Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in San Mateo County
Private villa rentals
Villa in Pacifica
4.96 out of 5 average rating, 161 reviewsIncredible Ocean Views from Tuscan Villa Suite
18–25 Sep
Villa in San Mateo
5.0 out of 5 average rating, 22 reviewsTesla EV Charger Basketball Pool Table Hot Tub Spa
30 May – 6 Jun
Villa in Los Altos Hills
4.77 out of 5 average rating, 39 reviewsExclusive Estate, Paradise in Nature (#25567G)
7–14 Jun
Villa in Woodside
4.94 out of 5 average rating, 51 reviewsOcho Acres~Tuscan style Home with Amazing views
22–29 May
Villa in Woodside
4.78 out of 5 average rating, 40 reviewsExquisite Estately Villa
17–24 Dec
Villa in Half Moon Bay
4.97 out of 5 average rating, 31 reviewsLuxury stay with stunning ocean views.
14–21 Jun
Villa in Ben Lomond
5.0 out of 5 average rating, 3 reviewsSanta Cruz Mountains Creek Retreat, Free Parking
2–9 May
Villa in Pacifica
4.83 out of 5 average rating, 249 reviews@ Marbella Lane - KnollTop Property | HotTub
15–22 Apr
Luxury villa rentals
Villa in San Mateo
5.0 out of 5 average rating, 22 reviewsTesla EV Charger Basketball Pool Table Hot Tub Spa
30 May – 6 Jun
Villa in Ben Lomond
5.0 out of 5 average rating, 3 reviewsSanta Cruz Mountains Creek Retreat, Free Parking
2–9 May
Villa in Woodside
4.78 out of 5 average rating, 40 reviewsExquisite Estately Villa
17–24 Dec
Villa in Woodside
4.94 out of 5 average rating, 51 reviewsOcho Acres~Tuscan style Home with Amazing views
22–29 May
Villa in Half Moon Bay
4.97 out of 5 average rating, 31 reviewsLuxury stay with stunning ocean views.
14–21 Jun
Villa in Menlo Park
4.81 out of 5 average rating, 26 reviewsMid Century Modern Living w/Pool
22–29 Dec
Villa in San Carlos
Unique Artistic Villa in Nature for Special Events
24 Jun – 1 Jul
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
29 Oct – 5 Nov
Villa rentals with a pool
Place to stay in Los Altos Hills
B-Silicon Valley - Butterfly Room
14–21 Jul
Room in Palo Alto
4.8 out of 5 average rating, 10 reviewsM-Private Room w/ Bath | 4 min to Stanford
10–17 Jun
Room in Palo Alto
4.53 out of 5 average rating, 19 reviewsR4| 4 min to Stanford | Clean & Cozy Private Room
16–23 May
Room in Palo Alto
4.38 out of 5 average rating, 8 reviewsR3| 4 min to Stanford | Clean & Cozy Private Room
27 May – 3 Jun
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