May Pen Vacation Packages 2026 from $347

May Pen flight + hotel vacation packages

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

Hotel H-Wood

Hollywood

$347

per person

Sep 16 - Sep 21

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

An outdoor pool is featured at this hotel, along with self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Casablanca Miami Beach

North Beach

$4,609

per person

Sep 25 - Sep 30

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

$7,712

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Beach Plaza

South Beach

$551

per person

Sep 25 - Sep 30

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking and a virtual front desk are also offered on site.

Top May Pen hotels deals

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

Mineral Hieghts Clarendon

$150 nightly

$150 total

Aug 26 - Aug 27

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

Get rates

Stay at this apartment in May Pen.

Golf View Hotel

5 1/2 Caledonia Road Mandeville Manchester

$103 nightly

$115 total

Sep 13 - Sep 14

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.

The Garden Hotel Mandeville

4 Hotel St Mandeville Manchester Parish

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$213 total

Sep 13 - Sep 14

Total with taxes and fees

This bed & breakfast features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and laundry service. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Mandeview Hotel

7 Hillview Drive Mandeville Manchester

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$88 total

Sep 12 - Sep 13

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

Mountain Top Villa

Avondale Heights Mandeville Manchester Parish

$84 nightly

$93 total

Aug 14 - Aug 15

Total with taxes and fees

An outdoor pool is featured at this villa, along with free self parking. WiFi in public areas is free. A garden is also provided.

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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 $347, 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.