Holiday Rentals in Saint Leonards

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Our top choices for Saint Leonards holiday rentals

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is €149
includes taxes & fees
28 Apr - 29 Apr
Serenitys Hideaway Montego Bay

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is €110
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 €98
includes taxes & fees
9 May - 10 May
Short and longTerm ,Vacational rental home.

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Montego Bay
The price is €118
includes taxes & fees
28 Apr - 29 Apr
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

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 €182
includes taxes & fees
1 May - 2 May
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
28 Apr - 29 Apr
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

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 €141
includes taxes & fees
28 Apr - 29 Apr
Impeccable Spacious 3 Bedroom Home Near Beach!

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 €72
includes taxes & fees
4 May - 5 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

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 €245
includes taxes & fees
28 Apr - 29 Apr
The Best 2 Bedrooms Townhouse in Montego Bay!

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 €111
includes taxes & fees
28 Apr - 29 Apr
Unity Villa

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is €204
includes taxes & fees
28 Apr - 29 Apr
Nianna Chatham

1 Bedroom Ocean view Apartment, The Lagoons

1 Bedroom Ocean view Apartment, The Lagoons
montego bay
7.6 out of 10, Good, (7 reviews)
"Places is nice view is good"
United States
Thomas G.
The price is €200
includes taxes & fees
5 May - 6 May
1 Bedroom Ocean view Apartment, The Lagoons

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is €441
includes taxes & fees
28 Apr - 29 Apr
Casia Villa

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 €71
includes taxes & fees
17 May - 18 May
Montego Bay Ironshore Luxury Studios

Newly Furnished 1 Bedroom Apartment - Montego Bay

Newly Furnished 1 Bedroom Apartment - Montego Bay
Ironshore
8.0 out of 10, Very good, (5 reviews)
"Our stay was upgraded to a townhouse due to over booking. Really beautiful property. Yes, we would stay again."
United States
Lisa
The price is €123
includes taxes & fees
28 Apr - 29 Apr
Newly Furnished 1 Bedroom Apartment - 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 €295
includes taxes & fees
30 Apr - 1 May
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

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 €358
includes taxes & fees
30 Apr - 1 May
Eden Luxe 1

Villa Nilaja

Villa Nilaja
5.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
"I booked a destination for my 21 year old daughter birthday and she had aworry free amazing time. The host setup everything my daughter wanted to do flawlessly! The private chef was exceptional with Jamaican and American cuisine! The driver was always out front and on time! Can't wait for the next visit!"
United States
Nakish
The price is €1,068
includes taxes & fees
1 May - 2 May
Villa Nilaja

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
The price is €95
includes taxes & fees
28 Apr - 29 Apr
Claudeville Condo

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
28 Apr - 29 Apr
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
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 Saint Leonards Hotel Reviews

Find out more about Saint Leonards

Everything you need to know about Saint Leonards 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 Saint Leonards 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 Saint Leonards holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Saint Leonards holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Leonards. 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 Saint Leonards 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 Saint Leonards holiday rentals we have selected for you start as low as €71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Saint Leonards rentals

At Expedia, we put the best Saint Leonards 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 Saint Leonards 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 Saint Leonards 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 Saint Leonards. 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 Saint Leonards?

Yes, there are holiday rentals close to the most popular sights in Saint Leonards, 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 Saint Leonards has to offer?

Bev Rosevilla: This holiday home rental outside of Saint Leonards 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 kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Saint Leonards?

Expedia has 373 holiday rentals for your stay in Saint Leonards.

What’s there to see and do in Saint Leonards?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at YS Falls. In the wider area, you’ll find Bluefields Beach and Appleton Estate.

What’s a holiday rental in Saint Leonards like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Saint Leonards. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. 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 choice for a family trip or a small group gathering.