Penlyne Castle Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Our top choices for Penlyne Castle vacation rentals

Property entrance
Cocosan Villa

Cocosan Villa

Cocosan Villa
4.0 star property
Port Antonio
Cocosan Villa
2 outdoor pools
The Country Club Villa I

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveler
The price is ￥20,832
￥38,397 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Country Club Villa I
Outdoor pool
Tapioca Village Retreat

Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2)
"There is so much nature and friendliness! "
United States
Günter
The price is ￥12,465
￥14,491 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Tapioca Village Retreat
Free WiFi
Reggae Legends Estate

Reggae Legends Estate

Reggae Legends Estate
2.5 star property
Jack's Hill
9.6 out of 10, Exceptional, (5)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
The price is ￥46,492
￥53,621 total
includes taxes & fees
Dec 20 - Dec 21
Reggae Legends Estate
Exterior
Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
10.0 out of 10, Exceptional, (2)
"The property apartment was perfect with a top floor view over New Kingston towards the harbour. The kitchen and bathroom facilities were also good and the ground level security staff were very helpful. Also a big thank you to the property owners for their help and assistance. "
United Kingdom
Colin
The price is ￥12,595
￥21,613 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Urban Charm: Modern One Bedroom
Property grounds
Eastern Escape Retreat

Eastern Escape Retreat

Eastern Escape Retreat
2.0 star property
Yallahs
The price is ￥9,018
￥14,834 total
includes taxes & fees
Dec 14 - Dec 15
Eastern Escape Retreat
Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Victoria Golf Retreat

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Interior
Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC

Charming 2-bedroom house in Portmore with WiFi, AC
Portmore
10.0 out of 10, Exceptional, (5)
"A well appointed and neatly organized dwelling nestled within Kingston port-side residential community for the traveler on the go for a day, a week or an extended stay. Best to book well in advance for accommodations."
United States
Kojo
The price is ￥13,994
￥17,104 total
includes taxes & fees
Dec 30 - Dec 31
Charming 2-bedroom house in Portmore with WiFi, AC
Terrace/patio
Can sleep 7 people with private parking

Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.0 star property
Aeolus Valley
The price is ￥13,244
￥22,554 total
includes taxes & fees
Dec 19 - Dec 20
Can sleep 7 people with private parking
Exterior
Casa Tianna Guest Apartments

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
8.8 out of 10, Excellent, (58)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is ￥22,525
￥38,150 total
includes taxes & fees
Dec 28 - Dec 29
Casa Tianna Guest Apartments
Pool
Island vibes Oasis with a beautiful Pool

Island vibes Oasis with a beautiful Pool

Island vibes Oasis with a beautiful Pool
2.0 star property
New Kingston
10.0 out of 10, Exceptional, (1)
"Lovely"
United States
Christine H.
The price is ￥19,632
￥34,169 total
includes taxes & fees
Dec 14 - Dec 15
Island vibes Oasis with a beautiful Pool
Outdoor pool
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.0 out of 10, Wonderful, (10)
"This is our second stay, with plans to return. Denny and Keith goes above and beyond. Karen is always helpful. The place is large and beautiful. Food prepared with love. If you would like a private, secure, spacious, beautiful stay, book this place. 10/10. Thanks for having us. See you soon"
United States
Annel A.
The price is ￥136,054
￥151,914 total
includes taxes & fees
Dec 15 - Dec 16
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Property grounds
Cute and Cozy Ez Home

Cute and Cozy Ez Home

Cute and Cozy Ez Home
Bridgeport
9.2 out of 10, Wonderful, (5)
"Came back at the perfect time of the year, got to try some mangoes and they were absolutely delicious right from treee in the yard. Ms James and her family are amazing hosts! Me and my fiancé look forward to booking again!! Thank you! "
United States
shardae w.
The price is ￥13,244
￥24,930 total
includes taxes & fees
Dec 14 - Dec 15
Cute and Cozy Ez Home
Fridge, microwave, stovetop, electric kettle
Harmony Vybz Apartment

Harmony Vybz Apartment

Harmony Vybz Apartment
Kingston 11
10.0 out of 10, Exceptional, (1)
"I recently stayed in Kingston, Jamaica, for three nights over New Year’s Eve, and this VRBO rental was the perfect spot to experience the vibrant heart of the city. Nestled in what’s locally known as a cul-de-sac (similar to the concept in the States), this property offered an incredible blend of comfort and cultural immersion.The surrounding streets were alive with energy—children playing, delicious food from street vendors, and unique local shopping options just steps away. It truly felt like...
United States
Miss T.
The price is ￥12,465
￥21,938 total
includes taxes & fees
Dec 14 - Dec 15
Harmony Vybz Apartment
Desk, iron/ironing board, bed sheets
Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat

Jamaica House - The Blue Mountain Wilderness Retreat
Bangor Ridge
The price is ￥9,349
￥13,556 total
includes taxes & fees
Dec 25 - Dec 26
Jamaica House - The Blue Mountain Wilderness Retreat
Pool
Pirate Palms 1 Bedroom - 1 Bath

Pirate Palms 1 Bedroom - 1 Bath

Pirate Palms 1 Bedroom - 1 Bath
Kingston
The price is ￥14,383
￥17,493 total
includes taxes & fees
Dec 14 - Dec 15
Pirate Palms 1 Bedroom - 1 Bath
Outdoor pool
Relax by the pool with the sounds of waves and enjoy ocean and mountains views

Relax by the pool with the sounds of waves and enjoy ocean and mountains views

Relax by the pool with the sounds of waves and enjoy ocean and mountains views
Portmore
10.0 out of 10, Exceptional, (2)
"The hose was very attentive. She explained everything and was easy to reach. The house was very clean and spacious. They security was immaculate, and I was afraid afraid to sleep there overall, the say was good. "
United States
monique s.
The price is ￥24,151
￥27,423 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Relax by the pool with the sounds of waves and enjoy ocean and mountains views
Standard Apartment, 1 Bedroom, City View, Ground Floor | In-room dining
Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments
3.5 star property
Havendale
9.0 out of 10, Wonderful, (22)
"Nice location "
United States
Robert
The price is ￥17,510
￥33,537 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Eclipse Suite Guest Apartments
Deluxe Studio Suite, 1 King Bed, Refrigerator & Microwave, Mountain View | 1 bedroom, premium bedding, in-room safe, individually decorated
Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
8.2 out of 10, Very Good, (62)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
Abacus Jamaica the Zana Suite
Private kitchen
Charming 1-bedroom house in Kingston

Charming 1-bedroom house in Kingston

Charming 1-bedroom house in Kingston
2.0 star property
Kingston
The price is ￥10,107
￥16,327 total
includes taxes & fees
Dec 14 - Dec 15
Charming 1-bedroom house in Kingston
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 Penlyne Castle Hotel Reviews

ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

10/10 Excellent
"Room was spotless and staff was great. Only thingI didn’t like I had to pay for parking which was $11 US per night."
Shana 3-night trip
Posted 1 day ago
ROK Hotel Kingston, Tapestry Collection by Hilton

Find out more about Penlyne Castle

Search for holiday rentals in Penlyne Castle on Expedia! You can easily find your home rentals, villas, holiday apartments in Penlyne Castle using one of the methods below:

  • View our selection of featured holiday rentals in Penlyne Castle
  • Use the map to find apartments and other holiday homes in the Penlyne Castle neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Penlyne Castle while they last

Look no further and take a look at our great range of rental properties in Penlyne Castle!

Frequently asked questions

Are there vacation rentals in Penlyne Castle?

Yes, there are vacation rentals near popular points of interest in Penlyne Castle, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Penlyne Castle?

2 Bedroom Townhouse at Surbiton Square: This vacation home near Penlyne Castle is equipped with a private yard, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What can I see and do in Penlyne Castle?

While exploring the area, visit family-friendly sights like Bob Marley Museum, or get outside and enjoy nature at Blue Mountain Peak. In the larger area, you’ll find University of the West Indies and Blue and John Crow Mountains National Park.

What are vacation rentals like in Penlyne Castle?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Penlyne Castle. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.