The Best Hotels with a Pool in Saint Leonards from ￥10,845 in 2026

Q: What are some hotels with pools in Saint Leonards?

Hotel Riu Montego Bay - Adults Only - All Inclusive : Features free water-park access, 5 outdoor pools, and 4 restaurants. Deja Resort All Inclusive : Property steps from Doctor's Cave Beach. Offers 2 restaurants, an outdoor pool, and 2 bars. Hotel 39 Jamaica : Hotel, 7-minute walk from Doctor's Cave Beach. Provides a full-service spa, an outdoor pool, and full. Hotel Riu Reggae - Adults Only - All Inclusive : Features 4 restaurants, 3 outdoor pools, and 2 pool bars. S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel : Property steps from Doctor's Cave Beach. Offers 5 restaurants, 2 outdoor pools, and a full-service spa.

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Our top choices for Saint Leonards hotels with a pool

Outdoor pool, open 6:00 AM to 7:00 PM, pool umbrellas, sun loungers

Hotel 39 Jamaica

Hip Strip

Relax in a poolside paradise with sun loungers and umbrellas at this renovated Montego Bay luxury hotel.

Julie

￥20,762 total

includes taxes & fees

May 25 - May 26

Toby's Resort

Hip Strip

Saltwater oasis beckons with two pools, poolside bar, and beach-inspired relaxation.

Lena

￥18,662 total

includes taxes & fees

May 27 - May 28

Palm View Guesthouse and Conference Centre

Montego Bay

Plunge into island living with a private pool retreat that offers lush garden views and impeccable service in a cozy setting.

Roxana

￥12,168 total

includes taxes & fees

Jun 8 - Jun 9

Outdoor pool, pool umbrellas, sun loungers

Deja Resort All Inclusive

Hip Strip

Beachfront bliss awaits at this white sand paradise with sparkling pool and relaxing hot tub.

Crystal

￥37,896 total

includes taxes & fees

May 29 - May 30

Outdoor pool, open 9:00 AM to 8:30 PM, free cabanas, pool umbrellas

Takuma Boutique Hotel Rooms & Suites Jamaica

Montego Bay

Serene outdoor pool with free cabanas creates a relaxing oasis at this Jamaica hotel where massage services await.

U-Roy

￥20,746 total

includes taxes & fees

May 26 - May 27

Tropical Court Hotel

Montego Bay

Sylvia

￥10,845 total

includes taxes & fees

May 30 - May 31

Hotel Grand A View

Montego Bay

Scenic outdoor pool retreat with plush loungers and shady umbrellas offers mountain views and a refreshing Jamaican getaway.

Joe

￥29,523 total

includes taxes & fees

Jun 16 - Jun 17

Pink Hibiscus Villa

Ironshore

Splash into serenity at this tranquil outdoor pool retreat with private beach access and sun-drenched loungers.

Susan

￥20,431 total

includes taxes & fees

May 23 - May 24

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Choose what matters most at hotels with a pool in Saint Leonards

Breakfast included

4 stars

Top Saint Leonards Hotel Reviews

Deja Resort All Inclusive

10/10 Excellent

"Customer service was excellent,food was also excellent the property can use some upgrading I will stay here again"

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

8/10 Good

"Overall excellent vacation. Overall the Staff was awesome especially the bartender’s. Shoutout to Winston at the pool bar and the lovely lady at the cafe who made us excellent iced coffees. Food exceeded our expectations. Very good for an all inclusive especially a RIU. A few negatives though 1. There is definitely some wear and tear. The shower head and mirror in the bathroom have seen better days (it was clean but definitely needs an update). The mirror had these weird red marks. 2. Not the best experience at Zen. We were sat and our drink orders were taken then we were completely ignored for half an hour. No one took our orders or brought our drinks until the host eventually came to refill our waters and must have sensed our irritation and asked if something was wrong. I explained that it has been half an hour and we were still just waiting for someone to bring our drinks and take our orders."

Frequently asked questions

What are some hotels with pools in Saint Leonards?

Hotel Riu Montego Bay - Adults Only - All Inclusive: Features free water-park access, 5 outdoor pools, and 4 restaurants. Deja Resort All Inclusive: Property steps from Doctor's Cave Beach. Offers 2 restaurants, an outdoor pool, and 2 bars. Hotel 39 Jamaica: Hotel, 7-minute walk from Doctor's Cave Beach. Provides a full-service spa, an outdoor pool, and full. Hotel Riu Reggae - Adults Only - All Inclusive: Features 4 restaurants, 3 outdoor pools, and 2 pool bars. S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel: Property steps from Doctor's Cave Beach. Offers 5 restaurants, 2 outdoor pools, and a full-service spa.

What is there to see and do in Saint Leonards?

The picturesque setting of YS Falls and Freeport Peninsula showcase the area's natural beauty. During your stay, check out sights such as Appleton Estate, Rastafari Indigenous Village, and Montego Bay Cruise Ship Terminal.

When is the best time to book a hotel with a pool in Saint Leonards?

Taking into account the local weather in Saint Leonards can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 78°F. The rainiest months in Saint Leonards are May, October, September, and August, with each month seeing an average of 9 inches of rainfall.

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