Greenwood Holiday Rentals

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Our top choices for Greenwood holiday rentals

Ocean View 2BR Palm Villa 1st Floor

Ocean View 2BR Palm Villa 1st Floor
St. James Parish
The price is HK$1,166
HK$1,594 total
includes taxes & fees
26 Dec - 27 Dec
Ocean View 2BR Palm Villa 1st Floor

Ocean View 2BR Palm Villa 2nd Floor

Ocean View 2BR Palm Villa 2nd Floor
St James
The price is HK$1,555
HK$2,006 total
includes taxes & fees
26 Dec - 27 Dec
Ocean View 2BR Palm Villa 2nd Floor

Villa Jamaica

Villa Jamaica
3.0 star property
Falmouth
9.8 out of 10, Exceptional, (16)
"The property was very nice with all the amenities. "
United States
Tiara
The price is HK$565
HK$1,241 total
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Jamaica

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth
9.8 out of 10, Exceptional, (18)
"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 HK$508
HK$1,701 total
includes taxes & fees
11 Jan - 12 Jan 2026
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Nianna Coral Bay Gorgeous Townhouse 2

Nianna Coral Bay Gorgeous Townhouse 2
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (8)
"Easy to access location. Also loved having laundry facilities available and secured parking."
United States
Sedrick
The price is HK$1,151
HK$1,720 total
includes taxes & fees
1 Jan - 2 Jan 2026
Nianna Coral Bay Gorgeous Townhouse 2

Nianna Coral Bay Luxurious Townhouse- 3

Nianna Coral Bay Luxurious Townhouse- 3
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (13)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is HK$1,392
HK$1,997 total
includes taxes & fees
6 Jan - 7 Jan 2026
Nianna Coral Bay Luxurious Townhouse- 3

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning
3.5 star property
Montego Bay
The price is HK$1,309
HK$3,173 total
includes taxes & fees
20 Jan - 21 Jan 2026
YanceyLargo- 4BR Villa Jacuzzi & Mountain Views by RedAwning

Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
7.0 out of 10, Good, (61)
"If the pool was able to use then the stay would be much better "
United States
Rayon
The price is HK$456
HK$665 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lawrence Pool House

Nianna Coral Bay Splendid Townhouse- 4

Nianna Coral Bay Splendid Townhouse- 4
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (25)
"Felt like home away from home."
United States
paul
The price is HK$1,204
HK$1,781 total
includes taxes & fees
7 Jan - 8 Jan 2026
Nianna Coral Bay Splendid Townhouse- 4

Blue Turquoise Sea Villa

Blue Turquoise Sea Villa
2.5 star property
Montego Bay
The price is HK$838
HK$1,749 total
includes taxes & fees
26 Dec - 27 Dec
Blue Turquoise Sea Villa

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
2.0 star property
Montego Bay
The price is HK$483
HK$925 total
includes taxes & fees
26 Dec - 27 Dec
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Nianna Luxurious Villa

Nianna Luxurious Villa
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (5)
"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 HK$1,672
HK$2,514 total
includes taxes & fees
28 Dec - 29 Dec
Nianna Luxurious Villa

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is HK$490
HK$804 total
includes taxes & fees
26 Dec - 27 Dec
Bev Rosevilla

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (22)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo

Nianna Eden

Nianna Eden
4.0 star property
Montego Bay
8.4 out of 10, Very good, (5)
"Communication is Excellent. House is beautiful. I will be back. "
United States
Shauntia
Nianna Eden

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.2 out of 10, (44)
"Good location and Great view of the Caribbean Sea"
Canada
Owen
The price is HK$840
HK$1,176 total
includes taxes & fees
16 Jan - 17 Jan 2026
Montego Bay Club Beach Resort

Celebrity Villa Jamaica

Celebrity Villa Jamaica
3.5 star property
Ironshore
6.2 out of 10, (29)
"Nasty unclean full of Bacteria.and bodily fluid."
United States
Veronica
The price is HK$1,071
HK$1,294 total
includes taxes & fees
6 Jan - 7 Jan 2026
Celebrity Villa Jamaica

Exclusive Mountain & Farm Villa Escape

Exclusive Mountain & Farm Villa Escape
Spring Garden
The price is HK$659
HK$1,330 total
includes taxes & fees
19 Jan - 20 Jan 2026
Exclusive Mountain & Farm Villa Escape

Splendid Sensation

Splendid Sensation
Florence Hall Village
The price is HK$505
HK$1,026 total
includes taxes & fees
2 Jan - 3 Jan 2026
Splendid Sensation

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Paradise Acres
9.4 out of 10, Exceptional, (39)
"Troy was very helpful & professional! Neighborhood was nice & house was very nice "
United States
Shemeka M.
The price is HK$972
HK$1,369 total
includes taxes & fees
19 Jan - 20 Jan 2026
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
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

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:

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

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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 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.