May Pen Vacation Packages 2026 from $423

May Pen flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

$423

per person

May 17 - May 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Casablanca Miami Beach

North Beach

$2,110

per person

May 22 - May 26

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Miami (MIA)

An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.

Creekside Inn

$515

per person

Apr 23 - Apr 27

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Miami (MIA)

This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$9,295

per person

May 17 - May 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Pelican Hotel

South Beach

$519

per person

May 17 - May 23

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Valet parking, a business center, and limo/town car service are also offered.

Top May Pen hotels deals

Thebreeze2022

Circle Drive May Pen Clarendon

$51 nightly

$60 total

Feb 28 - Mar 1

Total with taxes and fees

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, luggage storage, and laundry facilities are also on offer.

Washer

Parking included

Lovely studio unit in Mineral Heights Near May Pen

Clarendon Clarendon

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Stay at this apartment in May Pen.

Relax N SunShine

May Pen Clarendon

$53 nightly

$53 total

Mar 1 - Mar 2

Total with taxes and fees

This bed & breakfast features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Relax and enjoy in this beautiful home in a quiet neighbourhood.

Mineral Hieghts Clarendon

$150 nightly

$150 total

Mar 7 - Mar 8

Total with taxes and fees

A hot tub is featured at this vacation home, along with a garden and laundry facilities.

Hot Tub

Kitchen

Entire (1 bedroom) townhouse in May Pen, Jamaica

May Pen Trelawny

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This vacation home features laundry facilities.

Washer

Air conditioning

Golf View Hotel

5 1/2 Caledonia Road Mandeville Manchester

$105 nightly

$117 total

Mar 1 - Mar 2

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a shopping center shuttle. A poolside bar, a 24-hour front desk, and a terrace are also provided.

Pool

Spa

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to May Pen?

With deals starting at just $423, flight and hotel packages are a fantastic way to make your travel budget stretch further. Watch out May Pen — here you come!

Where can I get the best vacation package deals for May Pen?

No matter how you travel, Travelocity can help you get the perfect May Pen package deal. All you need to do is mix and match from our 400 air carriers and 1,000,000 worldwide properties.

Why should I purchase my May Pen vacation package with Travelocity?

Because we believe in creating stress-free travel experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to ensure you're being well taken care of. We also have a Price Match Guarantee, so you can book your trip knowing you've landed the best deal possible. If you find a lower price, we'll match it!

Can I save money on my May Pen car rental if I combine it with hotels and flights?

Combining your car, flight and hotel into a May Pen vacation package is the easiest way to score an amazing deal. Plus, having your own set of wheels gives you freedom to make your way to all those big sights you're hoping to check out. Located 30 mi from May Pen, Dunn's River Falls is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.

Which airport is best for May Pen?

One of the most convenient options is Sir Donald Sangster Intl. Airport (MBJ), located 55 mi northwest of the hustle and bustle of downtown May Pen. Your other choice is Norman Manley Intl. Airport (KIN), 30 mi away from central May Pen).

Where should I stay when visiting May Pen?

The Castle Da Rest A Sprinkle Of Peace is the number one choice of many visitors. Book as soon as possible before it's too late.