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Our top choices for Shettlewood holiday rentals

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is £127
includes taxes & fees
5 May - 6 May
Serenitys Hideaway Montego Bay

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is £96
includes taxes & fees
28 Apr - 29 Apr
Bev Rosevilla

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is £84
includes taxes & fees
28 Apr - 29 Apr
Short and longTerm ,Vacational rental home.

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
The price is £158
includes taxes & fees
1 May - 2 May
Hospitality Expert CB1: Pool, Beach & Chef

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is £298
includes taxes & fees
28 Apr - 29 Apr
Half Hill 3BR

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)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is £63
includes taxes & fees
28 May - 29 May
Sunshine Lodge- Your Home Away From Home

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is £121
includes taxes & fees
29 Apr - 30 Apr
Impeccable Spacious 3 Bedroom Home Near Beach!

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is £157
includes taxes & fees
28 Apr - 29 Apr
Nianna Chatham

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 £62
includes taxes & fees
4 May - 5 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Nianna Luxurious Villa

Nianna Luxurious Villa
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 £211
includes taxes & fees
29 Apr - 30 Apr
Nianna Luxurious Villa

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 £264
includes taxes & fees
28 Apr - 29 Apr
Rose Hall

Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is £190
includes taxes & fees
30 Apr - 1 May
Sunshine Seashore Escape Jamaica

The Best 2 Bedrooms Townhouse in Montego Bay!

The Best 2 Bedrooms Townhouse in Montego Bay!
Ironshore
8.6 out of 10, Excellent, (7 reviews)
"Chester was the best host EVER!!!"
United States
Weslyn A.
The price is £211
includes taxes & fees
28 Apr - 29 Apr
The Best 2 Bedrooms Townhouse in Montego Bay!

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
10.0 out of 10, Exceptional, (68 reviews)
"Such a nice stay at windfall Villas, Mel was great and always able to get us to anywhere at almost anytime we needed. It was beautiful and peaceful at the property. Would highly recommend to anyone checking out Montego Bay. Think twice begore trying drive here. In my opinion this is one dangerous place to drive unless you’ve driven here before. Mel made this part of our trip completely safe. "
United States
Jeff B.
The price is £255
includes taxes & fees
30 Apr - 1 May
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (26 reviews)
"Beautifully kept property! Will stay again! "
United States
cherise
The price is £61
includes taxes & fees
18 May - 19 May
Montego Bay Ironshore Luxury Studios

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
Lucea
8.0 out of 10, Very good, (4 reviews)
"We enjoyed ourselves. And our stay was very pleasant."
United States
Cynthia N.
The price is £130
includes taxes & fees
8 May - 9 May
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is £309
includes taxes & fees
30 Apr - 1 May
Eden Luxe 1

Hospitality Expert SF: Private Pool, Beach, Chef

Hospitality Expert SF: Private Pool, Beach, Chef
Montego Bay
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful property. Well-decorated and landscaped. Nice pool with incredible view! Only thing I would wish for is to have stayed longer!"
United States
David G.
The price is £238
includes taxes & fees
29 Apr - 30 Apr
Hospitality Expert SF: Private Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is £181
includes taxes & fees
8 May - 9 May
Hospitality Expert SWF104 - Pool, Beach, Chef

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is £77
includes taxes & fees
28 Apr - 29 Apr
Serenity Suite; The Jamaican Retreat
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

Find out more about Shettlewood

Everything you need to know about Shettlewood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Shettlewood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shettlewood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shettlewood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shettlewood holiday rentals we have selected for you start as low as £61 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shettlewood rentals

At Expedia, we put the best Shettlewood holiday 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 holiday.

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 holiday rentals in Shettlewood?

Yes, there are holiday rentals close to the most popular sights in Shettlewood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Shettlewood has to offer?

Sunshine Lodge- Your Home Away From Home: This holiday home rental outside Shettlewood is located by the ocean, and has a private balcony, a private garden and a BBQ 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 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 Freeport Peninsula. Montego Bay Cruise Ship Terminal and Saint James Parish Church are a couple of places you'll find in the wider area.

What’s a holiday rental in Shettlewood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shettlewood. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.