Vacation rentals with a pool in San Mateo

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Popular amenities for San Mateo rentals with a pool

House rentals with a pool

Guest favorite

Home in San Rafael

4.93 out of 5 average rating, 56 reviews

Fully renovated private cul-de-sac home in Marin

MelenaRating, 5 stars3 days ago
We loved our stay at Casita Casita. Courtney was flexible with check in and check out, quick to respond to requests and had an amazing book of recommendations in the area. So glad we could bring our fur baby with us on the adventure too. We would stay here again!
Guest favorite

Home in Atherton

4.88 out of 5 average rating, 8 reviews

Home in Atherton, Menlo Park

BlairRating, 5 stars5 months ago
This house was perfect for our group. It’s a big and unique space, very practical with plenty of living/lounge space, indoor and outdoor dining, great swimming pool, etc. It’s on the older side, but very functional - and has things like air conditioning that aren’t at all givens in the area. WiFi works great, including for work from home. It’s equipped with the basics (and some unexpected odds and ends!), but if you want particular kitchen or bathroom supplies you may want to bring your own. It’s also very easy to pick up anything you need nearby. Would recommend!
Guest favorite

Home in Campbell

4.95 out of 5 average rating, 76 reviews

Luxury Carbon-Neutral Home With Pool

PattyRating, 5 stars2 months ago
We stayed in Dan’s place during Thanksgiving to visit family close by. Dan was very responsive and allowed us an early checkin. The house was immaculate and the layout was just what our family needed. We would definitely stay again and can’t recommend it enough.
Guest favorite

Home in Los Altos

4.94 out of 5 average rating, 348 reviews

Silicon Valley Luxury I Sauna, Hot Tub, Pool

AnjaRating, 5 stars10 months ago
Wonderful stay at this place - it looks even better than the photos. Incredibly welcoming space and responsive hosts, with all the amenities (including coffee) provided for. Great tips for things to do, and a peaceful, relaxing place to spend time in. Will definitely come again.
Guest favorite

Home in San Rafael

4.91 out of 5 average rating, 501 reviews

MCM Waterfront Pool/Hot Tub between SF and Napa

HeavenRating, 5 stars1 month ago
Beautiful and peaceful place! Jana & Peter were great hosts.
Guest favorite

Home in Hayward

4.94 out of 5 average rating, 50 reviews

The Happy Hideaway - Pool, enjoyable backyard!

BrittneyRating, 5 stars2 weeks ago
Mei's place was perfect for our visit to Hayward! The neighborhood was quiet, the layout was spacious, and our group of 6 adults and 1 baby had everything we needed. We would definitely stay again - hopefully in the summer when we can really utilize the incredible backyard space!
Guest favorite

Home in Portola Valley

4.93 out of 5 average rating, 145 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

BenjaminRating, 5 stars3 months ago
We had a very enjoyable time in William’s home. This is a very friendly, spacious and unique place. In very beautiful surroundings and easily reachable. We’d be happy to come back!
Guest favorite

Home in South San Francisco

4.95 out of 5 average rating, 63 reviews

Beautiful Entire Home | Bay Views | Private Pool

RachelRating, 5 stars1 month ago
What a great space for my family get together! Nelson was a quick communicator and the pool was amazing!!

Condo rentals with a pool

Superhost

Condo in Downtown Oakland

4.92 out of 5 average rating, 278 reviews

Lakeside Retreat (w/ private parking)

AbbyRating, 5 stars2 weeks ago
The space was beautiful! The heater in the bathroom was the perfect addition, and the bed was incredibly comfortable. Kirk was very responsive and kind. Everything was just as in the listing. Would definitely recommend this space.
Superhost

Condo in San Jose

4.67 out of 5 average rating, 3 reviews

Charming 1 bedroom, 1 bath, 2 Story Condo.

TomRating, 5 stars7 months ago
Everything was great! The unit had everything you could possibly need for a trip (stocked bathroom, stocked kitchen, tons of extra towels and blankets). The neighborhood was also very quiet, which was great because we're light sleepers. I would definitely recommend this spot and would stay again.
Guest favorite

Condo in Willow Glen

5 out of 5 average rating, 17 reviews

Stylish Silicon Valley Retreat – Perfectly Located

GaryRating, 5 stars2 weeks ago
Great host- from the time we booked the Airbnb until the time we signed out (and after), Kwesi was always available, and genuinely interested in how we were doing G, what else we might need, etc. Great place- clean, quiet, beautiful, nice location.
Guest favorite

Condo in Walnut Creek

4.96 out of 5 average rating, 25 reviews

Downtown Modern Living Condo!

CoralieRating, 5 stars1 month ago
What a gem! Anis's place is spotless, quiet, comfortable, and welcoming, and he was responsive, kind, and helpful throughout our stay. We're looking forward to staying here again the next time we're in town. Thank you so much!
Guest favorite

Condo in Mission District

4.95 out of 5 average rating, 20 reviews

Art Deco Mission Flat

RogerRating, 5 stars2 weeks ago
The apartment was so charming, comfortable, and clean with many thoughtful extras. The host was most responsive and pleasant, everything about gaining entry, staying, and departing quite clear. Would stay there again in a heartbeat and highly recommend this property to all!
Guest favorite

Condo in Menlo Park

4.86 out of 5 average rating, 7 reviews

Willow Place

ShayanRating, 5 stars1 week ago
The short version of the review is that, from now on, every time I am back in the Bay Area, I will book this place. It is everything I expect. Now, the long review: The unit is a spacious, quiet and clean unit facing north in a charming building with a very welcoming entrance. The building has the graciousness of 1960s architecture and is well-kept at the corner where two of the most affluent and charming neighborhoods of Silicon Valley meet: close to two Caltrain stations that make your commute to SF and San Jose super convenient. The condo is renovated with great amenities, clean furniture, and a clean bathroom. The bedroom opens to a lovely Magnolia tree that has framed the whole window. Neighbors are quiet and discreet. Parking was indoors with secured gates, another bonus. The location of this property is within walking distance of Stanford Shopping Center, Whole Foods, and Trader’s Joe. Ryan is friendly, very responsive, and communicates well. We will come back again!

Condo in Grand Lake

4.71 out of 5 average rating, 7 reviews

Cozy condo by the lake

ChrisRating, 5 stars3 months ago
I've been to Oakland 3 times and I promise you this is the best spot I've stayed in. Selamawit was kind enough to meet me in person when I first arrived to give me a tour of place and show me around. No host has ever done this for me before. The neighborhood is beautiful and extremely safe. I felt safer in this neighborhood than in some areas in NYC. The buses are close by and the nearest BART station is MacArthur which isn't too far. The place was clean, the bed was cozy, big living room perfect for company, nice hot water for showering. There's also a laundry mat downstairs too. I have no complaints about this place. will definitely stay again
Guest favorite

Condo in Mountain View

4.95 out of 5 average rating, 129 reviews

Spacious Top Floor Condo Retreat

TiffanyRating, 5 stars4 weeks ago
Joann's place was perfect for my mother-in-law! We live in the same community so my mother-in-law was able to walk to our unit easily and she loves the landscaping of our community so it was a treat for her to walk through it every day. On top of that, Joann's place was more updated and nicer than ours so she felt very pampered. :P My mother-in-law kept calling it the penthouse suite so it was a great success. If possible, we would book it for every one of her visits!

Quick stats about vacation rentals with a pool in San Mateo

  • Total rentals

    100 properties

  • Total number of reviews

    840 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

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