A beach with clear turquoise waters, a sandy shore, and a rocky outcrop with a gazebo.

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Greenwood vacation rentals

A room with a view of the ocean through a large window.

1. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.6 out of 10, Good, (5 reviews)
"Very cool place to stay. Very few minor issues, communication was great. Any real issue we had was not reflective on the property, if you ever drove in Jamaica roads are a little bit rough and the one going up to the property is a little rough but not impossible by any means. The view is amazing the place is clean and the AC in the bedroom works amazing. We had an issue with the gas for the stove, but that might have been more of a user issue than anything else. Everything else worked out fine."
United States
DUSTIN
The price is P2,906
P3,772 total
includes taxes & fees
Nov 16 - Nov 17
Sunshine Lodge- Your Home Away From Home
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

2. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.0 out of 10, Very good, (16 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 P6,819
P11,092 total
includes taxes & fees
Nov 16 - Nov 17
Hospitality Expert CB1
A spacious living area with a pool, blue chairs, and a view of the ocean.

3. 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 P15,740
P22,945 total
includes taxes & fees
Dec 9 - Dec 10
Eden Luxe 1
A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

4. Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.8 out of 10, Exceptional, (6 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is P5,936
P6,890 total
includes taxes & fees
Nov 16 - Nov 17
Angels Hideaway Blue Room
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

5. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (40 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is P5,162
P6,000 total
includes taxes & fees
Dec 7 - Dec 8
Montego Bay Ironshore Luxury Studios
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

6. Hospitality Expert CB2

Hospitality Expert CB2
3.5 star property
Montego Bay
8.4 out of 10, Very good, (16 reviews)
"This Place was clean and comfortable. If you need a nice place to relax this place will fit your needs"
United States
Robert
The price is P6,500
P10,725 total
includes taxes & fees
Nov 19 - Nov 20
Hospitality Expert CB2
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

7. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (30 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is P5,592
P6,494 total
includes taxes & fees
Nov 16 - Nov 17
Claudeville Condo
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

8. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.4 out of 10, Exceptional, (26 reviews)
"Cute and Clean. I would rent again"
United States
Tonya
The price is P7,556
P13,533 total
includes taxes & fees
Nov 18 - Nov 19
Villa Jamaica
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

9. Hospitality Expert Eden

Hospitality Expert Eden
4.0 star property
Montego Bay
8.8 out of 10, Excellent, (6 reviews)
"Yes fabulous view Beautiful and tranquil Lorna was so welcoming and made us feel welcome! Would return again. "
United Kingdom
Jonnette
Hospitality Expert Eden
A rectangular swimming pool with a tiled deck surrounding it.

10. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
The price is P7,313
P8,473 total
includes taxes & fees
Nov 16 - Nov 17
Montego Bay Ironshore Luxury GOLD ROOM
A beach scene with two people running.

11. 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
10.0 out of 10, Exceptional, (21 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 P4,068
P15,661 total
includes taxes & fees
Nov 16 - Nov 17
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

12. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to the airport about 10 minutes without traffic. Villas was clean and exactly as shown. On-site staff was attentive and very responsive, so was the entire hospitality expert team. Would stay again."
United States
Nye
The price is P7,583
P11,971 total
includes taxes & fees
Nov 16 - Nov 17
Half Hill 1BR
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

13. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (102 reviews)
"I liked the view and the location.I liked that it was clean and bright"
Canada
Gerald
The price is P7,743
P11,262 total
includes taxes & fees
Nov 16 - Nov 17
Montego Bay Club Beach Resort
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

14. 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 P10,782
P17,243 total
includes taxes & fees
Dec 1 - Dec 2
Hospitality Expert SF
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

15. BTS4

BTS4
3.0 star property
Montego Bay
The price is P7,227
P8,374 total
includes taxes & fees
Nov 16 - Nov 17
BTS4
A lush garden with various tropical plants and palm trees.

16. Holiday House Second floor Ste

Holiday House Second floor Ste
3.5 star property
Ironshore
7.0 out of 10, Good, (8 reviews)
"Great place and host"
United States
Simone
The price is P11,471
P15,804 total
includes taxes & fees
Nov 25 - Nov 26
Holiday House Second floor Ste
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

17. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.0 out of 10, Very good, (35 reviews)
"Felt like home away from home."
United States
paul
The price is P5,308
P9,355 total
includes taxes & fees
Nov 21 - Nov 22
Hospitality Expert CB4
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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"Great place to stay The staff are hospitable and accommodating. The food is great with a wide variety of incredible dishes. There's always something to do with unlimited access to the Doctors Cave Beach. Whenever I'm going to jamaica this my comfort spot."
Doreen 10-night trip
Posted 11 hours ago
Deja Resort 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 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.