San Juan holiday lettings

We found 2,511 holiday rentals — enter your dates for availability

Find the perfect place for you stay in San Juan by choosing from 288 houses, 1153 apartments and other holiday rentals. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you need and want for your stay, which might include parking and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - San Juan

Showing deals for:14 Nov - 21 Nov
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Find out more about San Juan

Find out more about San Juan

Why visit San Juan

  • Historic Exploration: Wander the cobblestone streets of Old San Juan, rich in history and culture.
  • Tropical Beaches: Relax on the sun-drenched shores of San Juan Playa, perfect for sunbathing and swimming.
  • Outdoor Adventures: Enjoy various outdoor excursions that highlight the region's stunning natural beauty.
  • Vibrant Atmosphere: Visit in April to experience the lively spirit and warm hospitality of the city.
  • Diverse Accommodation: Choose from charming rentals in Old San Juan or spacious family-friendly homes.

Popular types of accommodation in San Juan

Planning a getaway to San Juan? The next exciting step is selecting your accommodation. Discover a variety of popular options, including apartments, condos, and private holiday homes. Whether you're seeking charming rentals in Old San Juan or spacious house rentals for the whole family, our platform offers transparency and savings to ensure a delightful stay. Explore your perfect San Juan holiday rental today!

  • Apartments: The top choice for visitors in San Juan, these self-contained units offer convenience and comfort for your stay.
  • Condos: A close second, condos provide a blend of luxury and homely amenities, perfect for families or groups.
  • Houses: Ideal for those seeking a unique experience, these homes offer privacy and a local feel.
  • Villas: For a touch of elegance, villas boast spacious living and often stunning views.
  • Chalets: A distinctive option, chalets provide a cozy retreat with a rustic charm.**

Top attractions in San Juan

San Juan offers a delightful blend of beach, outdoor, and city-themed adventures perfect for any traveller. Explore urban parks, historic forts, and vibrant piazzas that showcase the rich culture and family-friendly experiences available. Whether you’re visiting with family or friends, there’s something for everyone to enjoy in this captivating city.

  • Puerto Rico Convention Center: A modern venue buzzing with business activities, perfect for conferences and exhibitions. Its sleek architecture and spacious interiors create an inspiring atmosphere for networking and collaboration.
  • Jose Miguel Agrelot Coliseum: An entertainment hub that hosts a variety of events, from concerts to family shows. The vibrant atmosphere and exciting performances make it a fantastic place for visitors of all ages.
  • Castillo San Felipe del Morro: A UNESCO World Heritage site, this historic fort offers breathtaking views of the ocean and a glimpse into Puerto Rico's rich history and culture, making it a must-visit attraction.

Things to do recommended for couples

For a romantic getaway in San Juan, indulge in a delightful meal at The Palm, only 5.6km away, perfect for couples. Then, enjoy an evening of entertainment at the Coca-Cola Music Hall, where the vibrant atmosphere sets the stage for a memorable night together.

Things to do recommended for families

Families can unwind at Luis Munoz Marin Park, enjoying its relaxing atmosphere, or catch an exciting game at Hiram Bithorn Stadium. For a bit more adventure, the Ruben Rodriguez Coliseum, located 3.1km from San Juan, offers thrilling sports experiences for all ages.

Things to do recommended for groups

Groups visiting San Juan can enjoy shopping at Plaza las Americas and Distrito T-Mobile, both offering vibrant city and family atmospheres. A short trip to Casa Bacardi provides a delightful distillery experience, perfect for those seeking entertainment and a touch of romance.

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

If you're travelling with a group, family, pets, or planning an extended stay, be sure to refine your search according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to San Juan with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search to include all of these options, and much more, on Vrbo.
  • Traveling to San Juan with young kids: Going on holiday with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to San Juan: For many, a family holiday wouldn’t feel complete without their four-legged companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting San Juan: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By applying the appropriate filters, you can effortlessly locate and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in and around San Juan

San Juan, Puerto Rico, offers a delightful blend of historical charm and tropical allure, making it an ideal destination for families and romantic getaways alike. Explore the cobblestone streets of Old San Juan, bask on the sun-soaked shores of San Juan Playa, or enjoy outdoor excursions that showcase the region's natural beauty. April is a wonderful time to visit, as the vibrant atmosphere invites travellers to uncover the rich culture and warm hospitality of this enchanting city.

  • San Juan: San Juan, the vibrant capital of Puerto Rico, is a bustling metropolis offering a delightful blend of culture, history, and stunning outdoor experiences. Located a mere 62m from its heart, visitors flock to San Juan for its beautiful beaches, scenic landscapes, and recreational activities. Enjoy a leisurely day at the beach, explore the nearby nature reserves, or unwind at luxurious resorts. With its rich cultural heritage and modern amenities, San Juan promises an unforgettable holiday for both relaxation and adventure seekers.
  • Condado: Nestled around San Juan, Condado is a lively neighbourhood renowned for its beachside charm and urban flair. This area is a favourite among travellers looking for a combination of outdoor activities and city life. Visitors can soak up the sun on pristine beaches, explore vibrant shopping centres, or indulge in the local cuisine at upscale restaurants. Condado’s picturesque marina and recreational areas make it a prime destination for those seeking both leisure and excitement in a cosmopolitan setting.
  • Old San Juan: Old San Juan, steeped in history and tradition, is a captivating neighbourhood that transports visitors back in time. Its cobblestone streets are lined with colourful colonial buildings, and the area is perfect for those who appreciate outdoor exploration and scenic beauty. While wandering through its charming streets, be sure to visit the historic forts and enjoy the stunning coastal views. With an array of shopping opportunities and delightful eateries, Old San Juan offers an enchanting experience that showcases the rich cultural tapestry of Puerto Rico.

Best time to go to San Juan

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

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

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly area to plan new trips, resume your previous arrangements, or manage your existing plans. You can easily access the properties you’ve saved or booked, organised under the categories of Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to historical San Juan

The area's history and live music are just some of the reasons to come on holiday to San Juan. Renowned for its island views, beaches and seaside, this city welcomes all visitors. Port of San Juan and Pan American Pier are just a couple of the must-see attractions. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in San Juan

Are you searching for things to do during your stay? Venture out of your cosy holiday rental and check out everything that makes San Juan a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Dorado Del Mar Golf Course (10.3 mi / 16.6 km)
  • Coco Beach Golf and Country Club (21.1 mi / 34 km)
  • Wyndham Rio Mar Golf Course (24.1 mi / 38.7 km)
  • Carabali Rainforest Park (24.2 mi / 38.9 km)
  • Toro Verde Urban Park (1.8 mi / 2.9 km)
  • The Palm (9.5 mi / 15.3 km)

Exploring the tropical setting and other natural features in San Juan

Travellers love San Juan for its island views and pristine beaches. Whether you're an adventurous traveller or just want to take in the scenery, San Juan is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Condado Beach (2.3 mi / 3.6 km)
  • El Yunque National Forest (24.3 mi / 39.2 km)
  • Escambron Beach (1.7 mi / 2.8 km)
  • Playa del Caribe Hilton (2.1 mi / 3.3 km)
  • Playa Ocean Park (3.8 mi / 6 km)
  • Carolina Beach (5.9 mi / 9.5 km)

Seasonal weather in San Juan

If you're planning a holiday around warm-weather activities, August, September, July and June are the hottest months to visit, when temperatures average 28°C.

Transport to and around San Juan

Fly into San Juan (SJU-Luis Munoz Marin Intl.), the closest airport, located 7.4 mi (12 km) from the city centre.

You can get around San Juan by catching a ride on the metro at Sacred Heart Station, Hato Rey Station or Roosevelt Station.

Frequently asked questions

What is the best area to stay in San Juan when booking a holiday rental?
When planning a holiday rental in San Juan, Puerto Rico, the vibrant neighbourhood of Old San Juan is a fantastic choice. This historic area is renowned for its colourful historic architecture and cobblestone streets, making it a picturesque setting for your stay. You'll find an abundance of charming properties, ranging from quaint apartments to luxurious villas, allowing for a variety of options to suit your preferences.

Old San Juan is home to several top attractions, including the iconic El Morro Fortress, which offers stunning views of the Atlantic Ocean and a glimpse into the island's rich history. The area also boasts the beautiful San Juan Cathedral, a splendid example of Gothic architecture that is well worth a visit. With numerous cafes, shops, and art galleries, Old San Juan provides a vibrant atmosphere for leisurely exploration.

Another excellent option is the Condado area, known for its upscale beachside resorts and a lively nightlife scene. This neighbourhood features a mix of modern condos and beach rentals, making it popular among visitors seeking both relaxation and entertainment. The beach is a major draw, allowing for sunbathing and water sports, while the nearby Ashford Avenue is lined with trendy restaurants and shops.

For those looking for a more local experience, the Santurce neighbourhood is a great choice. This area is becoming increasingly popular among travellers for its artistic vibe, with street art adorning many buildings and a burgeoning food scene. Properties here often reflect the local culture, providing a unique stay. Key attractions include the vibrant Mercado de Santurce and the Museo de Arte de Puerto Rico, showcasing the island's artistic heritage.
How much does it cost to rent a holiday home in San Juan?
Prices for holiday rentals in 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 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 San Juan holiday house rentals?
You can find great discounts on house rentals in 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.
Where are the best areas for renting a beach house in San Juan?
For renting a beach house in San Juan, Puerto Rico, the vibrant neighbourhood of Condado is an excellent choice. This area boasts beautiful beachfront properties with stunning ocean views and easy access to the sandy shores. Many of the holiday rentals here come with amenities such as private balconies, swimming pools, and fully equipped kitchens, making them great for families or groups looking to enjoy a luxurious beach getaway.

Another prime location is Isla Verde, known for its lively atmosphere and extensive stretches of beach. Here, visitors can find a range of beachfront condos and houses that often feature modern amenities like air conditioning, Wi-Fi, and access to on-site fitness facilities. Isla Verde also offers a variety of dining and entertainment options nearby, ensuring convenience for travellers.

For those seeking a more laid-back experience, the area around Ocean Park presents a charming alternative. This neighbourhood is characterised by its local vibe and community feel. Many properties here are smaller, offering unique amenities like outdoor patios and direct beach access, ideal for a relaxed stay. Travellers can also enjoy the nearby restaurants and shops that contribute to the area's welcoming atmosphere. Find your rental near the beach in San Juan.
Are there any houseboat rentals in San Juan?
In San Juan, there are several houseboat rentals available, offering a unique way to experience the vibrant culture and stunning waterfront views of Puerto Rico. These houseboats are typically located in popular areas such as Old San Juan and near the marina, providing easy access to historical sites like El Morro and lively areas filled with restaurants and shops. Travellers can expect amenities such as comfortable sleeping quarters, fully equipped kitchens, and outdoor decks for enjoying the beautiful Caribbean weather.
What is the most popular type of holiday rental accomodation in San Juan?
In San Juan, apartments are the most popular choice for holiday rentals, with approximately 986 available throughout the city. These apartments are often situated in vibrant neighbourhoods such as Condado and Isla Verde, close to beautiful beaches and local dining options. Most rooms come with fully equipped kitchens, comfortable living areas, and many also feature balconies or terraces, allowing guests to enjoy the warm Caribbean breezes.
Are there any family house rentals in San Juan?
In San Juan, Puerto Rico, there is a remarkable selection of family-friendly house rentals, with around 675 available throughout the city. Notably, neighbourhoods such as Condado and Isla Verde offer spacious rooms that cater greatly to families. Properties in Condado often boast large living areas, fully equipped kitchens, and private balconies that provide stunning ocean views, making them ideal for both relaxation and entertainment.

Visitors to Isla Verde will find homes that typically feature amenities like swimming pools, outdoor dining areas, and easy access to the beach, great for a day of sun and sand. Families can also enjoy the close proximity to local attractions such as the vibrant nightlife, shopping venues, and historical sites like Old San Juan, where colourful historic architecture and rich history await exploration.
Can I rent a holiday home with a pool or hot tub in San Juan?
In San Juan, there are plenty of holiday homes available for rent that come with pools or hot tubs, with around 316 options to choose from. This vibrant city offers a variety of neighbourhoods where these properties can be found, including the historic Old San Juan, known for its colourful buildings and cobblestone streets, and the upscale Condado area, which is famous for its beautiful beaches and lively atmosphere. Find your rental in San Juan with a pool or a hot tub.
Can I find long-stay holiday rentals in San Juan?
A long-stay holiday rental in San Juan 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 pet-friendly house rentals in San Juan?
In San Juan, there are a variety of pet-friendly house rentals available, with options that total around 342 properties. Many of these holiday rentals are situated near the vibrant neighbourhoods of Condado and Old San Juan, providing guests with a mix of cultural experiences and beach access. Expect amenities such as private pools, spacious outdoor areas, and fully equipped kitchens, making these homes suitable for families and groups travelling with pets.
Are there any remote work holiday rentals in San Juan?
In San Juan, Puerto Rico, there is an abundance of remote work-friendly holiday rentals available, with around 1,184 options to choose from. The city is ideal for those looking to combine work and leisure, offering a vibrant atmosphere with a rich cultural backdrop. Many properties come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated desks, and comfortable office setups, including ergonomic chairs and computer monitors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any San Juan holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in San Juan 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.
What are popular rental amenities in San Juan?
In San Juan, popular rental amenities include kitchens equipped with essential cookware, dishware, and utensils, allowing guests to prepare their own meals. Many rentals also provide free Wi-Fi, ensuring connectivity throughout your stay. Microwaves and refrigerators are standard in most accommodations, making it convenient for guests to store and heat up food.
When is the best time to visit San Juan for a holiday rental?
March is the most popular time to visit San Juan, Puerto Rico, as it marks the beginning of the peak season that runs from March to May. During these months, visitors flock to the island to enjoy its beautiful beaches, rich cultural heritage, and vibrant nightlife. The pleasant tropical climate, with temperatures averaging around 27°C, provides the superb backdrop for outdoor activities and sightseeing.

In March, you can expect a lively atmosphere, with plenty of opportunities to explore the historic streets of Old San Juan and indulge in local cuisine at bustling restaurants. The warm weather is ideal for lounging on the sandy shores or taking part in water sports, making it a great time for adventure seekers and beach lovers alike.

For those looking for a more budget-friendly option, consider planning your visit in October, when the crowds thin out and you can enjoy a more tranquil experience. This month offers pleasant weather and a chance to immerse yourself in the local culture without the hustle and bustle of peak tourism.
How early should I book a San Juan holiday rental?
Book your San Juan 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.
What are the top attractions in San Juan?
In San Juan, visitors can immerse themselves in a rich tapestry of attractions across various neighbourhoods. The historic Old San Juan is a must-see, characterised by its colourful historic buildings and cobblestone streets. Here, you can explore the iconic El Morro and San Cristóbal forts, which offer stunning views of the Atlantic Ocean, as well as vibrant plazas filled with local shops and eateries. Many holiday rentals in this area provide a charming glimpse into Puerto Rican heritage.

In the Condado district, known for its upscale beachfront properties, visitors can enjoy the lively atmosphere, with easy access to beautiful beaches, high-end dining, and luxury shopping. The nearby Ashford Avenue is superb for a stroll, with plenty of cafes and bars to relax in after a day of exploring.

Further along the coast, the Isla Verde neighbourhood boasts a stunning stretch of sandy beach, where holiday rentals often come with ocean views and direct beach access. This area is popular for water sports and has a vibrant nightlife scene.
Can I change or cancel my San Juan home rental booking on Vrbo?
To find San Juan 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the San Juan 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.

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