
Vacation rentals with a pool in San Mateo
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Top-rated 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

Summer-house/OASIS on quiet street in ROCKRIDGE!
Our stay At Dave’s place was brief yet enjoyable. We enjoyed the space and it felt clean and comfortable. It was fun looking at the pictures of all his travels. Next time I’m in the area I hope to spend more time with our stay. I really appreciate the level of communication and detail that Dave provided prior and during our stay.

Beautiful home Pool/spa 4bd/4ba Los Altos Hills
For someone who seek mt like retreat house w easy access to city life w lots of restaurants n shoppings this is the best place, Los Altos Hill. 1. We love to be inside this house, Its a designer designed interior with lots of windows, high ceiling and view of trees (not neighbors house) 2. Two large living rooms to spend time with family! (Vs dinning room has 8 chais and little small for the house of this size) 3. Outdoor setting is so pretty! With pool jaquzee, lounge chairs and big dinning tables! 4. The location: its a residential area and no shops, so its best to visit here with a car. Hiddden Villa is near by and I highly recommend to visit with kids! 5. The host: very accommodating and supportive. 6. Rating: house 6 stars out of 5. Host 5/5!

Oakland Hills home with Pool!
The house for our needs perfectly and Noel was helpful when we let him know of a couple small issues. The kitchen was perfect for our family dinners together so we didn’t have to worry about eating out each meal.

Silicon Valley Luxury I Sauna, Hot Tub, Pool
Lovely staycation, detox and adult time. The sounds of the frogs permeated the forest as we soaked in the hot tub and the ambiance was impeccable. The sauna was lovely and bed super comfortable. I thought we might play pool but we spent more time in the sauna and hot tub. I would stay again and try to come earlier to enjoy longer.

MCM Waterfront Pool/Hot Tub between SF and Napa
Lovely hosts, lovely place

The Happy Hideaway - Pool, enjoyable backyard!
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!

3 BR Home on Vineyard nr Palo Alto & Stanford
I tell my local partners and friends in SF Bay they should send their visitors to stay. We have stayed multiple times and thankful for the pickleball, country walks on the property, stocked kitchen with utensils and cooking supplies, and clean linens. It was smaller than expected the first time, but we figured it out because the land and entertainment value of the courts and trails more than compensated the need for more bedroom space. We’ll be back again without a doubt.

Bay Area Refuge- Waterfall/Cave Spa, Amazing Views
Beautiful setting! Amazing views from this inviting and comfortable home. Would have loved to stay longer. Our family of seven gathered for a sad occasion but we felt like we were in a cocoon of warmth. So happy we chose this house to stay in. Well equipped kitchen meant no need to go out and we had lovely weather for eating outside. We’ll definitely come back in happier times to enjoy the pool and spa.
Condo rentals with a pool

Lakeside Retreat (w/ private parking)
Kirk's apartment was spotless and comfortable. I felt safe being in a gated apartment community (plus, anyone I met in the common spaces was kind). The apartment was only a 5 minute drive to my client's office, there was food close by, and it's super close to the lake. Thank you for having me!

Charming 1 bedroom, 1 bath, 2 Story Condo.
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.

Furnished 1 bedroom Apartment, Pool, Gym - Monthly
This is my second time at Henrick’s place and I can’t stress enough how great my experience has been in both times. Not only the apartment itself is great but the peaceful location and the beautiful surrounding adds much more value for anyone who is looking for gate away from the city. It is also very walkable to nearby attractions in Emeryville like the public market and Bay st for great food and shopping spots. And lastly throughout my whole stay Henrick was very communicative and professional making sure my stay was pleasant. I would definitely recommend it and would consider coming back again!!

Downtown Modern Living Condo!
Anis' place was in a great location very walkable and quiet. The house it self was very clean and modern. A little difficult to find it in the complex, but other than that would stay again!

Fully Furnished Condo near Tech Giants & Stanford
We stayed at Isaiah's place for over a month. The room was on the third floor and faced a park, so the view was wonderful. There were also various commercial facilities nearby, so the location was perfect. The room was spacious, bright, very clean and tastefully maintained, and it was very quiet at night, so we were able to relax and spend our time there. There were no problems at all during my stay, and they responded quickly to my requests, which was very helpful. The room was exactly as it appeared in the photos, and it was fully equipped with towels and kitchenware, so there were no problems at all. I would definitely like to use Isaiah's property again next time.

Luxe 2Bed/2Bath w/ Parking, Fast WiFi, Pool & Gym
The place was fantastic! Very luxurious. We had a great time!

Willow Place
Ryan is a great host answered all of our questions, addressed our requests/needs promptly. A neat safe place near shopping and close to Stanford university met our goal of staying in the area.

Spacious Top Floor Condo Retreat
This place is such a gem that I’m inclined to be selfish and not tell everyone about it! Modern appliances, close to grocery and mass department, clean and recently renovated. Very happy and will book this again!!
Quick stats about vacation rentals with a pool in San Mateo
Total rentals
100 properties
Total number of reviews
860 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
100 properties include access to wifi
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- Golden Gate Park
- Stanford University
- Washington Square
- Capitola State Beach
- Sumner Beach
- Joaquin Miller Park
- Children’S Fairyland
- Corcoran Beach
- Muir Woods National Monument
- El Granada Beach
- Surfers Beach
- Big Basin Redwoods State Park
- The Forest of Nisene Marks State Park
- Oracle Park
- Glen Canyon Park
- Golden Gate Bridge
- Point Reyes National Seashore
- Oakland Zoo
- SAP Center
- Pacifica State Beach
- Six Flags Discovery Kingdom
- Henry Cowell Redwoods State Park
- California’S Great America
- Mission Dolores Park
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