Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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
7.0 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 ￥9,252
￥11,721 total
includes taxes & fees
Jul 9 - Jul 10
Sunshine Lodge- Your Home Away From Home
Beach

Cozy studio in a gated community near Falmouth

Cozy studio in a gated community near Falmouth
Falmouth Historic Town Centre
The price is ￥10,712
￥14,036 total
includes taxes & fees
Jun 12 - Jun 13
Cozy studio in a gated community near Falmouth
Exterior

Vacation Home Rental

Vacation Home Rental
Florence Hall
10.0 out of 10, Exceptional, (1 review)
The price is ￥10,900
￥21,960 total
includes taxes & fees
Jun 9 - Jun 10
Vacation Home Rental
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 ￥8,015
￥12,824 total
includes taxes & fees
Jun 27 - Jun 28
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
1 bedroom, iron/ironing board, free WiFi, bed sheets

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
montego bay
The price is ￥9,617
￥14,618 total
includes taxes & fees
Jun 9 - Jun 10
marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
Exterior

Splendid Sensation

Splendid Sensation
Florence Hall
The price is ￥11,220
￥22,761 total
includes taxes & fees
Jun 9 - Jun 10
Splendid Sensation
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 ￥13,705
￥20,731 total
includes taxes & fees
Jun 13 - Jun 14
Bev Rosevilla
Front of property

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (28 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is ￥10,127
￥11,806 total
includes taxes & fees
Jun 20 - Jun 21
Montego Bay Ironshore Luxury Studios
Interior

Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
8.4 out of 10, Very Good, (13 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
The price is ￥9,457
￥12,663 total
includes taxes & fees
Jun 10 - Jun 11
Charming & Comfortable 1-Bedroom Suite in Montego Bay
Exterior

Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (70 reviews)
"Great property, great host. Clean, comfortable. I would recommend it to everyone"
United States
Demieco
The price is ￥10,098
￥14,474 total
includes taxes & fees
Jun 10 - Jun 11
Lawrence Pool House
Basic Loft | View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is ￥15,328
￥17,787 total
includes taxes & fees
Jun 15 - Jun 16
Claudeville Condo
Outdoor pool

Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (38 reviews)
"Very clean space and Sherri thought of every convenience you could need that made my stay very comfortable "
United States
Renardo
The price is ￥10,868
￥20,989 total
includes taxes & fees
Jun 30 - Jul 1
Hideaway by the Sea
Rafting

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is ￥13,043
￥24,777 total
includes taxes & fees
Jun 9 - Jun 10
Serenitys Hideaway Montego Bay
Exterior

Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is ￥13,272
￥15,423 total
includes taxes & fees
Jun 9 - Jun 10
Angels Hideaway Blue Room
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 ￥14,426
￥17,632 total
includes taxes & fees
Jun 9 - Jun 10
Short and longTerm ,Vacational rental home.
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 Historic Town Centre
9.8 out of 10, Exceptional, (20 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 ￥12,635
￥37,547 total
includes taxes & fees
Jun 20 - Jun 21
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
On the beach

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants
Hip Strip
8.6 out of 10, Excellent, (7 reviews)
"Such a great place great location!!"
United States
Matthew K.
The price is ￥10,820
￥14,026 total
includes taxes & fees
Jun 19 - Jun 20
Hip Strip Beach Apartment walkable to clubs, beaches and restaurants
Private beach nearby, white sand, free beach cabanas, beach shuttle

Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.4 out of 10, Very Good, (15 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 ￥16,927
￥27,641 total
includes taxes & fees
Jun 15 - Jun 16
Hospitality Expert CB1
Outdoor pool

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is ￥14,426
￥21,639 total
includes taxes & fees
Jun 12 - Jun 13
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Front of property

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
The price is ￥10,419
￥14,827 total
includes taxes & fees
Jun 21 - Jun 22
Unity Villa
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

Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

10/10 Excellent
"Good overall experience !"
Melissa 2-night trip
Posted 1 hour ago
Ocean Coral Spring - 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.