Discover Your Perfect San Juan Vacation Homes

San Juan Pet Friendly Vacation Rentals

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 dry season when the region offers optimal weather for exploring and relaxing in this destination’s scenic surroundings.

Peak Season Highlights

spring
December to April

During the dry season, you'll experience ideal weather for exploring the region's outdoor attractions and enjoying beach days in this destination.

Average Temperature Daytime: 28°C - Nighttime: 20°C
spring
July to August

The peak summer months bring warm temperatures and lively local events, making it a perfect time for outdoor adventures and cultural experiences.

Average Temperature Daytime: 30°C - Nighttime: 22°C

Off-Season Highlights

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May to June

As the rainy season begins, you might encounter occasional showers, but you'll also find fewer crowds and more affordable rates for your stay here.

Average Temperature Daytime: 29°C - Nighttime: 21°C
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September to November

During these months, expect frequent rains, but this period offers a tranquil atmosphere and great opportunities for observing lush greenery and wildlife.

Average Temperature Daytime: 27°C - Nighttime: 19°C

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 partner’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 pool where you can relax and unwind in the warm Costa Rican sun.
  • Take advantage of lush garden spaces perfect for morning yoga or leisurely strolls amidst tropical flora.
  • Benefit from spacious patios or decks, ideal for outdoor dining and entertaining friends and family.
  • Make the most of outdoor cooking areas or BBQ facilities to savor local flavors in the open air.
  • Relax on shaded verandas that offer a cool refuge from the sun while enjoying scenic views of the surrounding landscape.
  • Embrace outdoor recreational options such as tennis courts, basketball courts, or nearby hiking trails.
  • Utilize secure parking areas designed for convenience and peace of mind during your stay here.
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Family Activities

  • San Juan Nature Reserve: Explore the region’s lush landscapes and vibrant wildlife through guided tours perfect for family adventures.
  • Playa Negra: Spend relaxing days on this beautiful black sand beach, ideal for swimming, picnicking, and building sandcastles with your loved ones.
  • Local Eco Tours: Engage in eco-friendly excursions that teach families about the area's unique ecosystems and conservation efforts.
  • Cultural Village Visits: Experience authentic Costa Rican culture by visiting nearby communities, where you can participate in traditional crafts and local cuisine tastings.
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Adult Activities

  • Explore the local wildlife at the nearby national parks: Discover the rich biodiversity and vibrant ecosystems that make this destination a perfect spot for nature enthusiasts staying in San Juan.
  • Participate in a guided canopy tour: Experience the thrill of ziplining through the lush treetops, offering breathtaking views of the region’s natural beauty.
  • Enjoy surfing on the pristine beaches: Take advantage of the region's excellent surf conditions, ideal for both beginners and seasoned surfers seeking an adventurous day out.
  • Dive into cultural experiences at local markets: Browse vibrant stalls and sample authentic Costa Rican cuisine, immersing yourself in the area's lively traditions and flavors.

Other Places to Stay in San Juan

San Juan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local cuisine: Take time to enjoy authentic dishes at nearby eateries to fully experience the region’s culinary traditions.
  • Visit natural attractions: Discover the area's lush landscapes and pristine beaches, making the most of your outdoor adventures here.
  • Plan flexible activities: Incorporate a mix of relaxation and exploration to tailor your stay to your interests while here.
  • Choose well-located accommodations: Opt for vacation rentals that provide easy access to key sights and amenities in this destination.

Transportation Options

  • Public Buses: A cost-effective way to explore the region, these buses connect key areas and offer an authentic local travel experience in San Juan.
  • Rental Cars: Renting a vehicle provides flexibility and convenience, allowing you to discover the destination at your own pace and access more remote spots.
  • Taxi Services: Readily available for quick trips or airport transfers, taxis offer a comfortable and reliable transportation option here.
  • Private Shuttles: Ideal for door-to-door service, private shuttles provide a seamless way to navigate between your accommodation and popular destinations in the area.

Local Customs Options

  • Respect for Local Heritage: You’ll notice a strong emphasis on preserving traditional customs and crafts, reflecting the area's rich cultural identity.
  • Celebration of Festivals: Participating in lively festivals and community events is common here, offering an authentic glimpse into local life.
  • Politeness and Greetings: Greeting locals with a friendly handshake or a warm "Pura Vida" is appreciated and enhances your cultural experience in this destination.
  • Environmental Awareness: You are encouraged to practice eco-friendly habits to protect the region’s stunning natural landscapes and biodiversity.

Frequently Asked Questions About San Juan?

2. How many vacation rentals have private pools in San Juan?

There are 15 vacation rentals with private pools near San Juan. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

4. 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 695 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property owner, so it’s important to review the specific listing details. Many rentals offer flexible options, but be sure to check the terms before booking to understand any potential fees or restrictions.

6. How do I confirm my reservation and what is required upon check-in?

Reservation confirmation typically involves a secure payment process and receiving a confirmation email. For check-in, you may need to communicate with the property owner for arrival instructions, which are provided once your booking is confirmed.

7. Are there any additional fees or charges besides the nightly rate?

Additional fees such as cleaning, service charges, or local taxes may apply, depending on the property. It’s advisable to review the listing details carefully or contact the host directly to clarify all costs involved before finalizing your reservation.

8. What amenities can I expect to find in vacation rentals in this region?

Most properties offer essential amenities like Wi-Fi, air conditioning, and kitchen facilities. The specific amenities available will be listed in each property’s description, so reviewing these details helps ensure your needs are met.

9. Is it safe to stay in vacation rentals here during my travel dates?

Trustworthy hosts and verified listings aim to provide a safe experience. To enhance safety, read guest reviews, communicate clearly with your host, and follow any safety guidelines outlined in the listing or provided during check-in.