Greenwood Vacation Rentals

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Our top choices for Greenwood vacation rentals

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
The price is P4,398
P5,474 total
includes taxes & fees
May 19 - May 20
Sunshine Lodge- Your Home Away From Home

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is P5,277
P7,983 total
includes taxes & fees
May 19 - May 20
Bev Rosevilla

Rose Hall

Rose Hall
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Great house and wonderful caretaker! Wish we had more time there!"
United States
Deborah
The price is P29,565
P43,320 total
includes taxes & fees
May 24 - May 25
Rose Hall

Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.6 out of 10, Exceptional, (23 reviews)
"The environment was exceptionally welcoming, I felt as though I was at home, the environment was impeccably clean, and the host was exemplary."
United States
Oretta
The price is P7,319
P13,107 total
includes taxes & fees
May 20 - May 21
Villa Jamaica

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is P17,652
P26,534 total
includes taxes & fees
May 19 - May 20
Half Hill 3BR

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (27 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is P4,398
P5,119 total
includes taxes & fees
May 21 - May 22
Montego Bay Ironshore Luxury Studios

Charming 4BR Garden Villa Pool Separate Cottage

Charming 4BR Garden Villa Pool Separate Cottage
2.0 star property
Montego Bay
The price is P197,226
P247,811 total
includes taxes & fees
May 19 - May 20
Charming 4BR Garden Villa Pool Separate Cottage

Villa Solstice Luxury 4 Bedroom

Villa Solstice Luxury 4 Bedroom
3.5 star property
Montego Bay
The price is P69,114
P85,715 total
includes taxes & fees
May 19 - May 20
Villa Solstice Luxury 4 Bedroom

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 P3,958
P8,317 total
includes taxes & fees
May 19 - May 20
Serenitys Hideaway Montego Bay

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is P30,861
P35,552 total
includes taxes & fees
May 19 - May 20
The Shallhome

Ultra

Ultra
3.5 star property
Montego Bay
The price is P185,104
P231,448 total
includes taxes & fees
May 19 - May 20
Ultra

Hospitality Expert CB3

Hospitality Expert CB3
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (14 reviews)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is P10,308
P15,002 total
includes taxes & fees
May 29 - May 30
Hospitality Expert CB3

Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very Good, (6 reviews)
"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....
United States
William
The price is P19,942
P27,625 total
includes taxes & fees
May 24 - May 25
Hospitality Expert SF

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is P24,997
P31,895 total
includes taxes & fees
May 19 - May 20
Casia Villa

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is P10,308
P15,619 total
includes taxes & fees
May 20 - May 21
Hospitality Expert CP

Hospitality Expert Eden

Hospitality Expert Eden
4.0 star property
Montego Bay
8.8 out of 10, Excellent, (6 reviews)
"Yes fabulous view Beautiful and tranquil Lorna was so welcoming and made us feel welcome! Would return again. "
United Kingdom
Jonnette
The price is P19,942
P32,254 total
includes taxes & fees
May 20 - May 21
Hospitality Expert Eden

Villa Nilaja

Villa Nilaja
5.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Nakish
The price is P59,076
P77,257 total
includes taxes & fees
May 22 - May 23
Villa Nilaja

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 P5,902
P6,849 total
includes taxes & fees
May 20 - May 21
Claudeville Condo

Hospitality Expert CB All

Hospitality Expert CB All
3.0 star property
Montego Bay
The price is P88,818
P117,633 total
includes taxes & fees
May 31 - Jun 1
Hospitality Expert CB All

Crystal Jamaica Villa Tours and Airport Transfer

Crystal Jamaica Villa Tours and Airport Transfer
2.0 star property
Montego Bay
The price is P58,281
P87,176 total
includes taxes & fees
May 19 - May 20
Crystal Jamaica Villa Tours and Airport Transfer
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

Find out more about Greenwood

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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 Martha Brae River. Greenwood Great House and Cinnamon Hill Golf Course 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.