Saint Leonards Vacation 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
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Saint Leonards vacation rentals

A forested area with a dirt path, trees, and some greenery.

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 AED 129
AED 459 total
includes taxes & fees
15 Nov - 16 Nov
Muris Light Sanctuary
A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

2. 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 AED 247
AED 291 total
includes taxes & fees
18 Nov - 19 Nov
Firefly cottage with Ocean view
An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

3. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.6 out of 10, Excellent, (7 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is AED 349
AED 388 total
includes taxes & fees
15 Nov - 16 Nov
Sky Beach Rooms
A wooden deck with a view of a coastal landscape, including a body of water and distant land.

4. 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 AED 184
AED 228 total
includes taxes & fees
15 Nov - 16 Nov
The Artist cabin is a mountain cabin overlooking the sea and coastline
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

5. 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 AED 232
AED 276 total
includes taxes & fees
15 Nov - 16 Nov
Dragon fly Cottage
A wooden cabin bedroom with a bed, a desk, and a chair.

6. 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 AED 220
AED 264 total
includes taxes & fees
16 Nov - 17 Nov
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
A spacious living area with a pool, blue chairs, and a view of the ocean.

7. 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 AED 907
AED 1,322 total
includes taxes & fees
9 Dec - 10 Dec
Eden Luxe 1
A swimming pool with a hot tub, surrounded by palm trees and a white building.

8. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is AED 554
AED 1,008 total
includes taxes & fees
15 Nov - 16 Nov
Turquoise Sea Villa
A river with boats docked on both sides, surrounded by lush greenery.

9. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
4.0 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is AED 293
AED 782 total
includes taxes & fees
15 Nov - 16 Nov
Serenitys Hideaway Montego Bay
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

10. 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 AED 198
AED 279 total
includes taxes & fees
21 Nov - 22 Nov
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A swimming pool with lounge chairs, a tiled deck, and a yellow building with arched windows and balconies.

11. Eagles Nest

Eagles Nest
3.5 star property
Montego Bay
The price is AED 393
AED 510 total
includes taxes & fees
15 Nov - 16 Nov
Eagles Nest
A modern kitchen with white cabinetry, a large island, and a flat-screen TV mounted on the wall.

12. Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants

Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"The entire place was clean, best stay definitely going back"
United States
Kacy-Ann
The price is AED 345
AED 610 total
includes taxes & fees
15 Nov - 16 Nov
Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

13. Hospitality Expert CB4

Hospitality Expert CB4
3.5 star property
Montego Bay
8.0 out of 10, Very good, (35 reviews)
"Felt like home away from home."
United States
paul
The price is AED 285
AED 515 total
includes taxes & fees
21 Nov - 22 Nov
Hospitality Expert CB4
Room

14. TT’s Sea Side Loft - Montego Bay

TT’s Sea Side Loft - Montego Bay
Montego Bay
The price is AED 215
AED 406 total
includes taxes & fees
18 Nov - 19 Nov
TT’s Sea Side Loft - Montego Bay
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

15. 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 AED 347
AED 476 total
includes taxes & fees
15 Nov - 16 Nov
Unity Villa
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

16. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (30 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
The price is AED 322
AED 374 total
includes taxes & fees
16 Nov - 17 Nov
Claudeville Condo
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

17. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (101 reviews)
"I liked the view and the location.I liked that it was clean and bright"
Canada
Gerald
The price is AED 446
AED 649 total
includes taxes & fees
15 Nov - 16 Nov
Montego Bay Club Beach Resort
Interior

18. Private and cozy 1 bedroom 1 bathroom apartment

Private and cozy 1 bedroom 1 bathroom apartment
Coral Gardens
The price is AED 220
AED 264 total
includes taxes & fees
15 Nov - 16 Nov
Private and cozy 1 bedroom 1 bathroom apartment
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

19. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
9.0 out of 10, Wonderful, (7 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 AED 441
AED 577 total
includes taxes & fees
15 Nov - 16 Nov
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

20. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
9.6 out of 10, Exceptional, (4 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AED 460
AED 763 total
includes taxes & fees
19 Nov - 20 Nov
Hospitality Expert SWF104 - 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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Saint Leonards Hotel Reviews

A landscaped garden with a circular stone feature, palm trees, and a building with illuminated lights in the background.
Boutique B & B at Stonevillage

Boutique B & B at Stonevillage

Boutique B & B at Stonevillage
Bluefields

10/10 Excellent

Quiet lovely boutique resort a short ways up the hill from the seaside. Great hosts. If you want a country vibe setting that is clean and comfortable, this is a great choice,
United States
Reyon
Reviewed August 25, 2026
Boutique B & B at Stonevillage

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?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This vacation home rental near Saint Leonards is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden 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 Montego Bay Marine Park, 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.