San Juan Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in San Juan
Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio
Manuel Antonio
€1,072
per person
23 Oct - 30 Oct
found 24 hours ago
Return direct flight included
London (LON) to San José (SJO)
10/10 Exceptional! (12 reviews)
Ronny and his staff were so kind and accommodating and made this stay absolutely worth it. We were welcomed with a cocktail and had a custom ordered tasty breakfast every morning. The room itself is small (and no door to the bathroom) but it is all you really need. The secluded rooftop patio was our favorite place to be during sunsets. The restaurant is bustling but the noise dies down early in the night. The property is on top of a hill (car required) and is about a 10 minute drive to everything. Thank you for hosting us!
Reviewed on 13 Mar 2026
Dar Lamia Boutique Hotel
Manuel Antonio
€1,214
per person
23 Oct - 30 Oct
found 24 hours ago
Return direct flight included
London (LON) to San José (SJO)
8.6/10 Excellent! (38 reviews)
The staff there was absolutely amazing and made our combinations to the next level service was great breakfast was amazing couldn't ask for a better day we will definitely return
Reviewed on 19 Aug 2026
Los Altos Resort
Manuel Antonio
€2,509
per person
23 Oct - 30 Oct
found 24 hours ago
Return direct flight included
London (LON) to San José (SJO)
9.2/10 Wonderful! (264 reviews)
Beautiful property, great staff, spectacular pool area with a view. If your looking a beach day, I would drive 5 minutes to playa Espillida, the private beach on the resort is small and rocky. Barely any sand.
Reviewed on 12 Aug 2026
Top hotels in San Juan
Fairfield by Marriott San Jose Airport Alajuela
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
€91
16 Sept - 17 Sept
includes taxes & fees
DoubleTree by Hilton Cariari - San Jose Costa Rica
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
€97
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
"The shuttle to and from the airport was so helpful. The property was nice and the breakfast was very nice with a lot of options."
Reviewed on 29 Aug 2026
Homewood Suites By Hilton Cariari San Jose
Pan American Highway La Asunción Heredia
Fully refundableReserve now, pay when you stay
€106
5 Sept - 6 Sept
includes taxes & fees
9.6/10 Exceptional! (626 reviews)
"The place is nice I recommend"
Reviewed on 30 Aug 2026
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?
- Choose your dates: The things you want to do in San Juan and your favourite season will help you decide when to travel.
- 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.
- 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.
- 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.
