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Our top choices for Greenwood vacation homes

1. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.6 out of 10, Good, (5 reviews)
"Very cool place to stay. Very few minor issues, communication was great. Any real issue we had was not reflective on the property, if you ever drove in Jamaica roads are a little bit rough and the one going up to the property is a little rough but not impossible by any means. The view is amazing the place is clean and the AC in the bedroom works amazing. We had an issue with the gas for the stove, but that might have been more of a user issue than anything else. Everything else worked out fine."
United States
DUSTIN
The price is AED 165
AED 214 total
includes taxes & fees
6 Nov - 7 Nov
Sunshine Lodge- Your Home Away From Home

2. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth Historic Town Centre
10.0 out of 10, Exceptional, (21 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is AED 187
AED 848 total
includes taxes & fees
5 Nov - 6 Nov
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

3. BTS4

BTS4
3.0 star property
Montego Bay
The price is AED 417
AED 905 total
includes taxes & fees
5 Nov - 6 Nov
BTS4

4. Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
2.0 out of 10, (1 review)
"I was unable to use the accommodation because there was no one there to welcome me and they didn't answer the phone; consequently, I couldn't get in and had to look for somewhere else to stay."
United States
AURELIAN MARIUS
The price is AED 314
AED 475 total
includes taxes & fees
5 Nov - 6 Nov
Bev Rosevilla

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

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.0 out of 10, Wonderful, (13 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is AED 454
AED 661 total
includes taxes & fees
5 Nov - 6 Nov
This is a three bedrooms three bathrooms house that is fully furnihsed

6. Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is AED 331
AED 375 total
includes taxes & fees
5 Nov - 6 Nov
Short and longTerm ,Vacational rental home.

7. 2 Bedroom House near Martha Brae River Rafting

2 Bedroom House near Martha Brae River Rafting
Florence Hall
9.6 out of 10, Exceptional, (4 reviews)
"The place was as described, clean, and comfortable. The check-in was smooth and the host was communicative. I would definitely stay there again."
United States
Isaac
The price is AED 525
AED 606 total
includes taxes & fees
17 Nov - 18 Nov
2 Bedroom House near Martha Brae River Rafting

8. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is AED 346
AED 585 total
includes taxes & fees
7 Nov - 8 Nov
BTS8

9. Edmund Ridge Estate Home Rental

Edmund Ridge Estate Home Rental
Rose Hall
8.0 out of 10, Very good, (4 reviews)
"We wanted to stay somewhere nice and quiet. It was exactly what we needed. "
Canada
Concetta B.
The price is AED 323
AED 873 total
includes taxes & fees
10 Nov - 11 Nov
Edmund Ridge Estate Home Rental

10. Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.

Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.
Florence Hall
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay in this beautiful home. I even left my cell phone and property person told me and made it easy for me to have someone come and retrieve it."
United States
Janet
The price is AED 643
AED 893 total
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.

11. BTS5

BTS5
3.0 star property
Montego Bay
The price is AED 437
AED 690 total
includes taxes & fees
5 Nov - 6 Nov
BTS5

12. Modern OceanView Retreat in Montego Bay

Modern OceanView Retreat in Montego Bay
Montego Bay
The price is AED 346
AED 506 total
includes taxes & fees
8 Nov - 9 Nov
Modern OceanView Retreat in Montego Bay

13. BTS7

BTS7
3.0 star property
Montego Bay
The price is AED 393
AED 639 total
includes taxes & fees
5 Nov - 6 Nov
BTS7

14. Cozy 1-Bedroom W/Sea Breeze, Breathtaking Ocean, and Mountainous Views, Gated

Cozy 1-Bedroom W/Sea Breeze, Breathtaking Ocean, and Mountainous Views, Gated
Falmouth
The price is AED 441
AED 639 total
includes taxes & fees
6 Nov - 7 Nov
Cozy 1-Bedroom W/Sea Breeze, Breathtaking Ocean, and Mountainous Views, Gated

15. BTS6

BTS6
2.5 star property
Montego Bay
The price is AED 429
AED 919 total
includes taxes & fees
5 Nov - 6 Nov
BTS6

16. Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AED 184
AED 264 total
includes taxes & fees
11 Nov - 12 Nov
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

17. Splendid Sensation

Splendid Sensation
Florence Hall
The price is AED 257
AED 492 total
includes taxes & fees
6 Nov - 7 Nov
Splendid Sensation

18. Pearle Casa- Relaxing, 24hrs Gated Secured Home..

Pearle Casa- Relaxing, 24hrs Gated Secured Home..
Falmouth Historic Town Centre
6.0 out of 10, (1 review)
"The rental was smaller than it appeared on the site, thus not as much room to move. The rooms were cool for relief from the temperature outside. There was no soap in the bath or towels/cloths. There were no paper towels in the kitchen. While I realize this is not a hotel, I've stayed at this type just two weeks prior and had the amenities mentioned. I understand there was a hurricane a few months back, but I did not see any notice of the water or use of the water. The hosts did provide some...
United States
De'Quinna'
The price is AED 275
AED 558 total
includes taxes & fees
5 Nov - 6 Nov
Pearle Casa- Relaxing, 24hrs Gated Secured Home..

19. Oasis At The Manor

Oasis At The Manor
Florence Hall
7.0 out of 10, Good, (2 reviews)
"Very nice property with modern amenities. We enjoyed our stay there. The only problem was with the WiFi connection initially it wasn’t working but after communicating this with the host it got resolved. Would definitely recommend."
United States
Alwayne F.
The price is AED 255
AED 593 total
includes taxes & fees
5 Nov - 6 Nov
Oasis At The Manor

20. Are you ready for your Perfect Vacation?

Are you ready for your Perfect Vacation?
Corral Spring
The price is AED 275
AED 466 total
includes taxes & fees
11 Nov - 12 Nov
Are you ready for your Perfect Vacation?
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.

Learn more about Greenwood

Tucked away from Montego Bay's bustle, Greenwood's historic Great Houses reveal fascinating plantation stories through guided tours with knowledgeable locals. Golfers enjoy the nearby courses while beach lovers can take a short trip to Doctor's Cave Beach for crystal-clear waters and excellent snorkeling spots.

A beach with clear turquoise waters, a sandy shore, and a rocky outcrop with a gazebo.