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

Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Greenwood holiday rentals

Terrace/patio

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 HK$467
HK$590 total
includes taxes & fees
29 Jun - 30 Jun
Sunshine Lodge- Your Home Away From Home
Property grounds

Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
The price is HK$1,630
HK$1,882 total
includes taxes & fees
3 Jul - 4 Jul
Comfy Villa With Ocean View
Pool

This is a three bedrooms three bathrooms house that is fully furnihsed

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.2 out of 10, Wonderful, (11 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is HK$931
HK$1,432 total
includes taxes & fees
30 Jun - 1 Jul
This is a three bedrooms three bathrooms house that is fully furnihsed
Rafting

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
The price is HK$686
HK$1,267 total
includes taxes & fees
29 Jun - 30 Jun
Serenitys Hideaway Montego Bay
Outdoor dining

Come on Home to Paradise, Your Montego Bay Escape.

Come on Home to Paradise, Your Montego Bay Escape.
Paradise Acres
The price is HK$882
HK$1,171 total
includes taxes & fees
29 Jun - 30 Jun
Come on Home to Paradise, Your Montego Bay Escape.
Beach nearby, beach towels

Oasis At The Manor

Oasis At The Manor
Florence Hall
7.0 out of 10, Good, (2 reviews)
"Very nice property with modern amenities. We enjoyed our stay there. The only problem was with the WiFi connection initially it wasn’t working but after communicating this with the host it got resolved. Would definitely recommend."
United States
Alwayne F.
The price is HK$648
HK$1,456 total
includes taxes & fees
2 Jul - 3 Jul
Oasis At The Manor
Front of property

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (31 reviews)
"Clean room, serene space and setting, and ideal location."
United States
Remone
The price is HK$521
HK$608 total
includes taxes & fees
29 Jun - 30 Jun
Montego Bay Ironshore Luxury Studios
Exterior

Vacation Home Rental

Vacation Home Rental
Florence Hall
10.0 out of 10, Exceptional, (1 review)
The price is HK$533
HK$1,074 total
includes taxes & fees
30 Jun - 1 Jul
Vacation Home Rental
Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is HK$670
HK$1,014 total
includes taxes & fees
30 Jun - 1 Jul
Bev Rosevilla
Exterior

Newly Furnished 1 Bedroom Apartment - Montego Bay

Newly Furnished 1 Bedroom Apartment - Montego Bay
Ironshore
7.4 out of 10, Good, (10 reviews)
"Chester was the gardian angel there he was so kind and helpfull also you can pay him and then he will cook for you. I can tell you he is the best cook in the world he will make you traditional food. The villa was near everything so that was nice to. I would come back "
Netherlands
Milena
The price is HK$941
HK$1,098 total
includes taxes & fees
29 Jun - 30 Jun
Newly Furnished 1 Bedroom Apartment - Montego Bay
Beach nearby, sun-loungers, beach towels

Steps To Beach - Spacious Clean Cottage w/ Cook

Steps To Beach - Spacious Clean Cottage w/ Cook
Duncan Bay
9.6 out of 10, Exceptional, (13 reviews)
"Comfortable, clean, cozy and excellent communication from the owner. Would absolutely stay again! This was the best part of our stay in Jamaica. Thank you for the hospitality!"
United States
Valerie
The price is HK$1,490
HK$1,678 total
includes taxes & fees
30 Jun - 1 Jul
Steps To Beach - Spacious Clean Cottage w/ Cook
Pool

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
The price is HK$790
HK$1,532 total
includes taxes & fees
9 Jul - 10 Jul
Hospitality Expert CB1: Pool, Beach & Chef
Outdoor pool

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"We loved this property with its’s scenic views and comfortable accommodation. Very pleasant staff."
United States
Canute
The price is HK$2,517
HK$3,687 total
includes taxes & fees
1 Jul - 2 Jul
Half Hill 3BR
Exterior

Splendid Sensation

Splendid Sensation
Florence Hall
The price is HK$549
HK$1,114 total
includes taxes & fees
25 Jul - 26 Jul
Splendid Sensation
Living area

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is HK$392
HK$627 total
includes taxes & fees
4 Jul - 5 Jul
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Pool

Jhadano 3BR Pool & Gym Shuttle Gated

Jhadano 3BR Pool & Gym Shuttle Gated
Florence Hall
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable and Natoya very accommodating and hospitable."
United States
Gregory K.
The price is HK$1,176
HK$2,031 total
includes taxes & fees
29 Jun - 30 Jun
Jhadano 3BR Pool & Gym Shuttle Gated
On the beach

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 HK$706
HK$863 total
includes taxes & fees
29 Jun - 30 Jun
Short and longTerm ,Vacational rental home.
Dining

2 Bedroom 2 Bathroom Kitchen Living room and verandah Close to a beach

2 Bedroom 2 Bathroom Kitchen Living room and verandah Close to a beach
Coral Spring
2.0 out of 10, (1 review)
The price is HK$784
HK$1,333 total
includes taxes & fees
29 Jun - 30 Jun
2 Bedroom 2 Bathroom Kitchen Living room and verandah Close to a beach
Pool

La Condea is a 3 bedroom 3 bathroom fully air conditioned villa.

La Condea is a 3 bedroom 3 bathroom fully air conditioned villa.
Florence Hall
The price is HK$980
HK$3,188 total
includes taxes & fees
29 Jun - 30 Jun
La Condea is a 3 bedroom 3 bathroom fully air conditioned villa.
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (23 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 HK$990
HK$1,734 total
includes taxes & fees
30 Jun - 1 Jul
Villa 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

Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

10/10 Excellent
"Perfect place for a relaxing and entertaining vacation"
philip 7-night trip
Posted 1 hour ago
Excellence Oyster 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:

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

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 Doctor's Cave Beach. 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.