Saint Leonards Holiday Rentals

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Our top choices for Saint Leonards holiday rentals

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is NZ$220
includes taxes & fees
22 May - 23 May
Bev Rosevilla

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is NZ$222
includes taxes & fees
22 May - 23 May
Serenitys Hideaway Montego Bay

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 NZ$136
includes taxes & fees
28 May - 29 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (27 reviews)
"Very close to the airport and safe."
United States
Chukwufumnaya
The price is NZ$136
includes taxes & fees
18 June - 19 June
Montego Bay Ironshore Luxury Studios

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 NZ$187
includes taxes & fees
22 May - 23 May
Short and longTerm ,Vacational rental home.

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 NZ$119
includes taxes & fees
25 May - 26 May
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 NZ$136
includes taxes & fees
25 May - 26 May
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

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 NZ$406
includes taxes & fees
25 May - 26 May
Hospitality Expert SWF104 - Pool, Beach, Chef

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 NZ$421
includes taxes & fees
2 June - 3 June
Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is NZ$445
includes taxes & fees
27 May - 28 May
Hospitality Expert CP

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 NZ$221
includes taxes & fees
22 May - 23 May
Unity Villa

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 NZ$273
includes taxes & fees
10 June - 11 June
Impeccable Spacious 3 Bedroom Home Near Beach!

Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.0 out of 10, Wonderful, (2 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is NZ$154
includes taxes & fees
1 June - 2 June
Angels Hideaway Blue Room

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 NZ$189
includes taxes & fees
22 May - 23 May
Claudeville Condo

Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!
Montego Bay
9.2 out of 10, Wonderful, (5 reviews)
"The location was gorgeous, not far from the city. Easy/beautiful walk to cabs. Host was great and the bed/sheets felt great!!"
United States
Kintoria W.
The price is NZ$170
includes taxes & fees
25 May - 26 May
Quiet relaxing mountainous get away!

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 NZ$134
includes taxes & fees
1 June - 2 June
Firefly cottage with Ocean view

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 NZ$368
includes taxes & fees
2 June - 3 June
Hospitality Expert CB1

Newly Furnished 1 Bedroom Apartment - Montego Bay

Newly Furnished 1 Bedroom Apartment - Montego Bay
Ironshore
8.0 out of 10, Very good, (6 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 NZ$238
includes taxes & fees
3 June - 4 June
Newly Furnished 1 Bedroom Apartment - Montego Bay

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is NZ$880
includes taxes & fees
22 May - 23 May
Casia Villa

Hospitality Expert Eden

Hospitality Expert Eden
4.0 star property
Montego Bay
8.8 out of 10, Excellent, (6 reviews)
"Yes fabulous view Beautiful and tranquil Lorna was so welcoming and made us feel welcome! Would return again. "
United Kingdom
Jonnette
The price is NZ$1,506
includes taxes & fees
26 May - 27 May
Hospitality Expert Eden
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, 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 NZ$136 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 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 an electric kettle. 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 Appleton Estate and Rastafari Indigenous Village.

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.