Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

Vacation Home in Montego Bay

Sunshine Lodge- Your Home Away From Home
4.0 star property
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 CA $99
CA $115 total
includes taxes & fees
Apr 1 - Apr 2
Sunshine Lodge- Your Home Away From Home

Villa in St. James Parish

Ocean View 2BR Palm Villa 1st Floor
The price is CA $204
CA $280 total
includes taxes & fees
Mar 11 - Mar 12
Ocean View 2BR Palm Villa 1st Floor
The price is CA $271
CA $357 total
includes taxes & fees
Mar 11 - Mar 12
Ocean View 2BR Palm Villa 2nd Floor

Apartment in Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
The price is CA $97
CA $249 total
includes taxes & fees
Mar 18 - Mar 19
Serenitys Hideaway Montego Bay

Vacation Home in Rhyne Park Village

Bev Rosevilla
2.5 star property
The price is CA $116
CA $175 total
includes taxes & fees
Mar 11 - Mar 12
Bev Rosevilla

Vacation Home in Florence Hall Village

Splendid Sensation
The price is CA $88
CA $179 total
includes taxes & fees
Mar 11 - Mar 12
Splendid Sensation
9.2 out of 10, Wonderful, (9 reviews)
"First, the property manager Nina was awesome! The property itself was great .... spacious, clean, close to everything and safe. The kids enjoyed the pool, and beach pass. We recommend and would book again! "
United States
Janife H.
The price is CA $212
CA $361 total
includes taxes & fees
Mar 18 - Mar 19
Hospitality Expert CB1: Pool, Beach & Chef

Vacation Home in Montego Bay

Serenity Suite; The Jamaican Retreat
The price is CA $95
CA $136 total
includes taxes & fees
Mar 12 - Mar 13
Serenity Suite; The Jamaican Retreat

Vacation Home in Rhyne Park Village

Short and longTerm ,Vacational rental home.
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 CA $122
CA $149 total
includes taxes & fees
Mar 11 - Mar 12
Short and longTerm ,Vacational rental home.

Vacation Home in Florence Hall Village

Vacation Home Rental
10.0 out of 10, Exceptional, (1 review)
The price is CA $88
CA $161 total
includes taxes & fees
Mar 11 - Mar 12
Vacation Home Rental
8.8 out of 10, Excellent, (6 reviews)
"It was a great experience waking up to an ocean view"
United States
Donnett M.
The price is CA $153
CA $220 total
includes taxes & fees
Mar 12 - Mar 13
This is a three bedrooms three bathrooms house that is fully furnihsed
3.0 star property
9.4 out of 10, Exceptional, (25 reviews)
"Comfortable, clean and quiet. I would stay here again "
United States
Shane
The price is CA $128
CA $149 total
includes taxes & fees
Mar 11 - Mar 12
Montego Bay Ironshore Luxury Studios

Villa in Montego Bay

Half Hill 3BR
3.5 star property
The price is CA $700
CA $942 total
includes taxes & fees
Apr 10 - Apr 11
Half Hill 3BR
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 CA $326
CA $370 total
includes taxes & fees
Mar 11 - Mar 12
Steps To Beach - Spacious Clean Cottage w/ Cook

Villa in Florence Hall Village

Jhadano 3BR Pool & Gym Shuttle Gated
10.0 out of 10, Exceptional, (5 reviews)
"Clean, comfortable and Natoya very accommodating and hospitable."
United States
Gregory K.
The price is CA $134
CA $274 total
includes taxes & fees
Mar 17 - Mar 18
Jhadano 3BR Pool & Gym Shuttle Gated
3.0 star property
6.0 out of 10, (2 reviews)
"The Oceanview was prefect. Allowed me to stay for an additional tonight with discount. Neighbors very friendly and helpful. The pool stays open 24 hours. Need a pass to get on the beach which locks at 6 pm. The Restaurant was great not over priced menu. There's a bar/gift shop on the premise. "
United States
Kinshasha
The price is CA $104
CA $122 total
includes taxes & fees
Mar 17 - Mar 18
Oceanview Studio Apt w/ Pool, Bar & Beach Access
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 CA $183
CA $210 total
includes taxes & fees
Mar 13 - Mar 14
Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!

Vacation Home in Florence Hall Village

2 Bedroom House near Martha Brae River Rafting
10.0 out of 10, Exceptional, (1 review)
"Very clean home. The host was excellent "
United States
St Derrick P.
The price is CA $200
CA $242 total
includes taxes & fees
Mar 11 - Mar 12
2 Bedroom House near Martha Brae River Rafting
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 CA $122
CA $218 total
includes taxes & fees
Mar 12 - Mar 13
Impeccable Spacious 3 Bedroom Home Near Beach!
10.0 out of 10, Exceptional, (65 reviews)
"Such a nice stay at windfall Villas, Mel was great and always able to get us to anywhere at almost anytime we needed. It was beautiful and peaceful at the property. Would highly recommend to anyone checking out Montego Bay. Think twice begore trying drive here. In my opinion this is one dangerous place to drive unless you’ve driven here before. Mel made this part of our trip completely safe. "
United States
Jeff B.
The price is CA $412
CA $469 total
includes taxes & fees
Mar 16 - Mar 17
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
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 Cinnamon Hill Golf Course 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.