May Pen Vacation Packages 2026 from $257

May Pen flight + hotel vacation packages

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

Westgate Flamingo Bay Resort

Spring Valley

$257

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Las Vegas (LAS)

This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and a grocery/convenience store are also on offer.

Encore Inn Inglewood

Lockhaven

$479

per person

Jul 1 - Jul 6

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Los Angeles (LAX)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Seven Beach Lane

$1,194

per person

Jun 7 - Jun 12

found 21 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Casablanca Miami Beach

North Beach

$1,863

per person

Jun 20 - Jun 23

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,876

per person

Jul 10 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Miami (MIA)

This aparthotel 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.

Top May Pen hotels deals

Thebreeze2022

Circle Drive May Pen Clarendon

$51 nightly

$60 total

Apr 18 - Apr 19

Total with taxes and fees

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

Washer

Parking included

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

Mineral Hieghts Clarendon

$150 nightly

$150 total

Apr 19 - Apr 20

Total with taxes and fees

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

Hot Tub

Kitchen

Lovely studio unit in Mineral Heights Near May Pen

Clarendon Clarendon

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Stay at this apartment in May Pen.

Sweet Haven is a chic one bedroom apartment , just outside May Pen town centre.

Clarendon Clarendon

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This apartment features laundry facilities.

Washer

Dryer

Golf View Hotel

5 1/2 Caledonia Road Mandeville Manchester

$124 nightly

$137 total

Apr 19 - Apr 20

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

Mandeview Hotel

7 Hillview Drive Mandeville Manchester

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$102 total

Apr 18 - Apr 19

Total with taxes and fees

A restaurant and a rooftop terrace are featured at this hotel. WiFi in public areas is free. Self parking, a terrace, and dry cleaning are also offered.

Free WiFi

Restaurant

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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 $257, 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.