San Juan holiday rentals

We found 2,892 holiday rentals — enter your dates for availability

Find the perfect place for you stay in San Juan by choosing from 311 houses, 1402 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:2 Oct - 9 Oct

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit San Juan

  • Historic charm: Explore the captivating Old San Juan with its colourful streets and centuries-old forts.
  • Stunning beaches: Relax on the pristine beaches that line the coast, perfect for sunbathing and water activities.
  • Cultural richness: Immerse yourself in the vibrant local culture through art, music, and culinary delights.
  • Outdoor experiences: Enjoy a range of outdoor excursions, from hiking to leisurely strolls in urban parks.
  • Architectural beauty: Admire the stunning colonial architecture and historic landmarks throughout the city.

Popular types of accommodation in San Juan

Discover San Juan, Puerto Rico, a vibrant city boasting a rich history, stunning architecture, and lively cultural experiences. Explore its famed fortresses, colourful streets, and pristine beaches. Choose from a variety of holiday rentals including apartments, condos, and private holiday homes. Whether you’re seeking a romantic retreat or a family adventure, San Juan holiday rentals offer the perfect base to immerse yourself in the spirit of this dynamic city.

  • Apartments: The leading choice in San Juan, these stylish dwellings offer modern conveniences and urban comfort for your holiday stay.
  • Condos: The second favourite, these secure and contemporary retreats blend luxury with practicality in vibrant surroundings.
  • Private Holiday Homes: Ranking third, these self-contained residences provide a homely ambiance and complete privacy.
  • Villas: Fourth in popularity, these spacious abodes offer a touch of elegance and ample room for relaxation.
  • Chalets: The fifth option, these quaint hideaways promise a charming and cosy escape.**

Top attractions in San Juan

San Juan, Puerto Rico, is a vibrant city perfect for beach lovers and outdoor enthusiasts alike. Visitors can explore its historic forts, picturesque piazzas, and charming urban parks, all while immersing themselves in the rich culture and lively atmosphere. With an abundance of attractions catering to those seeking city experiences, San Juan offers a delightful blend of history and natural beauty, ensuring a memorable holiday for all who visit.

  • Calle Fortaleza: Experience vibrant city life on this energetic street, lined with local shops and culinary delights, reflecting modern San Juan's urban charm.
  • Casa Rosa: Discover cultural heritage at this historic house, where traditional architecture and local history merge, offering insights into San Juan’s rich past.
  • Castillo San Felipe del Morro: Explore this iconic historic fort, a testament to San Juan’s colonial legacy, with panoramic views and storied ramparts that echo centuries of history.

Things to do recommended for couples

Explore San Juan’s charming streets and savour local flavours with your loved one. Enjoy leisurely walks through historic Old San Juan, relishing the vibrant culture and stunning seaside views. Embrace the romance in every moment of your visit.

Things to do recommended for families

Families can explore the vibrant streets of Old San Juan, marvel at the historic forts, or enjoy a day at the beautiful beaches of Condado. For adventure, visit the El Yunque National Forest, where you can hike to stunning waterfalls and immerse yourselves in nature.

Things to do recommended for groups

Groups visiting San Juan can savour local cuisine at vibrant markets, explore the historic streets of Old San Juan, and enjoy a guided tour of the El Yunque Rainforest. Don't miss the lively atmosphere of La Placita for an authentic nightlife experience.

*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 in San Juan

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, be sure to apply the appropriate filters according to your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to San Juan with a group: Think about how many bedrooms you'll require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can refine your search for all of these options and more on Stayz.
  • Traveling to San Juan with young kids: Travelling with young children can be quite demanding. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to San Juan: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting San Juan: If you're searching for holiday rentals with special offers 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 as well.

Where to stay in San Juan

San Juan, Puerto Rico offers a delightful blend of historical charm and tropical splendour. Visitors can explore the captivating Old San Juan with its colourful streets and centuries-old forts, relax along its splendid beaches, and savour the vibrant local culture. A perfect destination for a beach holiday or city escape, San Juan promises memorable outdoor excursions and a truly romantic experience amidst its rich heritage.

  • San Juan: As a vibrant metropolis, San Juan is located in the heart of the region, offering a rich blend of urban energy and natural beauty. Travellers are drawn here for its outdoor adventures, scenic beaches and captivating landscapes. The city provides access to a variety of recreational areas, including expansive resorts and pristine golf courses. Within reach are notable attractions such as sparkling family-friendly beaches, a bustling marina and other coastal landmarks, making it an ideal destination for those seeking both excitement and relaxation.
  • Old San Juan: Nestled within the area of San Juan, Old San Juan is a historic neighbourhood that exudes charm and character. This locale is celebrated for its outdoor and beach experiences, complemented by picturesque scenery. Visitors will find a rich selection of recreational spots, including resorts and shopping centres, all set against a backdrop of timeless architecture and cultural heritage. Its proximity to inviting beaches and a lively marina adds to its appeal, offering a delightful blend of history and modern leisure activities.
  • Condado: Situated in the vicinity of San Juan, Condado is a neighbourhood known for its unique city-themed atmosphere and beachside allure. Here, travellers can enjoy a dynamic mix of outdoor activities, from relaxing on the sandy shores to exploring vibrant urban scenes. The area boasts various recreational opportunities, including resorts and shopping centres, along with easy access to popular landmarks such as family-friendly beaches and a scenic marina. Condado offers a perfect balance of city excitement and coastal charm.

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 and September. Peak season runs in March to April and July, while off-peak times, like February and October 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 SunnySlightly LowAverage
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April78.1°F (25.6°C)Light RainMostly SunnySlightly HighAverage
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 SunnySlightly HighAverage
August82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
September82.0°F (27.8°C)Light RainMostly SunnyAverageSlightly Low
October81.1°F (27.3°C)Light RainMostly SunnySlightly LowSlightly Low
November79.2°F (26.2°C)Light RainMostly SunnySlightly LowAverage
December77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Stayz is a breeze

Looking to cut costs on your upcoming break? Consider keeping your travel dates flexible, as prices can fluctuate. Moreover, extending your stay often brings about considerable savings. To discover the ideal Stayz property that fits your budget, simply utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board provides a convenient space to plan new journeys, pick up where you left off, or review and organise your bookings. The properties you have saved or reserved are now categorised as Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/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 Distrito T-Mobile 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)
  • Dorado Beach East Golf Course (11.5 mi / 18.5 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)
  • Rio Bayamon Golf Course (6.1 mi / 9.9 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)
  • Isla Verde Beach (6.6 mi / 10.6 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)
  • Atlantic Beach (3 mi / 4.8 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 most popular type of holiday home accommodation in San Juan?
Apartments are the most popular style of holiday home in San Juan, according to our data. Even if you have something different in mind, Stayz has holiday homes in a variety of sizes and shapes. Browse our many options to find your ideal fit.
How much does it cost to rent a holiday home in San Juan?
The average price for a holiday home in San Juan can vary depending on factors like season, property type and length of stay. Whether you prefer a sprawling villa with room to move around or a quaint cabin for you and your other half, just enter your dates of travel to find stays with amazing value.
How much does it cost to rent a beach house in San Juan?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your San Juan travel dates to view your options on Stayz. Did someone just say "private pool"? Use our filters to pick the amenities and features you want.
What are popular home amenities in San Juan?
When it comes to home amenities that guests search for in San Juan, a swimming pool, a fireplace and a beach view rank highest. With Stayz holiday homes, there are options to fit your taste and style, whether you're taking a trip with relatives, friends or even pets.
Can I find two-bedroom holiday homes in San Juan?
Take your pick of 112 two-bedroom holiday properties in San Juan. Give the kids the second room or maybe fill it with a couple of your besties. There's ample space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in San Juan?
Whether you want to keep up with the latest headlines, check emails or surf social networks, there are 296 holiday homes with WiFi in San Juan. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in San Juan?
The minimum age requirements can differ between properties on Stayz, so look at the rules of the holiday home in San Juan you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in San Juan for?
The amount of time you can book a San Juan holiday home for varies depending on the property. Simply tap in your dates of travel to view available options that offer long-term stays. They include everything you need to make your extended trip more enjoyable like kitchens and laundries. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.