Greenwood Vacation Rentals from $74: Search Short-Term Rentals

Q: 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.

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Our top choices for Greenwood vacation rentals

Sunshine Lodge- Your Home Away From Home

Montego Bay

"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."

Ana Cristina

$64 nightly

Jul 25 - Jul 26

Total with taxes and fees

Comfort House | Private kitchen | Full-size fridge, oven, stovetop, cookware/dishes/utensils

Casia Villa

Montego Bay

$441 nightly

Jul 14 - Jul 15

Total with taxes and fees

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

Florence Hall

Ava

$164 nightly

Jul 21 - Jul 22

Total with taxes and fees

Half Hill 3BR

Montego Bay

Canute

$430 nightly

Jul 17 - Jul 18

Total with taxes and fees

Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

$147 nightly

Jul 12 - Jul 13

Total with taxes and fees

Villa Nilaja

Ironshore

Nakish

$1,107 nightly

Jul 17 - Jul 18

Total with taxes and fees

Claudeville Condo

Montego Bay

Kenneth

$96 nightly

Jul 12 - Jul 13

Total with taxes and fees

Comfy Villa With Ocean View

Ironshore

$187 nightly

Jul 20 - Jul 21

Total with taxes and fees

Private beach nearby, white sand, beach shuttle, beach cabanas

Hospitality Expert CB2

Montego Bay

Sedrick

$164 nightly

Jul 12 - Jul 13

Total with taxes and fees

Montego Bay Ironshore Luxury Studios

Ironshore

Remone

$64 nightly

Aug 4 - Aug 5

Total with taxes and fees

Montego Bay Club Beach Resort

Hip Strip

Natalie

$146 nightly

Jul 14 - Jul 15

Total with taxes and fees

Unity Villa

Montego Bay

Fashira

$81 nightly

Jul 14 - Jul 15

Total with taxes and fees

Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

Villa Jamaica

Hague

Oretta

$214 nightly

Jul 25 - Jul 26

Total with taxes and fees

Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC

Florence Hall

$237 nightly

Jul 12 - Jul 13

Total with taxes and fees

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Montego Bay

$2,881 nightly

Jul 12 - Jul 13

Total with taxes and fees

Eden Luxe 1

Montego Bay

Kelleia

$444 nightly

Jul 14 - Jul 15

Total with taxes and fees

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

Florence Hall

"We had a great stay at the property! It was clean, comfortable, and overall a pleasant place for me and my family. The host was very welcoming and responsive, which made the experience even better. The only minor issue we had was that a few of the appliances didn’t seem to be working properly or perhaps we just didn’t know how to operate them. That said, it didn’t take away from our enjoyment, and we would definitely consider staying here again."

Shakeil W.

$254 nightly

Jul 12 - Jul 13

Total with taxes and fees

The Best 2 Bedrooms Townhouse in Montego Bay!

Ironshore

Weslyn A.

$285 nightly

Jul 12 - Jul 13

Total with taxes and fees

Comfy Haven

Montego Bay

Ashley Gregaitis Nembhard and howayne

$118 nightly

Jul 12 - Jul 13

Total with taxes and fees

Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Rhyne Park Village

$113 nightly

Jul 14 - Jul 15

Total with taxes and fees

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Top Greenwood Hotel Reviews

Excellence Oyster Bay - Adults Only All Inclusive

10/10 Excellent

"Beach was nicely kept, property was very clean"

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

10/10 Excellent

"Everyone was extremely helpful, and the resort was filled with activities everyday. You don’t have to leave the resort to enjoy yourself. They also allow you to reserve tables at their restaurants in the app. If by any chance you want to leave the resort for activities, you can sign up for excursions, snorkeling, scuba diving, and much more. I definitely had a great time!"

Iberostar Selection Rose Hall Suites - All Inclusive

10/10 Excellent

"Overall, we had a great time staying at iberostar. I'd definitely come back to this hotel the next time I visit Jamaica. Pros: 1. Amazing food!!! The food really exceeded our expectations. We tried different cuisines and we loved most of the things that we ate. There were a few items that we weren't a big fan of, but overall, I'd say it was a very positive experience. 2. Super friendly staff - we were just blown away by the staff that worked at the resort. They are so friendly, polite and very helpful and were very playful with my 17 month old daughter. 3. Rooms are clean and spacious. Cons: 1. Guests cannot visit past 6 pm! This rule caught me off guard. I had some local friends that visited me at 9 pm and they were refused entry. I had to step outside the resort and go to a local bar to meet my friends. 2. AC temp not going below 19.5°C. If you want the room to be colder, it's not going to be possible. I also noticed other sections of the resort that didn't have AC throughout the day. 3. After checking in, they would send you to the concierge. The concierge will give you some hotel credits in exchange for a timeshare presentation. You are not obligated to take that. Be polite but firm and tell them that you're not interested. Things to know: 1. They do not have plastic or paper straws(you will need to bring your own) 2. They do not let you pack your food to take it back to the room. Whatever u order at any restaurant will have to be eaten there."

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 $74 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.

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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 Doctor's Cave Beach. 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.

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Check prices for these dates

Our top choices for Greenwood vacation rentals

Sunshine Lodge- Your Home Away From Home

Casia Villa

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

Half Hill 3BR

Serenitys Hideaway Montego Bay

Villa Nilaja

Claudeville Condo

Comfy Villa With Ocean View

Hospitality Expert CB2

Montego Bay Ironshore Luxury Studios

Montego Bay Club Beach Resort

Unity Villa

Villa Jamaica

Tropical Escape, Spacious 2 Bedroom Vacation Oasis with WiFi, AC

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Eden Luxe 1

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

The Best 2 Bedrooms Townhouse in Montego Bay!

Comfy Haven

Bev Rosevilla

Find vacation rentals that suit your style

Top Greenwood Hotel Reviews

Excellence Oyster Bay - Adults Only All Inclusive

Find out more about Greenwood

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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