Find Romantic Hotels in Old San Juan

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Pick from 12 Old San Juan Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hotel El Convento
Front of property

Hotel El Convento

4.5 star property
8.6 out of 10, Excellent, (1002)
"Our stay was exceptional. Even though we were redirected to another hotel the first night, the hotel staff made sure we were probably taking care of. Hotel is super charming, the staff is very helpful, and friendly and the room was clean and comfortable. Overall, a very pleasant stay. A special mention to Antonio at the reception for going above and beyond."
The price is AED 1,046
AED 1,369 total
includes taxes & fees
3 Dec - 4 Dec
Hotel El Convento
Vintage 2BR/2Ba Apt. w/ Fiber Optic on Main Plaza
Full-size balcony with awesome views.

Vintage 2BR/2Ba Apt. w/ Fiber Optic on Main Plaza

10.0 out of 10, Exceptional, (31)
"I have been to PR many times and this was my first stay in OSJ. Ramon's apartment is in a great location with live events on the plaza during the weekend. Apartment is large, roomy and comfortable. With the availability to open all doors and windows it really was not necessary to run the AC. It was great staying in OSJ and being close to so many wonderful restaurants and near to all the historical sites. I will definitely stay at Ramon's apartment in future stays in Puerto Rico. Thank you Ramon"
Vintage 2BR/2Ba Apt. w/ Fiber Optic on Main Plaza
Villa Herencia Hotel
Front of property

Villa Herencia Hotel

3.5 star property
9.2 out of 10, Wonderful, (732)
"Lots of character and romantic vibe. Staff friendly but not on staff 24 hrs. Walking distance to r earthing in OSJ. Ac unit loud in our room so had to turn off . Overall lots of charm and for price would stay again . "
The price is AED 511
AED 579 total
includes taxes & fees
25 Nov - 26 Nov
Villa Herencia Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
Exterior

Hotel Rumbao, a Tribute Portfolio Hotel

4.0 star property
9.0 out of 10, Wonderful, (506)
"Awesome location! "
The price is AED 700
AED 891 total
includes taxes & fees
1 Dec - 2 Dec
Hotel Rumbao, a Tribute Portfolio Hotel
La Terraza de San Juan
Reception

La Terraza de San Juan

3.5 star property
8.2 out of 10, Very Good, (1034)
"I loved how close it was to all the restaurants and stores.. i didnt like the spotty internet"
The price is AED 526
AED 642 total
includes taxes & fees
2 Dec - 3 Dec
La Terraza de San Juan
The Gallery Inn
Sundeck

The Gallery Inn

3.0 star property
8.4 out of 10, Very Good, (369)
"Un lugar muy diferente e interesante. La pasamos muy bien. "
The Gallery Inn
CasaBlanca Hotel
Exterior

CasaBlanca Hotel

3.5 star property
8.8 out of 10, Excellent, (1256)
"Good experience. "
The price is AED 456
AED 527 total
includes taxes & fees
1 Dec - 2 Dec
CasaBlanca Hotel
S.J. Suites Hotel
Room

S.J. Suites Hotel

3.0 star property
7.8 out of 10, Good, (294)
"great location "
The price is AED 520
AED 567 total
includes taxes & fees
25 Nov - 26 Nov
S.J. Suites Hotel
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.
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Frequently asked questions

Searching for romantic hotels in Old San Juan?
If you and your partner need a romantic escape, we’ve got just the thing. Our guests also love Old San Juan for its interesting historical sites, top museums, and popular art scene. You might consider checking out some of the nearby sights and attractions such as Port of San Juan, Pier 1, or Calle Fortaleza. If you’re interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
How many romantic hotels can we expect to find in Old San Juan?
Expedia has 9 romantic Old San Juan hotels for you both to enjoy.
When is the best time to visit Old San Juan?
The hottest months are usually August and September with an average temperature of 82°F,
  • Coldest months: March, January, February, and April
  • Driest months: February, January, March, and December
  • Rainiest months: September, October, November, and May
What is there to do in Old San Juan?
There’s nothing better than seeing a new place with your sweetheart, so consider checking out all there is to see and do in Old San Juan. If you’re hoping to experience some of the local culture, you’ll love Old San Juan for its interesting historical sites, top museums, and popular art scene. If you want to spend a day exploring, you might consider a stop at Port of San Juan, Pier 1, or Calle Fortaleza.
What's the best way to get to Old San Juan and around town during my romantic getaway?
This information about transportation options in Old San Juan might help your romantic getaway go off without a hitch: Book a flight to Luis Munoz Marin Intl. Airport (SJU), which is the closest major airport, located 7 mi (11.3 km) away. You can learn about options for water transportation at the local port.