Beach and island in Montego Bay Jamaica

Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

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 CA $80
CA $101 total
includes taxes & fees
Jun 28 - Jun 29
Sunshine Lodge- Your Home Away From Home

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is CA $110
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
Serenitys Hideaway Montego Bay

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (29 reviews)
"Clean room, serene space and setting, and ideal location."
United States
Remone
The price is CA $89
CA $104 total
includes taxes & fees
Jun 26 - Jun 27
Montego Bay Ironshore Luxury Studios

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is CA $120
CA $181 total
includes taxes & fees
Jun 16 - Jun 17
Bev Rosevilla

Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
The price is CA $239
CA $277 total
includes taxes & fees
Jun 17 - Jun 18
Comfy Villa With Ocean View

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 CA $449
CA $658 total
includes taxes & fees
Jun 16 - Jun 17
Half Hill 3BR

Villa Solstice Luxury 4 Bedroom

Villa Solstice Luxury 4 Bedroom
3.5 star property
Montego Bay
The price is CA $1,566
CA $1,943 total
includes taxes & fees
Jun 16 - Jun 17
Villa Solstice Luxury 4 Bedroom

Charming 4BR Garden Villa Pool Separate Cottage

Charming 4BR Garden Villa Pool Separate Cottage
2.0 star property
Montego Bay
The price is CA $3,459
CA $4,442 total
includes taxes & fees
Jul 16 - Jul 17
Charming 4BR Garden Villa Pool Separate Cottage

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 CA $134
CA $155 total
includes taxes & fees
Jun 16 - Jun 17
Claudeville Condo

Hospitality Expert CB3

Hospitality Expert CB3
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (14 reviews)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is CA $200
CA $301 total
includes taxes & fees
Jun 17 - Jun 18
Hospitality Expert CB3

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is CA $133
CA $148 total
includes taxes & fees
Jun 17 - Jun 18
Sky Beach Rooms

Villa Nilaja

Villa Nilaja
5.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
"I booked a destination for my 21 year old daughter birthday and she had aworry free amazing time. The host setup everything my daughter wanted to do flawlessly! The private chef was exceptional with Jamaican and American cuisine! The driver was always out front and on time! Can't wait for the next visit!"
United States
Nakish
The price is CA $1,339
CA $1,751 total
includes taxes & fees
Jun 19 - Jun 20
Villa Nilaja

Ultra

Ultra
3.5 star property
Montego Bay
The price is CA $3,943
CA $4,956 total
includes taxes & fees
Jun 16 - Jun 17
Ultra

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 CA $88
CA $126 total
includes taxes & fees
Jun 16 - Jun 17
Lawrence Pool House

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 CA $157
CA $287 total
includes taxes & fees
Jun 23 - Jun 24
Villa Jamaica

Hospitality Expert CB All

Hospitality Expert CB All
3.0 star property
Montego Bay
The price is CA $2,516
CA $3,245 total
includes taxes & fees
Jul 1 - Jul 2
Hospitality Expert CB All

Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is CA $402
CA $568 total
includes taxes & fees
Jun 22 - Jun 23
Eden Luxe 1

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.4 out of 10, (83 reviews)
"The view is amazing just imagine waking to a beautiful blue ocean. Walking distance to the beach and the best restaurants, I recommend this place any day and the price is right.."
United States
Natalie
The price is CA $172
CA $236 total
includes taxes & fees
Jun 21 - Jun 22
Montego Bay Club Beach Resort

Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"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 CA $425
CA $595 total
includes taxes & fees
Jun 29 - Jun 30
Hospitality Expert SF

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is CA $699
CA $806 total
includes taxes & fees
Jun 16 - Jun 17
The Shallhome
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.