Saint Leonards Vacation Rentals

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Check prices for these dates

Tonight
Jan 6 - Jan 7
Tomorrow
Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Saint Leonards vacation rentals

Luxury Studio, Hill View | In-room safe, individually decorated, individually furnished, desk
Serenitys Hideaway Montego Bay

Apartment in Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
The price is ￥13,389
￥31,214 total
includes taxes & fees
Feb 4 - Feb 5
Serenitys Hideaway Montego Bay
Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board
Bev Rosevilla

Vacation Home in Rhyne Park Village

Bev Rosevilla
2.5 star property
The price is ￥9,866
￥16,200 total
includes taxes & fees
Jan 12 - Jan 13
Bev Rosevilla
On the beach
Short and longTerm ,Vacational rental home.

Vacation Home in Rhyne Park Village

Short and longTerm ,Vacational rental home.
8.8 out of 10, Excellent, (3)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is ￥14,094
￥17,226 total
includes taxes & fees
Jan 7 - Jan 8
Short and longTerm ,Vacational rental home.
Front of property
Montego Bay Ironshore Luxury Studios

Apartment in Ironshore

Montego Bay Ironshore Luxury Studios
3.0 star property
9.4 out of 10, Exceptional, (25)
"Comfortable, clean and quiet. I would stay here again "
United States
Shane
The price is ￥11,189
￥13,024 total
includes taxes & fees
Feb 3 - Feb 4
Montego Bay Ironshore Luxury Studios
House, 2 Bedrooms, Non Smoking, Kitchen | Private kitchen
Mini Cozy Lodging

Vacation Home in Whitehouse

Mini Cozy Lodging
3.0 star property
The price is ￥18,479
￥21,407 total
includes taxes & fees
Feb 2 - Feb 3
Mini Cozy Lodging
Outdoor dining
Firefly cottage with Ocean view

Vacation Home in Cave District

Firefly cottage with Ocean view
10.0 out of 10, Exceptional, (27)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥9,185
￥12,317 total
includes taxes & fees
Jan 7 - Jan 8
Firefly cottage with Ocean view
Terrace/patio
Great panoramic views. Beach and shopping close by.

Apartment in Montego Bay

Great panoramic views. Beach and shopping close by.
10.0 out of 10, Exceptional, (1)
"It was a beautiful home and convenient to the airport. The host was also very responsive and understanding . I appreciate her hospitality and kindness. I would def recommend this place and would stay again."
United States
Shannon S.
The price is ￥11,745
￥17,226 total
includes taxes & fees
Jan 7 - Jan 8
Great panoramic views. Beach and shopping close by.
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Impeccable Spacious 3 Bedroom Home Near Beach!

Vacation Home in Montego Bay

Impeccable Spacious 3 Bedroom Home Near Beach!
9.0 out of 10, Wonderful, (7)
"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 ￥12,371
￥23,292 total
includes taxes & fees
Jan 8 - Jan 9
Impeccable Spacious 3 Bedroom Home Near Beach!
1 bedroom, WiFi, bed sheets
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Vacation Home in Cave

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
2.0 star property
9.0 out of 10, Wonderful, (2)
"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 ￥9,396
￥12,528 total
includes taxes & fees
Jan 7 - Jan 8
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Exterior
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Apartment in Montego Bay

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
9.8 out of 10, Exceptional, (19)
"Everything was wonderful!! This was our second time staying there and we will definitely stay there whenever we visit Montego Bay!!!"
United States
Alicia W.
The price is ￥14,094
￥25,056 total
includes taxes & fees
Jan 10 - Jan 11
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Exterior detail
Quiet relaxing mountainous get away!

Apartment in Montego Bay

Quiet relaxing mountainous get away!
9.2 out of 10, Wonderful, (5)
"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 ￥9,866
￥12,998 total
includes taxes & fees
Jan 7 - Jan 8
Quiet relaxing mountainous get away!
Property grounds
The Artist cabin is a mountain cabin overlooking the sea and coastline

Vacation Home in Cave

The Artist cabin is a mountain cabin overlooking the sea and coastline
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 ￥7,830
￥10,962 total
includes taxes & fees
Jan 7 - Jan 8
The Artist cabin is a mountain cabin overlooking the sea and coastline
Living area
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Vacation Home in Mount Salem

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
10.0 out of 10, Exceptional, (1)
"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 ￥7,830
￥12,528 total
includes taxes & fees
Jan 13 - Jan 14
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Exterior
Angels Hideaway Blue Room

Apartment in Ironshore

Angels Hideaway Blue Room
2.0 star property
8.0 out of 10, Very Good, (1)
"The blue room was very easy to access right in the heart of everything u could possibly need. Best place to stay in MoBay. "
United States
sabrina
The price is ￥13,319
￥15,473 total
includes taxes & fees
Jan 16 - Jan 17
Angels Hideaway Blue Room
Property grounds
Dragon fly Cottage

Vacation Home in Cave

Dragon fly Cottage
10.0 out of 10, Exceptional, (7)
"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 ￥9,897
￥13,029 total
includes taxes & fees
Jan 7 - Jan 8
Dragon fly Cottage
2 bedrooms, desk, iron/ironing board, WiFi
Loodik Vacation Home Brompton Manor

Vacation Home in Speculation

Loodik Vacation Home Brompton Manor
The price is ￥14,094
￥18,166 total
includes taxes & fees
Feb 1 - Feb 2
Loodik Vacation Home Brompton Manor
Villa, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

Villa in Montego Bay

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥12,099
￥26,917 total
includes taxes & fees
Jan 11 - Jan 12
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Private kitchen
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Vacation Home in Montego Bay

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
2.0 star property
The price is ￥14,094
￥20,984 total
includes taxes & fees
Jan 7 - Jan 8
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Exterior
Lawrence Pool House

Apartment in Ironshore

Lawrence Pool House
3.5 star property
7.0 out of 10, Good, (63)
"If the pool was able to use then the stay would be much better "
United States
Rayon
The price is ￥8,683
￥12,840 total
includes taxes & fees
Jan 11 - Jan 12
Lawrence Pool House
Smart TV, books, stereo
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Villa in Paradise Acres

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
9.4 out of 10, Exceptional, (39)
"Troy was very helpful & professional! Neighborhood was nice & house was very nice "
United States
Shemeka M.
The price is ￥19,575
￥27,875 total
includes taxes & fees
Jan 20 - Jan 21
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
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

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"I absolutely love the RIU every time I go they show nothing but love "
Ashley 3-night trip
Posted 17 hours ago
Hotel Riu Montego Bay - Adults Only - 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:

  • View our selection of featured holiday rentals in Saint Leonards
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  • Enter your travel dates to view the best deals on holiday rentals in Saint Leonards while they last

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?

Nickels Garden Villas: This vacation home rental near Saint Leonards is located in a shopping district and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a private yard and 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 Rocklands Bird Sanctuary, or get outside and enjoy nature at YS Falls. In the larger area, you’ll find Appleton Estate and Rastafari Indigenous Village.

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.