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 S$179 per night from 1 Jul to 2 Jul
S$179
1 Jul - 2 Jul
includes taxes & fees
9/10 Wonderful! (2,273 reviews)
"If you rent a car from Hertz. They are across the parking lot. Arrived late at night no problems catching the shuttle. Perfect start to our Costa Rica vacation"

Reviewed on 8 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$126 per night from 13 Jun to 14 Jun
S$126
13 Jun - 14 Jun
includes taxes & fees
8.4/10 Very Good! (2,437 reviews)
"Fue una noche llegando a San José del aeropuerto y funcionó bien aunque llegamos después del horario del último transporte. El desayuno es buffet y esta bueno. La habitación estaba limpia"

Reviewed on 10 Jun, 2025

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
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$88 per night from 9 Jul to 10 Jul
S$88
9 Jul - 10 Jul
includes taxes & fees
8.8/10 Excellent! (1,613 reviews)
"Hotel staff was nice, close to airport, shuttle bus to airport is a nice thing to have. Good services like laundry and restaurants inside hotel. Overall good experience"

Reviewed on 8 Jun, 2025

Barceló San José
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 holiday packages, organise your getaway outside of peak times such as school holidays. You’ll typically find lower prices and better availability when it’s less busy.
How many days is enough for San Juan?
The ideal duration of your San Juan holiday depends on what you’d like to see and do. Generally, a few days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best San Juan package deals?
Use Expedia’s handy filters to find some terrific San Juan package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your trip for midweek, or browse for San Juan package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it’s typically best to lock in your holiday package as early as possible.
When to book a holiday package to San Juan?
If you have your San Juan holiday dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to San Juan?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to San Juan.
  2. Set your budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to San Juan. Then, choose a property that fits your budget, whether that’s a wallet-friendly option or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about San Juan, you can work out the right length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised San Juan holiday package.

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.