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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Greenwood vacation rentals

Terrace/patio

1. 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 P4,203
P5,248 total
includes taxes & fees
Aug 18 - Aug 19
Sunshine Lodge- Your Home Away From Home
Front of property

2. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (36 reviews)
"I love love love this place it was more than my expectations this place is like a hidden gem it had everything that I needed 😃 I brought items with me thinking that I needed and to my surprise it had everything I can’t say enough wonderful things about here.And Muhammad who is the caretaker was great he made sure that I was comfortable. It was nice and clean the grounds was well kept and I saw Muhammad always keeping the pool clean this place is great and I will be going back"
United States
Karen
The price is P5,254
P6,103 total
includes taxes & fees
Aug 18 - Aug 19
Montego Bay Ironshore Luxury Studios
Rafting

3. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is P6,636
P12,609 total
includes taxes & fees
Aug 18 - Aug 19
Serenitys Hideaway Montego Bay
Exterior

4. Ultra

Ultra
3.5 star property
Montego Bay
The price is P184,286
P230,425 total
includes taxes & fees
Aug 18 - Aug 19
Ultra
Private beach nearby, white sand, beach shuttle, beach cabanas

5. Hospitality Expert CB2

Hospitality Expert CB2
3.5 star property
Montego Bay
8.2 out of 10, Very Good, (14 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 P6,268
P10,342 total
includes taxes & fees
Aug 21 - Aug 22
Hospitality Expert CB2
Iron/ironing board, WiFi (free), individually decorated

6. Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is P5,254
P7,947 total
includes taxes & fees
Aug 18 - Aug 19
Bev Rosevilla
Property grounds

7. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is P12,771
P14,748 total
includes taxes & fees
Aug 18 - Aug 19
Comfy Villa With Ocean View
Exterior

8. 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 P3,871
P5,549 total
includes taxes & fees
Aug 18 - Aug 19
Lawrence Pool House
Outdoor pool

9. Half Hill All

Half Hill All
3.5 star property
Montego Bay
The price is P25,747
P38,888 total
includes taxes & fees
Aug 19 - Aug 20
Half Hill All
Exterior

10. Villa Solstice Luxury 4 Bedroom

Villa Solstice Luxury 4 Bedroom
3.5 star property
Montego Bay
The price is P68,808
P85,336 total
includes taxes & fees
Aug 18 - Aug 19
Villa Solstice Luxury 4 Bedroom
Property grounds

11. La Rose Apartment Jamaica

La Rose Apartment Jamaica
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and relaxing. The resident host was very courteous, kind and accommodating."
United States
Earl
The price is P5,254
P9,176 total
includes taxes & fees
Aug 18 - Aug 19
La Rose Apartment Jamaica
View from room

12. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (27 reviews)
"The property was very close to the airport. Bed is comfortable. Only thing is I would av appreciated a kitchen curtain. Apart from that it was great and I love the host she is sweet"
United States
Devine
The price is P5,876
P6,819 total
includes taxes & fees
Aug 18 - Aug 19
Claudeville Condo
Private beach nearby, white sand, beach shuttle, beach cabanas

13. 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 P10,563
P16,818 total
includes taxes & fees
Sep 4 - Sep 5
Hospitality Expert SF
Outdoor pool

14. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
The price is P8,050
P12,391 total
includes taxes & fees
Aug 19 - Aug 20
Half Hill 1BR
Private beach nearby, white sand, beach shuttle, beach cabanas

15. 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
The price is P21,126
P33,574 total
includes taxes & fees
Aug 20 - Aug 21
Hospitality Expert Eden
Living area

16. Eden Estate

Eden Estate
2.0 star property
Montego Bay
Eden Estate
Aerial view

17. 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 P58,815
P76,916 total
includes taxes & fees
Aug 21 - Aug 22
Villa Nilaja
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

18. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (24 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 P4,466
P9,806 total
includes taxes & fees
Sep 10 - Sep 11
Villa Jamaica
Beach bar

19. Hospitality Expert CB All

Hospitality Expert CB All
3.0 star property
Montego Bay
The price is P86,219
P114,576 total
includes taxes & fees
Sep 12 - Sep 13
Hospitality Expert CB All
Private beach nearby, white sand, beach shuttle, beach cabanas

20. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very Good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is P6,581
P10,702 total
includes taxes & fees
Aug 20 - Aug 21
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

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

10/10 Excellent
"I have been going to this resort for the past 4 years. I truly love this resort."
Jammie 8-night trip
Posted 1 hour ago
Ocean Eden Bay - Adults Only - 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.