Greenwood Vacation Rentals from $72: 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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In two weeks

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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

$62 nightly

Jul 8 - Jul 9

Total with taxes and fees

Comfy Villa With Ocean View

Ironshore

$190 nightly

Jun 25 - Jun 26

Total with taxes and fees

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

Florence Hall

Ava

$164 nightly

Jun 30 - Jul 1

Total with taxes and fees

Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

$130 nightly

Jun 28 - Jun 29

Total with taxes and fees

Montego Bay Ironshore Luxury Studios

Ironshore

Remone

$65 nightly

Jun 29 - Jun 30

Total with taxes and fees

Oasis At The Manor

Florence Hall

Alwayne F.

$170 nightly

Jun 30 - Jul 1

Total with taxes and fees

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

Villa Jamaica

Hague

Oretta

$191 nightly

Jun 27 - Jun 28

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

$110 nightly

Jun 24 - Jun 25

Total with taxes and fees

Vacation Home Rental

Florence Hall

$133 nightly

Jun 24 - Jun 25

Total with taxes and fees

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Hopewell

Roberta M.

$135 nightly

Jul 4 - Jul 5

Total with taxes and fees

Half Hill 3BR

Montego Bay

Canute

$373 nightly

Jun 26 - Jun 27

Total with taxes and fees

Claudeville Condo

Montego Bay

Kenneth

$96 nightly

Jun 24 - Jun 25

Total with taxes and fees

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Mount Salem

"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...

English C.

$80 nightly

Jun 30 - Jul 1

Total with taxes and fees

Eden Luxe 1

Montego Bay

Kelleia

$467 nightly

Jun 29 - Jun 30

Total with taxes and fees

Beach nearby, white sand, beach shuttle, sun loungers

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Falmouth Historic Town Centre

Marcia

$203 nightly

Jun 24 - Jun 25

Total with taxes and fees

Short and longTerm ,Vacational rental home.

Rhyne Park Village

Julia M.

$110 nightly

Jun 24 - Jun 25

Total with taxes and fees

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

Hospitality Expert CB1

Montego Bay

Clayteea

$143 nightly

Jul 1 - Jul 2

Total with taxes and fees

Splendid Sensation

Florence Hall

$140 nightly

Jul 4 - Jul 5

Total with taxes and fees

Beach nearby, sun loungers, beach towels

Steps To Beach - Spacious Clean Cottage w/ Cook

Duncan Bay

Valerie

$214 nightly

Jun 30 - Jul 1

Total with taxes and fees

Hideaway by the Sea

Montego Bay

Renardo

$126 nightly

Jul 15 - Jul 16

Total with taxes and fees

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Top Greenwood Hotel Reviews

Ocean Eden Bay - Adults Only - All inclusive

8/10 Good

"The staff makes this resort a five star experience. The check in process was a bit lengthy but they made up for it by offering to let me shower in the very nice lobby bathroom. Good food everywhere! The good drinks are going to cost you a bit more money so be sure to get the premium package when you book your accommodation."

Ocean Coral Spring - All Inclusive

10/10 Excellent

"Our family had an amazing stay at the Ocean Coral Spring Resort in Jamaica! From the moment we arrived, we felt welcomed and appreciated. The resort was beautiful, the atmosphere was fun, and there was always something to do. A huge thank you to Andre, Angie, Nicole, and Chevell for their outstanding customer service. They were always friendly, helpful, and made sure our stay was enjoyable from start to finish. A special shoutout to Cyril at the pool, who kept the energy high every day with activities, entertainment, and great vibes. He made sure guests were having fun and created an unforgettable experience for everyone. This was truly a memorable family vacation filled with laughter, relaxation, and great hospitality. We can’t wait to visit again! 🇯🇲☀️🌴💙"

Hotel 39 Jamaica

8/10 Good

"As the first stop of my trip, my stay was pleasant. The food was beyond exceptional, and the staff were very communicative and welcoming. The only downside was the bathroom in the hotel room. The shower did not have a door or a bump on the floor to hold the water in so a lot of it flooded out into the main room. There was some unfinished structure towards the pool area and a sizable hole in the pool. Apart from these minor things, my family and I had a great time. The location made it very easy to access the beach and other fast food restaurants. Would definitely recommend especially for tourist who don’t know their way around."

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.

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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 Luminous Lagoon. 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

Comfy Villa With Ocean View

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

Serenitys Hideaway Montego Bay

Montego Bay Ironshore Luxury Studios

Oasis At The Manor

Villa Jamaica

Bev Rosevilla

Vacation Home Rental

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Half Hill 3BR

Claudeville Condo

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Eden Luxe 1

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Short and longTerm ,Vacational rental home.

Hospitality Expert CB1

Splendid Sensation

Steps To Beach - Spacious Clean Cottage w/ Cook

Hideaway by the Sea

Find vacation rentals that suit your style

Top Greenwood Hotel Reviews

Ocean Eden 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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