Holiday rentals with outdoor seating in Viejo San Juan

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan. (concierge services also available - details below*)

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Cozy Terraza on Sol St - Solar powered

A charming one bedroom & one bathroom apartment is located on the second floor of our colonial house on Sol Street, a quiet residential area in Old San Juan. Located in a quiet residential area, above our colonial house. It's a bright and stylish apartment with high ceilings, a fully equipped kitchen with a gas stove, coffee-maker, microwave, toaster oven and large refrigerator, hi-speed wifi, and private ¨terraza¨ with a lush garden. Powered by solar panels, plus a water cistern on the roof.

Garden Oasis, Steps to the Beach

We are located steps from beautiful Ocean Park Beach. This 1 bedroom/1 bath 2nd floor apartment is nestled among tropical flowers, orchids and foliage. It includes an equipped kitchen, linens and a futon in living area - plus a new bathroom and A/C. The garden is gorgeous!!!! Coquis serenade you in the evening plus the fountain and wind chimes are devine. There are boogie boards, a kayak and even paddleball. Amazing restaurants and a variety of bars are just a block away on Calle Loiza.

Live Like a Rum Baron in a 200 Year Old Mansion!

Have you ever wondered what it would be like to live in a palace? Ours is a romantic 200-year-old architectural wonder built for one of San Juan's earliest rum barons and remains one of the most beautiful properties in The old city. It features soaring, 18-foot ceilings, cathedral-style acoustics, marble floors and Moroccan tiles. You'll be surrounded by simple beauty, shower in a gigantic Roman spa, cook in an inspirational kitchen and drink your morning coffee on your private balcony.

Casa Arcos Blancos - Luxury Romantic Getaway

Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, and world-renowned bars and night spots.

San Sebastian and Cruz Apt. 10

This area has very few properties—so few, you could count them on one hand. Right in the middle of the action; the apartment is located in the corner of Calle San Sebastián and Calle de la Cruz. It is conveniently located in the center of everything..... bars and restaurants of La Sanse's strip and OSJ's historic attractions. Good choice for those who want to experience both daily nearby attractions and Sanse's vibrant nightlife. Everything here is just steps away.

Borinquen Villa - Historic Old San Juan

This beautifully renovated condo with A/C throughout is truly a gem in historic Viejo San Juan. Located in the heart of Old San Juan, just off the lively Calle de San Sebastian and footsteps from El Morro, you're always within walking distance of a great time. Whether it's historic landmarks, great restaurants, trendy shops, or lively local bars, you're just a few minutes away.

La Bonita Rooftop Studio Apt

Roof top studio suite with kitchen in authentic Spanish colonial architectural building in the center of the old town. The space opens to a terrace on two sides with incredible views. Very private. "Flexible check in" means check in: 10 am to midnight. Overnight check in if night is paid. STREET NOISE. DO NOT RENT THIS APT IF YOU ARE SUSCEPTIBLE FOR NOISE.