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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Greenwood holiday rentals

A covered outdoor area with a wooden deck, a green railing with pineapple decorations, and palm trees in the background.

1. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.0 out of 10, Good, (4 reviews)
"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."
United States
Ana Cristina
The price is 1.786.403 ₫
2.230.653 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Sunshine Lodge- Your Home Away From Home
An outdoor bar area with a pool, covered seating, and a view of the pool.

2. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is 2.519.401 ₫
4.231.573 ₫ total
includes taxes & fees
1 Sept - 2 Sept
BTS8
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

3. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.4 out of 10, Very good, (15 reviews)
"Great townhouse. Clean and up to date. The beach is far. And the pool advertised is not the properties pool. I would absolutely stay here again I’m a frequent visitor of the island. I will be back "
United States
Clayteea
The price is 2.794.519 ₫
4.545.664 ₫ total
includes taxes & fees
9 Sept - 10 Sept
Hospitality Expert CB1
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

4. Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
9.0 out of 10, Wonderful, (2 reviews)
"We loved this property with its’s scenic views and comfortable accommodation. Very pleasant staff."
United States
Canute
The price is 5.650.992 ₫
9.141.003 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Half Hill 3BR
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

5. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (38 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is 2.468.056 ₫
2.864.381 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Montego Bay Ironshore Luxury Studios
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

6. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (24 reviews)
"The environment was exceptionally welcoming, I felt as though I was at home, the environment was impeccably clean, and the host was exemplary."
United States
Oretta
The price is 1.898.053 ₫
4.167.653 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Villa Jamaica
A residential property with a gated entrance, a well-maintained lawn, and a house with a red-tiled roof.

7. La Rose Apartment Jamaica

La Rose Apartment Jamaica
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and relaxing. The resident host was very courteous, kind and accommodating."
United States
Earl
The price is 2.233.004 ₫
3.899.922 ₫ total
includes taxes & fees
27 Aug - 28 Aug
La Rose Apartment Jamaica
A beach scene with two people running.

8. 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 1.723.722 ₫
5.732.681 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

9. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
The price is 3.421.327 ₫
5.266.493 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Half Hill 1BR
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

10. Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....
United States
William
The price is 3.649.599 ₫
6.185.351 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Hospitality Expert SF
An outdoor bar area with seating, a pool, and a view of the sky.

11. BTS7

BTS7
3.0 star property
Montego Bay
The price is 2.794.519 ₫
4.545.664 ₫ total
includes taxes & fees
1 Sept - 2 Sept
BTS7
A spacious living area with a pool, blue chairs, and a view of the ocean.

12. Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is 5.627.446 ₫
8.459.875 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Eden Luxe 1
A residential area with multiple houses, a well-maintained lawn, and a clear view of the ocean.

13. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is 5.427.896 ₫
6.268.197 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Comfy Villa With Ocean View
A balcony with a view of a swimming pool and the ocean.

14. BTS5

BTS5
3.0 star property
Montego Bay
The price is 3.107.923 ₫
4.906.078 ₫ total
includes taxes & fees
5 Sept - 6 Sept
BTS5
A spacious room with a ceiling fan, a bed with a floral bedspread, a sofa with pillows, a wooden tray, and a large window with a view.

15. BTS6

BTS6
2.0 star property
Montego Bay
The price is 3.361.258 ₫
6.895.019 ₫ total
includes taxes & fees
2 Sept - 3 Sept
BTS6
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

16. Hospitality Expert Eden

Hospitality Expert Eden
4.0 star property
Montego Bay
8.8 out of 10, Excellent, (6 reviews)
"Yes fabulous view Beautiful and tranquil Lorna was so welcoming and made us feel welcome! Would return again. "
United Kingdom
Jonnette
The price is 6.463.957 ₫
11.377.217 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Hospitality Expert Eden
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

17. BTS4

BTS4
3.0 star property
Montego Bay
The price is 3.421.327 ₫
6.964.098 ₫ total
includes taxes & fees
1 Sept - 2 Sept
BTS4
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.
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Top Greenwood Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"The S hotel is outstanding. I have stayed at pretty much all Jamaica’s 5 hotels / resorts. The S hotel has got it right in every way. The vibes. The mix of guests. The stunning rooms. The artwork. Location. All faultless The restaurants are superb but most of all the staff give you the biggest welcome. Marlon the GM is amazing. Nothing is ever too much to ask. The S hotel is my home from home."
Zoe 1-night trip
Posted 9 hours ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Frequently asked questions

Are there holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its local tours and seaside.

How many holiday rentals are there in Greenwood?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Greenwood stay.

What’s there to see and do in Greenwood?

Explore the area and family-friendly sights such as Montego Bay Marine Park, or get out into nature at a spot like Martha Brae River. Greenwood Great House and Rose Hall Great House are a couple of places you'll find in the wider area.

What’s a holiday rental in Greenwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Greenwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.