San Juan Holidays from AU$1,592
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
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The Latest San Juan Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Taormina Hotel and Casino
Carmen
AU$1,768
per person
24 Dec - 31 Dec
found 1 day ago
Return direct flight included
Rio de Janeiro (RIO) to San José (SJO)
8.6/10 Excellent! (998 reviews)
Not sure what is going on with place. It used to be good. Now, they overcharge for absolutely everything, The room was filthy with visible stains, and the casino environment felt highly unsafe due to girls actively robbing money from the customers.
Reviewed on 30 Sept 2026
Santa Lucia Jungle Hacienda, Costa Rica, Autograph Collection®
AU$3,714
per person
21 Dec - 27 Dec
found 1 day ago
Return direct flight included
Rio de Janeiro (RIO) to San José (SJO)
9.4/10 Exceptional! (20 reviews)
Personal muy amable y servicial
Habitación bien amueblada
Desayuno surtido y sabroso
Piscina muy limpia y de agradable temperatura
Excelente calidad de los paños tanto en piscina como en la habitación.
Detalle de que hay pantuflas.
Reviewed on 22 Sept 2026
San Juan Holiday
Our pick of the best San Juan Hotel Deals
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Sobre Autopista General Cañas Ulloa Heredia
Fully refundableReserve now, pay when you stay
AU$137
16 Oct - 17 Oct
includes taxes & fees
Costa Rica Marriott Hotel Hacienda Belen
700 meters West from Bridgestone/Firest La Asunción Heredia
Fully refundableReserve now, pay when you stay
AU$255
17 Oct - 18 Oct
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"The Property is in a fantastic location in the great community Belen. It is close to the city but still far enough away to feel like the country. The People are the most amazing part of this property. Love the kindness and generous nature to help. Great Job Marriot Hacienda!"
Reviewed on 4 Oct 2026
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
AU$164
3 Nov - 4 Nov
includes taxes & fees
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.
What to do in San Juan
San Jose: Central Market Bites and Sights Walking Tour
AU$42
per adult
98% of travellers recommend
Catamaran Ocean King Manuel Antonio
AU$121
per adult
90% of travellers recommend
San Jose by Night: Small Group Food and Culture Tour with Dinner
AU$111
per adult
92% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
