Saint Leonards Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Saint Leonards vacation rentals

Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is ￥13,582
￥20,545 total
includes taxes & fees
May 25 - May 26
Bev Rosevilla
Rafting

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 ￥9,955
￥21,138 total
includes taxes & fees
May 30 - May 31
Serenitys Hideaway Montego Bay
Living area

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 ￥7,943
￥12,709 total
includes taxes & fees
May 29 - May 30
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Front of property

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 ￥10,932
￥12,731 total
includes taxes & fees
Jun 2 - Jun 3
Montego Bay Ironshore Luxury Studios
On the beach

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 ￥14,297
￥17,474 total
includes taxes & fees
May 25 - May 26
Short and longTerm ,Vacational rental home.
Property grounds

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 ￥7,943
￥11,120 total
includes taxes & fees
May 26 - May 27
The Artist cabin is a mountain cabin overlooking the sea and coastline
1 bedroom, WiFi, bed sheets

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 ￥9,531
￥12,708 total
includes taxes & fees
May 26 - May 27
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Beach nearby

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 ￥21,516
￥38,008 total
includes taxes & fees
May 27 - May 28
Hospitality Expert SWF104 - Pool, Beach, Chef
Pool

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 ￥14,845
￥29,383 total
includes taxes & fees
May 24 - May 25
Hospitality Expert CB1: Pool, Beach & Chef
Beach nearby, white sand, beach towels

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
The price is ￥29,613
￥43,745 total
includes taxes & fees
Jun 7 - Jun 8
Hospitality Expert CP
Exterior

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 ￥15,011
￥20,599 total
includes taxes & fees
May 30 - May 31
Unity Villa
Exterior

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 ￥14,297
￥25,480 total
includes taxes & fees
Jun 10 - Jun 11
Impeccable Spacious 3 Bedroom Home Near Beach!
Exterior

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 ￥12,343
￥14,353 total
includes taxes & fees
Jun 16 - Jun 17
Angels Hideaway Blue Room
Basic Loft | View from 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 ￥15,205
￥17,645 total
includes taxes & fees
May 23 - May 24
Claudeville Condo
Exterior detail

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 ￥11,120
￥15,886 total
includes taxes & fees
May 27 - May 28
Quiet relaxing mountainous get away!
Outdoor dining

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 ￥9,317
￥12,494 total
includes taxes & fees
Jun 3 - Jun 4
Firefly cottage with Ocean view
Private beach nearby, white sand, free beach cabanas, beach shuttle

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 ￥15,637
￥26,084 total
includes taxes & fees
May 24 - May 25
Hospitality Expert CB1
Exterior

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 ￥19,062
￥22,239 total
includes taxes & fees
May 24 - May 25
Newly Furnished 1 Bedroom Apartment - Montego Bay
Comfort House | Private kitchen | Full-size fridge, oven, stovetop, cookware/dishes/utensils

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is ￥64,334
￥82,086 total
includes taxes & fees
May 27 - May 28
Casia Villa
Private beach nearby, white sand, beach shuttle, beach cabanas

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 ￥49,061
￥80,429 total
includes taxes & fees
May 24 - May 25
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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"Customer service was excellent,food was also excellent the property can use some upgrading I will stay here again"
Italie 3-night trip
Posted 5 hours ago
Deja Resort All Inclusive

Find out more about Saint Leonards

Search for holiday rentals in Saint Leonards on Expedia! You can easily find your home rentals, villas, holiday apartments in Saint Leonards using one of the methods below:

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Look no further and take a look at our great range of rental properties in Saint Leonards!

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: Located near Saint Leonards, this vacation home rental 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 an electric kettle. 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.