Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Greenwood vacation rentals

Traditional Cottage | Terrace/patio

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is ￥11,312
￥14,081 total
includes taxes & fees
Apr 30 - May 1
Sunshine Lodge- Your Home Away From Home
Property grounds

Ocean View 2BR Palm Villa 1st Floor

Ocean View 2BR Palm Villa 1st Floor
St. James Parish
The price is ￥23,816
￥32,707 total
includes taxes & fees
Apr 23 - Apr 24
Ocean View 2BR Palm Villa 1st Floor
Fridge, microwave, dining tables

Ocean View 2BR Palm Villa 2nd Floor

Ocean View 2BR Palm Villa 2nd Floor
St James
The price is ￥31,754
￥39,693 total
includes taxes & fees
Apr 23 - Apr 24
Ocean View 2BR Palm Villa 2nd Floor
Rafting

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is ￥9,487
￥26,946 total
includes taxes & fees
Apr 25 - Apr 26
Serenitys Hideaway Montego Bay
Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is ￥13,575
￥20,534 total
includes taxes & fees
May 1 - May 2
Bev Rosevilla
Outdoor pool

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is ￥54,837
￥79,162 total
includes taxes & fees
Apr 28 - Apr 29
Half Hill 3BR
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 ￥14,289
￥17,464 total
includes taxes & fees
Apr 23 - Apr 24
Short and longTerm ,Vacational rental home.
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
Trelawny Jamaica West Indies
9.2 out of 10, Wonderful, (9 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is ￥17,862
￥25,801 total
includes taxes & fees
Apr 28 - Apr 29
This is a three bedrooms three bathrooms house that is fully furnihsed
On the beach

Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!

Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!
Duncans Bay
10.0 out of 10, Exceptional, (3 reviews)
"The entire experience was delightful. A total private getaway. Ms. Annette is a gem. Anything we needed, she was right there to assist. We will definitely be back. "
United States
Marcus S.
The price is ￥24,292
￥27,467 total
includes taxes & fees
Apr 23 - Apr 24
Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!
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 ￥7,939
￥12,702 total
includes taxes & fees
Apr 28 - Apr 29
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
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
The price is ￥15,877
￥26,991 total
includes taxes & fees
Apr 23 - Apr 24
2 Bedroom 2 Bathroom Kitchen Living room and verandah Close to a beach
Beach nearby, white sand, beach shuttle, sun loungers

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, (19 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 ￥9,338
￥33,629 total
includes taxes & fees
Apr 29 - Apr 30
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
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, (12 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 ￥30,166
￥34,294 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥19,838
￥35,594 total
includes taxes & fees
Apr 23 - Apr 24
Hospitality Expert CB1: Pool, Beach & Chef
Pool

Jhadano 3BR Pool & Gym Shuttle Gated

Jhadano 3BR Pool & Gym Shuttle Gated
Florence Hall Village
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable and Natoya very accommodating and hospitable."
United States
Gregory K.
The price is ￥19,052
￥35,564 total
includes taxes & fees
May 3 - May 4
Jhadano 3BR Pool & Gym Shuttle Gated
Exterior detail

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is ￥11,114
￥15,877 total
includes taxes & fees
Apr 23 - Apr 24
Serenity Suite; The Jamaican Retreat
Exterior

Splendid Sensation

Splendid Sensation
Florence Hall Village
The price is ￥11,114
￥22,546 total
includes taxes & fees
Apr 28 - Apr 29
Splendid Sensation
Property grounds

2 Bedroom House near Martha Brae River Rafting

2 Bedroom House near Martha Brae River Rafting
Florence Hall Village
9.0 out of 10, Wonderful, (2 reviews)
"Very clean home. The host was excellent "
United States
St Derrick P.
The price is ￥23,282
￥28,055 total
includes taxes & fees
Apr 23 - Apr 24
2 Bedroom House near Martha Brae River Rafting
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is ￥14,289
￥25,466 total
includes taxes & fees
Apr 23 - Apr 24
Impeccable Spacious 3 Bedroom Home Near Beach!
Front of property

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (25 reviews)
"Beautifully kept property! Will stay again! "
United States
cherise
The price is ￥10,860
￥12,648 total
includes taxes & fees
May 17 - May 18
Montego Bay Ironshore Luxury Studios
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 Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

8/10 Good
"The Riu Aquarelle is a nice resort. The pools were nice and clean but very loud!! The staff was very friendly and nice. The drinks were just ok ! The biggest problem was our room smelled musty. The shower was dirty and the floors were dirty, I think they need to clean better!! The buffet was pretty good and had alot of choices. The Ala cart restaurant reservation system is not good!! I had to go online at midnight to reserve."
KAREN 7-night trip
Posted 3 hours ago
Hotel Riu Palace Aquarelle - 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 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.