Stay With Bear is a Puerto Rico–based hospitality group focused on restoring and managing boutique buildings in San Juan. We specialize in blending historic architecture with modern comfort, creating thoughtfully designed stays that feel local, clean, and reliable. Our team manages multiple properties across Old San Juan and Puerta de Tierra, with a strong focus on guest experience, professional operations, and consistent quality standards. What guests can expect: • 24/7 guest support • Professional cleaning standards • Clear communication • Smart self check-in • Well-maintained spaces • Local recommendations We’re not a large chain—but we operate with professional systems and high standards so guests can book with confidence.

Casa Pelayo blends boutique design with apartment-style comfort in a thoughtfully restored San Juan building. The property features curated interiors, clean modern finishes, and a functional kitchenette that make both short and extended stays comfortable and easy. The building offers six private apartments — three located on the ground floor and three on the second floor (stairs access only). Each unit provides privacy, well-appointed bedrooms, and practical living space ideal for couples, families, or small groups. One of Casa Pelayo’s standout features is its rooftop terrace with beautiful city and ocean views, a perfect place to relax, unwind, and enjoy the San Juan breeze. Guests appreciate the clean aesthetic, comfortable beds, fast WiFi, and convenient self check-in. The location places you just minutes from Old San Juan, Escambrón Beach, and the cruise ports, while offering a quieter residential atmosphere. Casa Pelayo feels more like staying in a thoughtfully designed residence than a traditional hotel — private, comfortable, and centrally located.

Puerta de Tierra sits between Old San Juan and Condado, making it one of the most strategically located neighborhoods in the city. It offers the charm of historic San Juan without the heavy tourist traffic. From here you can: • Reach cruise terminals in minutes • Walk or Uber to Old San Juan • Visit Escambrón Beach • Explore El Morro and San Cristóbal • Access Condado restaurants and nightlife The neighborhood has a mix of historic buildings, ocean views, and a more local residential feel. It’s ideal for travelers who want convenience, walkability, and a slightly quieter atmosphere than staying directly inside Old San Juan.