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Shettlewood Vacation Rentals

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Check prices for these dates

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

Our top choices for Shettlewood vacation rentals

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

1. 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 AED 314
AED 349 total
includes taxes & fees
1 Oct - 2 Oct
Sky Beach Rooms
A swimming pool with a hot tub, surrounded by palm trees and a white building.

2. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is AED 499
AED 945 total
includes taxes & fees
1 Oct - 2 Oct
Turquoise Sea Villa
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

3. Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AED 184
AED 294 total
includes taxes & fees
7 Oct - 8 Oct
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

4. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
9.0 out of 10, Wonderful, (7 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is AED 441
AED 606 total
includes taxes & fees
1 Oct - 2 Oct
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

5. Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
The price is AED 347
AED 476 total
includes taxes & fees
1 Oct - 2 Oct
Unity Villa
A wooden deck with a view of a coastal landscape, including a body of water and distant land.

6. The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is AED 184
AED 257 total
includes taxes & fees
1 Oct - 2 Oct
The Artist cabin is a mountain cabin overlooking the sea and coastline
A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

7. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AED 420
AED 772 total
includes taxes & fees
4 Oct - 5 Oct
Hospitality Expert SWF104 - Pool, Beach, Chef
A wooden cabin bedroom with a bed, a desk, and a chair.

8. Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is AED 220
AED 294 total
includes taxes & fees
1 Oct - 2 Oct
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

9. 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 AED 351
AED 408 total
includes taxes & fees
1 Oct - 2 Oct
Claudeville Condo
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

10. Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
Dragon fly Cottage
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

11. Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is AED 215
AED 289 total
includes taxes & fees
5 Oct - 6 Oct
Firefly cottage with Ocean view
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

12. 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 AED 347
AED 403 total
includes taxes & fees
10 Oct - 11 Oct
Montego Bay Ironshore Luxury Studios
A beach with clear turquoise water, a sandy shore, and lounge chairs.

13. Seawind E202

Seawind E202
2.0 star property
Montego Bay
The price is AED 416
AED 904 total
includes taxes & fees
6 Oct - 7 Oct
Seawind E202
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

14. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is AED 328
AED 564 total
includes taxes & fees
5 Oct - 6 Oct
Hospitality Expert CB4

15. TT’s Sea Side Loft - Montego Bay

TT’s Sea Side Loft - Montego Bay
Montego Bay
The price is AED 215
AED 435 total
includes taxes & fees
1 Oct - 2 Oct
TT’s Sea Side Loft - Montego Bay
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 AED 428
AED 919 total
includes taxes & fees
6 Oct - 7 Oct
BTS4
A hotel room with a bed, bedside table, lamp, air conditioning unit, and a sofa.

17. Penthouse Suites at Emotions

Penthouse Suites at Emotions
2.5 star property
Montego Bay
The price is AED 808
AED 1,006 total
includes taxes & fees
1 Oct - 2 Oct
Penthouse Suites at Emotions
A residential area with multiple houses, a well-maintained lawn, and a clear view of the ocean.

18. 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 AED 687
AED 794 total
includes taxes & fees
1 Oct - 2 Oct
Comfy Villa With Ocean View
A balcony with two black metal chairs, a window with a diamond-patterned metal screen, and a view of greenery and hills.

19. Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
8.4 out of 10, Very good, (15 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
The price is AED 217
AED 290 total
includes taxes & fees
1 Oct - 2 Oct
Charming & Comfortable 1-Bedroom Suite in Montego Bay
A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

20. 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 AED 270
AED 315 total
includes taxes & fees
1 Oct - 2 Oct
Angels Hideaway Blue Room
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 Shettlewood Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

8/10 Good
"Too many people herded in especially one pool close to the beach. It is ideal for spreading infection."
Jenny 6-night trip
Posted less than an hour ago
Hotel Riu Montego Bay - Adults Only - All Inclusive

Frequently asked questions

Are there vacation rentals in Shettlewood?

Yes, we give you a choice of vacation rentals near popular points of interest in Shettlewood, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Shettlewood?

Sunshine Lodge- Your Home Away From Home: Visitors like this Shettlewood vacation home rental. It 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.

What’s there to see and do in Shettlewood?

Explore the area and family-friendly sights such as Montego Bay Marine Park, or get out into nature at a spot like Doctor's Cave Beach. Montego Bay Cruise Ship Terminal and Saint James Parish Church are a couple of places you'll find in the larger area.

What’s a vacation rental in Shettlewood like?

Vacation rentals are private properties you can stay in for several days or longer in Shettlewood. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. 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 a small group gathering.