Old San Juan vacation rentals

We found 429 vacation rentals — enter your dates for availability

Discover a selection of 15 homes, 139 apartments, and other vacation rentals in Old San Juan that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, like air conditioning and cable TV. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Old San Juan

Showing deals for:Jun 5 - Jun 12

Image gallery for Cozy Studio with Lagoon Views and Beach Access

Lagoon view
9.6 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)

Cozy Studio with Lagoon Views and Beach Access

San Juan

8% off
Price is $199
$1,392 for 7 nights
All fees included
Cozy Studio with Lagoon Views and Beach Access

Find spaces that suit your style

Find out more about Old San Juan

Why visit Old San Juan

  • Rich history: Explore iconic historic forts and majestic gate arches that tell the story of Puerto Rico's past.
  • Scenic waterfront: Enjoy picturesque strolls along the waterfront, offering stunning views and a relaxing atmosphere.
  • Cultural experiences: Immerse yourself in the vibrant culture of Old San Juan, featuring charming piazzas and local art.
  • Outdoor adventures: Engage in various outdoor activities suitable for families or romantic outings.
  • Unique accommodations: Stay in cozy vacation rentals that blend comfort with the historic charm of the area.

Popular types of accommodation around Old San Juan

Discover the charm of Old San Juan with our wide selection of vacation rentals. Whether you're looking for cozy apartments, spacious condos, or houses, we have the perfect option for you. Enjoy transparency and savings while exploring the vibrant streets of San Juan. Our Old San Juan rentals offer a unique blend of comfort and convenience, ensuring a memorable stay in this historic locale.

  • Apartments: The top choice for visitors in Old San Juan, offering a cozy and convenient stay with local charm.
  • Condos: A popular option for travelers seeking modern amenities and stunning views in Old San Juan.
  • Houses: Ideal for families or groups, these homes provide a home-like atmosphere in the heart of Old San Juan.
  • Villas: Luxurious accommodations that offer privacy and spacious living, perfect for a relaxing getaway.
  • Chalets: Unique and charming, these rentals provide a distinct experience in Old San Juan.**

Top attractions in Old San Juan

Old San Juan offers a vibrant mix of outdoor adventures, stunning scenery, and rich history, making it a perfect vacation spot. Explore iconic attractions like historic forts, majestic gate arches, and charming piazzas. Whether you're seeking cultural experiences or simply enjoying the city's beauty, there’s something for everyone in Viejo San Juan. Don't miss the chance to immerse yourself in the captivating atmosphere of San Juan Antiguo during your visit.

  • Castillo San Felipe del Morro: This historic fort offers breathtaking views of the Atlantic Ocean and is a testament to Puerto Rico's military history. Explore its impressive architecture and learn about the island's colonial past while enjoying the picturesque surroundings.
  • San Juan Gate: This iconic archway serves as the historic entrance to Old San Juan. Its unique design and historical significance make it a perfect spot for photos, and it provides a glimpse into the city's rich cultural heritage.
  • Catedral Basilica Menor de San Juan Bautista: One of the oldest cathedrals in the Americas, this stunning structure features beautiful architecture and intricate details. Visitors can admire the serene atmosphere and learn about its historical importance in Puerto Rico.

Things to do recommended for couples

For a romantic getaway in Old San Juan, enjoy a concert at the Coca-Cola Music Hall, just a mile away, where the lively atmosphere sets the mood. Then, savor a delightful meal at The Palm, located 9 miles away, perfect for a cozy dinner with a city vibe.

Things to do recommended for families

Families visiting Old San Juan can have a delightful time at Luis Munoz Marin Park for relaxation, catch an exciting game at Hiram Bithorn Stadium, or enjoy sports events at Ruben Rodriguez Coliseum, all within a short drive from the historic area.

Things to do recommended for groups

Groups visiting Old San Juan can shop at Distrito T-Mobile for a lively atmosphere, savor local spirits at Casa Bacardi with its romantic vibe, and explore the Old San Juan Organic Farmers Market for fresh goods and a taste of the community.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Old San Juan

When planning your trip, whether you're traveling with friends, family, pets, or seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Old San Juan with a group: Think about how many bedrooms you’ll require, as well as any amenities like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Old San Juan with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Old San Juan: For many families, a vacation wouldn’t be the same without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Old San Juan: If you're in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Old San Juan

Exploring Old San Juan offers a vibrant blend of history and tropical charm. This picturesque neighborhood is perfect for outdoor adventures and scenic strolls along the waterfront. Enjoy family-friendly excursions or indulge in romantic evenings while staying in a cozy vacation home. With its rich atmosphere and nearby attractions, Old San Juan provides an unforgettable experience for every traveler looking to immerse themselves in Puerto Rico's unique culture.

  • San Juan: As the vibrant capital of Puerto Rico, San Juan offers a dynamic mix of culture, history, and outdoor adventure. Old San Juan, with its colorful colonial architecture, is nestled within this bustling metropolis. Travelers flock to San Juan for stunning beaches, scenic views, and a variety of recreational activities. The area boasts beautiful landmarks like family-friendly beaches and serene nature reserves, making it perfect for both relaxation and exploration. Don't miss the chance to play a round of golf or unwind at a luxurious resort while soaking in the island's breathtaking landscapes.
  • San Juan Antiguo: Just 0.3 miles from Old San Juan, San Juan Antiguo is a charming neighborhood steeped in history and culture. This area attracts visitors looking for outdoor activities, beach access, and a taste of city life. Explore the local recreational areas and indulge in shopping at vibrant centers. With picturesque beaches and a marina nearby, San Juan Antiguo is ideal for those who enjoy soaking up the sun or embarking on water adventures. The blend of city and coastal experiences makes this neighborhood a must-visit during your stay.
  • Condado: Located 3 miles from Old San Juan, Condado is an upscale neighborhood known for its stunning beaches and lively atmosphere. This area is perfect for tourists seeking outdoor activities and city-themed experiences. You'll find plenty of recreational areas, luxurious resorts, and bustling shopping centers. The local beaches, including family-friendly options and marinas, provide endless opportunities for sunbathing and water sports. Condado's vibrant nightlife and dining scene make it a fantastic destination for those looking to enjoy the best of Puerto Rico's coastal life.

Best time to go to Old San Juan

If you're planning a trip to Old San Juan, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
May79.7°F (26.5°C)Light RainMostly SunnyAverageSlightly Low
June81.3°F (27.4°C)Light RainMostly SunnyAverageAverage
July81.9°F (27.7°C)Light RainMostly SunnyModerately HighAverage
August82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
September82.0°F (27.8°C)Light RainMostly SunnyModerately LowSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnyModerately LowSlightly Low
November79.2°F (26.2°C)Light RainMostly SunnyModerately LowAverage
December77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Planning your next getaway and hoping to save some money? Being flexible with your travel dates can make a big difference, as prices often change. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that meets your financial needs, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect spot for your adventure.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Planning truly has its rewards. When you join our travel rewards program, One Key, you’ll gain access to exclusive member savings and the opportunity to earn and redeem OneKeyCash on eligible reservations. Sign up today and start enjoying the benefits.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and arrange your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old San Juan?
In Old San Juan, apartments are the most popular vacation rental option, with around 127 available throughout the historic district. These apartments are typically situated in charming historic buildings and provide a unique blend of modern comfort and traditional architecture. Most units feature fully equipped kitchens, cozy living areas, and some even include balconies or terraces that offer views of the colorful streets or the waterfront.

For those seeking more space, there are approximately 16 vacation houses available, which usually come with multiple bedrooms, private outdoor spaces, and amenities like BBQ grills—ideal for families or groups looking to enjoy a more home-like atmosphere. Additionally, several condos, chalets, and villas provide further options for travelers, suiting a variety of preferences and group sizes.
Are there any beach house rentals in Old San Juan?
In Old San Juan, there are approximately 156 beach house rentals available, offering a variety of options for travelers. Many of these properties are located within the historic district, close to iconic sites such as El Morro and San Cristóbal Forts, as well as vibrant plazas and local shops. Guests can expect amenities like fully equipped kitchens, spacious living areas, and outdoor terraces or balconies that provide stunning views of the ocean or the charming streets. Additionally, some beach houses may feature private pools or easy access to the beach, making them ideal for those looking to relax and enjoy the coastal atmosphere.
How much does it cost to rent a vacation home in Old San Juan?
Prices for vacation rentals in Old San Juan vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old San Juan to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old San Juan vacation house rentals?
You can find great discounts on house rentals in Old San Juan on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Old San Juan?
In Old San Juan, vacation rentals commonly feature amenities that enhance the stay for travelers. Most properties come equipped with a kitchen, allowing guests to prepare their own meals and enjoy the local flavors at their convenience. Many rentals also include a coffee and tea maker, great for starting the day with a fresh brew while taking in the vibrant surroundings. Balconies and decks or patios are frequently available, providing outdoor spaces to relax and soak up the historic charm of the area. Additionally, many rentals offer a desk, suiting those who may need to catch up on work or plan their next adventures while enjoying the picturesque views of Old San Juan.
Can I find family house rentals in Old San Juan?
In Old San Juan, Puerto Rico, families will find an abundance of vacation rentals, with around 70 options available. This historic area is rich in culture and beauty, making it an ideal destination for group travel. Many of these homes boast spacious living areas, fully equipped kitchens for convenient meal preparation, and outdoor spaces great for relaxation after a day of exploring. Common amenities include air conditioning and Wi-Fi, ensuring comfort and connectivity during your stay.

Families can enjoy nearby attractions, such as the iconic El Morro fortress and the vibrant streets filled with colorful buildings and local shops. The area's beautiful beaches are also within easy reach, providing opportunities for sunbathing and water activities.
Can I rent a vacation home with a pool or hot tub in Old San Juan?
In Old San Juan, there are several vacation homes available for rent that feature both pools and hot tubs, making it a fantastic choice for travelers seeking relaxation. This historic and colorful neighborhood is rich in culture and offers a unique blend of historic architecture and vibrant street life. Many of the available rentals come with amenities such as private pools, hot tubs, patios for outdoor dining, and fully equipped kitchens, great for families or groups looking to unwind after exploring the area.

Additionally, staying in Old San Juan provides easy access to beautiful beaches, historical sites like El Morro, and local dining options, enhancing the overall vacation experience.
Are there any Old San Juan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old San Juan with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Old San Juan?
Yes, you can book pet-friendly vacation rentals in Old San Juan, where there are 22 options available. This historic area is rich in culture and charm, featuring colorful historic buildings and cobblestone streets. Many vacation rentals here offer amenities such as fully equipped kitchens, air conditioning, and outdoor spaces where pets can enjoy the warm Puerto Rican weather.

The surrounding neighborhoods also provide a vibrant setting with local shops, restaurants, and cafes that often welcome pets.
Can I find long-stay vacation rentals in Old San Juan?
A long-stay vacation rental in Old San Juan is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Old San Juan for a vacation rental?
March marks the beginning of peak season in Old San Juan, drawing travelers eager to experience the vibrant culture, historic charm, and beautiful coastal scenery of this enchanting Puerto Rican city. From March to May, the weather is pleasantly warm, with temperatures typically ranging from the mid-70s to low 80s Fahrenheit, creating superb conditions for outdoor activities, sightseeing, and leisurely strolls along the colorful streets.

During this peak time, visitors can immerse themselves in the lively option, with numerous festivals and events taking place, such as the San Juan Festival. Exploring the historic forts, indulging in local cuisine, and enjoying the vibrant nightlife are just a few of the adventures that await you. The picturesque plazas and stunning views of the Caribbean provide ample opportunities for memorable photos and unforgettable experiences.

If you're looking for a more budget-friendly option, consider planning your visit in October. While this month falls outside the high travel season, it offers a unique opportunity to enjoy Old San Juan's charm with fewer crowds, allowing for a more relaxed exploration of the city's rich history and heritage.
Are there any remote work vacation rentals in Old San Juan?
In Old San Juan, Puerto Rico, there are numerous options for remote work vacation rentals, with around 130 available throughout the historic district. This vibrant area is known for its colorful historic architecture, cobblestone streets, and rich history, making it an inspiring backdrop for work and leisure. Many of the rental properties come equipped with essential amenities for remote work, including high-speed Wi-Fi and dedicated office spaces, ensuring a productive environment.

Travelers can expect comfortable accommodations that often feature air conditioning, fully equipped kitchens, and cozy living areas. Some rentals also provide access to communal spaces with free Wi-Fi, allowing for a change of scenery while working. The proximity to local cafes and restaurants enhances the experience, offering convenient spots to grab a meal or take a break. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old San Juan vacation rental?
Book your Old San Juan vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old San Juan, Puerto Rico?
In Old San Juan, visitors can experience firsthand a rich tapestry of history and culture. The iconic El Morro Fortress, a UNESCO World Heritage site, offers breathtaking views of the Atlantic Ocean and is a must-see for history enthusiasts. Nearby, the colorful streets of the Old San Juan neighborhood are lined with charming historic buildings, vibrant plazas, and local shops, great for leisurely exploration.

The Cathedral of San Juan Bautista, one of the oldest buildings in San Juan, is another significant landmark, showcasing beautiful architecture and historical significance. The area also boasts picturesque spots like Plaza de Armas, where visitors can enjoy local cuisine at nearby restaurants and cafes. Art lovers should not miss the Museo de Arte de Puerto Rico, located just a short distance away, featuring a diverse collection of Puerto Rican and Caribbean art.
Can I change or cancel my Old San Juan home rental booking on Vrbo?
To find Old San Juan vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old San Juan vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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