Pet-friendly holiday rentals in Viejo San Juan

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

★Violeta★Luxury Private Rooftop in Old San Juan

Violeta is our apartment located in the heart of Old San Juan. From here you have access to over a dozen restaurants and world famous bars walking distance. Enjoy watching a movie on the living room or bedroom, working from home on our dedicated space or impress cooking or ordering food. Entire apartment is air-conditioned for your convenience. The apartment has a lovely rooftop that overlooks the Cathedral. Enjoy breathtaking sunsets, sit down and read a book or just chill at the jacuzzi.

Villa Old San Juan escape 2 adults. we have water

The apartment is spectacular, in The most famous streets of the In Old San Juan, on Calle Sol, it has a kitchen area, dining room, living room, one bedroom, a walk-in closet, and a bathroom. For 2 guests only, with a single queen-size bed. The address is 255 Sol St. Adults only. No children. We have hot water and a single bathroom. At the beginning of the street, you'll find Castillo San Cristóbal, one of the most beautiful stone castles built by the Spanish. Steps from Castillo San Cristobal

Spacious Apartment on Calle Cerra Santurce/Miramar

Vive la Cerra, and experience Santurce like a true local Ideally located in Calle Cerra / Urban Art District, our neighborhood is brimming with restaurants and bars, offering you a taste of local life. By staying in our place, you'll not only enjoy the comforts of home but also immerse yourself in the vibrant culture of the area. The spacious apartment awaits, just a 20-minute walk from the stunning beaches of Condado and Escambrón, and a mere 5-minute drive to the historic Old San Juan.

MiramArt 2 bed 2 bath w/ garage. Fully equipped!

Zona chill para relajarte y explorar SJ. Espacio privado, full equipado ¡sí, hasta garaje! comfy y con vibes de joyita escondida. Cafes y spots locales cerca. Cuida el espacio y a los vecinos. No fiestas, humo ni bullicio. Todo chill después de las 10pm. Chill spot to relax, work, and explore the city. Private, fully equipped, parking included, hidden gem vibes. Cafés and local eats nearby. Please care for the place and neighbors. No parties, smoking, or loud noise. Quiet after 10pm.

Ocean Park Beachfront & Pool | Steps to the Sand

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

Historic 1BR with Old San Juan at your Doorstep

Our apartment offers easy access to everything Old San Juan has to offer! It's situated a block from the Old San Juan Cathedral and El Convento Hotel, and only a couple of blocks away from the Plaza de Armas, the City Hall, the Fortaleza –Governor’s Mansion- and the famous Calle San Sebastián. It is walking distance to historic sites like the El Morro and the traditional Parque de las Palomas. A short walk will also take you to Paseo La Princesa and the Old San Juan Port.

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

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.

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

2BR La Placita + Parking + Water Tank | Sleeps 6

Stay on Calle Dos Hermanos, just steps from La Placita, a farmers market by day, a nightlife hub by night. Walk to Condado and the beach, or drive 10 minutes to Old San Juan and Ocean Park. This remodeled 1920s casona sleeps up to 6 guests with a queen bed and a full-size bunk bed. Enjoy A/C in all rooms, Wi-Fi, Smart TV, full kitchen, toiletries, and free gated parking. Perfect for families, friends, or anyone wanting the full San Juan experience.

La Garita Ocean View at Old San Juan

Charming ocean view one-bedroom apartment in the heart of Historical Old San Juan, right next to the iconic 16th-century Castillo San Cristobal. Fully equipped with AC, WIFI, a full-size bed, laptop desk, and a futon in the living room, this cozy apartment is ideal for a comfortable stay. Walking distance to supermarkets, shops, museums, cafes, and restaurants, it offers the perfect mix of history and convenience for your San Juan adventure.