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Shettlewood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
$95 nightly
The price is $106
Oct 24 - Oct 25
Total with taxes and fees
Sky Beach Rooms
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
$96 nightly
The price is $111
Oct 20 - Oct 21
Total with taxes and fees
Claudeville Condo
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

3. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (99 reviews)
"I liked the view and the location.I liked that it was clean and bright"
Canada
Gerald
$133 nightly
The price is $151
Nov 15 - Nov 16
Total with taxes and fees
Montego Bay Club Beach Resort
A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

4. 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
$95 nightly
The price is $110
Oct 17 - Oct 18
Total with taxes and fees
Montego Bay Ironshore Luxury Studios
A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

5. 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
$74 nightly
The price is $86
Oct 16 - Oct 17
Total with taxes and fees
Angels Hideaway Blue Room
A bedroom with a bed, a desk, two chairs, a wardrobe, and a bathroom with a mirror and sink.

6. YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
$153 nightly
The price is $176
Oct 16 - Oct 17
Total with taxes and fees
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
A swimming pool with a hot tub, surrounded by palm trees and a white building.

7. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
$236 nightly
The price is $257
Oct 16 - Oct 17
Total with taxes and fees
Turquoise Sea Villa
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

8. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.0 out of 10, Very good, (16 reviews)
"Great townhouse. Clean and up to date. The beach is far. And the pool advertised is not the properties pool. I would absolutely stay here again I’m a frequent visitor of the island. I will be back "
United States
Clayteea
$131 nightly
The price is $145
Oct 16 - Oct 17
Total with taxes and fees
Hospitality Expert CB1
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

9. 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.
$80 nightly
The price is $80
Oct 22 - Oct 23
Total with taxes and fees
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A beach with clear turquoise water and sandy shore.

10. Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
$207 nightly
The price is $239
Oct 20 - Oct 21
Total with taxes and fees
Hospitality Expert CP
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

11. 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
$112 nightly
The price is $130
Oct 16 - Oct 17
Total with taxes and fees
Unity Villa
A hotel room with a bed, bedside table, lamp, air conditioning unit, and a sofa.

12. Penthouse Suites at Emotions

Penthouse Suites at Emotions
2.5 star property
Montego Bay
$237 nightly
The price is $274
Oct 16 - Oct 17
Total with taxes and fees
Penthouse Suites at Emotions
A beach with clear turquoise water, a sandy shore, and lounge chairs.

13. Seawind E202

Seawind E202
2.0 star property
Montego Bay
$199 nightly
The price is $230
Oct 16 - Oct 17
Total with taxes and fees
Seawind E202
A modern kitchen with white cabinetry, a large island, and a flat-screen TV mounted on the wall.

14. Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants

Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"I HAD AN OVERALL GREAT EXPERIENCE"
United States
Varnetta S.
$169 nightly
The price is $169
Oct 16 - Oct 17
Total with taxes and fees
Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
A beach with clear turquoise water, a sandy shore, and a view of the ocean.

15. Montego Bay Club Apartments

Montego Bay Club Apartments
3.5 star property
Hip Strip
7.0 out of 10, Good, (103 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
$148 nightly
The price is $171
Oct 18 - Oct 19
Total with taxes and fees
Montego Bay Club Apartments
A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

16. 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
$185 nightly
The price is $210
Oct 16 - Oct 17
Total with taxes and fees
Hospitality Expert SWF104 - Pool, Beach, Chef
A modern house with a white exterior, a tiled entrance, a small staircase, and a gated driveway.

17. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
$131 nightly
The price is $152
Oct 27 - Oct 28
Total with taxes and fees
BTS8
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

18. 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.
$79 nightly
The price is $79
Oct 19 - Oct 20
Total with taxes and fees
Firefly cottage 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, (16 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
$79 nightly
The price is $79
Oct 16 - Oct 17
Total with taxes and fees
Charming & Comfortable 1-Bedroom Suite in Montego Bay
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

20. 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.
$165 nightly
The price is $165
Oct 25 - Oct 26
Total with taxes and fees
Charming Seaview Studio with Private Pool & Complimentary 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 Shettlewood Hotel Reviews

Iberostar Selection Rose Hall Suites - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

10/10 Excellent
"Love the friendly staff and the oceanview. Food could of been better."
Civonda 4-night trip
Posted 1 hour ago
Iberostar Selection Rose Hall Suites - All Inclusive

Find out more about Shettlewood

Everything you need to know about Shettlewood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shettlewood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shettlewood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shettlewood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shettlewood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Shettlewood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $84 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shettlewood rentals

At Expedia, we put the best Shettlewood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Shettlewood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shettlewood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shettlewood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.