San Juan Vacations

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Find the Best San Juan Vacation Packages

San Juan Hotel Deals

Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

3.5 out of 5
Francisco J. Orlich Road Alajuela Alajuela
Fully refundableReserve now, pay when you stay
The price is ¥21,553 per night from Jul 31 to Aug 1
¥21,553
¥24,355 total
Jul 31 - Aug 1
includes taxes & fees
9/10 Wonderful! (1,910 reviews)
"Very nice"

Reviewed on Jul 2, 2026

Hilton Garden Inn San Jose Airport City Mall
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is ¥17,717 per night from Jul 27 to Jul 28
¥17,717
¥20,020 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (1,149 reviews)
"Excellent hotel,a big plus was that most of the staff speak both Spanish and English. Clean, well appointed rooms and restaurant on site was a great bonus. Also the hotel is within easy walking distance of several restaurants and shops."

Reviewed on Jul 2, 2026

Fairfield by Marriott San Jose Airport Alajuela
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is ¥20,586 per night from Jul 23 to Jul 24
¥20,586
¥23,262 total
Jul 23 - Jul 24
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Clean and everyone was very helpful."

Reviewed on Jun 29, 2026

Courtyard by Marriott San Jose Airport Alajuela
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

What are the cheapest months to go to San Juan?
To pick up cheap San Juan vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for San Juan?
With a well-organized schedule, you can easily visit the most popular San Juan sights in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your San Juan vacation for longer.
How to find the best San Juan package deals?
Start your search for a San Juan package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect San Juan package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Juan escape underway.
When to book a vacation package to San Juan?
If you're considering a spontaneous San Juan adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to San Juan?

  1. Choose the ideal time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to San Juan.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to San Juan.
  3. Work out your trip length: Consider how long you want to spend exploring San Juan. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized San Juan vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.