San Juan Holidays

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Top hotels in San Juan

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd, Rio Segundo
Fully refundableReserve now, pay when you stay
The price is €114 per night from 14 Aug to 15 Aug
€114
14 Aug - 15 Aug
includes taxes & fees
9/10 Wonderful! (2,297 reviews)
"Good breakfast buffet. Basic 2.5 star hotel accommodation. Friendly staff. Overall pretty good."

Reviewed on 29 Jul 2025

Hampton by Hilton San Jose Airport
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is €89 per night from 3 Aug to 4 Aug
€89
3 Aug - 4 Aug
includes taxes & fees
8.4/10 Very Good! (2,587 reviews)
"The property was convenient to airport and good for easy freeway access. The restaurant served complementary breakfast, and lunch and dinner options. The food we found was good to very good. Nicely stocked bar. The large pool was like a small oasis. Parking had security. The price point was good. ..."

Reviewed on 29 Jul 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos, Radial Francisco J Orlich, Rio Segundo, Alajuela
Fully refundableReserve now, pay when you stay
The price is €128 per night from 15 Aug to 16 Aug
€128
15 Aug - 16 Aug
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"All good"

Reviewed on 28 Jul 2025

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?
September, October and November are the best times to look for cheap San Juan holiday packages. Travelling in less busy periods means you'll typically find better prices on accommodation and flights.
How many days is enough for San Juan?
The ideal length for your San Juan holiday depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the top attractions and explore some hidden gems along the way.
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 apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect San Juan package deal right away, just change 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 getaway off to a flying start.
When to book a holiday package to San Juan?
If you've got your San Juan holiday dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to San Juan?

  1. Choose your dates: The things you want to do in San Juan and your favourite season will help you decide when to travel.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to San Juan.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can figure out the right length of your break. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised San Juan holiday package.

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