Holiday Rentals in Shettlewood

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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 €160
includes taxes & fees
27 Mar - 28 Mar
Serenitys Hideaway Montego Bay

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is €109
includes taxes & fees
28 Feb - 1 Mar
Bev Rosevilla

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is €80
includes taxes & fees
27 Feb - 28 Feb
Serenity Suite; The Jamaican Retreat

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 €97
includes taxes & fees
27 Feb - 28 Feb
Short and longTerm ,Vacational rental home.

Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
The price is €644
includes taxes & fees
21 Mar - 22 Mar
Half Hill 3BR

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
9.2 out of 10, Wonderful, (9 reviews)
"First, the property manager Nina was awesome! The property itself was great .... spacious, clean, close to everything and safe. The kids enjoyed the pool, and beach pass. We recommend and would book again! "
United States
Janife H.
The price is €223
includes taxes & fees
11 Mar - 12 Mar
Hospitality Expert CB1: Pool, Beach & Chef

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
Middle Quarters
The price is €89
includes taxes & fees
27 Feb - 28 Feb
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

Hospitality Expert Seawind - Pool, Beach, Chef

Hospitality Expert Seawind - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Nice place and breakfast"
Spain
Xavier
The price is €214
includes taxes & fees
11 Mar - 12 Mar
Hospitality Expert Seawind - Pool, Beach, Chef

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (25 reviews)
"Comfortable, clean and quiet. I would stay here again "
United States
Shane
The price is €93
includes taxes & fees
2 Mar - 3 Mar
Montego Bay Ironshore Luxury Studios

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, (65 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 €292
includes taxes & fees
2 Mar - 3 Mar
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

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 €70
includes taxes & fees
11 Mar - 12 Mar
Firefly cottage with Ocean view

Apartment 379 Hudson Avenue

Apartment 379 Hudson Avenue
3.0 star property
Ironshore
8.0 out of 10, Very good, (2 reviews)
"Very much welcoming and good rooms."
United States
Tewodros
The price is €124
includes taxes & fees
27 Feb - 28 Feb
Apartment 379 Hudson Avenue

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 €72
includes taxes & fees
11 Mar - 12 Mar
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Waterfront Villa with Pool on Jamaica's South Coast

Waterfront Villa with Pool on Jamaica's South Coast
White House
The price is €982
includes taxes & fees
11 Mar - 12 Mar
Waterfront Villa with Pool on Jamaica's South Coast

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 €242
includes taxes & fees
27 Feb - 28 Feb
The Best 2 Bedrooms Townhouse in Montego Bay!

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is €308
includes taxes & fees
26 Mar - 27 Mar
Nianna Chatham

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
Unity Villa

Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (37 reviews)
"Very clean space and Sherri thought of every convenience you could need that made my stay very comfortable "
United States
Renardo
Hideaway by the Sea

Nianna Coral Bay Deluxe Townhouse 1

Nianna Coral Bay Deluxe Townhouse 1
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (13 reviews)
"The property was suited for our family of 5 with excellent staff."
Canada
Francina
The price is €217
includes taxes & fees
9 Mar - 10 Mar
Nianna Coral Bay Deluxe Townhouse 1

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
The price is €74
includes taxes & fees
11 Mar - 12 Mar
Dragon fly Cottage
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 €73 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 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.