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Compare 414 Vacation Homes in Greenwood with updated reviews, rates, and availability.

Life of Montego Bay
Property grounds

Life of Montego Bay

10.0 out of 10, Exceptional, (1)
"We went for a funeral and stayed in this beautiful home for 15 days. Despite being there when hurricane beryl hit and losing power for a few days Mike and Mr Gilly were great. Very caring and considerate, and ensured we had everything we needed. Now to the home, wasn't sure what to expect .The photos dont do it justice. The home is new, modern, and very clean in a very safe community. Dealing with Mike was great, very responsive, and accomadating. Will be back in September and looking forward to...
Life of Montego Bay
Beautiful 3 bedroom house with ocean access
Exterior

Beautiful 3 bedroom house with ocean access

9.4 out of 10, Exceptional, (88)
"The pictures on the listing aren’t enough to convey just how beautiful this place is. What I will never forget are the staff. Dwayne (driver) and Martin (chef) elevated our stay with their top tier service. Thanks for making our stay in Mobay fun and memorable 🙏🙏🙏🙏"
Beautiful 3 bedroom house with ocean access
Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.
Paradise Plum by day

Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.

10.0 out of 10, Exceptional, (90)
"Have been traveling to Jamaica since I was 5 years old. Parents had a condo there until last year. Needed to get back to unwind. Able to take myself, wife and our 2 adult sons. It was wonderful. Our days were spent relaxing, eating great food made by the chef, time on the beach and in the pool. Napping and playing cribbage. Watching F1 on TV. Banana Daiquiris before dinner. Rum and a cigar out on the pool deck in the evening. Great fun! Will be back."
Rose Hall Great House & Golf Estate. Gated Community, 5 Bedroom, Fully Staffed.
Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
THE LIVING ROOM at "SHIMMERING WATERS"

Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!

10.0 out of 10, Exceptional, (34)
"We stayed at Shimmering Waters for four nights at the end of October. We were picked up in Kingston by Bakerdon and driven up to Montego Bay (via Dunn’s River). Cannot stress enough how warm a welcome we received from Baker and how helpful he was throughout our stay. Any day trips we wanted to take, Baker was happy to guide and oblige. The house is absolutely beautiful, everything worked and we wanted for nothing. There are some lovely restaurants within walking distance. Any queries we had...
Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
Your Island getaway in Jamaica.<br>Come and have a taste of Paradise & the culture
Private pool in backyard

Your Island getaway in Jamaica.<br>Come and have a taste of Paradise & the culture

9.6 out of 10, Exceptional, (9)
"The property was great, everything was clean and neat. The gated community is really nice and quiet. The gates are definitely secured and we felt very safe. The only problem is after 2 days the shower water as colder as if someone turned the hot water heater down. "
The price is AED 920
AED 1,316 total
includes taxes & fees
28 Nov - 29 Nov
Your Island getaway in Jamaica.<br>Come and have a taste of Paradise & the culture
Bella Vista Panoramic View Penthouse 2BR
Pool

Bella Vista Panoramic View Penthouse 2BR

The price is AED 882
AED 1,124 total
includes taxes & fees
25 Nov - 26 Nov
Bella Vista Panoramic View Penthouse 2BR
Villa Applebee – from Home to Yard @ Stonebrook Manor!
Property grounds

Villa Applebee – from Home to Yard @ Stonebrook Manor!

10.0 out of 10, Exceptional, (2)
"If you are not into all-inclusive type resorts, this villa is an excellent example of wonderful accommodation with an authentic Jamaican experience. The hosts (Diane and Andrea) are very personable and fast in communication. I actually cancelled another accommodation and went with this one because of the quick responses to all questions asked including making last minute adjustments to our total guest count changes. Shopping, eateries, and other sight seeing nearby (although we had a car) with...
Villa Applebee – from Home to Yard @ Stonebrook Manor!
Cozy city home
Interior

Cozy city home

10.0 out of 10, Exceptional, (2)
"The stay was excellent"
Cozy city home
Perfect group stay in the heart of Montego Bay. 10 mins from beach
Interior

Perfect group stay in the heart of Montego Bay. 10 mins from beach

The price is AED 1,841
AED 2,264 total
includes taxes & fees
25 Nov - 26 Nov
Perfect group stay in the heart of Montego Bay. 10 mins from beach
MoHill Cottages at Montego Bay
Front of property

MoHill Cottages at Montego Bay

3.0 star property
MoHill Cottages at Montego Bay
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

4.0 star property
9.8 out of 10, Exceptional, (11)
"Great Time at Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach? "
The price is AED 69
AED 880 total
includes taxes & fees
7 Dec - 8 Dec
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Vacae876
Room

Vacae876

3.5 star property
10.0 out of 10, Exceptional, (1)
"Great Communication with Host went over and beyond to make my stay comfortable. Safe area gated Community.i Will return again"
Vacae876
House by the sea with a small sandy beach, pool and fantastic views
Exterior

House by the sea with a small sandy beach, pool and fantastic views

9.6 out of 10, Exceptional, (109)
"Triplets on the Bay, is Not an entire house, but a home divided into 3 units.(Like A Triplex Condo) You will be there with other guests and a radio station. Outside looked a little sketchy, as it was right on the main street, but there was a secured gate. Being on the water i thought it was a little further back from the main road and traffic. (maybe its just the island look) but once inside you felt at home and somewhat safe once you figured out the landscape. The main unit is awesome, clean,...
House by the sea with a small sandy beach, pool and fantastic views
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
Pool

Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.

9.8 out of 10, Exceptional, (47)
"The beds were the most comfortable, we all sleep like babies. The place is very secure, I will recommend it."
The price is AED 771
AED 1,032 total
includes taxes & fees
28 Nov - 29 Nov
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
Hospitality Expert NCB1: Pool, Beach, Shops & Chef
Pool deck and facade of townhouse

Hospitality Expert NCB1: Pool, Beach, Shops & Chef

9.0 out of 10, Wonderful, (8)
"Beautiful property friendly and helpful staffs. The only thing I would recommend is that the A/C should stay on and not off when not in the room. The rooms get very humid when it turns off"
The price is AED 437
AED 802 total
includes taxes & fees
25 Nov - 26 Nov
Hospitality Expert NCB1: Pool, Beach, Shops & Chef
Villa with Ocean view located near Silver Sands. Includes three meals per day.
Ocean View

Villa with Ocean view located near Silver Sands. Includes three meals per day.

10.0 out of 10, Exceptional, (3)
"Hosts were the absolute best there is... and their villa was classic grand Jamaican style!"
Villa with Ocean view located near Silver Sands. Includes three meals per day.
Sunshine Lodge- Your Home Away From Home
Terrace/patio

Sunshine Lodge- Your Home Away From Home

4.0 star property
6.0 out of 10, (2)
"Will never EVER CONSIDER staying here again and I will never advise family or friends to come to this property. Poor communication, no cable no pool no remote for the TV. The television that they did have was broken doors open and shut all night by themselves or the wind. If you let them tell it you have to bring your own tissue. You have to bring your own Wi-Fi for Internet fire stick you had to bring your own trash bags, Netflix it was not up to par for anything other than having a roof over...
The price is AED 238
AED 271 total
includes taxes & fees
25 Nov - 26 Nov
Sunshine Lodge- Your Home Away From Home
15 mins to airport. Entire 1st floor 2 bedrooms, 2 bathrooms Sleeps 4.No sharing
Entire 1st floor. 2 bedrooms 2 + bathrooms. sleeps 5. 15 mins from Airport

15 mins to airport. Entire 1st floor 2 bedrooms, 2 bathrooms Sleeps 4.No sharing

9.0 out of 10, Wonderful, (4)
"The place is alright, but too far from shops and main roads, was not happy with the check points it's not a gated community, the place has a lot of underline issue, like the toilets needed to be able to flush properly, and chairs in kitchen needed to be fix and doors need handles lucks broken, house manager needed to be more polite"
15 mins to airport. Entire 1st floor 2 bedrooms, 2 bathrooms Sleeps 4.No sharing
Ocean View Studio/Self-Contained/3 min to the beach
Room

Ocean View Studio/Self-Contained/3 min to the beach

6.0 out of 10, (2)
"Cozy, comfy & clean. The beach is in walking distance. Restaurants are in walking distance. Store in walking. Great hospitality."
Ocean View Studio/Self-Contained/3 min to the beach
Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.

Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.

9.6 out of 10, Exceptional, (14)
"The home and pool were beautiful and very secure. Would recommend renting a car as there is nothing within walking distance and while ride services are easy to obtain they can get pricey."
Otaheiti House, beautiful, 2 bedrooms , oceanview built for your peace of mind.
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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Other property types in Greenwood

Sunshine Lodge- Your Home Away From Home
Terrace/patio

Sunshine Lodge- Your Home Away From Home

4.0 star property
6.0 out of 10, (2)
"Will never EVER CONSIDER staying here again and I will never advise family or friends to come to this property. Poor communication, no cable no pool no remote for the TV. The television that they did have was broken doors open and shut all night by themselves or the wind. If you let them tell it you have to bring your own tissue. You have to bring your own Wi-Fi for Internet fire stick you had to bring your own trash bags, Netflix it was not up to par for anything other than having a roof over...
The price is AED 238
AED 271 total
includes taxes & fees
25 Nov - 26 Nov
Sunshine Lodge- Your Home Away From Home
Lawrence Pool House
Outdoor pool

Lawrence Pool House

3.5 star property
6.8 out of 10, (53)
"Our stay was amazing. It was a home away from. Nice and quiet. The Lawrence's were very nice. Will definitely use again. Thank you very much for your generosity. "
The price is AED 206
AED 303 total
includes taxes & fees
25 Nov - 26 Nov
Lawrence Pool House
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

4.0 star property
9.8 out of 10, Exceptional, (11)
"Great Time at Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach? "
The price is AED 69
AED 880 total
includes taxes & fees
7 Dec - 8 Dec
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
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.