Discover Your Perfect San Juan Vacation Homes

Best Vacation Homes in San Juan

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10.0 (54 Reviews)
Bed & Breakfast
Casa Sol Bed and Breakfast
  • Air Conditioner
  • Accessibility
  • Business Services
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San Juan Pet Friendly Vacation Rentals

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10.0 (15 Reviews)
Apartment
ROSA by DW
  • Air Conditioner
  • Pet Friendly
  • TV
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San Juan Large Vacation Homes

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10.0 (1 Review)
Villa
SELVA by DW
  • Air Conditioner
  • Parking
  • Pet Friendly
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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.

Popular Areas for San Juan Vacation Rentals

Where are the best neighborhoods to stay in San Juan?

When planning your stay in San Juan, Puerto Rico, choosing the right neighborhood can greatly enhance your vacation experience. Whether you're seeking vibrant nightlife, historic charm, or relaxing beaches, each area offers its own unique atmosphere. Exploring options for vacation rentals in popular neighborhoods allows you to immerse yourself in local culture while enjoying the comfort and convenience of a home away from home. With reliable vacation rental options in prime locations, you can discover the authentic side of San Juan and create memorable moments during your visit.

Isla Verde

This vibrant area offers the perfect blend of beautiful beaches and lively nightlife, making it an ideal spot to find vacation rentals close to the sand and surf in San Juan.

View 755+ Rentals in Isla Verde

Condado

Known for its upscale atmosphere and bustling streets, this neighborhood provides excellent options for those seeking stylish accommodations near high-end dining and shopping.

View 332+ Rentals in Condado

Old San Juan

Steeped in history and charm, the region features colorful colonial architecture and cobblestone streets, offering a memorable setting for unique vacation rentals.

View 405+ Rentals in Old San Juan

Ocean Park

This relaxed coastal community is perfect for travelers looking for a laid-back vibe with close proximity to sandy beaches and local cafes.

View 212+ Rentals in Ocean Park

Miramar

Positioned near the city’s cultural institutions, the neighborhood offers easy access to arts and entertainment, with a variety of convenient accommodation options.

View 126+ Rentals in Miramar

Puerta de Tierra

Situated just across from Old San Juan, this area provides a quieter setting while still offering quick access to historic sites and the waterfront.

View 126+ Rentals in Puerta de Tierra

Isla Grande

Ideal for travelers wanting a more secluded experience, the island boasts natural beauty and peaceful surroundings within reach of the city’s amenities.

View 31+ Rentals in Isla Grande

Rio Piedras

Home to a vibrant university community, this neighborhood offers a lively atmosphere with affordable rental options close to local markets and cultural spots.

View 70+ Rentals in Rio Piedras

Best Times to Visit San Juan

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can enjoy favorable weather and fewer crowds, making your stay in San Juan, Puerto Rico, truly memorable and rewarding.

Peak Season Highlights

spring
January to April

During this period, the region experiences its peak tourist season with warm temperatures and dry weather, making it ideal for exploring outdoor attractions and enjoying sunny days.

Average Temperature Daytime: around 82°F (28°C) - Nighttime: around 72°F (22°C)
spring
June to August

Summer months bring high temperatures and lively festivities, attracting visitors seeking vibrant cultural experiences and beach activities in this popular destination.

Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 77°F (25°C)

Off-Season Highlights

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May and November

These shoulder months offer fewer crowds and more affordable rates, making them a great time to enjoy the area's attractions with pleasant weather and lower occupancy.

Average Temperature Daytime: around 84°F (29°C) - Nighttime: around 74°F (23°C)
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September to October

Typically the off-peak period coinciding with the hurricane season, these months see fewer visitors, which can provide a quieter experience and better deals on accommodations.

Average Temperature Daytime: around 86°F (30°C) - Nighttime: around 75°F (24°C)

Weekly Weather Forecast for San Juan

How to Book Your San Juan Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in San Juan

More Top-Rated Vacation Rentals in San Juan Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor swimming pools where you can relax in the warm Caribbean sun surrounded by lush landscaping.
  • Take advantage of private or communal outdoor seating areas perfect for dining or lounging with scenic views.
  • Make use of outdoor grills for a barbecue experience, ideal for gatherings and enjoying local flavors.
  • Benefit from beautifully manicured courtyards or gardens that add to the tropical ambiance of your stay.
  • Relish in access to nearby beaches or waterfronts, often within walking distance of your rental.
  • Utilize outdoor showers or wash stations that are common in properties close to the coast or beach areas.
  • Explore outdoor recreational facilities like tennis courts, jogging paths, or fitness areas designed for active pursuits.

Top Attractions Around San Juan

What attractions are nearby?

Within this vibrant destination, you can explore a variety of nearby activities, from relaxing on stunning beaches to discovering local culture and cuisine just minutes from your San Juan vacation rental.

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Family Activities

  • Old San Juan Walking Tour: Discover colorful colonial architecture and historic forts that transport you back in time while exploring this area's vibrant streets.
  • Beaches of Condado: Relax, swim, or build sandcastles along the pristine shores of Condado Beach, a perfect spot for family fun in the sun.
  • San Juan Children's Museum: Engage your kids with interactive exhibits and educational activities designed to entertain and inspire young minds here in the region.
  • El Yunque Rainforest Excursion: Embark on a guided adventure through lush trails and waterfalls, offering an unforgettable outdoor experience close to the city.
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Adult Activities

  • Historic Fort San Felipe del Morro: Explore this iconic UNESCO World Heritage site to enjoy breathtaking views and learn about the area's rich history and colonial architecture.
  • Old San Juan Walking Tour: Stroll through the colorful streets of this historic district, discovering charming plazas, vibrant boutiques, and centuries-old landmarks.
  • Condado Beach: Relax on the sandy shores of this popular beach destination, ideal for sunbathing, swimming, or enjoying water sports in a lively area.
  • Nightlife along Ashford Avenue: Experience the vibrant nightlife scene with waterfront bars and restaurants that offer local cuisine and live entertainment in this bustling region.

Other Places to Stay in San Juan

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Rio Grande
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Luquillo
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Old San Juan
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San Juan Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the area's vibrant food scene by visiting local eateries and savoring authentic Puerto Rican dishes during your stay.
  • Discover Historic Neighborhoods: Immerse yourself in the region's rich history by exploring the charming streets and landmarks that tell the story of this destination's cultural heritage.
  • Plan Outdoor Activities: Make the most of the pleasant climate here by engaging in outdoor adventures such as walking along scenic waterfronts or relaxing on nearby beaches.
  • Choose Prime Location Stays: Select vacation rentals close to key attractions and transport links to maximize convenience and fully experience the best of this destination.

Transportation Options

  • Taxis and Ride-Sharing Services: You can conveniently hail taxis or use ride-sharing apps like Uber for quick access to your vacation rentals across the region.
  • Public Bus System: The local bus network offers an affordable and reliable way to explore here, connecting key areas within San Juan and beyond.
  • Scooter Rentals: For a flexible and eco-friendly option, renting a scooter allows you to easily navigate the area at your own pace.
  • Car Rentals: Renting a car provides the freedom to visit more remote attractions and explore the landscape surrounding your vacation rental with ease.

Local Customs Options

  • La Placita de Santurce: At this lively marketplace, locals honor traditional music and dance, offering you a glimpse into the region’s vibrant cultural heritage.
  • Santería Practices: Engaging with or observing Santería rituals provides insight into the spiritual customs that are an integral part of the area's history and traditions.
  • Patio Dining Etiquette: When enjoying meals at local eateries, you'll notice a relaxed yet respectful approach to dining, reflecting the warm hospitality characteristic of this destination.
  • Festival Participation: Participating in regional festivals allows you to experience the authentic customs and community spirit that thrive here throughout the year.

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:

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

There are 587 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 7408 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 San Juan?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined in each property's details. You can find this information on the property page or contact the owner directly for clarification.

6. How do I ensure the rental I choose has the amenities I need?

Each listing provides a comprehensive list of amenities included. Check the property description and photos carefully, and if you have special requests, reach out to the host to confirm their availability.

7. Are there any additional fees I should be aware of when booking a property here?

Additional fees such as cleaning charges, service fees, or security deposits are typically listed in the property details. Always review the total cost before completing your reservation to avoid surprises.

8. What is the check-in and check-out process for these properties?

Check-in and check-out procedures are specified in each property’s listing. Many hosts offer flexible options; for specific instructions, contact the owner ahead of your stay.

9. How do I communicate any issues or questions about my stay?

Communication can be managed through the messaging platform provided during booking. For urgent matters, contact the property owner directly using the contact details supplied in your reservation confirmation.

San Juan Top Rated Vacation Rentals

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