San Juan Holidays

Book a Hotel + Flight or Car together to unlock savings

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 3.047.910 ₫ per night from 18 Sept to 19 Sept
3.047.910 ₫
3.444.138 ₫ total
18 Sept - 19 Sept
includes taxes & fees
9/10 Wonderful! (2,284 reviews)
Convenient for airport and car rental
"This hotel is what you need if you're flying into San Jose and then heading off elsewhere. It's right opposite all the car rental places and has regular free shuttles to the airport. I had booked another place on the way home and switched it to this one as it is sooo convenient, clean and breakfast ..."

Reviewed on 21 Aug 2025

Hampton by Hilton San Jose Airport
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 2.139.613 ₫ per night from 5 Sept to 6 Sept
2.139.613 ₫
2.417.763 ₫ total
5 Sept - 6 Sept
includes taxes & fees
8.8/10 Excellent! (1,671 reviews)
"Great place close to the airport"

Reviewed on 24 Aug 2025

Barceló San José
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 2.383.366 ₫ per night from 1 Sept to 2 Sept
2.383.366 ₫
2.693.203 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (2,649 reviews)
"Easy to drop off my rental car they are other restaurants in the area, good walking distance, great space for family of 5. Just be careful on stairs in the room. I fell pretty bad. It’s on the far end of hotels on that street. Close but far from things. When you are not trying to drive everywhere. ..."

Reviewed on 25 Aug 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.

Popular places to visit

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.