Villa vacation rentals in San Mateo County
Find and book unique villas on Airbnb
Top-rated villa rentals in San Mateo County
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Mateo County villa rentals
Private villa rentals
Villa in San Mateo
4.9 out of 5 average rating, 169 reviews❤️ Large Modern Luxurious Villa Near SFO
May 11 – 18
Villa in Pacifica
4.96 out of 5 average rating, 162 reviewsIncredible Ocean Views from Tuscan Villa Suite
Feb 26 – Mar 5
Villa in Los Altos Hills
4.77 out of 5 average rating, 39 reviewsExclusive Estate, Paradise in Nature (#25567G)
May 23 – 30
Villa in San Mateo
5.0 out of 5 average rating, 24 reviewsTesla EV Charger Basketball Pool Table Hot Tub Spa
Aug 25 – Sep 1
Villa in Woodside
4.94 out of 5 average rating, 51 reviewsOcho Acres~Tuscan style Home with Amazing views
Jul 2 – 9
Villa in Woodside
4.78 out of 5 average rating, 40 reviewsExquisite Estately Villa
Apr 10 – 17
Villa in Ben Lomond
5.0 out of 5 average rating, 3 reviewsSanta Cruz Mountains Creek Villa
May 21 – 28
Villa in Pacifica
4.83 out of 5 average rating, 250 reviews@ Marbella Lane - KnollTop Property | HotTub
Apr 2 – 9
Luxury villa rentals
Room in Los Altos Hills
B-Silicon Valley - Butterfly Room
Jul 20 – 27
Villa in Ben Lomond
5.0 out of 5 average rating, 3 reviewsSanta Cruz Mountains Creek Villa
May 21 – 28
Villa in San Mateo
5.0 out of 5 average rating, 24 reviewsTesla EV Charger Basketball Pool Table Hot Tub Spa
Aug 25 – Sep 1
Villa in Woodside
4.78 out of 5 average rating, 40 reviewsExquisite Estately Villa
Apr 10 – 17
Villa in Woodside
4.94 out of 5 average rating, 51 reviewsOcho Acres~Tuscan style Home with Amazing views
Jul 2 – 9
Villa in Menlo Park
4.81 out of 5 average rating, 26 reviewsMid Century Modern Living w/Pool
Nov 10 – 17
Villa in San Carlos
Unique Artistic Villa in Nature for Special Events
Jul 1 – 8
Villa in Millbrae
3.5 out of 5 average rating, 6 reviewsMillbrae Premium Residential Area Near San Francisco Airport Cozy 5 Rooms 10 Beds 4 Bathrooms
Apr 9 – 16
Villa rentals with a pool
Room in Palo Alto
4.8 out of 5 average rating, 10 reviewsM-Private Room w/ Bath | 4 min to Stanford
Jul 24 – 31
Room in Palo Alto
4.53 out of 5 average rating, 19 reviewsR4| 4 min to Stanford | Clean & Cozy Private Room
Jul 19 – 26
Room in Palo Alto
4.38 out of 5 average rating, 8 reviewsR3| 4 min to Stanford | Clean & Cozy Private Room
Jul 4 – 11
Villa in Woodside
4.78 out of 5 average rating, 40 reviewsExquisite Estately Villa
Apr 10 – 17
Villa in Menlo Park
4.81 out of 5 average rating, 26 reviewsMid Century Modern Living w/Pool
Nov 10 – 17
Room in Woodside
4.91 out of 5 average rating, 45 reviewsEstately Plausibility of Simplicity
Aug 11 – 18
Room in Woodside
5.0 out of 5 average rating, 39 reviewsStrikingly elegant, exquisite & estately Villa!
Jul 4 – 11
Place to stay in Woodside
New place to stayExquisite Crescent Suite
Sep 22 – 29
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