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Featured Villas in Greenwood

Island Breeze Villa 1 night free after 7 nights within 2024 - 2026

9.8 out of 10, Exceptional, (94)
"We enjoyed our stay at Island Breeze;"
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026

Holiday House Second floor Ste

3.5 star property
7.6 out of 10, Good, (4)
"Safety and cleanliness "
The price is AU$363
includes taxes & fees
18 Feb - 19 Feb
Holiday House Second floor Ste

Villa Maria montego Bay

10.0 out of 10, Exceptional, (73)
"Loved the privacy, property was spotless, the team were very helpful especially rowan. Great guy. Overall had a really time. Highly recommend "
Villa Maria montego Bay

EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS

10.0 out of 10, Exceptional, (21)
"Words cannot express how wonderful this vacation was. We were a family of 5 which included a teenager and 2 seniors, one which was experiencing some serious health challenges. The entire staff was so extremely accommodating. Chef Damien and Fabian (the butler) accommodated diet changes and were able to arrange last minute activity when we finally decided to enjoy the island. I was sad to leave because despite our ailing family member, they looked after us like family. We will definitely return....
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS

Yancey Largo Villa Perfect Jamaica Ironshore Getaway w Private Pool and Onsite Staff Services by RedAwning

9.0 out of 10, Wonderful, (2)
"The stay was excellent and wonderful "
The price is AU$824
includes taxes & fees
18 Feb - 19 Feb
Yancey Largo Villa Perfect Jamaica Ironshore Getaway w Private Pool and Onsite Staff Services by RedAwning

The Sun Seeker Villa Ja Luxury10 bedrooms. Fully staffed. Great for large groups

8.0 out of 10, Very good, (1)
"We enjoyed our stay at the villa. The place was maintained in immaculate condition. The staff were exceptional and attentive to all our needs. However, there was a few issues that we experienced at the villa that were beyond the staff's control. The owner has informed me that he plans to resolve these issues right away. 1. A/C kept turning off in a few of the rooms through the night due to occupancy sensors that would time out the units. Our guests had to hold on to the A/C remote and keep...
The Sun Seeker Villa Ja Luxury10 bedrooms. Fully staffed. Great for large groups

Iron-Shore Apartments

3.0 star property
2.0 out of 10, (1)
"The room was not properly cleaned, I found leftover food from the previous guest in the fridge. Laundry room was smelly and I didn’t get the king size bed as shown in the pictures."
The price is AU$189
includes taxes & fees
18 Feb - 19 Feb
Iron-Shore Apartments

Moonshine Villa - Luxury redefined in Silver Sands

9.4 out of 10, Exceptional, (3)
"The design and layout of the house was more impressive than we could imagine from the online photos. Arriving to have a butler and kitchen staff was unexpected also. Not having to cook or clean is truly a vacation. We saved so much with the kitchen staff rather than eating out every meal. We highly recommend this property and the excellent staff than comes with it."
Moonshine Villa - Luxury redefined in Silver Sands

YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning

The price is AU$426
includes taxes & fees
18 Feb - 19 Feb
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning

Villa Nilaja

5.0 star property
10.0 out of 10, Exceptional, (1)
"I booked a destination for my 21 year old daughter birthday and she had aworry free amazing time. The host setup everything my daughter wanted to do flawlessly! The private chef was exceptional with Jamaican and American cuisine! The driver was always out front and on time! Can't wait for the next visit!"
The price is AU$2,163
includes taxes & fees
21 Feb - 22 Feb
Villa Nilaja

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

10.0 out of 10, Exceptional, (63)
"Oh what I would do to go back to day 1 of our trip to Springville. We just spent a long weekend at the villa and and cannont stop talking about how amazing everything was. The house and property itself is gorgeous - the oceaniew is literally mouthdropping. But the most special part of Springville is its staff. Ginger, Vincent, Jackie and everyone else on the property were the warmest, most welcome people and totally made our trip. Alwayne and Delano (our drivers) were also the best. I cannot say...
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

10.0 out of 10, Exceptional, (55)
"My family and I stayed at the Magical Windfall Villa in Montego Bay for the holidays. Let me tell you a little story...Our journey began with so much stress. On Christmas Eve, we missed our flight out but determined to get there we slept at the airport and rang in Christmas on the floor of baggage claim. We felt awful. Cold, hungry, and exhausted. We said to each other "this better be worth it" We contacted Mel, our host, our ray of light. He said, "no worries I got you." He absolutely did. As...
The price is AU$535
includes taxes & fees
24 Feb - 25 Feb
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER

10.0 out of 10, Exceptional, (84)
"Our group of 14 included 4 kids and 1 infant. The house was very beautiful and well kept. Ms. Tamika the chef was amazing and her food was excellent! She was super accommodating to the few picky eaters we had in the group. Jowayne the night butler, takes great pride in his service and he was a absolute pleasure to get to know! The beach area was a nice size. Though the first few feet going into the water was extremely muddy and you would sink to you knees. Once you got past this, you are able to...
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER

COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY

9.8 out of 10, Exceptional, (84)
"Cassie and Tiffany are amazing cooks and care takers.They are fun and knowledge. Location and locals are fabulous. Highly recommend:)"
COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY

PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED

9.8 out of 10, Exceptional, (187)
"We truly enjoyed our stay at the villa. Clean and bright with an open air concept. The fresh sea breeze coming through the open doors all day was one of many favorite things that we loved. THE FOOD WAS AMAZING! Ms. Annette made the best breakfast, lunch and dinner. She made several traditional Jamaican dishes that we loved. Karen and Ms. Annette also arranged our beach wedding. They had every detail covered from preacher, legal documents, cake and decorations. We had no worries.The walk to the...
The price is AU$352
includes taxes & fees
19 Mar - 20 Mar
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED

Dreamtime 7-Beach, Butler, Chef, Driver, Modern

10.0 out of 10, Exceptional, (74)
"It didn’t take long for our family of 12 to settle into this beautiful home and have one of the most relaxing one week vacations. Valentino went above and beyond in accommodating our needs and sometimes even before we knew what we wanted. Chef Abby was awesome to work with in planning our meals and her creations kept us wanting more. A bright 5 star for DreamTime!"
Dreamtime 7-Beach, Butler, Chef, Driver, Modern

Celebrity Villa Jamaica

3.5 star property
6.4 out of 10, (28)
"You cancelled my reservation (with few hours notice) while I was mid flight to Jamaica. I arrived and was declined check in. "
The price is AU$274
includes taxes & fees
18 Feb - 19 Feb
Celebrity Villa Jamaica

Tropical Mountain Top Luxury Private Villa stunning views of the Bay Full Staff

8.6 out of 10, Excellent, (10)
"This is a beautiful property. Accommodations are very good. Bedrooms, living space and pool area are well-appointed and comfortable. Bedrooms are airconditioned if you require. Views are unbeatable. Landscaping is well-maintained, tropical and inviting. The property manager, Sean, was outstanding. We had 3 meals prepared by chef Michael. They were excellent and he went out of his way to accommodate the kids with varied tastes. The kitchen is a somewhat outdated service kitchen, so preparing...
The price is AU$2,094
includes taxes & fees
10 Mar - 11 Mar
Tropical Mountain Top Luxury Private Villa stunning views of the Bay Full Staff

Beautiful well apointed villa with excellent staff and magnificent sea views

10.0 out of 10, Exceptional, (39)
"Very professional staff, delicious food and the accommodations were stellar."
Beautiful well apointed villa with excellent staff and magnificent sea views

Sandpebbles ... 50 paces to tranquility

9.8 out of 10, Exceptional, (117)
"We had the best time! Hats off to the entire crew at Sandpebbles. Javier, Marianne, Dell and Nicholas made our trip unforgettable. Just amazing. Let Dell cook up all of her favorites! We told her what we liked and let her go from there, every meal was amazing. If you’re looking for an excursion, go to the Blue Hole! It was EPIC. We can’t wait to return."
Sandpebbles ... 50 paces to tranquility
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

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 AU$134
includes taxes & fees
3 Mar - 4 Mar
Sunshine Lodge- Your Home Away From Home

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (25)
"The building looks ruff but the inside of the apartment is very well kept and updated. The view is amazing and great location. I definitely recommend "
The price is AU$325
includes taxes & fees
25 Feb - 26 Feb
Montego Bay Club Apartments

Oceanview Apt - Montego Bay, Ja, Pool, Bar, Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
"The Oceanview was prefect. Allowed me to stay for an additional tonight with discount. Neighbors very friendly and helpful. The pool stays open 24 hours. Need a pass to get on the beach which locks at 6 pm. The Restaurant was great not over priced menu. There's a bar/gift shop on the premise. "
The price is AU$154
includes taxes & fees
24 Feb - 25 Feb
Oceanview Apt - Montego Bay, Ja, Pool, Bar, 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.

Frequently asked questions

How much do villas in Greenwood cost?
Rates for villas in Greenwood range between and per night. Whatever your budget, you can find someplace that matches your needs with Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Greenwood?
Use up your holiday days and choose from villas in Greenwood. For a holiday with the family, a romantic break or anything in between, Expedia will help you find the perfect place in just a few clicks.
What is there to do near my villa in Greenwood?
Greenwood has enough sights and activities to keep you on the hop for weeks, beginning with Rose Hall Great House. Half Moon Golf Course, Cinnamon Hill Golf Course and White Witch of Rose Hall Golf Course are other fantastic attractions. If you’re in town for longer, Rose Hall Great House and White Witch Golf Club are nice final touches to your itinerary.