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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Greenwood vacation rentals

A covered outdoor area with a wooden deck, a green railing with pineapple decorations, and palm trees in the background.

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)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
$62 nightly
The price is $72
Sep 24 - Sep 25
Total with taxes and fees
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 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
$139 nightly
The price is $154
Sep 27 - Sep 28
Total with taxes and fees
Hospitality Expert CB4
A swimming pool with lounge chairs and a signboard.

3. This is a three bedrooms three bathrooms house that is fully furnihsed

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.0 out of 10, Wonderful, (13 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
$176 nightly
The price is $188
Sep 24 - Sep 25
Total with taxes and fees
This is a three bedrooms three bathrooms house that is fully furnihsed
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

4. Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
8.0 out of 10, Very good, (4 reviews)
"Beautiful and peaceful property. I would definitely visit again. Perfect for large groups and families."
Canada
Kervin
$294 nightly
The price is $339
Oct 1 - Oct 2
Total with taxes and fees
Half Hill 3BR
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

5. BTS4

BTS4
3.0 star property
Montego Bay
$205 nightly
The price is $237
Sep 28 - Sep 29
Total with taxes and fees
BTS4
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

6. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.2 out of 10, Wonderful, (25 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
$184 nightly
The price is $212
Sep 27 - Sep 28
Total with taxes and fees
Villa Jamaica
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

7. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (39 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
$95 nightly
The price is $110
Sep 28 - Sep 29
Total with taxes and fees
Montego Bay Ironshore Luxury Studios
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

8. 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
$462 nightly
The price is $510
Sep 25 - Sep 26
Total with taxes and fees
Hospitality Expert Eden
A beach with clear skies and calm waters.

9. 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.
$110 nightly
The price is $110
Sep 24 - Sep 25
Total with taxes and fees
Short and longTerm ,Vacational rental home.
A residential area with multiple houses, a well-maintained lawn, and a clear view of the ocean.

10. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
$187 nightly
The price is $216
Sep 24 - Sep 25
Total with taxes and fees
Comfy Villa With Ocean View
A swimming pool with a tiled deck, surrounded by a fence and chairs, with a view of greenery and a distant building.

11. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
$73 nightly
The price is $84
Oct 2 - Oct 3
Total with taxes and fees
Montego Bay Ironshore Luxury GOLD ROOM
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
$174 nightly
The price is $202
Sep 28 - Sep 29
Total with taxes and fees
Half Hill 1BR
A spacious living area with a pool, blue chairs, and a view of the ocean.

13. 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
$248 nightly
The price is $286
Sep 25 - Sep 26
Total with taxes and fees
Eden Luxe 1
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
$204 nightly
The price is $224
Sep 24 - Sep 25
Total with taxes and fees
Hospitality Expert SF
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

15. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
$96 nightly
The price is $111
Sep 24 - Sep 25
Total with taxes and fees
Claudeville Condo
A person on a chairlift with a view of a cruise ship, a beach, and a resort area.

16. Hospitality Expert CB4: Pool, Beach & Chef

Hospitality Expert CB4: Pool, Beach & Chef
Montego Bay
$176 nightly
The price is $199
Sep 27 - Sep 28
Total with taxes and fees
Hospitality Expert CB4: Pool, Beach & Chef
An outdoor bar area with a pool, covered seating, and a view of the pool.

17. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $162
Sep 24 - Sep 25
Total with taxes and fees
BTS8
A two-story building with a large balcony, a swimming pool, and white outdoor furniture.

18. Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (72 reviews)
"Very convenient and the apartment had everything you needed to feel at home"
United Kingdom
Vincent
$83 nightly
The price is $90
Sep 24 - Sep 25
Total with taxes and fees
Lawrence Pool House
A balcony with a view of a swimming pool and the ocean.

19. BTS5

BTS5
3.0 star property
Montego Bay
$162 nightly
The price is $188
Sep 26 - Sep 27
Total with taxes and fees
BTS5
A beach with rows of sun loungers and a single empty chair, a clear blue sky, and calm ocean waters.

20. Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.

Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.
Florence Hall
10.0 out of 10, Exceptional, (3 reviews)
$254 nightly
The price is $254
Sep 24 - Sep 25
Total with taxes and fees
Charming 3-bedroom in gated community of StoneBrook Manor Trelawny.
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

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

8/10 Good
"Entertainment was different every time. Dancers interacted with everyone. Pool’s are not far from the beach. I had a great time."
Karen 6-night trip
Posted less than an hour ago
Hotel Riu Montego Bay - Adults Only - All Inclusive

Find out more about Greenwood

Everything you need to know about Greenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.