Old San Juan vacation rentals

We found 420 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Old San Juan by choosing from 33 houses, 125 apartments, and other vacation rentals. 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:Nov 14 - Nov 21
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Find out more about Old San Juan

Find out more about Old San Juan

Why visit Old San Juan

  1. Historic Forts: Explore iconic sites like El Morro and San Cristóbal, which showcase the rich military history of Old San Juan.
  2. Colorful Streets: Wander through vibrant streets filled with colorful buildings and lively local culture.
  3. Urban Parks: Relax in beautiful parks such as Parque de las Palomas, offering scenic views and a peaceful atmosphere.
  4. Cultural Experiences: Enjoy guided tours to delve into the history and traditions of Puerto Rico.
  5. Diverse Accommodations: Choose from charming apartments and modern condos that reflect the unique character of Old San Juan.

Popular types of accommodation around Old San Juan

Planning a getaway to Old San Juan? You're in for a treat! Discover a variety of accommodations, including cozy apartments, stylish condos, and spacious houses. Whether you're seeking a whole home for the family or a charming next apartment, you'll find the perfect spot to unwind. Explore your options for vacation rentals in San Juan and enjoy the comfort and convenience of staying in this historic gem.

  • Apartments: The top choice for visitors in Old San Juan, offering convenient access to local attractions and amenities.
  • Condos: A popular option for those seeking a modern living space with added comforts and often stunning views.
  • Houses: Ideal for families and groups, these homes provide a homey atmosphere and privacy.
  • Villas: Luxurious and spacious, perfect for travelers wanting an upscale experience in a tropical setting.
  • Chalets: A unique option offering a cozy vibe, great for those looking for a distinctive stay.**

Top attractions around Old San Juan

Old San Juan offers a perfect blend of outdoor adventures, stunning beaches, and rich history. Explore historic forts, relax in urban parks, and enjoy leisurely walks through the vibrant streets. Whether you're seeking cultural experiences or scenic views, this charming destination caters to all types of travelers. Don't miss the chance to take a guided tour to fully appreciate the beauty and history of Old San Juan!

  1. Puerto Rico Convention Center: This modern event venue, located 1 mile from Old San Juan, offers a vibrant atmosphere for conferences and exhibitions. Its sleek design and business-friendly amenities make it a hub for professionals while showcasing local culture.
  2. Condado Beach: Just 2 miles away, Condado Beach is a stunning destination for sunbathing, swimming, and water sports. With its soft sands and lively atmosphere, it's perfect for relaxation and enjoying the Caribbean sun.
  3. Castillo San Felipe del Morro: Nestled within Old San Juan, this historic fort offers a glimpse into Puerto Rico's colonial past. Its impressive architecture and scenic views provide a rich cultural experience and a taste of history.

Things to do recommended for couples

Experience the romance of Old San Juan with a dance at the Guaynabo Performing Arts Center, savor a delightful meal at The Palm, and unwind with a soothing treatment at Nouvelle D'Spa. Each spot offers a unique atmosphere perfect for couples seeking connection and enjoyment.

Things to do recommended for families

In Old San Juan, families can enjoy the excitement of Hiram Bithorn Stadium, the tranquility of Luis Munoz Marin Park, and the thrilling atmosphere of Ruben Rodriguez Coliseum, all within a short drive. Each location offers unique experiences perfect for creating lasting memories together.

Things to do recommended for groups

Experience the excitement of Casino del Mar at La Concha Resort, just 2 miles from Old San Juan. For shopping and dining, visit Distrito T-Mobile, only 1 mile away, or explore Plaza las Americas, a family-friendly mall located 4 miles from the historic district.

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

If you're traveling with a group, as a family, bringing your pets, or planning an extended stay, be sure to refine your search based on what matters most to you. Here are some helpful tips for booking on Vrbo.

  • Traveling to Old San Juan with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Old San Juan with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Old San Juan: For many families, a trip isn’t truly fulfilling without their furry companion along for the adventure. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Old San Juan: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can quickly discover and save on monthly rentals. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay around Old San Juan

Old San Juan offers a vibrant blend of history and tropical charm, making it an ideal destination for outdoor enthusiasts and beach lovers alike. Explore the colorful streets filled with friendly locals, or venture to nearby Adjuntas for lush scenery. Don't miss the romantic atmosphere of San Agustin, perfect for couples. With its family-friendly vibes and rich cultural excursions, your vacation in and around Old San Juan promises unforgettable experiences.

  • San Juan Antiguo: Located a mere 0.3 miles from Old San Juan, San Juan Antiguo is a charming neighborhood that captivates visitors with its rich history and vibrant atmosphere. Travelers flock here for outdoor activities and stunning scenic views, making it a perfect spot for leisurely strolls. The area features a recreational park, shopping center, and a resort, offering plenty of options for relaxation and fun. Attractions like the picturesque family beach and marina provide ample opportunities for sunbathing and water sports, ensuring a memorable vacation experience.
  • Condado: Situated 3 miles away from Old San Juan, Condado is a lively coastal neighborhood known for its beautiful beaches and vibrant city life. Visitors are drawn to its outdoor spaces and array of city experiences, from upscale shopping to fine dining. The area boasts a variety of recreational spots, resorts, and shopping centers, making it an ideal destination for those seeking leisure and excitement. With its stunning beaches, including options for families, and a picturesque marina, Condado offers a perfect blend of relaxation and adventure.
  • San Francisco: Just 0.4 miles from Old San Juan, San Francisco is a delightful neighborhood that invites exploration with its outdoor activities and adventurous spirit. The area is rich in recreational opportunities, featuring resorts and shopping centers that cater to visitors' needs. Travelers can indulge in the local beaches, including family-friendly options, and take advantage of the nearby marina for water adventures. San Francisco's unique charm and accessibility make it a must-visit for those looking to experience the beauty and excitement of Puerto Rico.

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 from June to August, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverageSlightly High
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverageAverage
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 SunnyModerately HighAverage
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

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy even greater savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the organizer truly has its rewards! Enroll in our One Key rewards program to unlock exclusive member discounts and accumulate OneKeyCash™ on eligible stays. Sign up today and begin enjoying the benefits!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform for planning your trips, allowing you to start new adventures, resume where you last left off, or organize your existing plans. You can easily find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Old San Juan?
Apartments are the most popular style of vacation rental in Old San Juan, according to our data. Even if you've got something else in mind, Vrbo has vacation homes in loads of shapes and sizes. Look through our options to find your perfect Old San Juan pad.
How much does it cost to rent a vacation rental in Old San Juan?
Season, property type and length of stay are some factors that can influence the price of a vacation home. Simply enter your dates of travel to find your dream escape. From cozy chalets to plush villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Old San Juan?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Enter your Old San Juan travel dates to view your available options on Vrbo. Can't live without a private pool? Use the filters to choose the amenities and features you want in your vacation home.
Are there pet-friendly vacation rentals in Old San Juan?
With 142 properties that welcome four-legged guests, your happy hound can join you on your Old San Juan vacation. Use our filter tool to search our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Old San Juan?
Grab your swimwear and goggles, because there are 56 houses with a private pool in Old San Juan. Make a booking at one of these terrific vacation rentals and make every day a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!
What are popular rental amenities in Old San Juan?
Some of the most popular rental amenities people prefer in Old San Juan are a nearby waterfront, a beach view and a swimming pool. Whether you're on the road with family, your besties or even pets, Vrbo vacation rentals provide the best amenities for making new memories with your loved ones.
Are there large group vacation rentals in Old San Juan?
Old San Juan has four vacation rentals that can fit 10 or more guests. These stays come with all the space you need to enjoy good times with loved ones.
Are there vacation rentals in Old San Juan that welcome kids?
Old San Juan has 141 family-friendly vacation rentals. And finding a stay that welcomes children is simple with our "Properties good for families" filter. On top of having the entire place to yourselves, you'll also get access to conveniences and perks like extra bedrooms, full kitchens and private pools.
What are the top attractions for families in Old San Juan?
Keep the kids happy at these top family-friendly attractions in Old San Juan:

  • La Rogativa Statue
  • Calle Fortaleza
  • Castillo San Felipe del Morro

Are there one-bedroom vacation rentals in Old San Juan?
Yes, there are 95 one-bedroom properties in Old San Juan to choose from. A one-bedroom vacation property is a great option if it's only the two of you or if you're traveling alone. Add in more space, privacy and convenience than a regular hotel, and you're sure to have a break to remember.
Can I find two-bedroom vacation rentals in Old San Juan?
Pick from 33 two-bedroom rentals in Old San Juan. Settle the kids into the second room or fill it with a couple of your best friends. There's plenty of space for whoever's fortunate enough to be joining your adventure.
Are there vacation rentals with WiFi in Old San Juan?
Whether you'd like to stay in touch with world events, check emails or surf social media, there are 101 vacation homes with WiFi in Old San Juan. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Old San Juan?
Pick from 140 vacation rentals with air conditioning in Old San Juan offering that cooling breeze and extra element of comfort. Just enter your travel dates and then take advantage of our filters to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in Old San Juan?
The minimum required age is usually 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Old San Juan vacation home before booking your escape.
How long can I rent a vacation rental in Old San Juan for?
The amount of time you can book an Old San Juan vacation home for is down to the property. Simply enter your dates of travel to view available options offering extended stays. They come with everything you need to make your extended vacation more comfortable like kitchens and air conditioning. Some vacation homes might also offer weekly or monthly discounts, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Old San Juan?
On Vrbo, we've got plenty of fantastic bargains and discounts for Old San Juan. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a short getaway or a much longer stay, Vrbo offers lots of options for all styles and budgets.