San Juan vacation rentals

We found 273 vacation rentals — enter your dates for availability

Discover a selection of 5 homes and other vacation rentals in San Juan that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you expect for your stay, including WiFi and parking. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
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Find out more about San Juan

Find the perfect vacation rental for your San Juan getaway

The parks and other outdoor surroundings create an inviting atmosphere in San Juan. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Juan

Are you hoping to find things to do in the city? Venture out of your cozy vacation rental and experience everything that makes San Juan a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Yerette - Home of the Hummingbird (3.8 mi / 6.1 km)
  • Emperor Valley Zoo (4.5 mi / 7.3 km)
  • Millenium Golf Club (7.3 mi / 11.8 km)
  • Chaguaramas Golf Course (12.5 mi / 20 km)
  • Nariva Swamp (16.9 mi / 27.2 km)

Exploring the natural landscape of San Juan

Whether you're looking for fun outdoor activities 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 center:

  • Yerette - Home of the Hummingbird (3.8 mi / 6.1 km)
  • Queen's Park Savanah (4.1 mi / 6.6 km)
  • Maracas Beach (7.6 mi / 12.3 km)
  • Las Cuevas Beach (9.5 mi / 15.3 km)
  • Asa Wright Nature Centre (11.6 mi / 18.7 km)
  • Blanchisseuse Beach (14.5 mi / 23.4 km)

Transportation to and around San Juan

Fly into Piarco Intl. Airport (POS), the closest airport, located 8.5 mi (13.7 km) from the city center.

Frequently asked questions

What is the best area to stay in San Juan, San Juan, Trinidad and Tobago when booking a vacation rental?
When considering a vacation rental in San Juan, Trinidad and Tobago, one of the best areas to explore is the vibrant neighborhood known for its rich cultural heritage and lively option. This area boasts a variety of properties, offering everything from cozy apartments to spacious homes, making it an excellent choice for various group sizes and budgets.

One of the top attractions nearby is the beautiful beaches, where you can enjoy sunbathing, swimming, and a range of water sports. Additionally, the area is home to several local markets and eateries that showcase the delicious flavors of Trinidadian cuisine, providing a true taste of the local culture.

For those who appreciate history, the proximity to historic sites and museums adds a layer of exploration, allowing you to immerse yourself in the island's past.
How much does it cost to rent a vacation home in San Juan?
Prices for vacation 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 vacation 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.
What is the most popular type of vacation rental accomodation in San Juan?
In San Juan, apartments are the most common type of vacation rental, with about 13 available in the area. These apartments are typically located in vibrant neighborhoods, offering easy access to local attractions, dining, and beaches. Travelers can expect amenities like fully equipped kitchens, comfortable living areas, and often air conditioning to keep cool in the tropical climate.

In addition to apartments, there are several vacation houses available, which cater to larger groups or families seeking more space. These homes usually feature multiple bedrooms, private outdoor areas, and sometimes amenities like BBQ grills or pools, making them ideal for gatherings and relaxation after a day of exploring the stunning surroundings of Trinidad and Tobago.
Are there any family house rentals in San Juan?
In San Juan, Trinidad and Tobago, there are several family-friendly house rentals available, offering a great base for exploring the area. Neighborhoods like St. Ann's and Woodbrook are popular choices for families, providing spacious homes with amenities such as full kitchens, private gardens, and comfortable living areas where everyone can gather.

Visitors can enjoy easy access to nearby attractions like the beautiful Maracas Beach, known for its stunning shoreline and local food stalls, as well as cultural sites such as the historic Fort San Jerónimo. These rentals often come equipped with conveniences like Wi-Fi, air conditioning, and sometimes even outdoor spaces for barbecues or family games.
Can I rent a vacation home with a pool or hot tub in San Juan?
In San Juan, Trinidad and Tobago, several vacation homes are available for rent that feature pools and hot tubs. Travelers can find options in various neighborhoods, with popular areas including the vibrant and historic district of Old San Juan, where historic architecture meets lively street life. Properties in this area often provide amenities such as private pools, hot tubs, and spacious outdoor patios ideal for relaxation after a day of exploring.

Additionally, neighborhoods like Condado and Isla Verde offer beachfront rentals with stunning ocean views, many of which come equipped with luxurious pools and hot tubs. These rentals frequently feature fully equipped kitchens, allowing guests to prepare meals at their leisure, and comfortable living spaces for family gatherings.
Can I find long-stay vacation rentals in San Juan?
A long-stay vacation rental in San Juan is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in San Juan?
In San Juan, travelers can find several pet-friendly house rentals that cater to various needs and preferences. Many of these properties are located in vibrant neighborhoods, offering easy access to local amenities and attractions. Expect to find vacation homes equipped with essential amenities such as fully stocked kitchens, air conditioning, and outdoor spaces where pets can enjoy the sun.

The areas around Condado and Isla Verde are particularly appealing, as they feature beautiful beaches and parks where pets are welcome. In addition to the beach, these neighborhoods offer a variety of pet-friendly cafes and shops, making it easy to enjoy a day out with your furry friend.
Are there any remote work vacation rentals in San Juan?
In San Juan, Trinidad and Tobago, there are several remote work-friendly vacation rentals available, with around 13 options to choose from. These properties are designed to cater to the needs of travelers who wish to combine work and leisure. Many rentals come equipped with essential amenities such as free Wi-Fi, desk space, and comfortable chairs, providing a conducive environment for productivity.

Travelers can expect a range of accommodations, from cozy apartments in the vibrant neighborhoods of Condado and Old San Juan to larger homes that might offer additional space for families or groups. These areas not only provide a pleasant atmosphere for remote work but also feature local attractions, including beautiful beaches, historic sites, and lively markets, allowing for a balanced experience of work and exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any San Juan vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in San Juan with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their meals and enjoy a home-cooked experience. Many rentals also offer onsite parking, providing convenience for those exploring the area by car. Outdoor spaces, such as decks or patios, are common, giving guests a place to relax and enjoy the warm tropical climate. Additionally, many properties feature workspaces with desk and chair setups, suiting remote workers or those who need to catch up on business during their stay.
When is the best time to visit San Juan for a vacation rental?
The best time to visit San Juan for a vacation rental is during September, when the summer crowds begin to dwindle but the weather remains warm and inviting. This month offers a delightful blend of sunny days and pleasant evenings, ideal for exploring the vibrant culture and stunning beaches of Trinidad and Tobago.

The peak travel season spans from July to September, attracting visitors eager to experience the lively option and various festivities, including Carnival celebrations. During this time, you can enjoy a mix of outdoor activities, from sultry beach days to lively nightlife, all set against the backdrop of San Juan's rich history and colorful architecture.

As the summer heat begins to ease, September typically sees temperatures ranging from the mid-70s to low 90s Fahrenheit, providing a comfortable environment for sightseeing and enjoying the renowned local cuisine. You can wander through the historic streets, visit the majestic El Morro fortress, or relax on the pristine beaches—all while soaking in the vibrant island spirit.

For those seeking better value, October is a fantastic option. This month ushers in a quieter atmosphere, making it great for those who prefer a more laid-back experience. You can enjoy the stunning natural beauty without the hustle and bustle of the peak season, providing an opportunity for intimate exploration of the islands' hidden gems.

Ultimately, whether you prefer the lively energy of September or the tranquil charm of October, San Juan offers a wealth of experiences that cater to every traveler's desires.
How early should I book a San Juan vacation rental?
Book your San Juan vacation 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 vacation 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, San Juan, Trinidad and Tobago?
In San Juan, Trinidad and Tobago, visitors can explore a variety of attractions that highlight the rich culture and natural beauty of the area. The historic district of Port of Spain features the stunning Royal Botanic Gardens, where guests can experience vibrant flora and picturesque walking paths. Nearby, the National Museum and Art Gallery offers insight into the local history and artistic heritage.

For beach enthusiasts, the beachfront area of Maracas Bay is a must-visit, known for its stunning scenery and local cuisine, particularly the famous bake and shark. This area is superb for vacation rentals that allow for easy access to the ocean and local dining options.

Additionally, the scenic hills of the Northern Range provide opportunities for hiking and enjoying panoramic views of the island. In contrast, the lively option of the Savannah in Port of Spain is ideal for those looking to enjoy outdoor activities, festivals, and local events.
Can I change or cancel my San Juan home rental booking on Vrbo?
To find San Juan vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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.