Holiday rentals with a pool in San Mateo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Mateo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Mateo rentals with a pool
House rentals with a pool
Home in Walnut Creek
4.97 out of 5 average rating, 225 reviewsGated Home. Heated Pool. Top Location.
29 Dec – 5 Jan
Home in Lafayette
4.97 out of 5 average rating, 307 reviewsLafayette Treehouse Cave Spa, Waterfall, Views
4–11 Sep
Home in San Jose
4.92 out of 5 average rating, 154 reviewsSplash Pad
19–26 Jan
Home in Menlo Park
4.85 out of 5 average rating, 155 reviewsModern French Country Style Home
14–21 Feb
Home in Portola Valley
4.92 out of 5 average rating, 137 reviews3 BR Home on Vineyard nr Palo Alto & Stanford
1–6 Jun
Home in El Sobrante
4.99 out of 5 average rating, 177 reviewsZen Meets Pool Retreat!
8–15 Nov
Home in San Rafael
4.9 out of 5 average rating, 442 reviewsMCM Waterfront Pool/Hot Tub between SF and Napa
12–17 Mar
Home in San Jose
4.8 out of 5 average rating, 279 reviewsDowntown Oasis with Heated Pool near Whole Foods
2–9 Oct
Condo rentals with a pool
Condo in Mountain View
4.95 out of 5 average rating, 122 reviewsSpacious Top Floor Condo Retreat
26 Sep – 3 Oct
Condo in Oakland
4.91 out of 5 average rating, 246 reviewsLakeside Retreat (w/ private parking)
6–13 Jul
Condo in Santa Clara
4.94 out of 5 average rating, 264 reviewsLa Casa de Alpaca
6–13 Jan
Condo in East Palo Alto
4.9 out of 5 average rating, 29 reviewsPA Home Theatre & Full Office Setup Great for WFH
26 Dec – 2 Jan
Condo in Redwood City
5.0 out of 5 average rating, 3 reviewsPet Friendly Apartment w/ Pool & Fast Wi-Fi
14–21 Feb
Condo in Emeryville
4.83 out of 5 average rating, 24 reviewsFurnished 1 bedroom Apartment, Pool, Gym - Monthly
24–31 May
Condo in Mountain View
5.0 out of 5 average rating, 20 reviewsFully Furnished Condo near Tech Giants & Stanford
18–25 May
Condo in Cupertino
4.84 out of 5 average rating, 64 reviewsWFH from Penthouse with View and location!
30 Mar – 6 Apr
Quick stats about holiday rentals with a pool in San Mateo
Total rentals
90 properties
Wi-Fi availability
90 properties include access to Wi-Fi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
760 reviews
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