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Featured Villas in Greenwood

COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY
On the beach, sun-loungers
COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY
9.8 out of 10, Exceptional, (79)
"The cottage was lovely, Elegant and unpretentious, Miss Cassie was a delight. Will go back. Falmoth and Duncans a very charming area on the north coast. "
COTTAGE BY THE SEA - steps from Beach -chef included - THE YELLOW CANARY
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
Beach nearby, sun-loungers, beach towels
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
9.8 out of 10, Exceptional, (183)
"Ms. Annette was an excellent Chef, attendant, concierge, Tour guide, and confident person. She made our stay remarkable and memorable and kept the place spotless. If you book this location, your meals will be served when you want them and presented beautifully. One Rhythm is located within a few steps of the beach. Our host, Karen, made arrangements for our driver, Kirk, before our arrival. The Villa is secluded, so if you want to relax, One Rhythm in Duncan's Bay, Trewany, is the place. "
PRIVATE SEASIDE VILLA- STEPS FROM THE BEACH- CHEF SERVICES INCLUDED
Beautiful well apointed villa with excellent staff and magnificent sea views
Outdoor pool
Beautiful well apointed villa with excellent staff and magnificent sea views
10.0 out of 10, Exceptional, (36)
"From arrival to departure, this venue and host was top tier by far. The villa is very well managed and maintained. The house staff was exceptional and the house chef serves the best food in Montego Bay. My guest and I were beyond spoiled by the care and detail that was afforded us while staying here. If you are looking for a super host that is hands on and takes pride in the service you receive while enjoying a vacation, look no further. Camille is the best! There was no stone left unturned to...
Beautiful well apointed villa with excellent staff and magnificent sea views
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
An infinity pool, a heated pool
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
10.0 out of 10, Exceptional, (60)
"The property is beautiful, and the photos do not do it justice. Ginger was the best butler ever, and Vincent's food was delicious. Joe and Ginger were able to help me with a lot of moving parts including massages, transportation, and groceries. 10/10 would recommend and I will definitely return to this villa."
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
Villa Maria montego Bay
Pool
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
Iron-Shore Apartments
Exterior
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$183
includes taxes & fees
3 Nov - 4 Nov
Iron-Shore Apartments
Dreamtime 7-Beach, Butler, Chef, Driver, Modern
Outdoor pool, an infinity pool
Dreamtime 7-Beach, Butler, Chef, Driver, Modern
10.0 out of 10, Exceptional, (70)
"I can’t express enough how well we taken care of during our vacation while staying at the Dreamtime Villa. Our flight was delayed therefore causing us to arrive 5 hours late. The staff (Valentino, Chef Abbi, CD, Christine, Raquel and Troy) greeted us as if it was nothing. They completely changed our moods. The level of customer service we was absolutely amazing!!! The grounds were always neat, rooms cleaned to perfection. The meals and drinks provided by Chef Abbi, CD and Valentino are second to...
Dreamtime 7-Beach, Butler, Chef, Driver, Modern
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA
Pool
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA
9.6 out of 10, Exceptional, (9)
"Beautiful villa and amazing staff. We loved the pool and beach area!"
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS
Sun-loungers, beach towels
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS
10.0 out of 10, Exceptional, (19)
"We had the BEST time! Everything was done to make our stay enjoyable and comfortable! "
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS
Moonshine Villa - Luxury redefined in Silver Sands
Pool
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
Game room
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
The price is AU$413
includes taxes & fees
3 Nov - 4 Nov
YanceyLargoEstate 2BR Villa w/Mountain Views by RedAwning
Hospitality Expert Zeppelin: Tour/Pool/Bar/Beach
Pool
Hospitality Expert Zeppelin: Tour/Pool/Bar/Beach
7.4 out of 10, Good, (3)
"It served the purpose"
Hospitality Expert Zeppelin: Tour/Pool/Bar/Beach
Breathtaking View Villa
Outdoor pool, pool umbrellas
Breathtaking View Villa
3.0 star property
8.8 out of 10, Excellent, (6)
"I liked the veranda the pool the safety the staff and the view. More towels, change of sheets, trash directions and better light in the bedroom and directions on how to access Chanels on the tv would make the experience even better. Thank you."
Breathtaking View Villa
Celebrity Villa Jamaica
Interior
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$331
includes taxes & fees
16 Nov - 17 Nov
Celebrity Villa Jamaica
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Pool
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
10.0 out of 10, Exceptional, (53)
"The house was beautiful and very comfortable! There was air conditioning when the heat and humidity got overwhelming. We stayed in the pool almost all day every day. The views from the property were absolutely magnificent! We loved the outdoor shower! We highly recommend this villa for your stay in Montego Bay, Jamaica! The other superb factor of this excellent experience was that of the host, Mel! He was very responsive when we reached out to him and checked on us often while still respecting...
The price is AU$528
includes taxes & fees
5 Nov - 6 Nov
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Fridge, microwave, oven, stovetop
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
9.4 out of 10, Exceptional, (35)
"Can’t say enough good things about the villa and host. Tranquility & peaceful stay. Host could not be nicer all in all simply wonderful I will return ❤️❤️❤️"
The price is AU$221
includes taxes & fees
5 Nov - 6 Nov
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Silent Waters Villa-Private Luxury -Breathtaking Views, Pools, includes 6 villas
Outdoor pool
Silent Waters Villa-Private Luxury -Breathtaking Views, Pools, includes 6 villas
10.0 out of 10, Exceptional, (16)
"We have a reunion for a business school alumni group. This property is excellent and beautiful. Staff is genuine, kind, and supportive. We look forward to coming back!"
Silent Waters Villa-Private Luxury -Breathtaking Views, Pools, includes 6 villas
Sandpebbles ... 50 paces to tranquility
Outdoor pool
Sandpebbles ... 50 paces to tranquility
9.8 out of 10, Exceptional, (113)
"We arrived in Jamaica a few days after Hurricane Beryl. Fortunately, the storm had minimal impact. Although the ocean view wasn't clear blue upon our arrival due to the heavy rain bringing murky water into the bay, it cleared up within a few days, revealing a picturesque landscape. The staff were incredibly kind and accommodating. Our butler, Sean, is truly an artist; he transforms the table setup into a unique piece of artwork before every meal. Each day brought a different, beautiful...
Sandpebbles ... 50 paces to tranquility
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER
Terrace/patio
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER
10.0 out of 10, Exceptional, (80)
"Our stay was amazing. Started off rough with fight issues and lost a day, but the staff welcomed us when we got there, even at 1:30 am. House and Staff were awesome!"
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER
Hospitality Expert EDEN: View, Pool, Beach & Chef
Pool
Hospitality Expert EDEN: View, Pool, Beach & Chef
10.0 out of 10, Exceptional, (1)
"This is the second property I’ve stayed at from the host, and this one exceeded the first which was no easy feat. The property is simply breathtaking with beautiful views of the Caribbean Sea. A must stay!"
The price is AU$895
includes taxes & fees
4 Nov - 5 Nov
Hospitality Expert EDEN: View, Pool, Beach & Chef
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
Land view from property
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$129
includes taxes & fees
16 Nov - 17 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, (52)
"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 AU$107
includes taxes & fees
6 Nov - 7 Nov
Lawrence Pool House
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool, open 7:00 AM to 9:00 PM, pool loungers
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 AU$366
includes taxes & fees
16 Nov - 17 Nov
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.

Frequently asked questions

How much do villas in Greenwood cost?
Rates for villas in Greenwood range between AU$183 and AU$895 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 267 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.