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

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Greenwood vacation 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 ￥10,431
￥13,054 total
includes taxes & fees
Oct 26 - Oct 27
Sunshine Lodge- Your Home Away From Home
A resort with a swimming pool, beach, and ocean views.

2. 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 ￥15,442
￥25,759 total
includes taxes & fees
Nov 10 - Nov 11
Hospitality Expert CB1
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 ￥11,533
￥13,420 total
includes taxes & fees
Oct 30 - Oct 31
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 ￥14,988
￥17,393 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥15,530
￥18,016 total
includes taxes & fees
Oct 29 - Oct 30
Montego Bay Ironshore Luxury Studios
A courtyard with a central planter, a staircase, and a view of the sea.

6. Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (39 reviews)
"I had a good time staying on the beach and cooking for myself within an incredible budget for Jamaica. Sherri was great and helped get everything I wanted for an excellent one month stay in her Bachelor suit."
Canada
K.G. M.
The price is ￥9,870
￥19,717 total
includes taxes & fees
Oct 27 - Oct 28
Hideaway by the Sea
An outdoor bar area with a pool, covered seating, and a view of the pool.

7. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,093
￥25,351 total
includes taxes & fees
Oct 25 - Oct 26
BTS8
Pool

8. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
The price is ￥12,788
￥14,863 total
includes taxes & fees
Oct 30 - Oct 31
Montego Bay Ironshore Luxury GOLD ROOM
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

9. 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 ￥18,584
￥33,284 total
includes taxes & fees
Nov 3 - Nov 4
Villa Jamaica
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

10. 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 ￥20,532
￥31,606 total
includes taxes & fees
Oct 30 - Oct 31
Half Hill 1BR
A resort with a swimming pool, beach, and ocean views.

11. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.0 out of 10, Very good, (35 reviews)
"Felt like home away from home."
United States
paul
The price is ￥16,786
￥27,297 total
includes taxes & fees
Oct 25 - Oct 26
Hospitality Expert CB4
A resort with a swimming pool, beach, and ocean views.

12. 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 ￥27,930
￥44,032 total
includes taxes & fees
Nov 10 - Nov 11
Hospitality Expert SF
A resort with a swimming pool, beach, and ocean views.

13. 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 ￥15,986
￥26,378 total
includes taxes & fees
Oct 25 - Oct 26
Hospitality Expert CB2
A spacious living area with a pool, blue chairs, and a view of the ocean.

14. 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 ￥33,713
￥50,682 total
includes taxes & fees
Nov 1 - Nov 2
Eden Luxe 1
A swimming pool with a view of the ocean, surrounded by a white fence and palm trees.

15. Blue Turquoise Sea Villa

Blue Turquoise Sea Villa
2.5 star property
Montego Bay
The price is ￥16,893
￥35,257 total
includes taxes & fees
Oct 27 - Oct 28
Blue Turquoise Sea Villa
A covered porch with two wicker chairs, a view of a gated parking area, and a building in the background.

16. 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 ￥14,106
￥17,241 total
includes taxes & fees
Oct 25 - Oct 26
Short and longTerm ,Vacational rental home.
A hotel room with a bed, two bedside tables with lamps, a nightstand, a painting on the wall, and curtains.

17. "The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"

"The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"
Falmouth
The price is ￥12,209
￥17,695 total
includes taxes & fees
Nov 4 - Nov 5
"The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

18. BTS4

BTS4
3.0 star property
Montego Bay
The price is ￥17,789
￥38,654 total
includes taxes & fees
Oct 25 - Oct 26
BTS4
A bedroom with a bed, a desk, two chairs, a wardrobe, and a bathroom with a mirror and sink.

19. YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is ￥14,831
￥29,879 total
includes taxes & fees
Oct 25 - Oct 26
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

20. 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 ￥33,131
￥53,945 total
includes taxes & fees
Nov 1 - Nov 2
Half Hill 3BR
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

Hotel Riu Reggae - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

8/10 Good
"Winston was favorite bartender. The dance crew and all the performers were wonderful. Rihanna was the best. I dislike that they close pools at 7pm. We are adults. Food wise- why no oxtails, no salt fish (maybe at least once a week) Jerk chicken truck was good. Drinks- whack no top shelf options Club- Dj need to learn to switch it up 24hr bar was a fan favorite. Along with yummy nachos bar, popcorn and patties, burgers and more."
Jekela 5-night trip
Posted 7 hours ago
Hotel Riu Reggae - Adults Only - All Inclusive

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
  • Use the map to find apartments and other holiday homes in the Greenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

Look no further and take a look at our great range of rental properties in Greenwood!

Frequently asked questions

Are there vacation rentals in Greenwood?

Yes, we offer vacation rentals close to the most popular points of interest in Greenwood, or you can choose a 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 vacation home rentals that Greenwood has to offer?

Sunshine Lodge- Your Home Away From Home: This highly rated vacation home rental in Greenwood is located by the ocean and has a private balcony, a private yard, and a barbecue grill 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 the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Greenwood?

With 6 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Greenwood like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Greenwood. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family trips or small group gatherings.