Discover Your Perfect San Juan Vacation Homes

Why Choose Rent By Owner for your San Juan Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit San Juan

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the weather is pleasant and the region is less crowded, ensuring a more authentic experience in this vibrant destination.

Peak Season Highlights

spring
December to April

This is the most popular time for travelers seeking warm weather and lively festivals, making it ideal for booking vacation rentals in the area.

Average Temperature Daytime: 28ยฐC (82ยฐF) - Nighttime: 23ยฐC (73ยฐF)
spring
June to August

During these summer months, you'll experience high tourism activity with vibrant cultural events, perfect for those looking to immerse themselves in local festivities.

Average Temperature Daytime: 30ยฐC (86ยฐF) - Nighttime: 24ยฐC (75ยฐF)

Off-Season Highlights

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May to June

Travelers will find fewer crowds during this transitional period, offering a more relaxed atmosphere while still enjoying pleasant weather.

Average Temperature Daytime: 29ยฐC (84ยฐF) - Nighttime: 22ยฐC (72ยฐF)
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September to November

As the region enters its rainy season, you can benefit from better rates on vacation rentals and fewer tourists exploring the area.

Average Temperature Daytime: 28ยฐC (82ยฐF) - Nighttime: 23ยฐC (73ยฐF)

Weekly Weather Forecast for San Juan

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partnerโ€™s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or balcony to relax and take in the tropical surroundings.
  • Take advantage of a lush garden or landscaped yard for outdoor activities or leisurely walks.
  • Make use of an inviting swimming pool, perfect for cooling off in the warm climate.
  • Utilize outdoor grilling facilities for preparing authentic local cuisine with family or friends.
  • Benefit from convenient parking spaces within the property grounds for easy access during your stay.
  • Experience tranquil outdoor seating areas, ideal for morning coffees or evening conversations.
  • Explore nearby walking or biking trails that offer scenic views of the regionโ€™s natural beauty.
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Family Activities

  • King George V Park: Enjoy a relaxing day outdoors at this scenic park, perfect for picnics and family strolls in the area.
  • The Lagoon Boardwalk: Take a leisurely walk along the waterfront, offering beautiful views and a safe space for children to explore nearby attractions.
  • Queen's Park Savannah: Experience vibrant local culture and outdoor activities in this expansive green space that is ideal for family outings and picnics.
  • Emancipation Pumpkin Farm: Visit this family-friendly farm to learn about local agriculture and enjoy seasonal pumpkin picking activities here.
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Adult Activities

  • Explore the Queen's Park Savannah: Enjoy a leisurely stroll or a picnic in this expansive green space that serves as the vibrant heart of Port of Spain's outdoor activities.
  • Visit the National Museum and Art Gallery: Discover Trinidad and Tobago's rich history and diverse culture through engaging exhibits located right in the region.
  • Experience the local culinary scene at nearby restaurants: Indulge in authentic Caribbean flavors by dining at renowned eateries just minutes from your vacation rental.
  • Attend lively cultural festivals and events: Immerse yourself in the area's festive spirit with colorful celebrations and performances held throughout the year.

San Juan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Culture: Take the time to immerse yourself in the area's vibrant traditions and customs to enrich your overall experience of this destination.
  • Plan Your Transportation: Utilizing local transit options or renting a vehicle can help you navigate the region efficiently and make the most of your stay.
  • Choose the Right Accommodation: Selecting well-located vacation rentals that suit your needs ensures comfort and convenience during your visit to this area.
  • Experience Authentic Cuisine: Sampling local dishes at neighborhood eateries can provide a genuine taste of the region's culinary heritage.

Transportation Options

  • Public Buses: Local buses offer an affordable and convenient way to explore the area and reach various destinations around San Juan and Port of Spain.
  • Car Rentals: Renting a car gives you the flexibility to discover the region at your own pace, with numerous rental agencies available nearby.
  • Taxis and Ride-Sharing Services: Taxis and ride-sharing options provide reliable transportation for short trips across the city and to key attractions.
  • Motorcycle Rentals: For a more adventurous experience, motorcycle rentals are available, allowing you to navigate through the area's vibrant streets with ease.

Local Customs Options

  • Respect for Religious Ceremonies: In this region, participating in or observing local religious events with reverence is an important custom that reflects the area's spiritual heritage.
  • Greeting Etiquette: When visiting here, a warm handshake or a friendly nod is customary, emphasizing the welcoming nature of the community.
  • Celebration of Festivals: Local festivals are significant in the area, and engaging in these vibrant celebrations offers a genuine glimpse into its cultural traditions.
  • Dress Modestly During Cultural Events: Showing respect by dressing appropriately when attending traditional celebrations or visiting sacred sites is valued in this destination.

Frequently Asked Questions About San Juan?

What are the top vacation rentals in San Juan?

There are a lot of options in San Juan. If you plan on staying in the San Juan area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Juan:

Which vacation homes in San Juan are best for families?

If you are looking for a family-friendly vacation home in San Juan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Juan:

How many Rentbyowner vacation rentals are available in San Juan?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 32 in the San Juan area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in San Juan.โ€ฏ