San Juan holiday lettings

We found 2,896 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

Image gallery for Mansion Laura - a master room for everyone.

Pool
10 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)

Mansion Laura - a master room for everyone.

Guaynabo

5% off
Price is £5,769
for 7 nights, 1 home
£824 per night
includes taxes & fees
Mansion Laura - a master room for everyone.

Find spaces that suit your style

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Why visit San Juan

  • Rich historical charm: Wander through the cobblestone streets of Old San Juan, filled with colourful buildings and centuries-old forts.
  • Iconic forts: Explore the historic forts of El Morro and San Cristóbal, which offer stunning views and insights into the city’s past.
  • Beautiful beaches: Relax on pristine beaches, perfect for sunbathing, swimming, and enjoying the tropical atmosphere.
  • Vibrant local cuisine: Delight in the flavours of Puerto Rican dishes at the lively restaurants throughout the city.
  • Cultural experiences: Immerse yourself in the lively culture, art, and music that San Juan has to offer.

Popular types of accommodation in San Juan

San Juan, Puerto Rico, is a vibrant city brimming with rich history and stunning landscapes. From the iconic forts of El Morro and San Cristóbal to the colourful streets of Old San Juan, there's much to explore. Delight in the local cuisine, relax on pristine beaches, or immerse yourself in the lively culture. For your stay, consider the popular vacation rentals available, including apartments, condos, and private homes, ensuring a comfortable base for your adventures in this enchanting city.

  • Apartments: The top choice for holidaymakers in San Juan, offering convenience and comfort for solo travellers or families.
  • Condos: A close second, these modern residences provide excellent amenities and are perfect for those seeking a home-like atmosphere.
  • Houses: Ideal for larger groups, these homes offer privacy and space for a memorable stay.
  • Villas: Luxurious and spacious, villas provide an upscale experience with stunning views and private pools.
  • Chalets: A unique option, chalets offer a charming retreat with a rustic feel for those wanting a different experience.**

Top attractions in San Juan

San Juan, Puerto Rico, offers a vibrant blend of culture and outdoor experiences perfect for any traveller. Explore its historic forts, relax in picturesque urban parks, and stroll through charming piazzas. The city's rich history and lively atmosphere make it an ideal destination for beach lovers and those seeking a city-themed vacation. Don't miss the opportunity to immerse yourself in the local culture while enjoying breathtaking views and delightful experiences throughout San Juan.

  • Castillo San Felipe del Morro: A majestic 16th-century fortress that offers stunning views of the Atlantic Ocean. Explore its historic walls, enjoy the lush surroundings, and immerse yourself in the rich cultural heritage of Puerto Rico.
  • Puerta de San Juan: This iconic entrance to the old city features impressive architecture and a sense of history. Stroll through the gate and appreciate the vibrant culture and stories that shaped San Juan.
  • Plaza de Armas: The bustling heart of San Juan, this lively square is surrounded by historic buildings and local cafés, perfect for people-watching and soaking in the vibrant city atmosphere.

Things to do recommended for couples

Seeking a romantic getaway in San Juan? Explore the charming streets of Old San Juan hand-in-hand, indulge in a sunset dinner at a seaside restaurant, or take a moonlit stroll along the beach. Don't miss the enchanting El Yunque rainforest for a day of adventure together.

Things to do recommended for families

In San Juan, families can explore the historic San Cristóbal Fort, enjoy the vibrant atmosphere at El Viejo San Juan, or relax on the beautiful beaches of Isla Verde. Don’t miss the chance to taste local cuisine and experience the lively culture of Puerto Rico.

Things to do recommended for groups

Groups visiting San Juan can immerse themselves in local culture by taking a guided walking tour of Old San Juan, visiting historic forts, and enjoying a lively evening at a traditional salsa club. Don't miss the chance to sample authentic Puerto Rican cuisine at local eateries.

*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

When planning your trip, whether you're travelling with a group, with family, bringing pets, or seeking extended stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to San Juan with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, on Vrbo, you can easily filter for these options and much more.
  • 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, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to San Juan: For many families, a holiday isn't truly finished without their beloved pet by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most 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 offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to consider additional amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in San Juan

San Juan, Puerto Rico, offers a delightful blend of historical charm and tropical vibrancy. Wander through the cobblestone streets of Old San Juan, where colourful buildings and centuries-old forts tell tales of the past. Enjoy the sun on beautiful beaches, and indulge in local cuisine at vibrant restaurants. With its family-friendly atmosphere and romantic spots, San Juan is perfect for both relaxation and adventure, ensuring a memorable holiday experience in this enchanting city.

  • San Juan: As the vibrant capital of Puerto Rico, San Juan is a bustling metropolis teeming with life and culture. Nestled on the northeastern coast, it offers visitors a delightful blend of outdoor activities, stunning beaches, and picturesque scenery. The city's recreational areas and luxurious resorts cater to both adventure seekers and those looking to unwind. Notable attractions include the beautiful family-friendly beaches and the scenic marina, making it an ideal base for exploring the enchanting coastline and engaging in water sports.
  • Old San Juan: A historic neighbourhood located within the larger San Juan area, Old San Juan is a captivating blend of colonial charm and vibrant culture. Its cobblestone streets are lined with colourful buildings and historic landmarks, providing a unique backdrop for leisurely strolls. The area is renowned for its outdoor spaces and beautiful beaches, which enhance the overall experience. Visitors can enjoy various recreational activities and explore local shops and restaurants, all while soaking in the rich history and stunning views of the marina.
  • Condado: Condado is an upscale neighbourhood situated near San Juan, known for its chic atmosphere and lively beachfront. This area attracts tourists seeking a vibrant city-themed experience combined with beach relaxation. Visitors can indulge in shopping at trendy boutiques and dining at exquisite restaurants, all within reach of beautiful recreational areas and resorts. The local beaches provide the perfect setting for sunbathing and water activities, while the nearby marina offers opportunities for sailing and other aquatic adventures.

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 Vrbo is simple

Are you hoping to make your next trip more affordable? Consider being flexible with your travel dates, as this can often lead to lower prices. Additionally, booking a longer stay can result in substantial savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new trips, continue from where you last stopped, or review and manage your travel arrangements. You’ll discover your saved or booked properties neatly organised under Potential, Upcoming, or Current Trips. To begin using the 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 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 best area to stay in San Juan when booking a holiday rental?
When considering a holiday rental in San Juan, Puerto Rico, the Old San Juan neighbourhood stands out as an exceptional choice. This historic area is renowned for its charming cobblestone streets, colourful historic buildings, and a rich cultural heritage. Visitors can explore iconic landmarks such as the impressive forts, Castillo San Felipe del Morro and Castillo San Cristóbal, which offer stunning views of the Atlantic Ocean and a glimpse into the island's storied past. The atmosphere here is vibrant, with numerous cafes, shops, and art galleries, making it a delightful place to wander and soak in the local culture.

Another excellent area to consider is Condado, which is known for its beautiful beachfront and upscale amenities. This neighbourhood boasts a lively option with a variety of restaurants, bars, and shopping options, suiting both relaxation and entertainment. The stunning Condado Beach is a major draw, great for sunbathing and water sports.

In both Old San Juan and Condado, you will find a diverse selection of properties available, ranging from charming historic apartments to modern beachfront condos, ensuring that there is something to suit every traveller's preference.
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, the vibrant neighbourhood of Condado is an excellent choice, known for its stunning oceanfront views and lively option. Here, travellers can find a range of beach houses and apartments that often feature modern amenities such as private balconies, swimming pools, and easy beach access. Many properties also come equipped with kitchens, making it convenient for guests to prepare their own meals after enjoying a day in the sun.

Another appealing area is Isla Verde, which offers a more laid-back beach vibe while still being close to restaurants and nightlife. Rentals in this neighbourhood typically include comfortable living spaces and outdoor areas, such as patios or terraces, where guests can relax and enjoy the tropical breeze. Some properties may also provide extras like beach gear and access to communal amenities like tennis courts or fitness centres.

Further along the coast, the historic district of Old San Juan presents a unique charm, although it's slightly further from the beach. Here, visitors can find beautifully restored historic-style properties that offer a mix of traditional architecture and modern comforts. Many of these rentals include access to nearby beaches and local attractions, with amenities such as air conditioning, Wi-Fi, and outdoor seating areas to enjoy the vibrant surroundings. 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 city's vibrant coastal atmosphere. These houseboats are typically moored near popular areas like Old San Juan, where visitors can explore historical sites such as El Morro and San Cristóbal Forts, as well as enjoy the lively local culture. Travellers can expect amenities including comfortable sleeping quarters, small kitchen facilities for preparing meals, and outdoor decks for soaking up the sun and enjoying the beautiful views of the harbour.
What is the most popular type of holiday rental accomodation in San Juan?
In San Juan, apartments are the most popular holiday rental option, with approximately 4,188 available throughout the city. These rentals are often located in lively neighbourhoods close to attractions such as Old San Juan, the historic forts of El Morro and San Cristóbal, and the beautiful beaches of Condado and Isla Verde. Most apartments come equipped with modern amenities, including fully equipped kitchens, comfortable living areas, and some even offer balconies with views of the ocean or the vibrant streets.

For those seeking more space, there are around 928 holiday houses available. These properties typically feature multiple bedrooms, private outdoor areas, and are suitable for families or larger groups looking to enjoy a cozy feel. Additionally, visitors can find about 388 condos and 100 villas, which offer a mix of luxury and convenience, often including pools and access to shared amenities.
Are there any family house rentals in San Juan?
In San Juan, Puerto Rico, there are numerous family-friendly house rentals available, with around 634 options to choose from. The neighbourhoods of Condado and Isla Verde are particularly popular among families, offering a mix of spacious homes with easy access to beautiful beaches and local attractions.

Properties in these areas typically feature ample living spaces, fully equipped kitchens for preparing meals, and outdoor areas great for relaxation or play. Many homes also provide amenities such as swimming pools, game rooms, and Wi-Fi, ensuring that guests have a comfortable and enjoyable stay.

Visitors will find themselves close to popular points of interest, including historic sites like Old San Juan, where they can explore colourful historic architecture and visit landmarks such as El Morro fortress. The vibrant local culture is reflected in the nearby markets and restaurants, where families can enjoy authentic Puerto Rican cuisine.
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 275 options to choose from. The city boasts several vibrant neighbourhoods where these properties can be found, including the historic Old San Juan, known for its colourful historic architecture and rich history, as well as the more modern Condado area, which offers a lively beach atmosphere.

Travellers can expect a wide range of amenities in these rentals, often featuring private pools, relaxing hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens, ideal for both family gatherings and entertaining guests. 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 is a wide selection of pet-friendly house rentals available, with around 285 options to choose from. Many of these properties are situated in vibrant neighbourhoods such as Condado and Old San Juan, where you can find homes equipped with modern amenities like fully stocked kitchens, spacious living areas, and often private outdoor spaces for your pets to enjoy.

Condado, known for its beautiful beachfront and lively option, offers easy access to parks and pet-friendly cafes, making it a convenient area for travellers with pets. Old San Juan, with its historic charm, features picturesque streets and plazas where you can stroll with your furry companions.

For those looking to explore further, the nearby Parque de la Ventana al Mar in Condado is a lovely spot for walks and socialising with other pet owners.
Are there any remote work holiday rentals in San Juan?
In San Juan, Puerto Rico, there are plenty of remote work holiday rentals available, with around 4,824 options to choose from. This vibrant city is well-suited for those looking to combine work and leisure, featuring a variety of properties equipped with essential amenities for remote work. Many rentals include dedicated workspaces with desks and comfortable chairs, as well as complimentary Wi-Fi, ensuring a productive environment.

Located in lively neighbourhoods such as Condado and Old San Juan, these properties provide easy access to local cafes, restaurants, and historical sites. You can expect a range of accommodations, from modern apartments with stunning ocean views to charming historic homes that retain their historic character. 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, allowing guests to prepare their own meals, and coffee or tea makers for a convenient morning routine. Many properties also offer onsite parking, which is a significant advantage in urban areas. Balconies are common, providing a lovely space to enjoy the warm Caribbean breeze and views of the surroundings. Additionally, some rentals come equipped with desks, suiting those who may need to work while enjoying their stay.
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 falls within the peak season that runs from March to May. During these months, visitors flock to this vibrant destination, seeking the great blend of culture, sunshine, and outdoor activities. With average temperatures around 24 to 30 degrees Celsius, the weather is ideal for exploring historical sites, lounging on stunning beaches, and enjoying the lively option of the city.

For those who prefer a more relaxed experience, visiting in October can be a fantastic option. This month typically sees fewer tourists, allowing for a more tranquil holiday while still enjoying the beautiful Caribbean climate. You can take advantage of lower rental prices and explore the rich history and local cuisine at a comfortable pace.
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 history and culture. The historic Old San Juan, with its colourful historic buildings and cobblestone streets, is home to the impressive San Felipe del Morro Fortress and the beautiful San Juan Cathedral. Holiday rentals in this area often provide a unique blend of charm and convenience, allowing easy access to local shops and restaurants.

In the Condado neighbourhood, travellers can enjoy a vibrant setting with upscale dining and shopping, alongside stunning beachfront properties. This area offers proximity to the picturesque Condado Beach, superb for sunbathing and water sports.

For those interested in local culture, Santurce is a dynamic neighbourhood known for its street art, galleries, and lively nightlife. Rentals here often reflect the artistic spirit of the area, and visitors can explore attractions like the Museo de Arte de Puerto Rico.

Lastly, the Isla Verde area boasts beautiful beaches and a range of water activities, with numerous beachfront properties available for rent.
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 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 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.
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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