Default HTG hotel image

Saint Leonards Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Saint Leonards holiday rentals

Property grounds

1. Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is HK$275
HK$1,043 total
includes taxes & fees
20 Aug - 21 Aug
Muris Light Sanctuary
Property grounds

2. 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 HK$392
HK$549 total
includes taxes & fees
20 Aug - 21 Aug
The Artist cabin is a mountain cabin overlooking the sea and coastline
Property grounds

3. Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"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 HK$496
HK$653 total
includes taxes & fees
20 Aug - 21 Aug
Dragon fly Cottage
Outdoor dining

4. 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 HK$460
HK$617 total
includes taxes & fees
23 Aug - 24 Aug
Firefly cottage with Ocean view
1 bedroom, WiFi, bed sheets

5. 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 HK$471
HK$627 total
includes taxes & fees
20 Aug - 21 Aug
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Rafting

6. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is HK$847
HK$1,609 total
includes taxes & fees
20 Aug - 21 Aug
Serenitys Hideaway Montego Bay
Front of property

7. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (37 reviews)
"I love love love this place it was more than my expectations this place is like a hidden gem it had everything that I needed 😃 I brought items with me thinking that I needed and to my surprise it had everything I can’t say enough wonderful things about here.And Muhammad who is the caretaker was great he made sure that I was comfortable. It was nice and clean the grounds was well kept and I saw Muhammad always keeping the pool clean this place is great and I will be going back"
United States
Karen
The price is HK$671
HK$779 total
includes taxes & fees
20 Aug - 21 Aug
Montego Bay Ironshore Luxury Studios
Restaurant

8. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"I recommend them and will book agin"
United States
Ainsley
The price is HK$762
HK$846 total
includes taxes & fees
20 Aug - 21 Aug
Sky Beach Rooms
View from room

9. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (27 reviews)
"The property was very close to the airport. Bed is comfortable. Only thing is I would av appreciated a kitchen curtain. Apart from that it was great and I love the host she is sweet"
United States
Devine
The price is HK$750
HK$870 total
includes taxes & fees
20 Aug - 21 Aug
Claudeville Condo
Outdoor pool

10. 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, (6 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 HK$863
HK$1,216 total
includes taxes & fees
20 Aug - 21 Aug
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Outdoor pool, pool loungers

11. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is HK$609
HK$1,492 total
includes taxes & fees
23 Aug - 24 Aug
Turquoise Sea Villa
Property grounds

12. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,630
HK$1,882 total
includes taxes & fees
20 Aug - 21 Aug
Comfy Villa With Ocean View
Living area

13. 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 HK$392
HK$627 total
includes taxes & fees
26 Aug - 27 Aug
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Terrace/patio

14. Seaside Escape

Seaside Escape
Montego Bay
The price is HK$812
HK$1,047 total
includes taxes & fees
20 Aug - 21 Aug
Seaside Escape
Property grounds

15. La Rose Apartment Jamaica

La Rose Apartment Jamaica
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and relaxing. The resident host was very courteous, kind and accommodating."
United States
Earl
The price is HK$671
HK$1,171 total
includes taxes & fees
20 Aug - 21 Aug
La Rose Apartment Jamaica
Exterior

16. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Newmarket
The price is HK$2,745
HK$3,584 total
includes taxes & fees
21 Aug - 22 Aug
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Coffee/tea maker, fridge, microwave, oven

17. Luxury ocean view villa

Luxury ocean view villa
Westmoreland
7.6 out of 10, Good, (4 reviews)
"Chef Donna if we could take her home with us we would! Anything that you need Marvette, Marca or Sheldon will get for you! We will definitely be back with a group again! I promise you , you won’t be disappointed!"
United States
Danete G.
The price is HK$1,405
HK$1,601 total
includes taxes & fees
20 Aug - 21 Aug
Luxury ocean view villa
Private beach nearby, white sand, beach shuttle, beach cabanas

18. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.2 out of 10, Very good, (32 reviews)
"Felt like home away from home."
United States
paul
The price is HK$840
HK$1,366 total
includes taxes & fees
20 Aug - 21 Aug
Hospitality Expert CB4
Beach nearby

19. 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 HK$898
HK$1,656 total
includes taxes & fees
23 Aug - 24 Aug
Hospitality Expert SWF104 - Pool, Beach, Chef
Smart TV, fireplace

20. Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool

Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is HK$902
HK$1,341 total
includes taxes & fees
27 Aug - 28 Aug
Affluence - Luxury 1Bedroom Apt in Montego Bay, Central with Rooftop Pool
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Saint Leonards Hotel Reviews

Hotel 39 Jamaica

Hotel 39 Jamaica

10/10 Excellent
"Really nice place to stop after a long flight. Polite helpful staff. Lovely room. Fab rooftop pool with amazing views."
Kevin 1-night trip
Posted 1 hour ago
Hotel 39 Jamaica

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
  • Use the map to find apartments and other holiday homes in the Saint Leonards neighbourhood you prefer
  • 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 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?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This holiday home rental outside of Saint Leonards is located next to a golf course, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Rocklands Bird Sanctuary, 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.