Discover Your Perfect San Mateo Vacation Homes

Why Choose Rent By Owner for your San Mateo 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 Mateo Vacation Rentals

Where are the best neighborhoods to stay in San Mateo?

When choosing where to stay in San Juan, Puerto Rico, exploring neighborhoods like San Mateo offers a convenient and culturally rich experience. This area provides a blend of local charm and accessibility, making it an ideal base for discovering the vibrant city. Located close to key attractions and amenities, San Mateo allows you to enjoy the authentic atmosphere of San Juan while providing comfortable options for your stay. Whether you're seeking a quiet retreat or a lively neighborhood atmosphere, this area ensures a seamless and enjoyable vacation experience in Puerto Rico.

Sagrado Corazon

In this vibrant neighborhood, you’ll find convenient access to local amenities and a lively atmosphere that caters to travelers seeking comfort and convenience. It’s an ideal area to stay for those wanting to explore the city’s cultural charm while enjoying modern conveniences.

View 41+ Rentals in Sagrado Corazon

Hipodromo

Known for its central location and easy accessibility, Hipodromo offers a peaceful retreat close to key attractions and transportation hubs. This area is perfect if you desire a tranquil setting with quick connections to the region’s highlights.

View 2228+ Rentals in Hipodromo

Parque

Surrounded by lush greenery and scenic views, Parque provides a relaxing environment where you can unwind after exploring the bustling streets nearby. It’s an excellent choice for travelers who appreciate outdoor spaces and a serene neighborhood ambiance.

View 134+ Rentals in Parque

Best Times to Visit San Mateo

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as this destination offers different charms depending on the season and climate conditions in the region.

Peak Season Highlights

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December to April

During these months, you'll experience the region’s warm and dry weather, ideal for enjoying outdoor activities and beach excursions in San Juan. This is the most popular time for visitors seeking a sunny escape to this Caribbean destination.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 75°F (24°C)
spring
July to August

The peak summer months draw many travelers who want to make the most of the lively local culture and vibrant festivities. Expect busy streets and high demand for vacation rentals here during this lively season.

Average Temperature Daytime: around 88°F (31°C) - Nighttime: around 78°F (26°C)

Off-Season Highlights

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May to June

As the weather begins to warm, this shoulder period offers fewer crowds and more availability for your stay. It’s an excellent time to enjoy a quieter visit while still benefiting from pleasant temperatures.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: around 73°F (23°C)
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September to November

Late fall marks the off-peak season with lower visitor numbers, providing a more relaxed atmosphere. Be mindful of occasional showers, but the region remains inviting for those looking for a peaceful retreat in Puerto Rico.

Average Temperature Daytime: around 82°F (28°C) - Nighttime: around 74°F (23°C)

Weekly Weather Forecast for San Mateo

How to Book Your San Mateo 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 Mateo

More Top-Rated Vacation Rentals in San Mateo 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 a sunny outdoor dining area perfect for meals with a view of the surrounding landscape.
  • Relax in a private swimming pool that offers a refreshing escape during warm days.
  • Benefit from landscaped gardens or lush yards ideal for outdoor activities and leisure.
  • Take advantage of a spacious patio or terrace suitable for entertaining guests or unwinding.
  • Utilize outdoor grilling facilities to prepare delicious meals amidst scenic surroundings.
  • Experience the comfort of shaded lounging areas to relax after exploring the area.
  • Make use of available outdoor showers or rinse stations for convenience after beach trips or outdoor adventures.

Top Attractions Around San Mateo

What attractions are nearby?

Within this vibrant area, you can enjoy a variety of nearby activities such as exploring local beaches, experiencing cultural sites, and indulging in delicious Puerto Rican cuisine, all easily accessible from your San Mateo vacation rental in San Juan.

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Family Activities

  • San Juan Bay Kayaking Tours: Explore the calm waters of San Juan Bay with your family on a guided kayak adventure that offers stunning views and outdoor fun for all ages.
  • Condado Lagoon Wildlife Refuge: Visit this protected area to enjoy birdwatching, paddleboarding, and nature walks, providing engaging outdoor activities right in the heart of the city.
  • Old San Juan Historic Walking Tour: Stroll through the colorful streets, discovering historical forts and landmarks, perfect for families interested in local culture and history.
  • Plaza Las Américas Shopping Mall: Spend quality time shopping, dining, and enjoying entertainment options suitable for children within this bustling regional mall.
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Adult Activities

  • Sailing Tours: Embark on a scenic sailing adventure to explore the stunning coastlines and hidden coves of this vibrant destination.
  • Old San Juan Exploration: Spend your day wandering through historic streets filled with colorful colonial architecture and charming plazas.
  • Beach Relaxation: Unwind on pristine beaches where you can soak up the sun and enjoy the tranquil turquoise waters surrounding the area.
  • Dining Experiences: Indulge in authentic Puerto Rican cuisine at local restaurants that highlight the region’s rich culinary heritage.

Other Places to Stay in San Mateo

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San Mateo Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take the time to indulge in authentic Puerto Rican cuisine at nearby eateries to truly experience the region's culinary delights.
  • Plan outdoor activities: Make the most of the area's pleasant climate by enjoying outdoor excursions such as walking along scenic streets or relaxing at nearby parks.
  • Discover cultural sites: Immerse yourself in the rich history and vibrant culture by visiting accessible museums, galleries, or historical landmarks within reach.
  • Utilize local transportation: Maximize your stay by familiarizing yourself with available transport options to conveniently explore the region's attractions at your own pace.

Transportation Options

  • Public Transit (Bus and Rail): You can explore the area conveniently using the local bus and rail services that connect key parts of San Juan and nearby regions, making it easy to reach your vacation rental with minimal hassle.
  • Taxis and Rideshare Services: Taxis and popular ridesharing options like Uber provide a reliable and flexible way to navigate around San Mateo and the surrounding areas at your convenience.
  • Car Rentals: Renting a car offers you the freedom to discover hidden gems and enjoy the diverse landscape here at your own pace, with numerous rental agencies available nearby.
  • Private Shuttle Services: Private shuttle options are available for direct transfers between the airport, the region, and your vacation rental, ensuring a comfortable start and end to your trip.

Local Customs Options

  • La Perla Cultural Expression: Here, locals embrace vibrant street art and colorful murals, reflecting the region's lively artistic spirit.
  • Festivals and Parades: Participating in lively parades and festivals demonstrates a deep appreciation for community celebrations that are central to this destination's culture.
  • Traditional Music and Dance: The area's residents often enjoy lively salsa and bomba performances, showcasing Puerto Rican musical traditions.
  • Religious Celebrations: Religious festivals and processions, especially during patron saint days, are significant cultural events you might witness here, highlighting local faith and customs.

San Mateo Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in San Mateo?

There are a lot of options in San Mateo. If you plan on staying in the San Mateo 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 Mateo:

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

There are 13 vacation rentals with private pools near San Mateo. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in San Mateo are best for families?

If you are looking for a family-friendly vacation home in San Mateo, 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 Mateo:

4. How many Rentbyowner vacation rentals are available in San Mateo?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 880 in the San Mateo 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 Mateo. 

5. What is the cancellation policy for vacation rentals in San Mateo, San Juan, Puerto Rico?

Cancellation policies vary by property. You should review the specific rental listing for detailed information on cancellation and refund options before booking.

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

Additional fees such as cleaning fees, security deposits, or service charges are typically specified in the listing. Be sure to read all details carefully before confirming your reservation.

7. How do I contact the property owner for questions about my stay?

You can reach out to the property owner directly through the messaging system provided after your booking confirmation. This allows you to ask any specific questions regarding the property or your reservation.

8. Is there a minimum stay requirement for rentals in this destination?

Minimum stay requirements are set by each individual property. Check the listing details for specific policies related to your desired dates.

9. What amenities are generally included with rentals in this area?

Amenities vary per property but often include essentials like Wi-Fi, air conditioning, kitchen facilities, and outdoor spaces. The exact amenities will be listed on each property’s page for your reference.