Vacation rentals in San Juan

Quiet 2BR Loft · King+Queen Beds · Walk Everywhere

Quiet 2BR Loft · Walk Everywhere ❤️ Peaceful retreat in the heart of Old San Juan—tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights · Walk Score 98! ❤️ Spacious open loft layout (shared space) with King & Queen beds, 1½ bathrooms & full kitchen—ideal for families & friends ❤️ Historic 200-year-old home with soaring ceilings & Colonial charm ❤️ A/C, fast WiFi, workspace, Smart TV, washer/dryer & self check-in ❤️ Guests love the quiet, comfort & unbeatable location

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.

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, & world-renowned bars & night spots. Other details

Cabin hidden paradise, cozy & romantic loft cabin

Experimenta unos dias de la serenidad única de la naturaleza en nuestra cabaña con vistas a las montañas y junto al río, a pasos de la impresionante cascada "El Salto en Charco Prieto". Embárcate en una emocionante aventura río arriba hacia un paraíso escondido. Disfruta de noches tranquilas con cielos estrellados, fogatas y la melodía relajante de la naturaleza. Ven, hospédate y vive momentos que te dejarán sin palabras. ¡Te invitamos a disfrutar de esta experiencia inolvidable!

Casa Azul | Nightlife & Terrace in Old San Juan

Colorful three-level home in the heart of Old San Juan. Located on Callejón El Tamarindo, this colonial-modern home sits within the historic district, surrounded by restaurants, nightlife, and cultural landmarks. Features a cozy private terrace ideal for sunny days or romantic evenings. The property includes a Tesla-powered backup system, providing comfort and peace of mind during power outages. A vibrant stay in one of Puerto Rico’s most iconic neighborhoods.

Beachfront in Condado! Min from airport, OSJ

This beachfront condo is the perfect vacation getaway for two. It is located directly on one of Puerto Rico's most beautiful beaches. Walkable area, old San Juan close by and many food and shopping option within walking distance. You will wake up seeing the beach directly in front of you and go to bed with the sound of the waves! We don’t have parking on premises at the moment **WE CANNOT STORE LUGGAGE** Check in time 3PM-checkout 11AM

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.

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Beautiful studio

I challenge you to find a better view on the east coast of Puerto Rico!! Come relax at this unique and tranquil getaway. Enjoy one of the most beautiful views you will ever see. Easy access to the beach less than 10 minutes away, close to the rainforest crystal clear rivers and majestic waterfalls. (10 to 15 minutes) Full kitchen, walk-in shower, King size bed, 42 inch roku TV, Split-unit A.C. Private parking.

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

Beachfront Studio at Condado

Comfortable beach front studio apartment, with a balcony to the breathtaking ocean view. This property is located in the heart of Condado, where you can find a variety of places to dine and do fun activities like kayaking in the San Juan Lagoon. Close to the apartment you may find spas, hotels, supermarkets, food trucks, hospitals, and pharmacies.