Portland Hotels with a Pool from $99 - Fully Refundable Options

A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

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Our top choices for Portland hotels with a pool

1. Pimento Lodge

Long Bay

2. Rio Vista Resort

Port Antonio

3. Great Huts

Port Antonio

Private beach paradise offers 2 outdoor pools, sun loungers, and access to natural aquatic wonders at this art deco resort.

$91 nightly

Oct 4 - Oct 5

Total with taxes and fees

4. San San Tropez

Port Antonio

5. Jamaica Palace Hotel

Port Antonio

$184 nightly

Sep 4 - Sep 5

Total with taxes and fees

6. Goblin Hill Villas at San San

Port Antonio

Panoramic Room, 1 King Bed, Pool Access, Ocean View | View from room

7. All Nations Guesthouse

Port Antonio

Serene outdoor pool paradise offers both adult and children's pools where relaxation flows alongside adventure.

$85 nightly

Sep 4 - Sep 5

Total with taxes and fees

8. Bay View Eco Resort & Spa

Port Antonio

Serene resort features oceanfront pools, spa amenities, and pristine lounging areas for coastal escapes.

$164 nightly

Sep 4 - Sep 5

Total with taxes and fees

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Top Portland Hotel Reviews

AC Hotel by Marriott Kingston, Jamaica

10/10 Excellent

"Everything was excellent"

Sea Cliff Resort

8/10 Good

"Rooms are very spacious and clean. Lighting in the bathroom could be a little brighter. Rooms could use proper closets. Nice pool area but pool level was low due to drought which is understandable, however the pool was not clean. There are too many uneven surfaces and steps for older adults. It’s not handicap friendly. Food in the restaurant is quite good, however coffee should be available earlier than 8:00am. Would suggest a coffee station set up for guests for early risers. Staff is very friendly and the lady at the check in desk was very accommodating and helpful. We enjoyed the quietness of the hotel (ie no loud blaring music) and no TV!"

Match Resort Hotel

8/10 Good

"The staff was extremely courteous and helpful. We spent a night and were pleased by the cleanliness of the entire resort. It even smelt very clean. The pool and bar area was very cozy and nicely lit for evening use. And there was really nice music being played late into the night that provided ambiance but was not disturbing. I loved that the staff were very accommodating. I also liked that the resort offered a variety of Jamaican breakfast options. The food we had was very tasty; jerk chicken wraps, shrimp pasta and burgers. I would definitely recommend and return to Match Resort. There is no elevator so be ready for a healthy hike to your rooms. Each floor was named after a different flower or fruit; very cozy. It was movie night when we visited, would have been nice to have gotten some complimentary popcorn, but regardless, a good time was had and the kitchen was open late for orders of needed."

Room 1

Upfront pricing

Treat yourself

Be picky

Check availability on Portland Hotels with a Pool

Our top choices for Portland hotels with a pool

1. Pimento Lodge

2. Rio Vista Resort

3. Great Huts

4. San San Tropez

5. Jamaica Palace Hotel

6. Goblin Hill Villas at San San

7. All Nations Guesthouse

8. Bay View Eco Resort & Spa

9. Cocosan Villa

10. Geejam

Top Portland Hotel Reviews

AC Hotel by Marriott Kingston, Jamaica

S Hotel Kingston

R Hotel Kingston

Sea Cliff Resort

Goblin Hill Villas at San San

Match Resort Hotel

Bay View Eco Resort & Spa

Jamaica Palace Hotel

LF Jungle Retreat

Explore a world of travel with Expedia

Hotels with a Pool in Portland from $99

Upfront pricing

Treat yourself

Be picky

Check availability on Portland Hotels with a Pool

Our top choices for Portland hotels with a pool

1. Pimento Lodge

2. Rio Vista Resort

3. Great Huts

4. San San Tropez

5. Jamaica Palace Hotel

6. Goblin Hill Villas at San San

7. All Nations Guesthouse

8. Bay View Eco Resort & Spa

9. Cocosan Villa

10. Geejam

Top Portland Hotel Reviews

AC Hotel by Marriott Kingston, Jamaica

Explore a world of travel with Expedia