Old San Juan vacation rentals

We found 416 vacation rentals — enter your dates for availability

Discover a selection of 18 homes, 132 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:Apr 24 - May 1

Image gallery for OLD SJ 1ST fl apt ON EXCLUSIVE ST W GREAT BAY VIEW !

Arrow points to house . Harbor walkways are directly below house
9.6 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)

OLD SJ 1ST fl apt ON EXCLUSIVE ST W GREAT BAY VIEW !

San Juan

9% off
Price is $160
$1,118 for 7 nights
All fees included
OLD SJ 1ST fl apt ON EXCLUSIVE ST W GREAT BAY VIEW !

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 type of vacation rental, with around 114 available in the area. These properties are typically located within the historic district, close to iconic landmarks such as El Morro and San Cristóbal Fort. Most apartments feature modern amenities, including fully equipped kitchens, comfortable living areas, and some even offer views of the vibrant streets or the ocean.

Additionally, there are about 32 vacation houses scattered throughout the area, providing more space and privacy for families or larger groups. These houses often come with multiple bedrooms, private outdoor spaces, and the charm of traditional Puerto Rican architecture. There are also several condos, mobile homes, and villas available, suiting various preferences and group sizes.
Are there any beach house rentals in Old San Juan?
In Old San Juan, Puerto Rico, there are approximately 190 beach house rentals available, offering a unique blend of historic charm and coastal beauty. These rentals are often located in vibrant neighborhoods close to key attractions such as El Morro, San Juan Cathedral, and the colorful streets lined with historic architecture. Travelers can expect a variety of amenities, including spacious living areas, fully equipped kitchens, and outdoor terraces or balconies that provide stunning views of the Caribbean Sea. Some properties may also feature private pools or direct beach access, making them ideal for families or groups looking to relax and enjoy the sun.
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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their own meals. Additionally, many properties include coffee and tea makers for a convenient morning routine. Outdoor spaces such as patios, balconies, and decks are common, providing opportunities to relax and enjoy the vibrant surroundings.
Are there any family house rentals in Old San Juan?
In Old San Juan, Puerto Rico, there are plenty of family-friendly house rentals available, with around 76 options to choose from. This vibrant area is rich in history and culture, making it an ideal destination for families. Many of these homes boast spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor areas where children can play and explore.

Visitors will appreciate the amenities such as air conditioning and Wi-Fi, ensuring a comfortable stay. The charming cobblestone streets of Old San Juan lead to historic sites like El Morro and San Cristóbal Forts, providing endless opportunities for family adventures and educational experiences. In addition, nearby beaches offer a chance for relaxation and fun in the sun. See all family-friendly rentals in Old San Juan.
Can I rent a vacation home with a pool or hot tub in Old San Juan?
In Old San Juan, travelers can find a selection of vacation homes that feature both pools and hot tubs, with around 14 options available. This historic area is known for its vibrant culture, cobblestone streets, and colorful architecture, making it a delightful backdrop for a getaway. Many of these properties offer amenities such as private pools, inviting hot tubs, and spacious outdoor areas where guests can relax and soak in the picturesque views of the surroundings. Expect features like fully equipped kitchens, comfortable living spaces, and air conditioning to ensure a pleasant stay. Find your rental in Old San Juan with a pool or a hot tub.
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.
Are there pet-friendly vacation rentals in Old San Juan?
In Old San Juan, travelers can find a variety of pet-friendly vacation rentals, with around 27 options available. This historic area is known for its colorful historic architecture and vibrant culture. Many of the rentals come equipped with modern amenities such as full kitchens, air conditioning, and Wi-Fi, ensuring a comfortable stay for both guests and their pets.

Staying in Old San Juan allows easy access to beautiful outdoor spaces, including the famous El Morro and San Cristóbal forts, which have scenic paths great for walking dogs. The area also features charming plazas and waterfront areas where pets can enjoy the fresh air. Additionally, there are pet-friendly cafes and shops nearby, providing convenience and enjoyment for travelers with furry companions. See all pet-friendly rentals in Old San Juan.
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 the peak travel season in Old San Juan, Puerto Rico, drawing visitors eager to soak up the vibrant culture and stunning architecture of this historic city. From March to May, the weather is typically warm and inviting, with temperatures ranging from the mid-70s to low 80s Fahrenheit. This is an excellent time for outdoor activities, such as exploring the colorful streets, visiting the iconic forts like El Morro and San Cristóbal, or relaxing on the beautiful beaches nearby.

During these months, you can anticipate a lively atmosphere, as tourists flock to the area for festivals, events, and the general warmth of the region. The pleasant climate is great for sightseeing, allowing you to comfortably wander through the cobblestone streets and enjoy the local cuisine at outdoor cafes.

If you're looking for a more budget-friendly option, consider visiting in October. This month offers a quieter experience, ideal for those who appreciate a slower pace and fewer crowds. While the weather is still warm, you can enjoy the charm of Old San Juan with the added bonus of often lower rental rates, making it a great opportunity for travelers seeking value without sacrificing quality.

Ultimately, the best time to book a vacation rental in Old San Juan depends on your travel preferences—whether you thrive in the vibrant energy of peak season or seek a more tranquil experience during the quieter months.
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 about 130 available throughout the area. This historic district, known for its colorful historic buildings and vibrant culture, provides a unique backdrop for remote work. Many of these rentals feature dedicated workspaces equipped with desks and ergonomic chairs, ensuring comfort during your work hours. Additionally, travelers can expect amenities such as high-speed Wi-Fi, which is essential for smooth connectivity, and some properties may even include extra features like computer monitors and safes for added convenience and security.

The charming cobblestone streets of Old San Juan are filled with points of interest, including historic sites like Castillo San Felipe del Morro and the San Juan Cathedral, making it easy to take breaks and explore the rich heritage of the area. Many rentals also offer access to outdoor spaces where you can unwind after work, allowing you to enjoy the vibrant atmosphere and beautiful views. 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?
In Old San Juan, visitors can engage in a rich tapestry of history and culture. The iconic Castillo San Felipe del Morro, a 16th-century fortress, offers stunning views of the Atlantic Ocean and is a must-see for history buffs. Nearby, the colorful streets are lined with vibrant historic buildings, superb for leisurely strolls and photography.

The San Juan Cathedral, one of the oldest in the Americas, is located in the heart of Old San Juan and showcases beautiful architecture and historical significance. For a taste of local culture, the lively Plaza de Armas serves as a central gathering place, surrounded by charming cafes and shops.

Art enthusiasts should not miss the Museo de las Américas, which highlights the diverse cultural heritage of the Americas through its exhibits. Additionally, the picturesque Paseo de la Princesa promenade offers scenic views and leads to the Raíces Fountain, a popular spot for both locals and tourists.
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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