San Juan holiday homes

We found 2,923 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Juan by choosing from 322 houses, 1418 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:30 Oct - 6 Nov

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Why visit San Juan

  • Historic charm: Explore the cobblestone streets of Old San Juan, filled with colourful colonial architecture and rich history.
  • Cultural landmarks: Visit iconic forts that showcase the city's strategic significance and vibrant past.
  • Stunning beaches: Relax on beautiful sun-kissed beaches perfect for swimming and sunbathing.
  • Culinary delights: Savor authentic Puerto Rican cuisine at local eateries and street vendors.
  • Vibrant nightlife: Enjoy a lively atmosphere with music, dancing, and entertainment in various neighbourhoods.

Top attractions in San Juan

San Juan, Puerto Rico is a vibrant blend of beach, outdoor, and urban attractions. Wander through historic forts and lively piazzas that capture the city's rich culture and past. Ideal for travellers seeking a mix of city charm and coastal leisure, San Juan offers a range of experiences from serene urban parks to bustling historic sites, ensuring a memorable holiday adventure.

  • Paseo de la Princesa: A vibrant promenade in San Juan, lined with stunning trees and local vendors, perfect for a leisurely stroll while enjoying the vibrant atmosphere and picturesque views of the waterfront.
  • Castillo San Felipe del Morro: This iconic fortification boasts rich history and breathtaking views of the Atlantic Ocean, allowing visitors to explore its impressive architecture and learn about its role in defending the city.
  • San Juan Gate: A striking historical archway that once served as the main entrance to the city, offering a glimpse into San Juan's colonial past and a scenic spot for photos against the backdrop of the vibrant city.

Things to do recommended for couples

For a romantic escape in San Juan, indulge in a sunset sail along the coastline, explore the historic streets of Old San Juan hand in hand, or unwind at a beachside café with local cuisine. Don't miss a moonlit stroll by the fortifications for a magical experience.

Things to do recommended for families

Families will love exploring El Yunque National Forest's lush trails and waterfalls, visiting the historic San Juan Old Town with its colourful streets, or enjoying a day at the beach in Isla Verde. Don't miss the chance to experience the vibrant local culture and delicious Puerto Rican cuisine.

Things to do recommended for groups

Explore the vibrant streets of Old San Juan, visit the historic forts of El Morro and San Cristóbal, or take a guided tour through the lush El Yunque Rainforest. Enjoy local cuisine at a traditional restaurant, and don’t miss the lively atmosphere at the Santurce street art scene.

*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, family, pets, or planning an extended stay, be sure to refine your search based on what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to 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 get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to San Juan with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities 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 families, a holiday isn’t truly fulfilling without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting San Juan: If you're seeking holiday rentals with 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 options 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 invites visitors to explore its vibrant cityscape, historic streets of Old San Juan, and sun-kissed beaches. Wander through colourful colonial neighbourhoods, savour local cuisine, and enjoy a mix of tropical and urban vibes. With family-friendly and romantic spots, this destination promises both cultural excursions and outdoor adventures in a truly unique Caribbean setting.

  • San Juan: San Juan is a bustling metropolis that perfectly blends urban life with stunning natural beauty. Nestled along the coast, it boasts breathtaking beaches and scenic waterfronts, making it ideal for outdoor enthusiasts. Visitors can enjoy a variety of recreational activities, including golfing and water sports, while exploring the vibrant local culture. The city's landmarks, such as picturesque beaches and marinas, provide a perfect backdrop for relaxation and adventure alike.
  • Old San Juan: Old San Juan is a charming neighbourhood steeped in history and culture, located within the greater San Juan area. This historic district is famous for its colourful colonial architecture and cobblestone streets. Travellers flock here to experience the vibrant atmosphere, with numerous shopping centres and recreational areas to explore. The beautiful beaches and family-friendly spots nearby enhance the allure of this captivating locale, offering both relaxation and cultural enrichment.
  • Condado: Condado is a trendy neighbourhood that offers a lively beach experience alongside urban sophistication. Situated close to the heart of San Juan, it is known for its bustling atmosphere and beautiful beachfronts. Visitors can indulge in various outdoor activities, from sunbathing to water sports, while also enjoying the upscale shopping and dining options available. With its stunning beaches and vibrant city vibe, Condado is the perfect spot for those seeking a blend of relaxation and excitement.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January76.5°F (24.7°C)No Rain (Dry)Mostly SunnyAverage
February76.5°F (24.7°C)No Rain (Dry)Mostly SunnySlightly Low
March76.6°F (24.8°C)No Rain (Dry)Mostly SunnySlightly High
April78.1°F (25.6°C)Light RainMostly SunnySlightly High
May79.7°F (26.5°C)Light RainMostly SunnyAverage
June81.3°F (27.4°C)Light RainMostly SunnyAverage
July81.9°F (27.7°C)Light RainMostly SunnySlightly High
August82.0°F (27.8°C)Light RainMostly SunnyAverage
September82.0°F (27.8°C)Light RainMostly SunnyAverage
October81.1°F (27.3°C)Light RainMostly SunnySlightly Low
November79.2°F (26.2°C)Light RainMostly SunnySlightly Low
December77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is simple

Consider saving on your next break by keeping your travel dates flexible, as prices can fluctuate. Also, booking an extended stay might offer significant savings. To locate the ideal Vrbo property that fits your budget, simply use our search filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient space for you to plan new trips, refine your existing plans, or keep track of your bookings. Your saved and booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/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 Condado Beach 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)
  • 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)
  • El Yunque National Forest (24.3 mi / 39.2 km)
  • Isla Verde Beach (6.6 mi / 10.6 km)
  • Isla de Cabras (1.3 mi / 2.2 km)
  • Escambron Beach (1.7 mi / 2.8 km)
  • Playa del Caribe Hilton (2.1 mi / 3.3 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, Bookabach 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 Bookabach. 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 Bookabach 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 Bookabach 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 Bookabach, 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 Bookabach holiday homes may also offer weekly or monthly discounts, so you can have a longer stay for less.