Photo by Dean Moore

Hotels with Swimming Pools in Old Harbour

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Check availability on Old Harbour Hotels with Swimming Pools

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Old Harbour hotels with a pool

2 outdoor pools
Paradise Reggae Resort

Paradise Reggae Resort

Paradise Reggae Resort
3.0 star property
Spanish Town
5.8 out of 10, (6)
"This property is a hidden gem please explore "
United States
Melinda
Paradise Reggae Resort
Pool
Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is S$222
includes taxes & fees
6 Jan - 7 Jan, 2026
Harbour Oasis Retreat - Charming 2 Bedroom House
Outdoor pool, pool umbrellas, pool loungers
Caldo Tours

Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is S$128
includes taxes & fees
2 Jan - 3 Jan, 2026
Caldo Tours
Living room
The Beach Estate Country Club Villa

The Beach Estate Country Club Villa

The Beach Estate Country Club Villa
3.0 star property
Hellshire
10.0 out of 10, Exceptional, (1)
"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 S$375
includes taxes & fees
25 Dec - 26 Dec
The Beach Estate Country Club 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 traveller
The price is S$308
includes taxes & fees
10 Jan - 11 Jan, 2026
The Country Club Villa I
Private kitchen
Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I

Caribe Estate Guest Apartment I
3.0 star property
Greater Portmore
8.8 out of 10, Excellent, (6)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
United States
Robin
The price is S$287
includes taxes & fees
25 Dec - 26 Dec
Caribe Estate Guest Apartment I
Outdoor pool
Bayfront Villas and Apt

Bayfront Villas and Apt

Bayfront Villas and Apt
3.0 star property
Portmore
6.6 out of 10, (7)
"The place is clean, feels like home away from home. "
United States
Ankeel
The price is S$316
includes taxes & fees
31 Dec - 1 Jan, 2026
Bayfront Villas and Apt
View from property
Ocho Rios Golden View

Ocho Rios Golden View

Ocho Rios Golden View
3.0 star property
Kingston
The price is S$329
includes taxes & fees
1 Jan - 2 Jan, 2026
Ocho Rios Golden View
9 outdoor pools
bayfront

bayfront

bayfront
3.5 star property
Portmore
4.8 out of 10, (3)
"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 S$226
includes taxes & fees
3 Jan - 4 Jan, 2026
bayfront
Property grounds
Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
2.5 star property
Sandy Bay
The price is S$1,051
includes taxes & fees
6 Jan - 7 Jan, 2026
Sandy Bay Paradise Retreat - 7 Bedrooms
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

Grand Hotel Excelsior Port Royal

Grand Hotel Excelsior Port Royal

10/10 Excellent
"Great"
Justin 1-night trip
Posted 3 weeks ago
Grand Hotel Excelsior Port Royal

Frequently asked questions

What are some accommodation options with pools in Old Harbour?
2 Bed-2 Bath-aircon-parking-old Harbour Nhv 3: Features sunloungers, a communal pool and complimentary wireless Internet access. Harbour Oasis Retreat - Charming 2 Bedroom House: Features free self parking, an outdoor pool and complimentary wireless Internet access. Cozy Relaxing Home in Old Harbour: Features buffet, an outdoor pool and complimentary wireless Internet access. Grand Hotel Excelsior Port Royal: Offers full, an outdoor pool and free self parking. Caldo Tours: Features 2 outdoor swimming pools, a children's pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Old Harbour?
Make a point to visit attractions such as Hellshire Beach and Fort Clarence Beach. Discover sights such as Caymanas Golf and Country Club, St Catherine District Prison and Iron Bridge during your stay.
When is the best time to book a hotel with a pool in Old Harbour?
Taking the local weather in Old Harbour into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 24°C. Average annual precipitation for Old Harbour is 1001 mm.