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Saint Leonards Vacation Rentals

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Our top choices for Saint Leonards vacation 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 CA $89
CA $104 total
includes taxes & fees
Jun 26 - Jun 27
Montego Bay Ironshore Luxury Studios

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 CA $110
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
Serenitys Hideaway Montego Bay

Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
The price is CA $239
CA $277 total
includes taxes & fees
Jun 17 - Jun 18
Comfy Villa With Ocean View

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
8.8 out of 10, Excellent, (5 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 CA $126
CA $189 total
includes taxes & fees
Jun 20 - Jun 21
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is CA $120
CA $181 total
includes taxes & fees
Jun 16 - Jun 17
Bev Rosevilla

Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.4 out of 10, Very good, (28 reviews)
"Felt like home away from home."
United States
paul
The price is CA $204
CA $306 total
includes taxes & fees
Jun 18 - Jun 19
Hospitality Expert CB4

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 CA $134
CA $155 total
includes taxes & fees
Jun 16 - Jun 17
Claudeville Condo

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 CA $132
CA $181 total
includes taxes & fees
Jun 16 - Jun 17
Unity Villa

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 CA $126
CA $154 total
includes taxes & fees
Jun 16 - Jun 17
Short and longTerm ,Vacational rental home.

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 CA $116
CA $135 total
includes taxes & fees
Jun 20 - Jun 21
Angels Hideaway Blue Room

Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"The room was very clean, however the rooms are located in a very local shopping mall with lots of loitering outside, very noisy, no windows so felt claustrophobic. The outside was dirty , crowded and noisy I did not feel safe enough to stay there so I left."
United States
chevone
The price is CA $133
CA $148 total
includes taxes & fees
Jun 17 - Jun 18
Sky Beach Rooms

Ocean Front Apartment Montego Bay Hip Strip

Ocean Front Apartment Montego Bay Hip Strip
Hip Strip
9.6 out of 10, Exceptional, (4 reviews)
"Excellent. Beautiful view and clean and accommodating atmosphere "
United States
marsha m.
The price is CA $157
CA $236 total
includes taxes & fees
Jun 17 - Jun 18
Ocean Front Apartment Montego Bay Hip Strip

Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (70 reviews)
"Great property, great host. Clean, comfortable. I would recommend it to everyone"
United States
Demieco
The price is CA $88
CA $126 total
includes taxes & fees
Jun 16 - Jun 17
Lawrence Pool House

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 CA $70
CA $112 total
includes taxes & fees
Jun 22 - Jun 23
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

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 CA $168
CA $196 total
includes taxes & fees
Jun 16 - Jun 17
Newly Furnished 1 Bedroom Apartment - Montego Bay

Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (3 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 CA $481
CA $659 total
includes taxes & fees
Jun 19 - Jun 20
Eden Luxe 1

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 CA $70
CA $98 total
includes taxes & fees
Jun 16 - Jun 17
The Artist cabin is a mountain cabin overlooking the sea and coastline

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants

Hip Strip Beach Apartment walkable to clubs, beaches and restaurants
Hip Strip
8.6 out of 10, Excellent, (7 reviews)
"Such a great place great location!!"
United States
Matthew K.
The price is CA $112
CA $140 total
includes taxes & fees
Jul 1 - Jul 2
Hip Strip Beach Apartment walkable to clubs, beaches and restaurants

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 CA $300
CA $556 total
includes taxes & fees
Jun 17 - Jun 18
Hospitality Expert Eden

Hospitality Expert CB5: Pool, Beach & Chef

Hospitality Expert CB5: Pool, Beach & Chef
Montego Bay
7.0 out of 10, Good, (2 reviews)
"There was small mishaps but the overall stay was good. Meal prepared by chef was great and I love my birthday setup. Enjoyed my massage.I didn’t use the pool because i didn’t see anyone doing the daily treatment. Very nice property if you’re looking for a secluded experience "
United States
Toni-Ann J.
The price is CA $219
CA $374 total
includes taxes & fees
Jun 29 - Jun 30
Hospitality Expert CB5: Pool, Beach & Chef
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Saint Leonards. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Saint Leonards?

Yes, there are vacation rentals close to the most popular attractions in Saint Leonards, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Saint Leonards?

Bev Rosevilla: This vacation home near Saint Leonards offers a terrace, a private yard, 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 vacation with amenities like a selection of games.

How many vacation rentals will I find in Saint Leonards?

Expedia has 373 vacation 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 larger area, you’ll find Bluefields Beach and Appleton Estate.

What’s a vacation rental in Saint Leonards like?

Vacation rentals are private properties where you can stay for a couple of days or more in Saint Leonards. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip.