San Juan Holidays

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Top Flight + Hotel Deals in San Juan

Price found within the past 48 hours. Click for updated prices.
Hotel Cultura Plaza

Hotel Cultura Plaza

3 out of 5
Carmen
Price was €1,175, price is now €902 per person
€902
per person
24 Sept - 1 Oct
found 22 hours ago
Return flight included
Shannon (SNN) to San José (SJO)
8.6/10 Excellent! (399 reviews)
I had good stay at this hotel , I do recommend you if you want to be nearby museum's and restaurants.

Reviewed on 12 Aug 2025

Auténtico Hotel

Auténtico Hotel

3 out of 5
Merced
Price was €1,487, price is now €971 per person
€971
per person
24 Sept - 1 Oct
found 22 hours ago
Return flight included
Shannon (SNN) to San José (SJO)
8.4/10 Very Good! (636 reviews)
It was a nice, simple, clean hotel. Staff were friendly and helpful. The restaurant was great with lots of choices.

Reviewed on 10 Aug 2025

Hilton Garden Inn San Jose La Sabana

Hilton Garden Inn San Jose La Sabana

3.5 out of 5
La Sabana
Price was €1,549, price is now €1,132 per person
€1,132
per person
24 Sept - 1 Oct
found 22 hours ago
Return flight included
Shannon (SNN) to San José (SJO)
9/10 Wonderful! (562 reviews)
Only negative comment I have is the cost of the breakfast buffet is much too high. We ate down the street for more than half the price. Otherwise, rooms were great, and the view we had, spectacular.

Reviewed on 17 Aug 2025

Alta Las Palomas Hotel

Alta Las Palomas Hotel

4 out of 5
Price was €1,443, price is now €1,112 per person
€1,112
per person
24 Sept - 1 Oct
found 22 hours ago
Return flight included
Shannon (SNN) to San José (SJO)
9/10 Wonderful! (492 reviews)
Best boutique/independent hotel in San Jose.

Reviewed on 21 Aug 2025

Apartamentos Cityzen

Apartamentos Cityzen

4 out of 5
Price was €1,883, price is now €1,222 per person
€1,222
per person
25 Sept - 1 Oct
found 22 hours ago
Return direct flight included
Shannon (SNN) to San José (SJO)
9.6/10 Exceptional! (74 reviews)
Good place close to airport

Reviewed on 26 Apr 2025

Top hotels in San Juan

Casa Amanecer Bed & Breakfast

Casa Amanecer Bed & Breakfast

3 out of 5
1 km east from the San Juan soccer field, San Juan, Alajuela
9.6/10 Exceptional! (174 reviews)
"Chris and Luisa were amazing they make you feel home great breakfast, I highly recommend it"

Reviewed on 27 Jul 2025

Get rates
Casa Amanecer Bed & Breakfast
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich,, Plaza Los Mangos, Alajuela
Fully refundableReserve now, pay when you stay
The price is €107 per night from 8 Sept to 9 Sept
€107
8 Sept - 9 Sept
includes taxes & fees
9.4/10 Exceptional! (1,273 reviews)
"I stayed here for my last day in Costa Rica (my first day in Costa Rica, I stayed at the Courtyard Marriott right next door). Do yourself a favor and skip the Courtyard. The Fairfield was by far a superior hotel from the condition of the property to the staff. The staff there was very efficient and ..."

Reviewed on 19 Aug 2025

Fairfield by Marriott San Jose Airport Alajuela
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos, Radial Francisco J Orlich, Rio Segundo, Alajuela
Fully refundableReserve now, pay when you stay
The price is €130 per night from 25 Aug to 26 Aug
€130
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Great staff and service"

Reviewed on 17 Aug 2025

Courtyard by Marriott San Jose Airport Alajuela
See all 599 properties in San Juan
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, plan your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for San Juan?
With a well-organised schedule, you can easily visit the most popular San Juan sights in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your San Juan holiday for longer.
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 select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect San Juan package deal straight away, just switch up 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 escape underway.
When to book a holiday package to San Juan?
If you're considering a spontaneous San Juan adventure, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to San Juan?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to San Juan.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to San Juan.
  3. Work out your trip length: Consider how long you want to spend exploring San Juan. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised 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.