Discover Your Ideal San Juan, Costa Rica vacation rentals for a seamless and memorable getaway experience
Discover Your Perfect San Juan Vacation Homes
Best Vacation Homes in San Juan
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San Juan Luxury Rentals
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San Juan Pet Friendly Vacation Rentals
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San Juan Large Vacation Homes
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Why Choose Rent By Owner for your San Juan Vacation Rental Homes?
What makes our Vacation Rentals special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for San Juan
How to Book Your San Juan Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in San Juan
Common Vacation Rentals Amenities
What amenities can you expect?
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.
Top Attractions Around San Juan
What attractions are nearby?
While staying in this region, you can enjoy a variety of nearby activities such as exploring lush rainforests, relaxing on pristine beaches, or experiencing local cultural attractions that showcase the authentic charm of San Juan, Costa Rica.

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.
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?
1. 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:
- Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
- Oasis in Downtown next to Simon Bolivar Park with private balcony
- Luxury apartment in San José A/C Free Parking
- Incredible Views, Perfectly Located, & Modern
- Costa Rica Deluxe Vacation Home near everything City Mountains and Beach
- @SmartMobilis: Green Oassis Luxury Apartment for Long Stays & Medical Tourism.
- Apartamento en Barrio Escalante
- Enjoy Sunsets at Fully Equipped 2BR Condo
- @SmartMobilis Luxury Villa for Long Stays & Medical Tourism Balcony,Pool & Gym
- Executive - Suites Cristina
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?
6. How do I confirm my reservation and what is required upon check-in?
7. Are there any additional fees or charges besides the nightly rate?
8. What amenities can I expect to find in vacation rentals in this region?
9. Is it safe to stay in vacation rentals here during my travel dates?
San Juan Top Rated Vacation Rentals
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