San Juan Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in San Juan

Barceló San José
Barceló San José
4 out of 5
Autopista General Canas 3km, El Robledal - La Uruca, San José, San Jose
Fully refundableReserve now, pay when you stay
The price is S$101 per night from 13 Jul to 14 Jul
S$101
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,611 reviews)
"Ice views"

Reviewed on 27 Jun, 2025

Barceló San José
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 S$190 per night from 22 Jul to 23 Jul
S$190
22 Jul - 23 Jul
includes taxes & fees
9/10 Wonderful! (2,293 reviews)
"Great location. Very nice. My son said this is the best breakfast he’s ever had while traveling!"

Reviewed on 23 Jun, 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 S$125 per night from 29 Jun to 30 Jun
S$125
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (2,488 reviews)
"Ubicación muy conveniente para asistir al Centro de Convenciones"

Reviewed on 24 Jun, 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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 search for cheap San Juan holiday packages. Opting to travel in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for San Juan?
Usually, a handful of days is enough to check out the main sights during your San Juan holiday. But if you'd like to have time to relax or take day trips, think about extending your itinerary.
How to find the best San Juan package deals?
Start your search for a San Juan package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," 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, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your San Juan adventure underway.
When to book a holiday package to San Juan?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment San Juan getaway.
How to plan a trip to San Juan?

  1. Pick your dates: The things you plan to do in San Juan and your favourite season will help you decide when to go.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to set aside for your trip to San Juan. Then, pick a property that suits your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide how long to go away for: Now that you're up to speed on San Juan, you can work out the right length of your holiday. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodation: After you've nailed down your dates and duration, book the perfect San Juan holiday package for you.

Popular places to visit

What to do in San Juan

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.