Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sep - 6 Sep
In four months
2 Oct - 4 Oct

Our top choices for Greenwood vacation rentals

Traditional Cottage | Terrace/patio

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 SAR 213
SAR 271 total
includes taxes & fees
19 Jun - 20 Jun
Sunshine Lodge- Your Home Away From Home
Beach

Cozy studio in a gated community near Falmouth

Cozy studio in a gated community near Falmouth
Falmouth Historic Town Centre
The price is SAR 251
SAR 329 total
includes taxes & fees
12 Jun - 13 Jun
Cozy studio in a gated community near Falmouth
Exterior

Vacation Home Rental

Vacation Home Rental
Florence Hall
10.0 out of 10, Exceptional, (1 review)
The price is SAR 255
SAR 514 total
includes taxes & fees
9 Jun - 10 Jun
Vacation Home Rental
Living area

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

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"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...
United States
English C.
The price is SAR 188
SAR 300 total
includes taxes & fees
27 Jun - 28 Jun
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
1 bedroom, iron/ironing board, free WiFi, bed sheets

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
montego bay
The price is SAR 225
SAR 342 total
includes taxes & fees
9 Jun - 10 Jun
marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
Exterior

Splendid Sensation

Splendid Sensation
Florence Hall
The price is SAR 263
SAR 533 total
includes taxes & fees
9 Jun - 10 Jun
Splendid Sensation
Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is SAR 321
SAR 486 total
includes taxes & fees
9 Jun - 10 Jun
Bev Rosevilla
Front of property

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (28 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is SAR 237
SAR 277 total
includes taxes & fees
20 Jun - 21 Jun
Montego Bay Ironshore Luxury Studios
Interior

Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
8.4 out of 10, Very Good, (13 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
The price is SAR 222
SAR 297 total
includes taxes & fees
18 Jun - 19 Jun
Charming & Comfortable 1-Bedroom Suite in Montego Bay
Exterior

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 SAR 237
SAR 339 total
includes taxes & fees
10 Jun - 11 Jun
Lawrence Pool House
Basic Loft | View from room

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is SAR 359
SAR 417 total
includes taxes & fees
15 Jun - 16 Jun
Claudeville Condo
Outdoor pool

Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (38 reviews)
"Very clean space and Sherri thought of every convenience you could need that made my stay very comfortable "
United States
Renardo
The price is SAR 255
SAR 492 total
includes taxes & fees
30 Jun - 1 Jul
Hideaway by the Sea
Rafting

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is SAR 306
SAR 580 total
includes taxes & fees
15 Jun - 16 Jun
Serenitys Hideaway Montego Bay
Exterior

Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is SAR 311
SAR 361 total
includes taxes & fees
9 Jun - 10 Jun
Angels Hideaway Blue Room
On the beach

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.
The price is SAR 338
SAR 413 total
includes taxes & fees
9 Jun - 10 Jun
Short and longTerm ,Vacational rental home.
Beach nearby, white sand, beach shuttle, sun loungers

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth Historic Town Centre
9.8 out of 10, Exceptional, (20 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is SAR 296
SAR 880 total
includes taxes & fees
20 Jun - 21 Jun
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
On the beach

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants
Hip Strip
8.6 out of 10, Excellent, (7 reviews)
"Such a great place great location!!"
United States
Matthew K.
The price is SAR 253
SAR 329 total
includes taxes & fees
19 Jun - 20 Jun
Hip Strip Beach Apartment walkable to clubs, beaches and restaurants
Private beach nearby, white sand, free beach cabanas, beach shuttle

Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.4 out of 10, Very Good, (15 reviews)
"Great townhouse. Clean and up to date. The beach is far. And the pool advertised is not the properties pool. I would absolutely stay here again I’m a frequent visitor of the island. I will be back "
United States
Clayteea
The price is SAR 413
SAR 666 total
includes taxes & fees
15 Jun - 16 Jun
Hospitality Expert CB1
Outdoor pool

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is SAR 338
SAR 507 total
includes taxes & fees
12 Jun - 13 Jun
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Front of property

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
The price is SAR 244
SAR 347 total
includes taxes & fees
21 Jun - 22 Jun
Unity Villa
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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"I had a great time at Deja. I will definitely be back soon."
Jasmine 4-night trip
Posted 1 hour ago
Deja Resort All Inclusive

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.