Old San Juan Rentals by Owner
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- Wheelchair Accessible
Why Choose Rent By Owner for your Old San Juan vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Old San Juan Rentals by Owner
Where are the best neighborhoods to stay in Old San Juan?
When exploring Old San Juan, choosing the right neighborhood to stay in can significantly enhance your experience. This vibrant area of San Juan, Puerto Rico, offers a variety of neighborhoods that cater to different interests and preferences. Whether you prefer to be immersed in historic charm, enjoy lively streets filled with local culture, or seek a quiet retreat within the city, there are rental options available by owner through Rent By Owner that suit your needs. Each neighborhood provides a unique glimpse into the rich history and lively spirit of Old San Juan, making it easy to find a comfortable and authentic place to stay while discovering everything this captivating part of Puerto Rico has to offer.
Puerta de Tierra
This neighborhood offers easy access to historic sites and scenic views, making it an ideal area for those looking to immerse themselves in the local culture while enjoying convenient rental options. Staying here places you close to the main attractions of the region with a relaxed, authentic atmosphere.
View 125+ Rentals in Puerta de TierraMarina
Known for its proximity to waterfront activities, this area provides an excellent base for exploring the maritime side of the region while offering a range of comfortable vacation rentals. It’s perfect for travelers seeking a blend of leisure and convenience near the water.
View 1098+ Rentals in MarinaCatedral
Situated near iconic landmarks, this neighborhood is ideal for those who want to be at the heart of historic San Juan, with nearby rental properties that offer easy access to cultural sights and vibrant city life.
View 140+ Rentals in CatedralSan Francisco
This charming area combines historic charm with modern amenities, providing a variety of rental options for visitors eager to explore the local architecture and lively streets within close reach of key attractions.
View 193+ Rentals in San FranciscoMercado
Residing in or near this neighborhood puts you steps away from bustling markets and authentic dining experiences, with vacation rentals that give you an authentic taste of local life in the region.
View 43+ Rentals in MercadoSan Cristobal
Famous for its historic fortress, staying here means you are within walking distance of significant fortifications and scenic views, complemented by rental accommodations that cater to explorers and history enthusiasts alike.
View 1140+ Rentals in San CristobalLa Puntilla
The area offers picturesque coastal scenery and tranquil surroundings, making it an excellent choice for relaxing stays with easy access to the waterfront and outdoor pursuits.
View 1073+ Rentals in La PuntillaBallaja
Located near cultural centers and entertainment venues, this neighborhood provides a vibrant atmosphere paired with convenient rental options for those wanting to experience the region's arts and music scene.
View 742+ Rentals in BallajaBest Times to Visit Old San Juan
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit allows you to enjoy the vibrant culture and pleasant weather that make this destination truly special, ensuring your stay here is memorable and fully tailored to your preferences.
Peak Season Highlights
December to April
During this peak season, you'll experience warm days and pleasant evenings, making it ideal for exploring the historic district and enjoying outdoor activities.
June to August
Summer months bring lively festivities and vibrant local culture, attracting visitors seeking a lively atmosphere in this tropical destination.
Off-Season Highlights
May and November
These shoulder months offer fewer crowds and more relaxed experiences with mild weather, perfect for leisure travelers looking for tranquility in the region.
September to October
During this off-peak period, you might encounter more rain, but it's an excellent time to enjoy quieter surroundings and find great rental deals here.
Weekly Weather Forecast for Old San Juan
How to Book Your Old San Juan vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old San Juan
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas where you can relax and take in the vibrant surroundings of this historic region.
- Many rentals feature private balconies or terraces with views of the colorful streets and the coastline.
- Look for properties that offer lush garden spaces, perfect for leisurely afternoons in the region's warm climate.
- Some accommodations include outdoor dining setups, ideal for experiencing local cuisine alfresco.
- You may find amenities such as swimming pools or rooftop decks to enjoy the sun and stunning vistas of the area.
- Certain rentals provide access to courtyard spaces that enhance your outdoor experience in this charming destination.
- Patio areas are common, offering a cozy spot to unwind after exploring the nearby historic sites and cultural attractions.
Top Attractions Around Old San Juan
What attractions are nearby?
Within walking distance, you can explore historic forts, vibrant local markets, and charming plazas that showcase the rich culture and lively atmosphere of this picturesque destination.
Family Activities
- Castillo San Felipe del Morro: Explore this historic fortress offering engaging tours and stunning views that captivate family members of all ages.
- Old San Juan Walls Walk: Take a scenic stroll along the ancient city walls, providing an educational experience combined with picturesque vistas of the surrounding area.
- La Fortaleza and Casa Blanca Museum: Discover the region’s rich history by touring these iconic landmarks, perfect for family outings in the historic district.
- Paseo de la Princesa: Enjoy a leisurely walk down this charming promenade featuring lush gardens, local vendors, and beautiful waterfront scenery to delight your family.
Adult Activities
- Historical Walking Tours: Explore the colonial architecture and vibrant streets on guided tours that delve into the region’s rich history and culture.
- Relaxing at local beaches: Unwind at nearby sandy shores with clear waters, perfect for soaking up the sun and enjoying the tranquil seaside atmosphere.
- Art and Culture Experiences: Visit renowned museums and galleries to immerse yourself in the region's artistic heritage and contemporary Puerto Rican art scene.
- Culinary Adventures: Savor authentic Puerto Rican cuisine at charming local eateries, making your stay in this destination a true gastronomic delight.
Other Places to Stay in Old San Juan
Old San Juan Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Historic Charm: Take time to stroll through the cobblestone streets and discover the historic architecture that defines this vibrant destination.
- Choose a Prime Rental Location: Select accommodations close to major attractions to maximize your experience and minimize travel time within the area.
- Enjoy Local Cuisine at Your Doorstep: Opt for rentals with easy access to local eateries so you can indulge in authentic regional flavors without hassle.
- Plan Your Activities Ahead: Book guided tours or excursions in advance to fully immerse yourself in the region’s culture and history during your stay.
Transportation Options
- Walking Tours: Exploring the historic streets on foot allows you to fully appreciate the charming architecture and vibrant culture of this destination, making it an ideal way to experience the region's unique character.
- Public Transportation (Buses and Trolleys): Local buses and trolley services provide an affordable and convenient way to navigate around here, connecting key points of interest with ease.
- Taxis and Rideshare Services: Taxis and rideshare options like Uber are readily available in this area, offering quick and reliable transport for getting around comfortably.
- Car Rentals: Renting a vehicle gives you the freedom to explore beyond the immediate surroundings, especially if you wish to visit nearby attractions or venture further into the region.
Local Customs Options
- Respect for Local Heritage: You should honor the area's rich history by observing local customs and traditions, especially when visiting historic sites in Old San Juan.
- Greeting Etiquette: It is customary to greet residents with a friendly "buenos días" or "hola" to foster respectful interactions in this vibrant destination.
- Celebration of Festivals: Participating in community festivals and events offers an authentic experience and shows appreciation for local culture.
- Dress Modestly When Visiting Religious Sites: When exploring churches and religious landmarks here, dressing modestly demonstrates respect for the region's spiritual traditions.
Frequently Asked Questions About Old San Juan Rentals by Owner
1. What are the top vacation rentals in Old San Juan?
There are a lot of options in Old San Juan. If you plan on staying in the Old San Juan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old San Juan:
- Bayfront Oasis in Old San Juan's safest neighborhood!
- Spectacular 4000 ft2 Renovated Luxury Beach Villa Azure Stunning Interior Design
- Live Your Best Life In An Actual Palace
- Live Your Best Life In An Actual Palace
- Castillo View | Spacious Penthouse with terrace!
- Villa Solana | Modern & Eclectic 2 Bedroom
- Villa Preciosa | Charming 3 BR in Best Location
- Historic Rum Baron's Mansion in BEST location!
- Live Like a Rum Baron in a 200 Year Old Mansion!
- Naranja Dulce- Beautiful and cozy apartment in the heart of the Colonial City.
2. How many Rentbyowner vacation rentals are available in Old San Juan?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 502 in the Old San Juan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old San Juan.
3. What is the cancellation policy for rental properties by owner in Old San Juan?
4. How do I communicate with the property owner before booking in this area?
5. Are there any special requirements or house rules for staying at a rental by owner in this region?
6. What is included in the amenities listed for rentals by owner in this destination?
7. How do I confirm my booking and what should I expect after reservation?
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