San Mateo holiday rentals
We found 567 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in San Mateo that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
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Find the best place to stay - San Mateo

La Mona Loiza Apartments Complex
Sleeps 2 · 1 bedroom

Steps away from the beach, this fully stocked house is perfect for your group!!!
Sleeps 12 · 5 bedrooms · 4 bathrooms

8 Bedroom House just 20 steps to the Beach
Sleeps 18 · 8 bedrooms · 4 bathrooms

Local Experience! 5 Minutes to Beach; Solar + Cistern & 4 AC Units
Sleeps 6 · 3 bedrooms · 1+ bathroom

Spacious Loft-Sea view by Stay Here PR
Sleeps 5 · 2 bedrooms · 2 bathrooms

Condado San Juan / Beach,Touristic & Business Area
Sleeps 6 · 3 bedrooms · 2 bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental in San Mateo?
In San Mateo, holiday houses and apartments are equally popular, with around 12 of each type available throughout the area. These properties are often situated in tranquil neighbourhoods, providing a friendly setting for guests. Most holiday houses and apartments come equipped with essential amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas where guests can relax and enjoy the pleasant Puerto Rican climate. Additionally, there are several villas and condos available, offering more luxurious options for those seeking an upscale experience.
Are there any beach house rentals in San Mateo?
In San Mateo, there are several beach house rentals available, providing a fantastic option for those looking to enjoy the coastal charm of Puerto Rico. These beach houses typically feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or decks, superb for soaking up the sun and enjoying the ocean breeze. Many rentals are located near the beach, allowing guests easy access to the beautiful shoreline and local attractions.
What are popular rental amenities in San Mateo?
In San Mateo, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also feature balconies, providing a pleasant outdoor space to enjoy the tropical climate. Additionally, some rentals are pet-friendly, accommodating travellers who wish to bring their furry companions along. For those looking for entertainment, rentals nearby often have easy access to a casino, making it convenient for guests seeking a lively night out.*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
Can I find family house rentals in San Mateo?
In San Mateo, Puerto Rico, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features spacious properties that often include multiple bedrooms, allowing for comfortable accommodation for larger groups. Many of these homes are equipped with full kitchens, enabling families to prepare meals together, while outdoor spaces can provide a safe environment for children to play.Visitors can enjoy nearby attractions such as beautiful beaches, which are superb for family outings, as well as local parks that offer recreational activities. The welcoming atmosphere of San Mateo, combined with its proximity to natural wonders and cultural experiences, ensures that families will find plenty to explore and enjoy during their stay.
Can I rent a holiday home with a pool or hot tub in San Mateo?
In San Mateo, Puerto Rico, there are several holiday homes available for rent that feature both pools and hot tubs. This beautiful area offers a tropical setting, making it an ideal spot for relaxation and leisure. Many of these properties provide amenities such as private swimming pools, hot tubs, spacious outdoor areas for lounging, and fully equipped kitchens for convenient self-catering.Travellers can expect comfortable living spaces, often designed for family gatherings or group retreats, ensuring a pleasant stay.
Can I book pet-friendly holiday rentals in San Mateo?
In San Mateo, Puerto Rico, there are several pet-friendly holiday rentals available, allowing you to enjoy your stay with your furry companions. Many of these properties are situated close to the local beaches, providing easy access to sun and sand for both you and your pets. Travellers can expect amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam.The area is known for its tranquil atmosphere, making it a superb retreat for families or groups. Additionally, nearby attractions often include parks and natural reserves, which can be great for walks and outdoor activities with your pets.
When is the best time to visit San Mateo for a holiday rental?
March marks the beginning of the peak season in San Mateo, Puerto Rico, drawing in travellers eager to soak up the island's vibrant culture and stunning landscapes. This is a fantastic time to explore the charming streets, enjoy the warm weather, and partake in various outdoor activities, such as hiking in the nearby El Yunque National Forest or relaxing on beautiful beaches.The months from March to May offer comfortably warm temperatures, typically ranging from 22 to 30 degrees Celsius, making it ideal for sightseeing and enjoying the local cuisine at outdoor restaurants. With plenty of festivals and events happening during this time, visitors can immerse themselves in the lively option that defines San Mateo.If you're looking for a more budget-friendly option, consider visiting in October. While this month falls within the low season, it provides a unique opportunity to experience the region's natural beauty without the crowds. You can enjoy the lush greenery that often thrives during this time, alongside the warmth of the local community.
Are there any remote work holiday rentals in San Mateo?
In San Mateo, Puerto Rico, there are several remote work holiday rentals available, with around 28 options to choose from. These accommodations typically offer essential amenities to support a productive work environment, including free Wi-Fi in rooms, dedicated workspaces with desk chairs, and sometimes additional internet services.Many of the rentals also feature comfortable living areas, allowing for a pleasant balance between work and relaxation during your stay. The local area is known for its warm climate and vibrant culture, making it an inviting place for remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are the top attractions in San Mateo, Puerto Rico?
In San Mateo, Puerto Rico, visitors can explore a range of attractions that highlight the area's natural beauty and cultural heritage. The region is known for its lush landscapes and proximity to stunning beaches, making it ideal for outdoor enthusiasts. One of the significant nearby attractions is the picturesque El Yunque National Forest, where visitors can hike through rainforest trails, see waterfalls, and enjoy breathtaking views from elevated lookouts.The coastal areas near San Mateo offer beautiful beaches that are great for swimming, sunbathing, and water sports. In addition, the vibrant local culture can be experienced at various community events and festivals held throughout the year, showcasing traditional music, dance, and cuisine.
Are all fees included in the San Mateo holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any San Mateo holiday homes with parking?
Stayz offers a wide selection of holiday homes in San Mateo with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for San Mateo holiday homes?
You can find great discounts on holiday homes in San Mateo on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my San Mateo holiday home booking on Stayz?
To find San Mateo holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in San Mateo?
A long-stay holiday home in San Mateo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a San Mateo holiday home?
Book your San Mateo holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in San Mateo?
Prices for holiday homes in San Mateo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in San Mateo to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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