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.
The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was €1,097, price is now €835 per person
€835
per person
12 Feb - 15 Feb
found 8 hours ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
I truly enjoyed my stay at the Oliver Hotel. I arrived early in the morning and was pleasantly surprised that my room was already ready for check-in. Everything was clean, well-kept, and beautiful. The location is fantastic, just a 15-minute walk to Old San Juan and the beach.

Reviewed on 27 Dec 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was €1,816, price is now €1,197 per person
€1,197
per person
12 Feb - 15 Feb
found 8 hours ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
This place is beautiful a must stay

Reviewed on 25 Dec 2025

The Tryst Beachfront Hotel

The Tryst Beachfront Hotel

3.5 out of 5
Condado
Price was €1,245, price is now €955 per person
€955
per person
12 Feb - 15 Feb
found 8 hours ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
8.2/10 Very Good! (581 reviews)
Room overlooking the ocean, bar well stocked but no mojitos

Reviewed on 30 Dec 2025

Fortaleza Suites

Fortaleza Suites

3.5 out of 5
Old San Juan
Price was €1,137, price is now €886 per person
€886
per person
12 Feb - 15 Feb
found 8 hours ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
9/10 Wonderful! (1,175 reviews)
I loved my stay here! The front desk was friendly, the cat is friendly! The suite was amazing! Viejo San Juan was such an amazing experience and this hotel made it such a comfort! The room service was exceptional and the distance to everything was so convenient- definitely a recommendation

Reviewed on 25 Dec 2025

The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
Condado
Price was €1,335, price is now €1,042 per person
€1,042
per person
12 Feb - 15 Feb
found 8 hours ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
The room wasn't in really good condition, aThe shower door leak water all over the floor no exhaust fan, no light in the shower, some lights didn't work, the main 2 Elevators where out of order and few more things to list but the staff were very attentive

Reviewed on 28 Dec 2025

San Juan Beach Holiday

There's nothing like a San Juan holiday to add a little spring in your step. The sound of rolling surf and the smell of fresh ocean air will help refresh your mind, body and soul. To be near the town centre on your trip to San Juan, find a hotel around Condado Beach (just 3 kilometres away). If you're intending to stay for a while, browse our San Juan holiday packages. Not only will you be able to save some money, you'll also have other stunning beaches around you to explore, like Playa Ocean Park and Playa del Caribe Hilton. Now that's a win-win!

Things You Should Know About San Juan

  • If fresh sea air and strolls along the shore are your idea of a dreamy escape, why not opt for one of our San Juan beach hotels? Staying by the water is the perfect cure for life's little stresses.
  • Our apartments, like Howard Johnson Centro Cardiovascular San Juan and La Terraza de San Juan, are a hit with visitors of all sorts. Check out the amenities and get ready for your stay in San Juan!
  • San Juan has a population of roughly 418,100 people. Why not get out and mingle with a few of them? It's an excellent way to pick up a little inside intel on the place! Also look up our San Juan things to do page.
  • Don't leave without stopping by Port of San Juan, Condado Beach and Condado Beach. With the cash you save through our San Juan holiday deals, you can see more top attractions like these.

Top hotels in San Juan

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Fully refundableReserve now, pay when you stay
The price is €337 per night from 5 Jan to 6 Jan
€337
5 Jan - 6 Jan 2026
includes taxes & fees
8.4/10 Very Good! (2,480 reviews)
Great place, only a short Uber ride from SJU. The lobby was stunning and the pool and beach were great fun. Some nice activities for us to join each day, a small gym for a morning workout, and the staff/service was so nice and pleasant. The room was a bit basic but expected from an older building, ...

Reviewed on 25 Dec 2025

Caribe Hilton
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is €422 per night from 5 Jan to 6 Jan
€422
5 Jan - 6 Jan 2026
includes taxes & fees
9/10 Wonderful! (2,344 reviews)
Staff does am excellent job at all times.

Reviewed on 29 Dec 2025

La Concha Resort, Puerto Rico, Autograph Collection
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
The price is €553 per night from 4 Jan to 5 Jan
€553
4 Jan - 5 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,666 reviews)
The best Hotel in Puerto Rico

Reviewed on 24 Dec 2025

Condado Vanderbilt Hotel
See all 2,806 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.

Popular places to visit

Luquillo Beach showing a beach

Luquillo Beach

5/5(2 reviews)

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Condado Beach featuring a coastal town, kayaking or canoeing and a sandy beach

Condado Beach

4.5/5(3 reviews)

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
Escambron Beach

Escambron Beach

4/5(1 review)

Swim in calm waters among colorful fish at a picturesque beach that is regularly voted one of the best in Puerto Rico.

Escambron Beach

What to do in San Juan

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

€138
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

€38
per adult
92% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Carolina: ATV Adventure at Campo Rico Ranch with Guide

Carolina: ATV Adventure at Campo Rico Ranch with Guide

€188
per traveller
92% of travellers recommend
Carolina: ATV Adventure at Campo Rico Ranch with Guide
See all activities in San Juan

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