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Our top choices for Shettlewood holiday rentals

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (29 reviews)
"Clean room, serene space and setting, and ideal location."
United States
Remone
The price is £57
includes taxes & fees
17 Jun - 18 Jun
Montego Bay Ironshore Luxury Studios

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 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 £104
includes taxes & fees
20 Jun - 21 Jun
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"We loved this property with its’s scenic views and comfortable accommodation. Very pleasant staff."
United States
Canute
The price is £370
includes taxes & fees
16 Jun - 17 Jun
Half Hill 3BR

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is £113
includes taxes & fees
15 Jun - 16 Jun
Serenitys Hideaway Montego Bay

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)
"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."
United States
Ana Cristina
The price is £55
includes taxes & fees
15 Jun - 16 Jun
Sunshine Lodge- Your Home Away From Home

Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
The price is £140
includes taxes & fees
15 Jun - 16 Jun
Comfy Villa With Ocean View

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is £96
includes taxes & fees
15 Jun - 16 Jun
Bev Rosevilla

Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (38 reviews)
"Very clean space and Sherri thought of every convenience you could need that made my stay very comfortable "
United States
Renardo
The price is £100
includes taxes & fees
30 Jun - 1 Jul
Hideaway by the Sea

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 £85
includes taxes & fees
15 Jun - 16 Jun
Short and longTerm ,Vacational rental home.

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 £83
includes taxes & fees
15 Jun - 16 Jun
Claudeville Condo

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 £307
includes taxes & fees
9 Jul - 10 Jul
Hospitality Expert SF

Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.4 out of 10, Very good, (15 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
The price is £126
includes taxes & fees
1 Jul - 2 Jul
Hospitality Expert CB1

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 £63
includes taxes & fees
23 Jun - 24 Jun
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

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 £55
includes taxes & fees
17 Jun - 18 Jun
The Artist cabin is a mountain cabin overlooking the sea and coastline

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 £63
includes taxes & fees
15 Jun - 16 Jun
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
The price is £178
includes taxes & fees
1 Jul - 2 Jul
Sunshine Seashore Escape Jamaica

Hospitality Expert BTS 8: Pool & Bar

Hospitality Expert BTS 8: Pool & Bar
Montego Bay
The price is £141
includes taxes & fees
15 Jun - 16 Jun
Hospitality Expert BTS 8: Pool & Bar

Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
The price is £181
includes taxes & fees
17 Jun - 18 Jun
Half Hill 1BR

Newly Furnished 1 Bedroom Apartment - Montego Bay

Newly Furnished 1 Bedroom Apartment - Montego Bay
Ironshore
8.4 out of 10, Very good, (8 reviews)
"Chester was the gardian angel there he was so kind and helpfull also you can pay him and then he will cook for you. I can tell you he is the best cook in the world he will make you traditional food. The villa was near everything so that was nice to. I would come back "
Netherlands
Milena
The price is £107
includes taxes & fees
15 Jun - 16 Jun
Newly Furnished 1 Bedroom Apartment - Montego Bay

Edmund Ridge Estate Home Rental

Edmund Ridge Estate Home Rental
Rose Hall
8.0 out of 10, Very good, (4 reviews)
"We wanted to stay somewhere nice and quiet. It was exactly what we needed. "
Canada
Concetta B.
The price is £174
includes taxes & fees
16 Jun - 17 Jun
Edmund Ridge Estate Home Rental
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 £57 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?

Bev Rosevilla: This holiday home rental outside of Shettlewood offers a terrace, a private garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Rastafari Indigenous Village 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.