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

Greenwood Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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
7.6 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 S$109
includes taxes & fees
10 Nov - 11 Nov
Sunshine Lodge- Your Home Away From Home
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

2. Hospitality Expert CB2

Hospitality Expert CB2
3.5 star property
Montego Bay
8.2 out of 10, Very good, (14 reviews)
"This Place was clean and comfortable. If you need a nice place to relax this place will fit your needs"
United States
Robert
The price is S$216
includes taxes & fees
13 Oct - 14 Oct
Hospitality Expert CB2
A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

3. Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.8 out of 10, Exceptional, (6 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is S$110
includes taxes & fees
12 Oct - 13 Oct
Angels Hideaway Blue Room
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

4. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is S$142
includes taxes & fees
12 Oct - 13 Oct
Claudeville Condo
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, (40 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 S$140
includes taxes & fees
17 Oct - 18 Oct
Montego Bay Ironshore Luxury Studios
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

6. 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 S$303
includes taxes & fees
12 Oct - 13 Oct
Hospitality Expert SF
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

7. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.2 out of 10, Wonderful, (25 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 S$272
includes taxes & fees
3 Nov - 4 Nov
Villa Jamaica
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

8. 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 S$613
includes taxes & fees
13 Oct - 14 Oct
Hospitality Expert Eden
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

9. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (99 reviews)
"Overall great location w/great Ocean Views, various activities and very close to airport. However, property really needs repairs and renovations."
United States
JAMIE
The price is S$214
includes taxes & fees
12 Oct - 13 Oct
Montego Bay Club Beach Resort
A spacious living area with a pool, blue chairs, and a view of the ocean.

10. 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 S$414
includes taxes & fees
12 Oct - 13 Oct
Eden Luxe 1
An outdoor bar area with a pool, covered seating, and a view of the pool.

11. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is S$206
includes taxes & fees
23 Oct - 24 Oct
BTS8
A beach scene with two people running.

12. 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 S$265
includes taxes & fees
17 Oct - 18 Oct
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

13. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.0 out of 10, Very good, (16 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 S$206
includes taxes & fees
26 Oct - 27 Oct
Hospitality Expert CB1
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

14. Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
8.0 out of 10, Very good, (4 reviews)
"Beautiful and peaceful property. I would definitely visit again. Perfect for large groups and families."
Canada
Kervin
The price is S$430
includes taxes & fees
12 Oct - 13 Oct
Half Hill 3BR
A swimming pool with a tiled deck, surrounded by a fence and chairs, with a view of greenery and a distant building.

15. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
The price is S$113
includes taxes & fees
12 Oct - 13 Oct
Montego Bay Ironshore Luxury GOLD ROOM
A lush garden with various tropical plants and palm trees.

16. Holiday House Second floor Ste

Holiday House Second floor Ste
3.5 star property
Ironshore
7.0 out of 10, Good, (8 reviews)
"Great place and host"
United States
Simone
The price is S$318
includes taxes & fees
12 Oct - 13 Oct
Holiday House Second floor Ste
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

17. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to the airport about 10 minutes without traffic. Villas was clean and exactly as shown. On-site staff was attentive and very responsive, so was the entire hospitality expert team. Would stay again."
United States
Nye
The price is S$258
includes taxes & fees
12 Oct - 13 Oct
Half Hill 1BR
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenwood Hotel Reviews

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

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

10/10 Excellent
"Beautiful place with great staff"
Brandon 6-night trip
Posted 1 hour ago
Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

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.

What are some of the best holiday rentals that Greenwood has to offer?

Sunshine Lodge- Your Home Away From Home: This highly rated holiday home rental in Greenwood is located by the ocean, and has a private balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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 Cinnamon Hill Golf Course 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.