Old Harbour Vacation Rentals

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Our top choices for Old Harbour vacation rentals

Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is CA $150
CA $237 total
includes taxes & fees
May 9 - May 10
Harbour Oasis Retreat - Charming 2 Bedroom House

Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is CA $381
CA $18,621 total
includes taxes & fees
May 8 - May 9
Cozy Relaxing Home in Old Harbour

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is CA $100
CA $178 total
includes taxes & fees
May 8 - May 9
Serenity Oasis Apartment

Thebreeze2022

Thebreeze2022
3.5 star property
May Pen
8.0 out of 10, Very good, (1 review)
"Room was clean and facilitated very well. The host was very pleasant, helpful and entertaining. Efforts to make our stay a good experience was good and greatly appreciated. The biggest issue we had was finding the location of the building and its direction. For a quiet and enjoyable stay, we would strongly recommend the Breeze2022. "
United States
Richard
The price is CA $62
CA $73 total
includes taxes & fees
May 8 - May 9
Thebreeze2022

Thebreeze22

Thebreeze22
2.5 star property
Tollgate Clarendon Park
The price is CA $175
CA $202 total
includes taxes & fees
May 8 - May 9
Thebreeze22

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is CA $208
CA $427 total
includes taxes & fees
May 8 - May 9
Phoenix Park Villas Portmore

Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I
3.0 star property
Greater Portmore
10.0 out of 10, Exceptional, (5 reviews)
"The entire set up was amazing and what i liked most was the communication and hospitality service..."
United States
Anonymous traveller
The price is CA $338
CA $522 total
includes taxes & fees
May 21 - May 22
Caribe Estate Guest Apartment I

Kingston Sunset Guest Apartment II

Kingston Sunset Guest Apartment II
3.0 star property
Molynes Gardens
The price is CA $128
CA $270 total
includes taxes & fees
May 14 - May 15
Kingston Sunset Guest Apartment II

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.8 out of 10, Exceptional, (72 reviews)
"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
The price is CA $173
CA $316 total
includes taxes & fees
Jun 3 - Jun 4
Casa Victoria Golf Retreat

Bayfront Villas and Apt

Bayfront Villas and Apt
3.0 star property
Portmore
6.6 out of 10, (8 reviews)
"No the room was not spotless the staff didn't give us a key to get in the main door we had to wait tel someone come open the door"
United States
Ebony
The price is CA $147
CA $300 total
includes taxes & fees
May 11 - May 12
Bayfront Villas and Apt

Jebucks Escape

Jebucks Escape
3.0 star property
Greater Portmore
The price is CA $127
CA $195 total
includes taxes & fees
May 8 - May 9
Jebucks Escape

The Hellshire Beach House

The Hellshire Beach House
3.0 star property
Hellshire
The price is CA $180
CA $333 total
includes taxes & fees
May 8 - May 9
The Hellshire Beach House

Immaculate 2-bed Apartment in Spanish Town

Immaculate 2-bed Apartment in Spanish Town
3.0 star property
Spanish Town
The price is CA $93
CA $108 total
includes taxes & fees
May 8 - May 9
Immaculate 2-bed Apartment in Spanish Town

Doug Manor 2bedroom Aprt Flat1

Doug Manor 2bedroom Aprt Flat1
2.0 star property
Portmore
The price is CA $135
CA $156 total
includes taxes & fees
Jun 6 - Jun 7
Doug Manor 2bedroom Aprt Flat1

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10 reviews)
"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 traveller
The price is CA $184
CA $338 total
includes taxes & fees
May 10 - May 11
The Country Club Villa I

Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is CA $122
CA $136 total
includes taxes & fees
May 8 - May 9
Caldo Tours

Ocho Rios Golden View

Ocho Rios Golden View
3.0 star property
Kingston
The price is CA $180
CA $360 total
includes taxes & fees
May 14 - May 15
Ocho Rios Golden View

bayfront

bayfront
3.5 star property
Portmore
4.8 out of 10, (3 reviews)
"Worst experience ever, when I got there there the room was booked out so I had to leave cause I was allowed on the property…would never recommend anyone to go there "
United States
Stephen
The price is CA $141
CA $218 total
includes taxes & fees
May 31 - Jun 1
bayfront

The Beach Estate Country Club Villa

The Beach Estate Country Club Villa
3.0 star property
Hellshire
10.0 out of 10, Exceptional, (1 review)
"We had everything we needed, and the place was clean and comfortable. The property manager went above and beyond to make sure we had an amazing place to stay even after I had problems with Orbitz booking process. Highly recommend!"
United States
Anonymous traveller
The price is CA $431
CA $656 total
includes taxes & fees
May 8 - May 9
The Beach Estate Country Club Villa

Kingston Sunset Guest Apartment I

Kingston Sunset Guest Apartment I
3.0 star property
Molynes Gardens
7.0 out of 10, Good, (2 reviews)
"Kevin was wonderful in arranging to meet the driver (Ricardo) and the local property manager Ms. Thompson. I definitely would stay there again anytime. All of you guys been so kind to me and exceeded my expectations. Thank you. Sandra "
United States
Sandy
The price is CA $133
CA $276 total
includes taxes & fees
May 8 - May 9
Kingston Sunset Guest Apartment I
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 Old Harbour Hotel Reviews

Find out more about Old Harbour

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Harbour. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Old Harbour?

Yes, we give you a choice of vacation rentals near the most popular points of interest in Old Harbour, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Old Harbour has to offer?

1-bed House Sleeps 2 in Secure Community: This Old Harbour vacation home rental offers a private yard and free WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Old Harbour?

With 45 Expedia vacation rentals, you're sure to find just the right place for your Old Harbour stay.

What can I see and do in Old Harbour?

While exploring the area, visit family-friendly sights like Wynter's Park & Farm, or get outside and enjoy nature at Hellshire Beach. St Catherine District Prison and Caymanas Golf and Country Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Old Harbour like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Old Harbour. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.