Photo by Eddie Melendez

San José holiday lettings

We found 193 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in San José to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Book a holiday rental for your San José getaway

Learn about the unique charm of San José with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around San José

Are you hoping to find things to do in the area? Venture out of your holiday home and check out everything that makes San José a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Paseo Lineal (7.9 mi / 12.7 km)
  • Heavenly Spa (7.9 mi / 12.7 km)
  • Punta Borinquen Golf Club (15.7 mi / 25.3 km)
  • Natural Green Spa (16 mi / 25.8 km)
  • Casa del Árbol (17.2 mi / 27.7 km)

Exploring the natural features in San José

Whether you're looking for exciting outdoor activities or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in San José. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Crash Boat Beach (16.8 mi / 27 km)
  • Guajataca Beach (3.3 mi / 5.3 km)
  • Gozalandia Waterfall (9.6 mi / 15.5 km)
  • Playa Montones (10.4 mi / 16.8 km)
  • Camuy River Cave Park (10.6 mi / 17.1 km)
  • Jobos Beach (11.1 mi / 17.9 km)

How to get to and around San José

The nearest airport is in Aguadilla (BQN-Rafael Hernandez), located 14.9 mi (23.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Mayagüez (MAZ-Eugenio María de Hostos), which is 22.2 mi (35.8 km) away.

Frequently asked questions

What is the best area to stay in San José when booking a holiday rental?
When considering a holiday rental in San José, Puerto Rico, the historic district is a popular area to stay. This charming neighbourhood is steeped in history, featuring beautifully preserved historic architecture and vibrant streets that invite exploration. Visitors can engage in the local culture by wandering past colourful buildings and enjoying the lively option. A visit to the nearby historic fortifications, such as the imposing San Cristóbal Fort, offers a glimpse into the island's rich past and stunning views of the coastline.

Another fantastic option is the area around the main plaza, where you'll find a mix of modern amenities and traditional charm. This area is not only convenient for accessing restaurants and shops, but it also boasts attractions like the impressive Cathedral of San Juan Bautista, one of the oldest in the Americas, and the captivating art scene in nearby galleries.

In terms of holiday rentals, the historic district has a diverse selection of properties, ranging from quaint apartments to spacious villas, suiting different tastes and budgets.
How much does it cost to rent a holiday home in San José?
Prices for holiday rentals in San José 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 San José 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 San José holiday house rentals?
You can find great discounts on house rentals in San José 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.
Can I find long-stay holiday rentals in San José?
A long-stay holiday rental in San José is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any San José holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in San José with parking available—perfect for families or travellers 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.
How early should I book a San José holiday rental?
Book your San José holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my San José home rental booking on Vrbo?
To find San José holiday 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 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 travellers 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 cosy cabin or a beach house, 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 San José holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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