House holiday rentals in San Juan Antiguo

4.87 out of 5 average rating, 223 reviews

Charming Spanish House in Exclusive Street

Enter through sturdy double doors and stride across terra cotta tiles to admire an atrium filled with plants. Pass under an archway to prepare meals in a historic colonial home. Sleep in air-conditioned bedrooms after exploring nearby cultural sites. Puerto Rico has been spared the worst effects of the Covid-19 pandemic by our prompt action in implementing safety measures. For your safety, we follow all CDC, PR Tourism and Airbnb regulations in cleaning and disinfecting. Please see discoverpuertorico.com for details on government regulations you must comply with prior and during your stay. The house is fully renovated, with high ceilings, arches and a classical Spanish interior patio. There are many decorating touches and liberal use of plants create a tropical environment that invites relaxation. You will have full access to the house. We will provide you with a detailed description and instruction of all the facilities in the house, including the operation of all the appliances such as washer / dryer, dishwasher and microwave instructions, Also included will be instructions for all remotes: satellite boxes, smart Hi Def TVs, and air conditioning. We will be available by cellphone, text messaging and Airbnb messaging to answer all your questions about the house facilities, and provide you with tourist information such as restaurants that we recommend, places to visit, shopping, tours to take, walking tours to do on your own, music venues, etc. We provide a detailed guidebook with photos. In addition, we can arrange for knowledgeable, certified guides to take you on tours of Old San Juan and other areas around the island, including beaches in the San Juan area, and many eco oriented tours. The house is in Old San Juan. It is easy access important sights such as La Puerta de San Juan, El Morro Spanish Fort, La Rogativa, La Princesa, Ballaja, Las Americas Museum, City Museum, La Fortaleza, Plaza de Armas, and Cristo Street. Old San Juan is built for walking. You will not need a car while you are in Old San Juan. If you need to get out of Old San Juan, you can get a taxi in a taxi stand near the house, or use Uber. If you have a big group we can possibly arrange for group transportation. If you rent a car, Old San Juan has a variety of public parking lots and a trolley system to help you move around the area during the day. Ask for more details. If after your visit you are continuing travel on a cruise ship to visit other Caribbean islands, you may be able to walk to your ship, as many ships start their trip from the port in Old San Juan. Or disembark from your ship and stay with us for a few days to enjoy this wonderful city.

4.9 out of 5 average rating, 20 reviews

Whole Home with Lush Patio in Heart of OSJ

Welcome to your luxurious escape in the heart of Old San Juan! Experience the timeless charm of Old San Juan in this expansive, fully private home, featuring five spacious bedrooms, four bathrooms, and a unique layout with three fully equipped kitchens—ideal for large families, groups, or those seeking extra space and convenience. Nestled in the historic district, this property is just steps away from renowned landmarks like the San Juan Gate and the vibrant Calle San Sebastian.

5 out of 5 average rating, 3 reviews

Romantic Boho Flat by Hotel El Convento

Steps from iconic Hotel El Convento, this bohemian gem sits on the Escalinata de las Monjas—an iconic landmark often captured in paintings. Art-filled walls, colonial charm, and dreamy balcony views set the scene for a stay steeped in history and soul. Wander cobblestone streets lined with color, culture, and creativity.This isn’t just a place to stay,it’s a romantic, artistic escape in the heart of Old San Juan. NOTE: Guests with limited mobility be aware that access only available via stairs.

4.95 out of 5 average rating, 191 reviews

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*)

4.93 out of 5 average rating, 27 reviews

Casa Sol | Timeless Elegance | Old San Juan

Nestled in the heart of Old San Juan, Casa Sol is a historic gem boasting traditional architecture and modern comforts. With spacious living areas and bathrooms in every bedroom, this space is perfect for all travelers. This unique home features a captivating indoor patio, where sunlight dances through lush greenery, creating a serene oasis in the midst of the city. The rich history and character of this carefully preserved space will allow you to experience the true magic of Old San Juan.

4.91 out of 5 average rating, 414 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where most residents live. One block (steps) from the ocean. Unique opportunity to discover the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Old San Juan is a UNESCO World Heritage Site where colonial architecture mixes with contemporary Puerto Rican culture. “My house is registered at the PR Tourism Company and follows the Health and Safety measures enacted in May 2020"

4.98 out of 5 average rating, 64 reviews

Historic House in San Juan w private pool & pkg

Located in the middle of Old San Juan, this 200+ year old historic colonial rowhouse is a hidden gem! It features a spa-like heated pool, private parking, and it is steps away from quaint restaurants, artisan shops, and historic destinations. This 2-story retreat features a stocked kitchen, dining room for 8, two living rooms, a family room with an office, and a laundry. Enjoy a morning coffee in the indoor courtyard, play dominos on the patio, or spend hours relaxing by the pool oasis.

4.88 out of 5 average rating, 8 reviews

Stunning Oceanview Villa in walkable Old San Juan

This Villa is on top of the city wall of Old San Juan, NOT below the city wall in La Perla. Get the best of both worlds—stay in a historic ambiance with modern amenities. This special home is close to everything in OSJ, making it easy to plan your visit. The house is central to many historic sites and within walking distance of beautiful beaches. A miles-long ocean walk passes by at your doorstep, taking you to El Escambron Beach and Condado. Enjoy a stylish experience.

4.74 out of 5 average rating, 34 reviews

Rooftop Garden Oasis in the Heart of Old San Juan

Welcome to our unique three-story home in the heart of Old San Juan. With its colonial charm, industrial touches, and thoughtful design, this open-air residence offers a comfortable and memorable stay for groups and families. The home spans 8,000 square feet, with high ceilings and living spaces arranged around a central courtyard. Common areas are open to natural light and breezes, while all bedrooms are equipped with air conditioning for your comfort.

4.96 out of 5 average rating, 27 reviews

Old San Juan Retreat - Calle Sol PH

Spectacular Penthouse in Old San Juan at Sol St. This stylish place is centrally located next to restaurants, bars, nightlife, entertainment and tourist areas for a unique experience that only Old San Juan brings you in the island. Those place is also peaceful and provides the cultural experience with ample spaces including a big balcony and huge terrace for your enjoyment. Stay with us and explore Old San Juan to the maximum extent! Battery backup available.

4.84 out of 5 average rating, 163 reviews

Colonial Casita HOUSE W/ INTERIOR PRIVATE PATIO

Nestled in the center of historic Old San Juan, this single floor air conditioned house with high ceilings could be a great starting point to explore the city and a refuge to recharge at the end of the day. Like only a few others, this house has a small private interior patio, ideal for chats over coffee and stargazing over wine. Open its ground-level door and you will be steps away on either side from historical sites, restaurants, bars and stores.