Greenwood Vacation Rentals from $59: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Montego Bay

"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."

DUSTIN

$51 nightly

Dec 8 - Dec 9

Total with taxes and fees

A resort with a swimming pool, beach, and ocean views.

2. Hospitality Expert CB1

Montego Bay

Clayteea

$148 nightly

Nov 23 - Nov 24

Total with taxes and fees

A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

3. Claudeville Condo

Montego Bay

Sabrina

$96 nightly

Nov 10 - Nov 11

Total with taxes and fees

A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

4. Angels Hideaway Blue Room

Ironshore

DUSTIN

$93 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living area with a pool, blue chairs, and a view of the ocean.

5. Eden Luxe 1

Montego Bay

Kelleia

$346 nightly

Nov 24 - Nov 25

Total with taxes and fees

A large house with a swimming pool, outdoor seating, and a well-lit patio area.

6. Half Hill 1BR

Montego Bay

Nye

$174 nightly

Nov 11 - Nov 12

Total with taxes and fees

A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

7. Montego Bay Ironshore Luxury Studios

Ironshore

Dapea

$99 nightly

Nov 10 - Nov 11

Total with taxes and fees

8. Hospitality Expert CB2

Montego Bay

Robert

$152 nightly

Nov 8 - Nov 9

Total with taxes and fees

A courtyard with a central planter, a staircase, and a view of the sea.

9. Hideaway by the Sea

Montego Bay

K.G. M.

$114 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

10. Villa Jamaica

Hague

Oretta

$184 nightly

Nov 8 - Nov 9

Total with taxes and fees

A person relaxing by a pool with a clear view of the water and greenery in the background.

11. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Falmouth Historic Town Centre

Marcia

$213 nightly

Nov 8 - Nov 9

Total with taxes and fees

A rectangular swimming pool with a tiled deck surrounding it.

12. Montego Bay Ironshore Luxury GOLD ROOM

Ironshore

$103 nightly

Dec 7 - Dec 8

Total with taxes and fees

13. TT’s Sea Side Loft - Montego Bay

Montego Bay

$109 nightly

Nov 18 - Nov 19

Total with taxes and fees

A spacious living area with a view of the ocean, furnished with sofas and coffee tables, and a stone accent wall.

14. Hospitality Expert Eden

Montego Bay

Jonnette

$442 nightly

Nov 9 - Nov 10

Total with taxes and fees

15. Hospitality Expert SF

Montego Bay

"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....

William

$243 nightly

Nov 21 - Nov 22

Total with taxes and fees

A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

16. Montego Bay Club Beach Resort

Hip Strip

Gerald

$140 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

17. BTS4

Montego Bay

$211 nightly

Nov 13 - Nov 14

Total with taxes and fees

A swimming pool with lounge chairs and a signboard.

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

Florence Hall

Ava

$163 nightly

Nov 8 - Nov 9

Total with taxes and fees

19. Hospitality Expert CB4

Montego Bay

paul

$153 nightly

Dec 8 - Dec 9

Total with taxes and fees

A residential house with a number sign, a driveway, and a well-maintained garden.

20. "The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"

Falmouth

Philip

$132 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Greenwood Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"Everything good condition"

Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

8/10 Good

"The resort is nice, it could be cleaner. Our rooms floor was not swept or mopped. A lot of heat was being generated by the mini fridge as well as from the large gap on the doorway of the rooms entrance which was letting hot air in. The AC had to be turned as low as possible to cool the room. We couldn’t get into the different restaurants. They either booked or closed!"

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Fantastic staff, beautiful room and grounds. Food was delicious. We were lucky to enjoy a Jamaican feast. Drinks were top tier. Good wine at dinner, bar drinks were made to order the way you like them ( enjoyed a salt rimmed classic margarita, a vodka olive martini, ice cold beer and rum punches that weren’t watered down at all as other reviews said). Beach was lovely pool was well lit at night. Comfortable bed! Loved having robes in the room but I do suggest putting more size inclusive ones. Overall great stay"

Toby's Resort

8/10 Good

"A charming, low-key and well kept establishment with attractive grounds, two outdoor pools, pool bar and small gym (closed during my stay unfortunately). On site restaurant for breakfast, lunch and dinner, serving Jamaican and other dishes. Very helpful staff. Parking, and close to airport. Walking distance to a couple of beaches, small mini markets and other shops."

Hotel Grand A View

10/10 Excellent

"On our arrival front desk made us feel welcome and helpful. I will recommend my friends and family to this hotel anytime, even my next visit will be Grand A View Hotel, our room and the hotel was so clean. I was very impressed with the staff including the gate keeper, bell person and cleaning crew was very nice. Breakfast was great, thank you."

Hotel Riu Reggae - Adults Only - All Inclusive

10/10 Excellent

"The location of this property is amazing, and the staff was extremely friendly and helpful throughout my stay. I stayed in a true oceanfront room that offered spectacular views of the surrounding area. After visiting neighboring properties, I can confidently say the ocean view here is absolutely immaculate. Additionally, all the dining options were tasteful, featuring plenty of choices to accommodate all types of diets. Getting around was also seamless, as the resort offers plenty of safe transportation options for guests."

Iberostar Selection Rose Hall Suites - All Inclusive

10/10 Excellent

"Iberostar Selection is an amazing property. The beach is clean, the drinks are strong and the amenities are practical. It kept the kids busy. We saw a Micheal Jackson impersonator show at the theater which was good. They have multiple gift and garment shops on site for most things you may need. There’s even a jewelry store if you so desire."

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 $59 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.

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Check prices for these dates

Our top choices for Greenwood vacation rentals

1. Sunshine Lodge- Your Home Away From Home

2. Hospitality Expert CB1

3. Claudeville Condo

4. Angels Hideaway Blue Room

5. Eden Luxe 1

6. Half Hill 1BR

7. Montego Bay Ironshore Luxury Studios

8. Hospitality Expert CB2

9. Hideaway by the Sea

10. Villa Jamaica

11. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

12. Montego Bay Ironshore Luxury GOLD ROOM

13. TT’s Sea Side Loft - Montego Bay

14. Hospitality Expert Eden

15. Hospitality Expert SF

16. Montego Bay Club Beach Resort

17. BTS4

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

19. Hospitality Expert CB4

20. "The Hideaway Suite — The Archway's Most Private Escape, Ocean in View"

Find vacation rentals that suit your style

Top Greenwood Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Ocean Eden Bay - Adults Only - All inclusive

Royalton Hideaway Blue Waters - Montego Bay, An Autograph Collection® All-Inclusive Resort - Adults Only

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Toby's Resort

Hotel Grand A View

Hotel Riu Reggae - Adults Only - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

Coyaba Beach Resort

Find out more about Greenwood

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