoor pool
Villas Richmond Estate
4.0 star property
9.0 out of 10, Wonderful, (16)
"The property is great! It was well equipped and we really enjoyed staying there!"
The price is NZ$435
includes taxes & fees
17 May - 18 May
Villas Richmond Estate
Beach
Luxury 4-Bedroom villa
5.0 star property
9.0 out of 10, Wonderful, (2)
The price is NZ$996
includes taxes & fees
17 May - 18 May
Luxury 4-Bedroom villa
Basic Loft | View from room
Monimo Ridge Suites
3.0 star property
9.0 out of 10, Wonderful, (4)
"Cozy and centrally located"
The price is NZ$201
includes taxes & fees
20 May - 21 May
Monimo Ridge Suites
Outdoor pool, a heated pool
CROWN ROYAL VILLAS Award Winning’s Villas 2023
9.0 out of 10, Wonderful, (40)
"We stayed here from Dec 29-Jan. 4 because we had a friend getting married 25 minutes away in Ocho Rios. The owner and property manager were both VERY responsive when we reached out with questions about the property. We had quite a bit of rain and clouds, so needed to use their back up system for hot water as the solar panels can't compete with cloud cover. The absolute best part of our stay was Chef Chris! Don't hesitate to include him in your stay. He made fantastic local cuisine and was very...
CROWN ROYAL VILLAS Award Winning’s Villas 2023
Outdoor pool, pool umbrellas
Breathtaking View Villa
3.0 star property
8.8 out of 10, Excellent, (5)
"I liked the veranda the pool the safety the staff and the view. More towels, change of sheets, trash directions and better light in the bedroom and directions on how to access Chanels on the tv would make the experience even better. Thank you."
The price is NZ$516
includes taxes & fees
30 May - 31 May
Breathtaking View Villa
Private beach nearby, white sand, free beach cabanas, beach shuttle
Nianna Coral Bay Deluxe Townhouse 1
3.5 star property
8.8 out of 10, Excellent, (11)
"Very pleasant stay . Very accommodating staff. Would recommend the villa to friends and family."
The price is NZ$268
includes taxes & fees
23 May - 24 May
Nianna Coral Bay Deluxe Townhouse 1
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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.

Everything you need to know about Trelawny holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Trelawny holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trelawny holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Trelawny holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trelawny. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Trelawny holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Trelawny holiday rentals we have selected for you start as low as NZ$82 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Trelawny rentals

At Expedia, we put the best Trelawny holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Trelawny rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trelawny holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trelawny. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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