Top Vacation Homes in Trelawny in 2026

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Our top choices for Trelawny vacation homes

1. Sunshine Lodge- Your Home Away From Home

Montego Bay

AGNES

AED 251 total

includes taxes & fees

5 Oct - 6 Oct

On the beach, sun loungers, beach towels

2. ONE RHYTHM VILLA - Steps to the BEACH - CHEF Included - Caribbean Sea Views

duncans bay

N N.

3. Richmond Villa Rental Management

Ocho Rios

Lucien

4. Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC

Florence Hall

5. Ubuntu De La Villa

Ocho Rios

Callett

6. 5 bed villa, gated community, private pool, fully staffed, private chauffeur

Montego Bay

"Everything was amazing! We loved everything from the food, to the service, and the home itself. I cannot think of a better way to spend a vacation.The entire staff was amazing but I would be remissed if I did not recognize Nikki. She is a treasure and provided exceptional service to all. Only issue we encountered was the barking dogs overnight from the neighboring home.We are already looking forward to returning next year!"

Edwin E.

7. Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

St. Ann

Brett C.

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

Ironshore Estate

Terry H.

9. 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

10. Firefly cottage with Ocean view

Cave District

Rick B.

AED 289 total

includes taxes & fees

2 Oct - 3 Oct

11. Imperial Topaz At Richmond

St. Ann's Bay

Devin

12. Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.

Mammee Bay Estates

Ryan W.

Coffee/tea maker, fridge, microwave, oven

13. Experience pure luxury at our Private Penthouse Suite in Montego Bay!

Providence Heights

"The host was good and was available whenever we needed throughout our entire stay. The property is exactly as the images and is just amazing, very beautifully designed and clean - we hardly left as it’s just lovely. The sea view is just perfect. I will say that the food on property and taxis in the area is very overpriced which was a shame. Overall it’s a great place if you want a peaceful break near to the sea."

Amanda H.

14. Solara Blu Villa House A in Montego Bay

Montego Bay

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

Mandeville

AED 778 total

includes taxes & fees

29 Sep - 30 Sep

Outdoor pool, pool umbrellas, sun loungers

16. Ocho Rios Villa at Coolshade III

St. Ann's Bay

Courtney

17. Bamboo Villa

St. Ann's Bay

Maria

18. Edmund Ridge Estate Home Rental

Rose Hall

Concetta B.

AED 793 total

includes taxes & fees

8 Oct - 9 Oct

Beach nearby, sun loungers, beach towels

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

Discovery Bay

Lennox

2 bedrooms, in-room safe, iron/ironing board, WiFi (free)

20. Gated Community Paradise- Trelawny

Florence Hall

Naya

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Top Trelawny Hotel Reviews

Hotel Riu Reggae - Adults Only - All Inclusive

10/10 Excellent

"Clean facility, clean rooms, comfortable beds, food, staff was awesome."

Ocean Coral Spring - All Inclusive

10/10 Excellent

"Our New Go-To Spot for a Relaxation Escape! My wife and I have stayed at several hotels over the years, but our recent stay here was an absolute standout. From the service to the atmosphere, everything hit the mark perfectly. It is officially our new go-to getaway spot. If you are on the fence or wondering if this is the right place to book, take this as your sign—it definitely is! We can't wait to return."

Excellence Oyster Bay - Adults Only All Inclusive

10/10 Excellent

"Absolutely gorgeous room with direct beautiful ocean views and pool views , The room was amazing with the hot tub feature and the front desk staff changed our room after a couple of calls when i complained of the smell and my allergies . The room service was excellent with a separate door without any disturbance . We weren't too happy about the restaurants since it was off-peak season and not all were open - but Tyron the Supervisor made it up for all our group by making reservations for our dinner at the Asian Hibachi restaurant and providing excellence club access plus helping my friends to surprise us with our anniversary celebrations with room decor and celebrations. It was much beyond our expectations with the service, cleanliness and attention to detail . but wish the weather was good and we could have enjoyed much more."

Hotel 39 Jamaica

10/10 Excellent

"Loved the check in staff (Selena and Chavein (sp?). They were helpful, knowledgable and checked us in really quickly. Hotel was very close to the "Hip Strip" so lots of good restaurants and bars were within a 5 min distance, and even though I had a room with a great view and a balcony that gave out on to the front of the hotel, I barely heard any noise. Will book again"

Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

10/10 Excellent

"Property well maintain, rooms are cleaned, all staff members are very pleasant and make sure all the guests treated well. some seaweeds but the staff did a great job daily to clean the beach. Calypso restaurant food needs more spices and love."

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Flights to Rio Bueno

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trelawny vacation homes

1. Sunshine Lodge- Your Home Away From Home

2. ONE RHYTHM VILLA - Steps to the BEACH - CHEF Included - Caribbean Sea Views

3. Richmond Villa Rental Management

4. Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC

5. Ubuntu De La Villa

6. 5 bed villa, gated community, private pool, fully staffed, private chauffeur

7. Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

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

9. Ocho Rios Villa Azul at Coolshade XIII

10. Firefly cottage with Ocean view

11. Imperial Topaz At Richmond

12. Newly Renovated!! COCO PALMS - Exclusive villa with private pool/beach access.

13. Experience pure luxury at our Private Penthouse Suite in Montego Bay!

14. Solara Blu Villa House A in Montego Bay

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

16. Ocho Rios Villa at Coolshade III

17. Bamboo Villa

18. Edmund Ridge Estate Home Rental

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

20. Gated Community Paradise- Trelawny

Find vacation rentals that suit your style

Top Trelawny Hotel Reviews

Hotel Riu Reggae - Adults Only - All Inclusive

Ocean Eden Bay - Adults Only - All inclusive

Ocean Coral Spring - All Inclusive

Hotel Riu Ocho Rios - All Inclusive

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Excellence Oyster Bay - Adults Only All Inclusive

Hotel 39 Jamaica

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

Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

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