Top Vacation Homes 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 holiday homes

1. Richmond Villa Rental Management

Ocho Rios

Lucien

2. This is a three bedrooms three bathrooms house that is fully furnihsed

Florence Hall

Ava

HK$1,409 total

includes taxes & fees

3 Sept - 4 Sept

3. Come on Home to Paradise, Your Montego Bay Escape.

Paradise Acres

Dionna

HK$1,284 total

includes taxes & fees

3 Sept - 4 Sept

4. 5 bed villa, gated community, private pool, fully staffed, private chauffeur

Montego Bay

"Our group of ten had a wonderful time! This property has everything you need for a relaxing vacation. The staff is wonderful and there for all your needs! We stopped at the grocery store on our way to the house and stocked up on beverages and snack for our time there. The chef treated us to amazing breakfasts and dinners each day while we explored several different beaches during the afternoons. The only discrepancy in the listing is that there really is nothing within walking distance of this...

Leslie s.

5. Gorgeous Hideout

Runaway Bay

Kevin

6. Imperial Topaz At Richmond

St. Ann's Bay

Devin

7. Ubuntu De La Villa

Ocho Rios

Callett

8. Drax Hall Country Club's Sweet Escape

St. Ann

Deria W.

9. Peaceful getaway in a secure gated community

Montego Bay

Bryan

10. Gated villa 10 min from airport, near Sandals & Riu

Ironshore

Deborah R.

11. Ocho Rios Villa Azul at Coolshade XIII

St. Ann's Bay

"If you 're tired of the same ole same ole all inclusive hotels that keep you in a little touristy bubble this is the way to go . Our experience here was the best we have has travelling to Jamaica. This is a house is located in a gated community within a community with real Jamaican neighbors.It was extremely quiet and private and besides a few people jogging in the mornings we hardly saw anyone. The neighbors we met at the pool were very friendly and warm. Beautiful community! The house itself...

Patrice

2 bedrooms, in-room safe, iron/ironing board, bed sheets

12. Gated Community Paradise- Trelawny

Florence Hall

Winston H.

13. Luxurious Home

Draxhall

Natesha

Beach nearby, sun-loungers, beach towels

14. Wynter'sEscape! 2BR w/pool & beach access near PuertoSeco Beach! w/24-hrsecurity

Discovery Bay

Lennox

15. Ocho Rios TaylorMade Vacation Villas

Ocho Rios

"Property looks just like the picture, very spacious, can be very hot n humid entering the country. We visited Feb 2020 and left snow behind. When we got to Taylormade we were very pleased with AC in every room including the common areas and ceiling fans as well.. Ms Powell was excellent, attentive, inviting and there to help when needed. Puerto Secko Beach was the highlight of the trip. We strongly recommend this Taylormade property."

Bunting

16. Near Puerto Seco Beach! New! Gated! Sleeps 7! Family friendly! Office! Discounts

Discovery Bay

17. Serenity Corner in a cool serene community Airport transfers Local amenities

Mandeville

HK$1,798 total

includes taxes & fees

9 Aug - 10 Aug

18. Bamboo Villa

St. Ann's Bay

Maria

19. Edmund Ridge Estate Home Rental

Rose Hall

Concetta B.

HK$1,732 total

includes taxes & fees

27 Aug - 28 Aug

20. Coastal Living, Sleep 4, Falmouth, Jamaica

Falmouth

Dave E.

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Top Trelawny Hotel Reviews

Iberostar Waves Rose Hall Beach - All Inclusive

10/10 Excellent

"Definitely be coming back the staff the food everything was absolutely amazing"

Ocean Coral Spring - All Inclusive

10/10 Excellent

"I vacationed at the resort with my Wife and 2 young kids for a week (late July 2026 to early August 2026), overall it was an awesome place for a family vacation in Jamaica. The restaurants were very good, the room was spacious and clean, and the resort was beautiful. The staff were very gracious overall, and we were welcomed from start to end of trip. Jamaica is a beautiful place. I will likely go back again. Only thing is the swimming area at the beach is a bit shallow but otherwise a great resort. I'd recommend Ocean Coral Spring hotel highly for a family vacation in Trelawny, Jamaica."

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

10/10 Excellent

"Best hotel I've been all year. They had a bit of everything. I stayed there for my birthday and this is the best solo experience I've ever had at a hotel in Jamaica. Definetely going back as soon as I can. Loved the staff especially, but everything else were also almost perfection. Wish I reviewed earlier because I would've remembered all the names but I think I remembered Shanice(or Shanique) because she was the pleasant voice I heard the most on the phone thru room service. Favorite place was the bar at the lobby. All those bar tenders were experts."

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"From beginning to end my family and I enjoyed every minute spent at the S. We had a VIP greeting at the front desk.The lobby was clean and inviting. The rooms were clean and everyone was courteous and welcoming. The restaurants were clean and the waiters were very polite . The hotel shares beach with Doctor's Cave beach which is the best beach have been to in Jamacia. and I have gone to several hotels/ beaches from Negril to Ochio Rios. We were sad when it was time to leave . I will definately be returning . Only pet peeve is the fact that we had to request our rooms to be cleaned . It was written on above the light card that activates the lights,but I did not noticed until it was late. Although our request went in very late our rooms were still cleaned."

Find out more about Trelawny

Trelawny Vacation Homes information

Number of reviews	183
Accommodation	660 Vacation Homes
Lowest Price	HK$1,284
Highest Price	HK$1,798

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trelawny holiday homes

1. Richmond Villa Rental Management

2. This is a three bedrooms three bathrooms house that is fully furnihsed

3. Come on Home to Paradise, Your Montego Bay Escape.

4. 5 bed villa, gated community, private pool, fully staffed, private chauffeur

5. Gorgeous Hideout

6. Imperial Topaz At Richmond

7. Ubuntu De La Villa

8. Drax Hall Country Club's Sweet Escape

9. Peaceful getaway in a secure gated community

10. Gated villa 10 min from airport, near Sandals & Riu

11. Ocho Rios Villa Azul at Coolshade XIII

12. Gated Community Paradise- Trelawny

13. Luxurious Home

14. Wynter'sEscape! 2BR w/pool & beach access near PuertoSeco Beach! w/24-hrsecurity

15. Ocho Rios TaylorMade Vacation Villas

16. Near Puerto Seco Beach! New! Gated! Sleeps 7! Family friendly! Office! Discounts

17. Serenity Corner in a cool serene community Airport transfers Local amenities

18. Bamboo Villa

19. Edmund Ridge Estate Home Rental

20. Coastal Living, Sleep 4, Falmouth, Jamaica

Find holiday rentals that suit your style

Top Trelawny Hotel Reviews

Iberostar Waves Rose Hall Beach - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

Ocean Coral Spring - All Inclusive

Deja Resort All Inclusive

Ocean Eden Bay - Adults Only - All inclusive

Hotel Riu Ocho Rios - All Inclusive

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

The Vista Inn

Find out more about Trelawny

Trelawny Vacation Homes information