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
7.4 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 ¥11,502
¥13,386 total
includes taxes & fees
Apr 1 - Apr 2
Sunshine Lodge- Your Home Away From Home

Ocean View 2BR Palm Villa 1st Floor

Ocean View 2BR Palm Villa 1st Floor
St. James Parish
The price is ¥23,631
¥32,453 total
includes taxes & fees
Mar 8 - Mar 9
Ocean View 2BR Palm Villa 1st Floor

Ocean View 2BR Palm Villa 2nd Floor

Ocean View 2BR Palm Villa 2nd Floor
St James
The price is ¥31,508
¥40,173 total
includes taxes & fees
Mar 8 - Mar 9
Ocean View 2BR Palm Villa 2nd Floor

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is ¥11,315
¥28,924 total
includes taxes & fees
Mar 19 - Mar 20
Serenitys Hideaway Montego Bay

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is ¥13,469
¥20,374 total
includes taxes & fees
Mar 10 - Mar 11
Bev Rosevilla

Splendid Sensation

Splendid Sensation
Florence Hall Village
The price is ¥10,240
¥20,795 total
includes taxes & fees
Mar 10 - Mar 11
Splendid Sensation

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
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 ¥18,030
¥33,574 total
includes taxes & fees
Mar 9 - Mar 10
Hospitality Expert CB1: Pool, Beach & Chef

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is ¥11,028
¥15,754 total
includes taxes & fees
Mar 8 - Mar 9
Serenity Suite; The Jamaican Retreat

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 ¥14,179
¥17,330 total
includes taxes & fees
Mar 8 - Mar 9
Short and longTerm ,Vacational rental home.

Vacation Home Rental

Vacation Home Rental
Florence Hall Village
10.0 out of 10, Exceptional, (1 review)
The price is ¥10,240
¥18,747 total
includes taxes & fees
Mar 10 - Mar 11
Vacation Home Rental

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
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 ¥17,750
¥25,797 total
includes taxes & fees
Mar 8 - Mar 9
This is a three bedrooms three bathrooms house that is fully furnihsed

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (25 reviews)
"Comfortable, clean and quiet. I would stay here again "
United States
Shane
The price is ¥14,888
¥17,279 total
includes taxes & fees
Mar 12 - Mar 13
Montego Bay Ironshore Luxury Studios

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is ¥81,414
¥109,562 total
includes taxes & fees
Apr 5 - Apr 6
Half Hill 3BR

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 ¥37,022
¥42,378 total
includes taxes & fees
Mar 10 - Mar 11
Steps To Beach - Spacious Clean Cottage w/ Cook

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 ¥15,596
¥32,138 total
includes taxes & fees
Mar 23 - Mar 24
Jhadano 3BR Pool & Gym Shuttle Gated

Oceanview Studio Apt w/ Pool, Bar & Beach Access

Oceanview Studio Apt w/ Pool, Bar & Beach Access
3.0 star property
Montego Bay
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 ¥8,901
¥10,393 total
includes taxes & fees
Mar 31 - Apr 1
Oceanview Studio Apt w/ Pool, Bar & Beach Access

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 ¥21,268
¥24,419 total
includes taxes & fees
Mar 9 - Mar 10
Seaside Jamaica Cottage with Lush Garden, Hammock, 1 minute Walk to Beach!

2 Bedroom House near Martha Brae River Rafting

2 Bedroom House near Martha Brae River Rafting
Florence Hall Village
10.0 out of 10, Exceptional, (1 review)
"Very clean home. The host was excellent "
United States
St Derrick P.
The price is ¥23,047
¥28,002 total
includes taxes & fees
Mar 10 - Mar 11
2 Bedroom House near Martha Brae River Rafting

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 ¥14,179
¥25,270 total
includes taxes & fees
Mar 8 - Mar 9
Impeccable Spacious 3 Bedroom Home Near Beach!

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
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 ¥47,892
¥52,146 total
includes taxes & fees
Mar 9 - Mar 10
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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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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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.