TOP Hotels with Pool in Saint Leonards for 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 swimming 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 swimming 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 swimming 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, pool loungers

Hotel 39 Jamaica

Hip Strip

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

Rp3.896.228 total

includes taxes & fees

25 Jun - 26 Jun

2 outdoor pools, pool umbrellas, pool 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.

Rp10.642.008 total

includes taxes & fees

9 Jun - 10 Jun

Outdoor pool, pool umbrellas, pool loungers

Deja Resort All Inclusive

Hip Strip

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

Rp4.782.283 total

includes taxes & fees

14 Jun - 15 Jun

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

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.

Rp17.711.468 total

includes taxes & fees

11 Jun - 12 Jun

Hotel Grand A View

Montego Bay

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

Rp3.669.535 total

includes taxes & fees

16 Jun - 17 Jun

Toby's Resort

Hip Strip

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

Rp2.363.856 total

includes taxes & fees

28 May - 29 May

Private beach nearby, white sand, beach shuttle, beach cabanas

Hospitality Expert CB3

Montego Bay

Seaside bliss awaits at this tropical oasis with a serene outdoor pool, lush garden, and easy beach shuttle access to the sand.

Rp4.312.679 total

includes taxes & fees

9 Jun - 10 Jun

Pink Hibiscus Villa

Ironshore

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

Rp2.732.575 total

includes taxes & fees

7 Jun - 8 Jun

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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

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"I loved riu Montego Bay! All around vibe! Great food!"

Hotel Riu Reggae - Adults Only - All Inclusive

6/10 Okay

"It was clean. Only thing that really made me not want to go back was we were supposed to get a 634 credit when we got to the hotel. Never received it ! They gave us the run around until we just stopped asking. And our room had ants had to get bug spray for the time we were there. Food ok. Next time I think it will be a house rental with private chef. Met a lot of them while was there. And it will be much cheaper. Yes the resort got to keep over 1200 of our credit we were to receive."

Round Hill Hotel And Villas

2/10 Terrible

"I honestly do not understand the hype behind this place. For the amount you pay here — easily $100–150 per person depending on drinks and appetizers — the experience was shockingly bad from start to finish. I’ve genuinely received better customer service from Chick-fil-A and even McDonald’s. The service was one of the worst parts. Our salad came out completely dry with no dressing, and after trying multiple times to get someone’s attention, the staff either ignored us or acted annoyed that we were asking for basic things. It felt like once they dropped the food off, we no longer existed. Water glasses stayed empty, dirty plates sat on the table forever, and nobody checked on us. For a restaurant charging premium prices, you expect professionalism, attention to detail, and at least decent hospitality. Instead, the staff seemed disorganized, uninterested, and completely disconnected from the dining experience. The food itself was mediocre at best and definitely not worth the price point. I don’t mind paying for expensive meals when the quality and service match the cost, but this felt like paying luxury prices for fast-food level service — except somehow slower and less attentive. Extremely disappointing experience overall, and unfortunately not somewhere I would recommend or return to."

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 swimming 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 swimming 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 swimming pools and a full-service spa.

What is there to see and do in Saint Leonards?

The picturesque settings of YS Falls and Bluefields Beach showcase the area's natural beauty. During your stay, visit 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 the local weather in Saint Leonards into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 25°C. The rainiest months in Saint Leonards are May, October, September and August, with each month seeing an average of 231 mm of rainfall.

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