The Best Hotels with a Pool in May Pen from ￥14,878 in 2026 | Expedia

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Check availability on May Pen Hotels with a Pool

Tonight

Aug 27 - Aug 28

Tomorrow

Aug 28 - Aug 29

This weekend

Aug 28 - Aug 30

Next weekend

Our top choices for May Pen hotels with a pool

Exterior

Comfort Double or Twin Room, Garden View

Bathroom

Dining

1. The Garden Hotel Mandeville

Mandeville

￥26,805

￥34,069 total

includes taxes & fees

Sep 25 - Sep 26

Pool

Interior

Bathroom

Interior

2. A Georgian Style Home Set amid Farmlands on an Acre of Land ; Master Room

Sandy Bay

￥14,328

￥24,007 total

includes taxes & fees

Sep 2 - Sep 3

Front of property

BBQ/picnic area

Breakfast area

Spa

3. Paradise Reggae Resort

Spanish Town

Splash into paradise at this tropical hotel with 2 sun-soaked outdoor pools and refreshing luxury awaits.

￥17,322

￥20,079 total

includes taxes & fees

Aug 28 - Aug 29

House | Pool

House | Private kitchen

House | Living area

House | Interior

4. Harbour Oasis Retreat - Charming 2 Bedroom House

Old Harbour

￥17,374

￥32,589 total

includes taxes & fees

Sep 27 - Sep 28

Courtyard

Casino

Property grounds

Lobby

5. Golf View Hotel

Mandeville

Soak up island vibes at this Jamaican retreat with a refreshing pool and poolside bar.

￥16,664

￥20,316 total

includes taxes & fees

Sep 27 - Sep 28

Outdoor pool

Food and drink

Luxury Room, 1 Bedroom, Garden Area | Bathroom

Property amenity

6. Mountain Top Villa

Mandeville

Pristine mountains surround this idyllic family villa with dual pools for alpine refreshment.

￥9,338

￥14,878 total

includes taxes & fees

Aug 28 - Aug 29

Interior

Living area

Outdoor dining

Room

7. Charming refuge at Colbeck Manor

Old Harbour

￥13,538

￥28,111 total

includes taxes & fees

Sep 14 - Sep 15

Exterior

Family Apartment | Living area

Family Apartment

Standard Apartment, 2 Queen Beds, Pool View

8. Caldo Tours

Ewarton

Luxurious pool sanctuary with comfortable loungers, shade umbrellas, and a relaxing hot tub for the ultimate outdoor retreat.

￥18,626

￥20,648 total

includes taxes & fees

Aug 28 - Aug 29

View all properties

Choose what matters most at hotels with a pool in May Pen

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top May Pen Hotel Reviews

Frequently asked questions

What are some accommodations with pools in May Pen?

Relax and enjoy in this beautiful home in a quiet neighbourhood.: Offers a full-service spa, an outdoor pool, and 2 bars. Lovely studio unit in Mineral Heights Near May Pen: Features buffet, an outdoor pool, and free self parking. Golf View Hotel: Provides a children's pool, an outdoor pool, and complimentary wired internet access. The Garden Hotel Mandeville: Features full, an outdoor pool, and free self parking. Mandeview Hotel: Offers spa services, 2 outdoor pools, and daily.

What is there to see and do in May Pen?

Make a point to visit attractions like Cecil Charlton Park and Wynter's Park & Farm. Discover sights such as Milk River Bath, Northern Caribbean University, and Mandeville Market during your stay.

When is the best time to book a hotel with a pool in May Pen?

Taking into account the local weather in May Pen can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 75°F. Average annual precipitation for May Pen is 40 inches.