Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Greenwood vacation rentals

Exterior
Serenitys Hideaway Montego Bay

Apartment in Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
The price is P5,023
P11,710 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Serenitys Hideaway Montego Bay
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas
Villa Jamaica

Apartment in Falmouth

Villa Jamaica
3.0 star property
9.8 out of 10, Exceptional, (16)
"The property was very nice with all the amenities. "
United States
Tiara
The price is P4,269
P9,375 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Villa Jamaica
Fridge, microwave, coffee/tea maker, electric kettle
Bev Rosevilla

Vacation Home in Rhyne Park Village

Bev Rosevilla
2.5 star property
The price is P3,701
P6,077 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Bev Rosevilla
Outdoor pool, open 7:00 AM to 9:00 PM, sun loungers
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Vacation Home in Falmouth

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
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 P2,648
P11,482 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Private beach nearby, white sand, beach shuttle, beach cabanas
Nianna Luxurious Villa

Aparthotel in Montego Bay

Nianna Luxurious Villa
3.5 star property
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 P11,926
P18,179 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Nianna Luxurious Villa
Property grounds
Claudeville Condo

Apartment in Montego Bay

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

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"yes"
Karen 3-night trip
Posted 2 days ago
Hotel Riu Montego Bay - 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 Rose Hall Great House 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.