Saint Leonards Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Saint Leonards vacation rentals

Private beach nearby, white sand, beach shuttle, beach cabanas
Nianna Coral Bay Gorgeous Townhouse 2

Nianna Coral Bay Gorgeous Townhouse 2

Nianna Coral Bay Gorgeous Townhouse 2
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (8)
"Easy to access location. Also loved having laundry facilities available and secured parking."
United States
Sedrick
The price is ￥19,088
￥29,997 total
includes taxes & fees
Dec 23 - Dec 24
Nianna Coral Bay Gorgeous Townhouse 2
1 bedroom, desk, iron/ironing board, free WiFi
Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
7.8 out of 10, Good, (9)
"It was a bit difficult to locate the property. Accommodation was comfortable, convenient and affordable. I will stay again when I need an affordable layover in Montego"
United States
Claudine
The price is ￥9,307
￥12,462 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Charming & Comfortable 1-Bedroom Suite in Montego Bay
Smart TV
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay

Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
2.0 star property
Montego Bay
The price is ￥9,796
￥18,766 total
includes taxes & fees
Dec 23 - Dec 24
Charming 2-bedroom with AC and WiFi in Pleasant Montego Bay
Property grounds
Claudeville Condo

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (22)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo
Exterior detail
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Paradise Acres
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 ￥19,719
￥27,764 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Property grounds
Muris Light Sanctuary

Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is ￥5,521
￥20,981 total
includes taxes & fees
Dec 23 - Dec 24
Muris Light Sanctuary
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

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
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 ￥7,888
￥12,621 total
includes taxes & fees
Dec 29 - Dec 30
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Exterior detail
Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!
Montego Bay
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 ￥9,938
￥13,093 total
includes taxes & fees
Dec 23 - Dec 24
Quiet relaxing mountainous get away!
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

The Artist cabin is a mountain cabin overlooking the sea and coastline
2.0 star property
Cave
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 ￥7,888
￥11,043 total
includes taxes & fees
Dec 23 - Dec 24
The Artist cabin is a mountain cabin overlooking the sea and coastline
Terrace/patio
Great panoramic views. Beach and shopping close by.

Great panoramic views. Beach and shopping close by.

Great panoramic views. Beach and shopping close by.
Montego Bay
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 ￥11,831
￥17,352 total
includes taxes & fees
Dec 23 - Dec 24
Great panoramic views. Beach and shopping close by.
On the beach
Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is ￥14,198
￥17,353 total
includes taxes & fees
Dec 23 - Dec 24
Short and longTerm ,Vacational rental home.
1 bedroom, iron/ironing board, WiFi, bed sheets
Island Paradise - Free Airport Pickup/Secure/Gated One Bedroom Apt

Island Paradise - Free Airport Pickup/Secure/Gated One Bedroom Apt

Island Paradise - Free Airport Pickup/Secure/Gated One Bedroom Apt
Montego Bay
10.0 out of 10, Exceptional, (1)
"Situated close to beautiful beaches, shopping, and the local markets of Montego Bay. The condo was beautiful and offered an amazing view of the ocean. This was a great choice for our needs. "
United States
Scott W.
Island Paradise - Free Airport Pickup/Secure/Gated One Bedroom Apt
Private beach nearby, white sand, beach shuttle, beach cabanas
Nianna Coral Bay Splendid Townhouse- 4

Nianna Coral Bay Splendid Townhouse- 4

Nianna Coral Bay Splendid Townhouse- 4
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (25)
"Felt like home away from home."
United States
paul
The price is ￥19,838
￥30,860 total
includes taxes & fees
Dec 23 - Dec 24
Nianna Coral Bay Splendid Townhouse- 4
Private beach nearby, white sand, beach shuttle, beach cabanas
Nianna Coral Bay Luxurious Townhouse- 3

Nianna Coral Bay Luxurious Townhouse- 3

Nianna Coral Bay Luxurious Townhouse- 3
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (13)
"Nice spot if your love quiet and privacy"
United States
Isa
The price is ￥28,237
￥40,519 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Nianna Coral Bay Luxurious Townhouse- 3
Fridge, microwave, coffee/tea maker, electric kettle
Bev Rosevilla

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is ￥9,938
￥16,319 total
includes taxes & fees
Dec 26 - Dec 27
Bev Rosevilla
Exterior
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

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

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
2.0 star property
Cave
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 ￥9,465
￥12,620 total
includes taxes & fees
Dec 23 - Dec 24
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Interior
King Bd with Kitchen, AC, Hot Water, Stove & Large Standing Fridge

King Bd with Kitchen, AC, Hot Water, Stove & Large Standing Fridge

King Bd with Kitchen, AC, Hot Water, Stove & Large Standing Fridge
2.0 star property
Mango Walk
The price is ￥9,307
￥14,787 total
includes taxes & fees
Jan 16 - Jan 17, 2026
King Bd with Kitchen, AC, Hot Water, Stove & Large Standing Fridge
Villa, 1 Bedroom | 1 bedroom, iron/ironing board, free WiFi
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1)
The price is ￥12,772
￥27,949 total
includes taxes & fees
Jan 5 - Jan 6, 2026
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Outdoor pool
Lawrence Pool House

Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
7.0 out of 10, Good, (61)
"If the pool was able to use then the stay would be much better "
United States
Rayon
The price is ￥8,946
￥13,153 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Lawrence Pool House
Exterior
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Montego Bay
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 ￥15,775
￥27,133 total
includes taxes & fees
Jan 10 - Jan 11, 2026
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
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 Palace Jamaica - Adults Only - All Inclusive

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

10/10 Excellent
"Breakfast is always well "
Somphone 5-night trip
Posted 2 days ago
Hotel Riu Palace Jamaica - 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
  • 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 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 Montego Bay Cruise Ship Terminal.

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.