
San Mateo Trip
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Price found within the past 48 hours. Click for updated prices.


Hotel Puerto Valdes
Puerta de Tierra
Save 100% on your flight
Price was ₹125,765, price is now ₹82,515 per person
₹82,515
per person
19 May - 23 May
found 2 hours ago
Return flight included
Chicago (CHI) to San Juan (SJU)
8.8/10 Excellent! (582 reviews)
Stayed after our cruise, huge suite
Reviewed on 9 Mar 2026

Romeo Hotel
Puerta de Tierra
Price was ₹104,298, price is now ₹74,407 per person
₹74,407
per person
19 May - 23 May
found 2 hours ago
Return flight included
Chicago (CHI) to San Juan (SJU)
8.8/10 Excellent! (182 reviews)
Property was beautiful and clean , some of the staff had attitude, I fell in there property and sprained my ankle and there was a worker in the utility room and saw me fall and he didn’t even ask to help me get up or if I needed medical attention, I went to the office and told them and they offered me ice , they didn’t even ask if I’m okay or again if I need it medical attention, and they gave me the wrong room I was supposed to get a city view and all I got was a parking lot view , and when I told them they told me it was my problem , my flight was leaving pretty late and I told them to accommodate me because they gave me the wrong room they made me pay for an extra night when I asked them for late check out …. Aisha she was one of the supervisors which was pretty nice to me and tried to accommodate me she tried calling the big office but they didn’t want to accommodate me for a late check out ….
Reviewed on 8 Mar 2026

Urbana Hotel
Puerta de Tierra
Price was ₹92,708, price is now ₹67,479 per person
₹67,479
per person
19 May - 23 May
found 2 hours ago
Return flight included
Chicago (CHI) to San Juan (SJU)
8.4/10 Very Good! (435 reviews)
Staff was very helpful and quick to respond with any questions. The room was perfect for a quick one night stay as it was comfy and cozy. Would definitely stay again!
Reviewed on 22 Feb 2026

El Colonial - Adults Only
Old San Juan
Price was ₹95,777, price is now ₹71,153 per person
₹71,153
per person
19 May - 23 May
found 2 hours ago
Return flight included
Chicago (CHI) to San Juan (SJU)
9.2/10 Wonderful! (1,491 reviews)
No elevator and you are expected to carry up your own luggage. 3 or 4 floors Some of the front desk staff were rude and didn’t really want to help you. We asked about reserving a cab the night prior to leaving the next morning at 4:00 departure time. We were told someone would be available at 4 am to order cab for us. We found a sign stating staff was on a break and returning soon. They never did. Had to order an Uber. Left 30 min. late! Party on the street night before, so loud we couldn’t sleep. Would not recommend this Hotel!!!
Reviewed on 10 Mar 2026
Where to stay in San Mateo
Find the best San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about San Mateo

Old San Juan
4/5(1 area review)
The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.
Top hotels in San Mateo

The Looking Glass Hotel
1661 Av. Juan Ponce de León San Juan Puerto Rico
9.4/10 Exceptional! (333 reviews)
The staff was super nice. The room was much smaller than the pictures but the bathroom was quite large. Be ready to climb lots of stairs. Rooms on 2nd thru 4th floor are stairs only. The toilet paper situation should have been described when booking. I would have liked the insight of the plumbing ...
Reviewed on 9 Mar 2026

Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo San Juan San Juan
Fully refundableReserve now, pay when you stay
The price is ₹13,734 per night from 23 Mar to 24 Mar
₹13,734
per night
23 Mar - 24 Mar
7.4/10 Good! (4,041 reviews)
Arrived with a filthy room. The linens/sheets was obviously not changed from previous guest. Human hairs and stains all over the sheets and pillow. The woman staff was not happy when I asked for a new set of linens/sheets and told me she will try to look for it. I took pictures of how the room condition ...
Reviewed on 10 Mar 2026

La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is ₹46,073 per night from 22 Mar to 23 Mar
₹46,073
per night
22 Mar - 23 Mar
9.2/10 Wonderful! (2,503 reviews)
Beautiful hotel, convenient location and more importantly, the staff are all amazing! Had a wonderful stay!
Reviewed on 10 Mar 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
Popular places to visit

Luquillo Beach
5/5(2 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.

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.

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.
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