San Mateo rentals with pool

We found 974 rentals with pool — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in San Mateo?
Consider one of our 974 holiday rentals with a pool and make a start on planning your trip to San Mateo. Whether you're going to stay in Downtown San Mateo, Central San Mateo, Baywood - Aragon or another well-known neighbourhood, you'll find the perfect poolside retreat on Stayz.
How much does it cost to stay in a holiday rental with a pool in San Mateo?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to break the bank with Stayz. While numerous factors will influence how much you'll pay for your San Mateo getaway, our filters will help you find the best deal, every time. Choose your budget and use our "Discounts" filter to search for properties that offer savings for longer stays. With an enticing pool waiting for you to dive into, you'll probably want to stick around longer anyway!
When is the best time to book a holiday rental with a pool in San Mateo?
With temperatures ranging from around 10ºC to 17ºC, April is popular with the majority of Stayz guests. Make sure you check out our holiday rentals with a pool in this part of San Francisco during other months too. There may be more options if you look outside of San Mateo's peak periods.
What holiday rentals with a pool in San Mateo have nice views?
To make your San Mateo escape even more special, book one of Stayz's holiday rentals with a pool — and a stunning view to boot. Once you've completed your initial search, use our filter tools to tailor your results by area and the vistas you'd love to immerse yourself in.
Are there holiday rentals with a private pool in San Mateo?
San Mateo doesn't have any holiday rentals with a private pool. But if you're searching for a space that's for your exclusive use and is packed with home comforts, we've got your back. Almost all our stays come with amenities like a kitchen and WiFi. If you want to add some luxury to your getaway, use our handy filter tool to look for options with a hot tub, among other first-rate perks.
What are the top things to do in San Mateo?
Stanford Shopping Centre, Miramar Beach and Half Moon Bay State Beach are terrific attractions that'll keep the whole family busy in San Mateo. There's nothing like a getaway to bring everyone together, so check out our holiday home rentals in this exciting destination.
Why should I book my holiday rental with a pool with Stayz?
No sharing your space, no awkward holiday experiences with people you don't know. When you book a Stayz holiday rental with a pool, you'll get the entire place to yourself to splish splash around. Need to change or cancel your travel plans? Our flexible cancellation policies mean you can book your rental house with complete peace of mind.