A beach with clear turquoise waters, a sandy shore, and a rocky outcrop with a gazebo.

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Greenwood vacation rentals

A covered outdoor area with a wooden deck, a green railing with pineapple decorations, and palm trees in the background.

1. 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)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is P3,567
P4,525 total
includes taxes & fees
Oct 4 - Oct 5
Sunshine Lodge- Your Home Away From Home
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

2. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (29 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is P5,984
P6,945 total
includes taxes & fees
Oct 2 - Oct 3
Claudeville Condo
An outdoor bar area with seating, a pool, and a view of the sky.

3. BTS7

BTS7
3.0 star property
Montego Bay
BTS7
A swimming pool with clear blue water, white lounge chairs, and a large beige umbrella providing shade.

4. Villa Jamaica

Villa Jamaica
3.0 star property
Hague
9.2 out of 10, Wonderful, (25 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 P7,909
P13,857 total
includes taxes & fees
Oct 29 - Oct 30
Villa Jamaica
A two-story building with a large balcony, a swimming pool, and white outdoor furniture.

5. Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (73 reviews)
"Very convenient and the apartment had everything you needed to feel at home"
United Kingdom
Vincent
The price is P3,943
P5,651 total
includes taxes & fees
Oct 4 - Oct 5
Lawrence Pool House
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

6. Hospitality Expert CB2

Hospitality Expert CB2
3.5 star property
Montego Bay
8.2 out of 10, Very good, (14 reviews)
"This Place was clean and comfortable. If you need a nice place to relax this place will fit your needs"
United States
Robert
The price is P6,391
P10,545 total
includes taxes & fees
Oct 7 - Oct 8
Hospitality Expert CB2
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

7. 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 P15,507
P27,295 total
includes taxes & fees
Oct 2 - Oct 3
Hospitality Expert Eden
A beach with clear turquoise water, a sandy shore, and a view of the ocean.

8. Montego Bay Club Apartments

Montego Bay Club Apartments
3.5 star property
Hip Strip
7.0 out of 10, Good, (99 reviews)
"We really enjoyed our stay. Karl was responsive and kind. Location was great, property clean, and everyone in the area kind and helpful. Definitely recommend and will book again."
United States
Heather
The price is P7,904
P11,342 total
includes taxes & fees
Oct 4 - Oct 5
Montego Bay Club Apartments
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

9. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (98 reviews)
"The place needs upgrade and maintenance. Fridge didn’t work well"
United States
Kimanie
The price is P7,604
P10,434 total
includes taxes & fees
Oct 3 - Oct 4
Montego Bay Club Beach Resort
A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

10. Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.8 out of 10, Exceptional, (6 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is P4,611
P5,365 total
includes taxes & fees
Oct 4 - Oct 5
Angels Hideaway Blue Room
A beach scene with two people running.

11. 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
10.0 out of 10, Exceptional, (21 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 P1,882
P12,951 total
includes taxes & fees
Oct 19 - Oct 20
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

12. Half Hill All

Half Hill All
3.5 star property
Montego Bay
The price is P32,080
P46,353 total
includes taxes & fees
Oct 14 - Oct 15
Half Hill All
A river with boats docked on both sides, surrounded by lush greenery.

13. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is P4,206
P12,409 total
includes taxes & fees
Oct 2 - Oct 3
Serenitys Hideaway Montego Bay
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

14. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (40 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is P5,914
P6,864 total
includes taxes & fees
Oct 10 - Oct 11
Montego Bay Ironshore Luxury Studios
A swimming pool with a tiled deck, surrounded by a fence and chairs, with a view of greenery and a distant building.

15. Montego Bay Ironshore Luxury GOLD ROOM

Montego Bay Ironshore Luxury GOLD ROOM
2.0 star property
Ironshore
The price is P4,734
P5,506 total
includes taxes & fees
Oct 2 - Oct 3
Montego Bay Ironshore Luxury GOLD ROOM
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

16. BTS4

BTS4
3.0 star property
Montego Bay
The price is P7,378
P15,745 total
includes taxes & fees
Oct 6 - Oct 7
BTS4
A residential area with multiple houses, a well-maintained lawn, and a clear view of the ocean.

17. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is P13,006
P15,020 total
includes taxes & fees
Oct 2 - Oct 3
Comfy Villa With Ocean View
A large house with a swimming pool, outdoor seating, and a well-lit patio area.

18. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was convenient to the airport about 10 minutes without traffic. Villas was clean and exactly as shown. On-site staff was attentive and very responsive, so was the entire hospitality expert team. Would stay again."
United States
Nye
The price is P8,208
P12,635 total
includes taxes & fees
Oct 5 - Oct 6
Half Hill 1BR
An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

19. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.4 out of 10, Very good, (6 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is P6,083
P6,754 total
includes taxes & fees
Oct 2 - Oct 3
Sky Beach Rooms
A balcony with a view of a swimming pool and the ocean.

20. BTS5

BTS5
3.0 star property
Montego Bay
BTS5
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

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

10/10 Excellent
"Excellent time and everyone was so nice along with the room was perfect!"
Jessica 4-night trip
Posted 1 hour ago
Ocean Eden Bay - Adults Only - All inclusive

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
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Look no further and take a look at our great range of rental properties in Greenwood!

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.