Find Romantic Hotels in Old San Juan

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Check availability on Old San Juan Romantic Hotels

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
7 Mar - 9 Mar
Next weekend
14 Mar - 16 Mar

Compare Old San Juan Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Hotel El Convento
Front of property

Hotel El Convento

4.5 star property
8.8 out of 10, Excellent, (1006)
"It was a very convenient hotel. Many options for restaurants, bars, shopping andarea good for exercising. I will definitely stay again. Thanks so much for everything "
The price is AED 1,410
AED 1,844 total
includes taxes & fees
10 Mar - 11 Mar
Hotel El Convento
Vintage 2BR/2Ba Apt. w/ Fiber Optic on Main Plaza, Min. 1-Month!
Fridge, microwave, oven, stovetop

Vintage 2BR/2Ba Apt. w/ Fiber Optic on Main Plaza, Min. 1-Month!

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, Min. 1-Month!
Villa Herencia Hotel
Hallway

Villa Herencia Hotel

3.5 star property
9.2 out of 10, Wonderful, (755)
"Exactly as advertised: Very Historic and Authentic small hotel in Old Town San Juan.Perfect location walking distance to all.We enjoyed our stay and will recommend it to our friends!! "
The price is AED 813
AED 922 total
includes taxes & fees
5 Mar - 6 Mar
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, (782)
"Night life if you choose or quiet time "
The price is AED 878
AED 1,086 total
includes taxes & fees
1 Apr - 2 Apr
Hotel Rumbao, a Tribute Portfolio Hotel
La Terraza de San Juan
Terrace/patio

La Terraza de San Juan

3.5 star property
8.2 out of 10, Very Good, (1004)
"A very old building with a lot of character. Requires some renovations but still Okay. The location is just great."
The price is AED 584
AED 713 total
includes taxes & fees
2 Apr - 3 Apr
La Terraza de San Juan
The Gallery Inn
Outdoor pool

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
Rooftop terrace

CasaBlanca Hotel

3.5 star property
8.8 out of 10, Excellent, (1367)
"Loved the unique flavor "
The price is AED 730
AED 844 total
includes taxes & fees
4 Mar - 5 Mar
CasaBlanca Hotel
S.J. Suites Hotel
Lobby sitting area

S.J. Suites Hotel

3.0 star property
7.8 out of 10, Good, (350)
"Liked hotel was right in the middle of everything "
The price is AED 584
AED 833 total
includes taxes & fees
4 Mar - 5 Mar
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.