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 : Property located near Half Moon Golf Course. 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 Riu Reggae - Adults Only - All Inclusive : Provides 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. Features 5 restaurants, 2 outdoor swimming pools and a full-service spa. Toby's Resort : Hotel, 9-minute walk from Doctor's Cave Beach. Offers free self parking, 2 outdoor swimming pools and complimentary wireless Internet access.

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Our top choices for Saint Leonards hotels with a pool

Seawind E202

Montego Bay

Rp3.749.391 total

includes taxes & fees

17 Jul - 18 Jul

Seawind F104

Montego Bay

Rp3.500.094 total

includes taxes & fees

13 Jul - 14 Jul

Hotel Grand A View

Montego Bay

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

Rp3.725.003 total

includes taxes & fees

18 Jul - 19 Jul

Gloriana Hotel

Montego Bay

Rp2.461.357 total

includes taxes & fees

7 Aug - 8 Aug

Standard Room, 1 King Bed, Balcony | View from room

Pink Hibiscus Villa

Ironshore

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

Rp2.344.837 total

includes taxes & fees

14 Jul - 15 Jul

Toby's Resort

Hip Strip

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

Rp2.406.620 total

includes taxes & fees

13 Jul - 14 Jul

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.

Rp3.489.933 total

includes taxes & fees

27 Jul - 28 Jul

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

Rp2.669.267 total

includes taxes & fees

7 Aug - 8 Aug

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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

8/10 Good

"Activities for kids 5 and under is VERY LIMITED. No kids pool. Nothing really for toddlers."

Polkerris Bed & Breakfast

10/10 Excellent

"Wow, un magnifique séjour! Tout était parfait pour nous. Le personnel, le déjeuner est extraordinaire, la chambre, la douche, la vue, la terrasse, la piscine, la tranquillité, l’emplacement…. Nous avons resté seulement 4 nuits, mais nous serions restés facilement 2 semaines. C’était même mieux que d’autres hôtels 5 étoiles que nous avons déjà faits. Nous allons assurément retourner à cet endroit à notre retour en Jamaïque."

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 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 Riu Reggae - Adults Only - All Inclusive: Provides 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. Features 5 restaurants, 2 outdoor swimming pools and a full-service spa. Toby's Resort: Hotel, 9-minute walk from Doctor's Cave Beach. Offers free self parking, 2 outdoor swimming pools and complimentary wireless Internet access.

What is there to see and do in Saint Leonards?

The picturesque settings of YS Falls and Freeport Peninsula 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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