The Best Hotels with a Pool in Saint Leonards from NT$3,767 in 2026 | Expedia

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Check availability on Saint Leonards Hotels with a Pool

Tonight

Jul 23 - Jul 24

Tomorrow

Jul 24 - Jul 25

This weekend

Jul 24 - Jul 26

Next weekend

Our top choices for Saint Leonards hotels with a pool

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.

NT$8,714 total

includes taxes & fees

Aug 23 - Aug 24

Spa

Hotel Grand A View

Montego Bay

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

NT$6,680 total

includes taxes & fees

Jul 27 - Jul 28

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.

NT$6,258 total

includes taxes & fees

Aug 15 - Aug 16

2 outdoor pools, sun loungers

Toby's Resort

Hip Strip

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

NT$3,767 total

includes taxes & fees

Aug 5 - Aug 6

2 outdoor pools, pool umbrellas, sun loungers

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Hip Strip

Rooftop beach bliss at this all-inclusive luxury hotel with 24-hour pools and poolside bar.

NT$18,743 total

includes taxes & fees

Aug 11 - Aug 12

Outdoor pool

BAYVIEW LUXURY RETREATS

Reading

NT$8,415 total

includes taxes & fees

Jul 24 - Jul 25

Estate Villa 5 bedroom | In-room safe, desk, iron/ironing board, WiFi (free)

Round Hill Hotel And Villas

Montego Bay

Splash into paradise at this luxury resort with 2 sparkling pools, a private beach, and a poolside bar for pure bliss.

NT$23,437 total

includes taxes & fees

Aug 20 - Aug 21

Outdoor pool

Kassion Corner

Whitehouse

Soak in serenity at this poolside retreat with lush gardens and outdoor entertainment spaces.

NT$5,361 total

includes taxes & fees

Aug 10 - Aug 11

View all properties

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

Deja Resort All Inclusive

10/10 Excellent

"The hotel was nice, close to the beach only cross the street you’re reach doctor cave beach. They have variety of foods for breakfast, lunch and dinner. Hotel room is clean, the staff will come every day to clean it. Staffs are very nice and helpful. But one thing they don’t have elevators which will be convenience for families who have toddlers."

Polkerris Bed & Breakfast

Polkerris Bed & Breakfast

10/10 Excellent

"I can't say enough about this wonderful home and experience! From the moment you enter the gates until the time you sadly leave them, for a far-off destination (not a gorgeous local beach or a fabulous authentic meal), you can see the care, consistent hard work, pride, genuine friendliness and thought put into your stay. From the lovely quiet of morning on a terrace with spectacular sea and flower views, it is hard to imagine that the fun hustle and bustle of the Hip Strip is just down the hill. The breakfast selection and kind professionalism of the preparers and servers we found to be extraordinary in such a reasonably priced establishment. With a game room beside the tranquil pool and the solarium walls around the great room with a beautiful, vaulted ceiling, it must be possible to enjoy oneself even in rainy weather. As you will hopefully get to experience a sunset there, I highly recommend that be one of the only times you take out your phone, if possible, to capture that photograph! Thank you so much to Clarissa, Sherlett, Crystle, Terri (I'm sure I did not spell most of those names right), Laura, her husband, Twinkie, Oatmeal and Raisin and all the others we did not meet who made our stay so enjoyable! We hope to visit again soon :)"

Frequently asked questions

What are some hotels with pools in Saint Leonards?

Hotel Riu Montego Bay - Adults Only - All Inclusive: Property located near Half Moon Golf Course. 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 Riu Reggae - Adults Only - All Inclusive: Provides 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. Features 5 restaurants, 2 outdoor pools, and a full-service spa. Hotel Riu Palace Jamaica - Adults Only - All Inclusive: Property located near Half Moon Golf Course. Offers 5 restaurants, 3 outdoor pools, and 2 swim-up bars.

What is there to see and do in Saint Leonards?

The picturesque setting of YS Falls and Bluefields Bay showcase the area's natural beauty. During your stay, check out sights such as Rocklands Bird Sanctuary, Appleton Estate, and Rastafari Indigenous Village.

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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