Old San Juan Rentals

A Colonial Experience Like No Other

Making your dreams a reality

Book your stay with us, and you’ll be happy to come back!

Apartments and Suites

Our collection of 34 apartments blends contemporary comfort with Old San Juan’s colonial charm. Designed for both short and long stays, each space includes a fully equipped kitchen and cozy living areas.

🏆 Guest favorite

Luxurious Penthouse with Balcony View

10 guests
3 beds | 3 bedrooms | 2 baths
Location: 213 Cristo Apt 2

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🏆 Guest favorite

Spacious with Balcony View

10 guests
5 beds | 3 bedrooms | 2 baths
Location: 206 Cristo Apt 3

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🏆 Guest favorite

Modern Penthouse w/ Exclusive PH Rooftop

6 guests
3 beds | 2 bedrooms | 1 bath
Location: 65 Fortaleza Apt 9

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About

Nestled in the heart of Puerto Rico’s most historic district, Old San Juan Rentals offers a romantic escape amid the city’s cobblestone streets and colorful colonial facades. Each thoughtfully designed apartment blends old-world charm with modern comforts, placing guests just steps from centuries-old forts, lively plazas, boutique shops, and rooftop dining.

• Over 34 charming apartments across the city

• Walk to historic sites, boutiques, and vibrant nightlife

• Personalized service and local expertise

Stay in the Heart of Old San Juan

History at Your Doorstep

Enjoy the perfect location near Old San Juan’s most iconic fortress. Wander cobblestone streets to reach El Morro’s oceanfront walls and take in panoramic views of Puerto Rico’s coast.

Eat, Drink, Explore

Immerse yourself in the lively spirit of Old San Juan. Stroll along its colorful streets and discover an array of acclaimed restaurants, intimate wine bars, and open-air cafés.

Find a Place That Fits Your Comfort

Bedding, Kitchen, Sitting Areas, Hallway, Interior, Decorations

Hear From Our Customers

See why everyone loves staying with us

Beautiful clean establishment. the concierge is very kind and helpful. the air conditioning is A+++ if your concerned about the heat and humidity. and would definitely recommend if you plan to stay in Old San Juan.

absolutely beautiful place, hard to find it. once you find it, you see how beautiful it is inside. the parking will be couple blocks down the place in a provide building. it is just in walking distances from all over downtown clean, beds are very comfy

Excellent the place is super quiet, safe, the room very comfortable and the attention first.
So cute and charming. Good service and very clean.
I definitely recommend it!

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Our Blogs

Travel tips, local secrets, and everything you need to make your trip unforgettable

old san juan apartments for rent

Tips for a Spooky Yet Safe Halloween Stay in Puerto Rico

Halloween in Puerto Rico is full of energy, color, and fun. The old streets of San Juan glow with decorations, music, and laughter. Families, friends, and couples all join the celebration. If you are planning a stay during this time, you will want to enjoy the spooky vibe while keeping

65 calle de la fortaleza

How to Celebrate Halloween While Staying in a Vacation Apartment

Halloween in Old San Juan is a magical mix of history, culture, and fun. The cobblestone streets, colorful buildings, and lively music create the perfect setting for a festive celebration. If you are planning a stay with Old San Juan Rentals, you can enjoy the season in comfort and still

65 calle de la Fortaleza

Behind the Historic Walls of 65 Calle de la Fortaleza: An Old San Juan Apartment with Stories to Tell

There’s an address in Old San Juan that feels less like a rental and more like a doorway into history. Step onto Fortaleza Street and you’re surrounded by color, sound, and centuries of stories, but only a few places let you actually live in the middle of it. Among the