Classic Penthouse in Old San Juan

Entire home/flat

10 Guests

3 Bedrooms

4 Beds

Entire home/flat

10 Guests

3 Bedrooms

4 Beds

Please set the number of adults.
Please set the number of children.
Ages 2 - 12
Please set the number of infants.
Under 2
10 guests maximum. Infants don’t count toward the number of guests.
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About this listing

Three bedroom penthouse apartment with two sun decks in prime Old San Juan location. Lot's of old world charm, two modern bathrooms. Private patio off the master bedroom with a great view. Sleeps 6 adults comfortably, can accommodate 10.

The space

Historic 1898 villa in prime old San Juan. Classic storm shutters, exposed beam ceilings, interesting 200 year old quirks, plenty of airflow and light. Split level 3rd & 4th floor penthouse, no elevator.

Each bedroom has full size A/C or ample fans for ventilation. Bathrooms and kitchen have been recently modernized.

Queen plush mattress and complement private bath and private sundeck with stunning views of the bay. Princess bed topper and wall-to-wall windows. A/C.

Queen mattress in inner room sleeps 2. Private and intimate for the best sleeping on the island. Pitch black, cold A/C, plush pillow-top.

Full size modern bed. This room has a table for laptop use. Just off the kitchen with lots of light, or close off the doors to make a quiet cave. Nice white leather and mirrors throughout.

Storage for luggage and extra sheets.

Sleeps two on leather chaise lounges. Sunset hammock chair. Industrial ceiling fan and cross ventilation for cooling. Pleasantly the coolest and most comfortable room in the house.

Stereo system for your iPhone/iPod which extends to the front patio.

Master Queen (2), Cubby Queen (2), Modern Full (2), floating Full (1), mattress Full (1) living room couches (2). Total = 10. Comfortable 6-8.

Front patio features gas grill, breakfast seating, fresh herbs, and street viewing.

Back patio features private sunbathing all day, stunning views of the bay, amazing sunsets, and classic old world brickwork.

Two full baths. One bath has a standup shower with rainfall head, new sink and classy finishes. The other has a jacuzzi tub with standup shower. Two can take a shower at the same time.

Guest access

Full access to the entire apartment including laundry and stocked kitchen.

Keys for three persons to enter the building after hours.

Interaction with guests

I'm available to provide informal consulting on life in Puerto Rico including:
-- Best restaurants (NYC quality)
-- Hidden bars and local favorites
-- Blue flag beaches
-- Sailing opportunities
Or, I can leave you to enjoy your time in paradise.

Other things to note

This is a classic old world meets new. You and your group should be ready for a few "old way of doing things", including a super cool entry way through a bazaar.

Business travel
   This listing has essential business travel amenities. 

The space
Bathrooms: 2
Bedrooms: 3
Beds: 4
Room type: Entire home/flat


Extra people: £40 / night after 6 guests
Cleaning Fee: £79
Security Deposit: £396
Weekly Discount: 20%
Weekend Price: £316 / night
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House Rules
No smoking
Not suitable for pets
No parties or events

Keep the street door locked and minimize flow in/out (no gatherings/events). No smoking. Leave it as much as you can as you found it. Trash out daily. Otherwise, enjoy!



Cancel up to 7 days before your trip and get a 50% refund plus service fees back.

Safety features
Smoke detector
Carbon monoxide detector

3 nights minimum stay

Exact location information is provided after a booking is confirmed.

35 Reviews

Check In
Shant User Profile
April 2017
The host was very accommodating. He met us exactly on time at the apartmenet. He gave us recommendations on places to sight see and eat, thing to do. We originally had 8 people staying at this place, but it ended up being 6. Six people fit very comfortably if you don't want to share beds. Would definitely recommend staying here if you want a hip place in a great location.

Todd User Profile
April 2017
Thoroughly enjoyed our stay. Niles and Cirus were great hosts. Niles met us with the keys and was very informative walking us through the place and providing recommendations about the area. Answers to questions prior to the trip were also answered in a timely and informative manner. We loved the place. We stayed as a family with 2 teenage kids. There is enough common areas to enjoy as a family but private space when needed. The dining area and partially outdoor kitchen were great to enjoy as a family with music playing from the beautiful living room. Need to take some care to move around the tables and chairs in case of rain but it was manageable. The place is a little quirky, and you enter through a small shop. It is located in a busy part of Old San Juan and there can be a lot of activity in the neighborhood but the inner rooms are quiet and the outer master bedroom can be closed up fairly well. We stayed there to be close to all of this. There are some nice shops on the block this is located: jewelery, hats, cigars, rum tasting/shop, and a spanish restaurant. We enjoyed all of them. The grocery store is conveniently 2 blocks away. Take bags if you want to avoid $0.10 charge for them, or re-use after your first trip. Location is convenient to any sights in Old San Juan. Uber will pick up in front of the shop as it is far enough away from the nearby hotel. We used Uber to get to some of the beaches, and rented a car to go to El Yunque.

Christi User Profile
April 2017
There is no other place I would stay other than here when coming to PR! Location is perfect for day trips , local art, music , good and historic adventures. Best hosts I have ever had with Airbnb.

Lindsey User Profile
April 2017
The penthouse was great! Very comfortable, well decorated and within walking distance to all of Old San Juan. Cirus and Niles were always available and responded immediately whenever I had a question. Cirus also left chocolates for us! Niles and Cirus made our stay in San Juan better than we could have hoped. Definitely book this place!

Sahira User Profile
March 2017
Amazing location! The house is incredible, Cirus is great and very accommodating. My friends and I fell in love with the house. I will definitely be coming back!!

Rea User Profile
March 2017
We loved this apartment so much and Cirus was the perfect host. Much thought and care has been put into the decor and ambiance of the home. It is just right. I wish it were my own. We spent time each afternoon relaxing as a family in the cool and breezy living room, just listening to music and enjoying the space. A perfect way to recharge before dinner. I couldn't begin to capture the magic of this place with words. We would love to stay here again. A sincere thank you to Cirus from all of us. Niles, we hope to meet you on a future visit.

Carl User Profile
March 2017
Fantastic place, located in the heart of Old San Juan. There are 3 BRs, 2 full baths, and 2 spacious patios. Niles and Cirus we're very helpful throughout the entire airbnb process, with suggestions and logistics. Highly recommend!

This host has 84 reviews for other properties.

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New York, New York, United States · Joined in November 2009
Niles User ProfileNiles is a superhost.

I'm exploring the Caribbean this winter with a home base in Old San Juan. I'll be sailing out of Fajardo throughout the USVI and nearby islands.

I keep a healthy house with organics, LED lights, recycling, and good vibes.

Response rate: 100%
(last 10 contacts)
Response time: within an hour

About the home

When you stay in an Airbnb, you’re staying in someone’s home.

This is Niles’s place.
Cirus helps host.