Holiday rentals with a pool in Cupertino
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cupertino
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 Cupertino rentals with a pool
House rentals with a pool
Home in San Jose
4.8 out of 5 average rating, 279 reviewsDowntown Oasis with Heated Pool near Whole Foods
10–17 May
Home in San Jose
4.86 out of 5 average rating, 125 reviewsBeautiful 3BD Home w/ Heated Pool and Fire Pit
16–23 Mar
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 Santa Jose
4.98 out of 5 average rating, 152 reviewsSuperHosts! Walk to 49ers @ Levi! Early Check in!
5–12 Jun
Home in San Jose
4.81 out of 5 average rating, 166 reviewsBeautiful Large 4BR Home with POOL
13–20 Oct
Home in Menlo Park
4.85 out of 5 average rating, 155 reviewsModern French Country Style Home
14–21 Feb
Home in Ben Lomond
4.96 out of 5 average rating, 111 reviewsSocially Distant yet Closein; Meadow, Hot Tub, Pet
16–23 Dec
Home in Burlingame
4.86 out of 5 average rating, 155 reviewsCozy, Spacious Villa with Private Pool & Bay View!
13–20 Jan
Apartment rentals with a pool
Apartment in Mountain View
4.95 out of 5 average rating, 122 reviewsSpacious Top Floor Condo Retreat
26 Sep – 3 Oct
Apartment in Santa Clara
4.94 out of 5 average rating, 264 reviewsLa Casa de Alpaca
13–20 Jan
Apartment in Cupertino
4.84 out of 5 average rating, 64 reviewsWFH from Penthouse with View and location!
30 Mar – 6 Apr
Apartment 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
Apartment in Mountain View
4.93 out of 5 average rating, 27 reviewsLuxury Condo near Giants & Stanford Tech
Apartment in Santa Clara
4.84 out of 5 average rating, 43 reviewsLux2B2Ba|Levi's 49ers|Restaurants|PoolGym| Parking
19–26 May
Apartment in Redwood City
5.0 out of 5 average rating, 3 reviewsPet Friendly Apartment w/ Pool & Fast Wi-Fi
14–21 Feb
Apartment in San Jose
4.72 out of 5 average rating, 57 reviews3 Story Townhouse - 2 bed - 2.5 bath - garage
3–10 Jun
Quick stats about holiday rentals with a pool in Cupertino
Total rentals
100 properties
Wifi availability
100 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.1K reviews
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