Saint Leonards Vacation Rentals from $79: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Saint Leonards vacation rentals

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

1. Muris Light Sanctuary

Savanalamar

Leeann D.

$133 nightly

Oct 10 - Oct 11

Total with taxes and fees

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

2. Sky Beach Rooms

Montego Bay

Clayton

$92 nightly

Nov 1 - Nov 2

Total with taxes and fees

A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

3. Firefly cottage with Ocean view

Cave District

Rick B.

$79 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

Cave

Ana G.

$70 nightly

Oct 10 - Oct 11

Total with taxes and fees

A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

5. Angels Hideaway Blue Room

Ironshore

DUSTIN

$74 nightly

Oct 12 - Oct 13

Total with taxes and fees

A swimming pool with a hot tub, surrounded by palm trees and a white building.

6. Turquoise Sea Villa

Montego Bay

$236 nightly

Oct 10 - Oct 11

Total with taxes and fees

A wooden cabin bedroom with a bed, a desk, and a chair.

7. Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Cave

David G.

$80 nightly

Oct 12 - Oct 13

Total with taxes and fees

A river with boats docked on both sides, surrounded by lush greenery.

8. Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

$178 nightly

Oct 10 - Oct 11

Total with taxes and fees

A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

9. Claudeville Condo

Montego Bay

Sabrina

$96 nightly

Oct 11 - Oct 12

Total with taxes and fees

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

Mount Salem

"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...

English C.

$80 nightly

Oct 16 - Oct 17

Total with taxes and fees

A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

11. Montego Bay Club Beach Resort

Hip Strip

JAMIE

$142 nightly

Nov 8 - Nov 9

Total with taxes and fees

A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

12. Unity Villa

Montego Bay

Susan

$112 nightly

Oct 10 - Oct 11

Total with taxes and fees

A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

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

Hopewell

Roberta M.

$165 nightly

Oct 10 - Oct 11

Total with taxes and fees

A hotel room with a bed, bedside table, lamp, air conditioning unit, and a sofa.

14. Penthouse Suites at Emotions

Montego Bay

$237 nightly

Oct 10 - Oct 11

Total with taxes and fees

15. Private and cozy 1 bedroom 1 bathroom apartment

Coral Gardens

$80 nightly

Oct 10 - Oct 11

Total with taxes and fees

A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

16. Hospitality Expert SWF104 - Pool, Beach, Chef

Montego Bay

Xavier

$184 nightly

Oct 11 - Oct 12

Total with taxes and fees

A swimming pool with a tiled deck, surrounded by a fence and chairs, with a view of greenery and a distant building.

17. Montego Bay Ironshore Luxury GOLD ROOM

Ironshore

$76 nightly

Oct 10 - Oct 11

Total with taxes and fees

A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

18. Hospitality Expert CB2

Montego Bay

Robert

$152 nightly

Oct 13 - Oct 14

Total with taxes and fees

A beach with clear turquoise water, a sandy shore, and lounge chairs.

19. Seawind E202

Montego Bay

$199 nightly

Oct 14 - Oct 15

Total with taxes and fees

A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

20. Montego Bay Ironshore Luxury Studios

Ironshore

Dapea

$95 nightly

Oct 17 - Oct 18

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

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

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Great location from the clubs stores & beach. Food was pretty good & always fresh. Will return back to this hotel."

Hotel Riu Reggae - Adults Only - All Inclusive

8/10 Good

"Room was cleaned and of course the unlimited Alcohol. But, the food was decent and I had to ask for someone to come bring something to the room and refill the mini bar more than 3 times before they actually came. For an All inclusive and price, I expected more."

Hotel 39 Jamaica

10/10 Excellent

"This property had been my go to hotel for years when it was known as the Wexford hotel. I was eager to return and see the changes that was made after the renovations. The lobby grabs you as a very relaxed area to relax, they have checker boards for the ones who want to play or to learn. Clean facility the rooms as per different standards in size. Comfortable bed, The staff , they are what makes people like me want to return there. Polite, pleasant and very welcoming. From receptionist to the maids to the waitresses. The breakfast included is great, the portion very filling. Location is very convenient, many restaurants close by. Have a parking area at front of the building and from what I noticed there is more parking spots at the back of the building. There is work ongoing on the property. Very huge property. The infinity pool atop the roof with a great view . This property is worth checking out."

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"This Is my second time staying at RUI Montego Bay and I truly enjoy this property. First the proximity to the airport is great, not a long car ride at all. The food selection was amazing(I really like the variety). The staff were very friendly and helpful. I also really appreciate and enjoy how the staff kept our mini refrigerator in each room stock with FREE beverages. Our room was super clean daily. I especially like the nightly entertainment, the staff did an excellent job with that! over all this birthday/anniversary trip was exceptional, and staying at RUI Montego bay made it all the more memorable. GREAT JOB RUI Montego Bay! you will be seeing us again!!"

Airport Beach Hotel

10/10 Excellent

"My room was so clean, you might slip on the floor. Fresh towels, its a hotel, its not 5 star but it was good, the staff was good abd friendly, the cook on the property cook better than the food at the bar and restaurant next to the property. The jerk chicken was garbage, stick to chef on the property, his chicken and turkey next soup, curry chicken, abd curry goat was banging."

Find out more about Saint Leonards

Everything you need to know about Saint Leonards vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Saint Leonards vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Saint Leonards vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Saint Leonards vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Leonards. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Saint Leonards in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Saint Leonards rentals

At Expedia, we put the best Saint Leonards vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Saint Leonards rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Saint Leonards vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Saint Leonards. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

Room 1

Check prices for these dates

Our top choices for Saint Leonards vacation rentals

1. Muris Light Sanctuary

2. Sky Beach Rooms

3. Firefly cottage with Ocean view

4. The Artist cabin is a mountain cabin overlooking the sea and coastline

5. Angels Hideaway Blue Room

6. Turquoise Sea Villa

7. Kimoya's cottage is a mountain cottage overlooking the sea and coastline

8. Serenitys Hideaway Montego Bay

9. Claudeville Condo

10. Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

11. Montego Bay Club Beach Resort

12. Unity Villa

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

14. Penthouse Suites at Emotions

15. Private and cozy 1 bedroom 1 bathroom apartment

16. Hospitality Expert SWF104 - Pool, Beach, Chef

17. Montego Bay Ironshore Luxury GOLD ROOM

18. Hospitality Expert CB2

19. Seawind E202

20. Montego Bay Ironshore Luxury Studios

Find vacation rentals that suit your style

Top Saint Leonards Hotel Reviews

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Deja Resort All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

Verney House Resort

Hotel 39 Jamaica

Hotel Riu Montego Bay - Adults Only - All Inclusive

Polkerris Bed & Breakfast

Airport Beach Hotel

Tropical Court Hotel

Find out more about Saint Leonards

Frequently asked questions